A person's perception of love is largely shaped by his or her dating experiences. A good date can reinvigorate one's faith in it, while a bad date can deter that person from opening up his or her heart entirely. The following stories are, unfortunately, of the latter case—here are some real-life dating horror stories that will make you cringe:
1. Change Of Plans
I went on a date after talking with someone for a couple of weeks. The conversation online was pleasant and involved the usual small talk about hobbies, interests, etc., There were no red flags, or so I thought...We arranged to meet in the city for a coffee. When I arrived and she was already there...and she looked nothing like her pictures.
I thought to myself, "Oh, well most people tend to embellish their photos. Let's see what she's like in person." That's when I messed up BIG time. We got to talking and at one point, she asked me what I'd be doing the following weekend. I love camping and exploring, so I just told her I had a camping trip with my mates.
She asked me if she could come along and I replied, "Um, no...We only just met." She then proceeded to lose her cool, throwing a tantrum as if we'd.been dating for years. "How dare you not take me along," she snapped at me. Yet, even after she caused a scene, my idiot self decided to see the date through to the end. She continued to ask me more questions about the trip, asking which campsite I'd be going to.
I gave her a rough estimate of the location and she replied, "Oh, that's nice. I'll see you there..." I thought that was a weird response and reiterated that I was not comfortable with that. She replied, "No. I'm going there no matter what you say. You won't see me coming." She then let out a maniacal laugh. That was the last straw for me. I stood up, placed my money on the table to pay for my coffee, and walked away.
2. Everyone Loves A Good Nap
She looked great when I picked her up from her house. First thing she asked was to go to the convenience store, where I bought her a big box of discount tampons and two packs of smokes. She opened the smokes and lit one up and then opened the tampons and installed one right there in the front seat. She crumpled up the paper and tossed it on the ground.
I started to drive to the restaurant. During the drive at some point, she fell asleep. We got to the restaurant and I couldn't wake her up. The more I tried, the nastier she got. I drove her back home. Then spent about 25 minutes trying to get her up and out of the car. She called me the next day and apologized. She told me she took a Xanax right before I got there.
She also said it was good I brought her back early because she was supposed to be babysitting her sister’s kids. Her sister came home early and I saved her from a bunch of problems. Although we talked on the phone, we never went out after that, and I quickly lost track of her after. And I have absolutely no idea where she is today.
3. Three’s Company
I met a girl on Craigslist. After a few messages, we set up a date at a bar downtown. I showed up and there was an unexpected surprise waiting for me at our table—she was already there with a guy friend. No biggie; I just assumed she was playing it safe. They were at a two-person table and the place was packed. They already had drinks, so I grabbed one for myself and put it on my tab.
My date and her friend proceeded to ignore me. I tried to join in on their conversation a few times but neither of them acknowledged me. Even when I directly spoke to them to get their attention, I got one-word answers with attitude. So, I finished my drink, paid my bill, and left without saying a word. Later, I get a barrage of messages from her calling me mean and awful for sticking them with their own tab.
4. If She’s That Great, You Date Her
She was nothing like her profile picture and just a horrible person. But it was after the date that it got truly...."interesting." She stalked me to my van and took down my phone number. On the way home, she asked if I would come back and see her. I said thanks but no thanks and have a nice life. In the proceeding days, I received numerous texts and phone calls from her and had to have her number blocked by my phone provider. Oh, that was not the end.
On New Year’s Day at 4 am, I receive a call…from her ex-husband, asking why I wouldn’t date her. He tells me that she’s a good person and all that. Turns out they went out on NYE and decided to call me. I hung up only for them to keep calling me back. Ended up turning my phone off. When I turned my phone back on, I had received 20+ voice recordings that were getting more and more threatening.
In the last one, I could hear them in a car saying they were coming over to get me. I spoke to my neighbor who gets up early and had gone for a run and he told me there was a couple being taken into custody around the corner from our place who had hit a light pole.
5. Small Town Woes
I was on a dating app in a smallish town and I had already gone on a few boring dates. But eventually, I matched with this one girl who agreed to meet with me. I was thrilled, but there was something very odd about her and the conversation we had. She was eager to meet; almost too eager. I got to the Starbucks and waited inside for about twenty minutes past our agreed meet time.
The girl texted me to tell me she was running late, and she asked me to stand outside so she could see me as she drove by. I looked over and there ws another dude standing on the sidewalk with his phone in his hand. I recognized him from the gym, so I asked him if he was also meeting a girl. It turned out the girl was pulling a fast one on us both as revenge for her girlfriend who we both apparently dated.
6. Stay Home Next Time
We went out to a nice cafe and she made the barista remake her triple shot latte multiple times while hovering over the coffee machine and criticizing their milk frothing and bean grinding and shot extraction and milk brands. Then she asked to come behind the counter and do it herself. She was the coffee girl at a gas station so she thought she knew better.
She even complained about all the awful customers she had to deal with…while she was eyeballing the person remaking her coffee for the third time!
Pxfuel
7. The Sound Of Silence
On our date, we went to Dave and Buster's. I could tell she was uncomfortable. I tried to bring up topics for us to talk about, but I was only getting one-word answers or literally, “I don’t know,” even when I asked her questions about herself. We sat in silence for about five minutes before she finally showed signs of life.
She got up to go to the bathroom and when she came back, I just straight up said to her, “Hey, if you’re not having a good time, you’re more than welcome to leave. It’s perfectly fine.” That's when things went completely south. She got insulted by what I said and picked up her purse to leave. I repeated myself and said, “If you’re having fun, I’m more than happy to stay, but like, we’re not even talking right now.”
So she got up and left and I ordered another drink, waited a bit to watch the rest of the game on TV, then left. I got a text from her saying how insulted she was that I would ask her if she wanted to leave, etc. I just said, “I tried talking to you for 15 minutes and got no responses.” She then explained that sometimes she just doesn’t feel like talking and I was cruel for not being okay with that.
8. Talk About An Icy Encounter
In college, I hit it off with a girl and agreed to go on a first date to a school hockey game. When I met her there, I realized I had forgotten my wallet, so I had to borrow $5 from her to pay for my ticket. Not a great start, and I could tell I had dug myself an early hole. Then, once we sat down, we realized that neither of us liked hockey at all.
I have no idea why we agreed to meet there, but we were both totally uninterested in the game. We started talking about other things we were into, and I mentioned that I liked board games. She said, "You sound like my grandma." At that point, it was clear that neither of us was into this at all, but it was the first period of a hockey game that she had paid 10 whole dollars for.
We sat there and stonily watched the rest of the game. Afterward, we said, "Let's hang out sometime," and then never messaged each other again. Here comes the twist. A few semesters later, my friend called me up all excited about a new girl he was dating. He wanted me to come to his apartment and meet her. I walk in, and he's sitting on the couch with his arm around the very same hockey-hating girl.
I immediately grabbed my wallet, handed her $5, and said, "Thank God! I've been looking for you for two years!" She laughed, and things went all right after that.
9. A Quick End
I sat down and he immediately said, "Oh yes, you are hotter than your pictures and you're my girlfriend now." Cleary, he came on real strong. I chalked it up to keenness at first or maybe a weird sense of humor. I figured I'd at least stick around for a drink or two, just to feel it out. I even offered to buy the first round, partly as an excuse to get away from the table for a second.
I made some unrelated comment to the bartender that made him laugh, and when I got back to the table, my date caught me completely off guard. He started yelling and slamming his fists on the table, demanding that I tell him what I said to the bartender and whether I thought he was good-looking or not. He had somehow gotten jealous of this bartender five minutes after meeting me.
10. The Architect Should Be Fired
A guy approached me at a coffee shop and we ended up hitting it off and talking all night. A week later, we had our first date at my place so I could cook him dinner. I lived in a small one-bedroom apartment and the bathroom door was right next to the kitchen. He excused himself and proceeded to take the loudest, and what I presumed to be, the most massive BM this universe has ever seen.
The sounds of the toilet carnage still echo in my nightmares. I didn’t mention that I heard the whole event and we went about our evening. After dinner, we got into my bed so we could watch a movie. 30 minutes into it, I needed to use the restroom, so I got out of the bed...to reveal that I had unknowingly started my period and left a noticeable pool of blood where I was sitting.
He helped me change the sheets. Anyway, we’ve been married a year now and he still takes the nastiest dumps known to mankind.
11. Miscommunication?
I had a crush on this guy in high school and my friend kept urging me to talk to him. I finally got the nerve to ask him out and apparently, he liked me too, or so I thought. We talked often and exchanged notes in the hallway. He even asked me to homecoming and I said yes. I was so excited; I bought a new dress and everything!
But when I got to the football game, everything changed for the worst. I saw my crush in the stands and I told him I was going to go sit with him for the game. He told me I couldn’t do that. I asked him why and he said it was because he was with—get this—his girlfriend. I was devastated and embarrassed, to say the least.
12. Anything But A “Happy” Hour
I met a guy at a concert who asked me out to dinner the next weekend. He gives me the address, but I get there and it’s an apartment building. I call him to say I think he gave me the wrong address and he said, “Nope! You’re driving.” He has me take us to an Applebee’s because they have the cheapest happy hour. This is exactly what he said.
We have one drink and he eats potato wedges by himself. When I drove him back, he asked me where my overnight bag was. I said, “I’m not staying the night, and thanks for the beverage.” He turned savage in an instant. He took my keys out of my ignition and told me to go upstairs. I told him I will start screaming and call the authorities, which was the only thing that made him back down.
He threw the keys in the front seat as he got out, telling me I was missing out on "hot tub time."
13. Why Did He Even Come Over?
I invited this guy from Tinder over to my place because he seemed pretty nice and we had a lot in common. He was decent looking on his profile, so I thought, why not? For context, I had just moved into my apartment and I didn't have a nice setup yet besides a table and a few chairs. The second he walked in, he waved the first red flag—he asked me why I didn't have any slippers for guests.
I was a bit confused but figured maybe he just lived in a fancier household than me (and yes, he made it clear he did). I said I didn't have any slippers, and he just shrugged it off. We then went to my balcony to hang out and he spent twenty minutes crying about how much he still loved and missed his ex-girlfriend. I just nodded along to be nice, but it was strange.
We eventually went back inside and he immediately started grilling me about my lack of furniture. "Where’s your TV? Couch?" When I explained that I didn't have the money at the moment to buy nice furniture, he scoffed and just kept nitpicking.
14. You Had One Job
I went to the bathroom and asked my date to watch my coat. I came back and my coat was gone. It had my cellphone, wallet, and keys in it. Turns out, the guy was too busy chatting up the bartender and hadn't even seen what happened. We had to uber back to his house so he could get his truck and drive me home. I had to wake my roommates up to let me in.
I had no ID, cash, or way of contacting anyone for days. I ended up tracking down the guy who took it but only got back my phone; he threw out my wallet, keys, and coat. Most expensive and worst first date ever!
15. Maybe She’s A Werewolf
I went on a date with a girl in college, a cutie from my class who I had been trying to get a date with for a while. I picked her up to drive to dinner, and it’s worth mentioning I live in Wisconsin and it was January, so it was pretty cold outside. While I was driving, she startled me with her next move—she proceeded to undo her belt, open the door, leap out of the car into a snowbank, and run into the woods.
I had to chase her down and convince her to get back in the car with me before she lost her feet to frostbite. We didn't date anymore, but I did check in on her every once in a while.
16. Some People Aren't Worth The Fuss
I started a new job, and met this super cute guy at work. He had a previous girlfriend who he broke up with about six months before we met. She would sometimes randomly come into the shop, and he would always tell her that she couldn't be there, that they had been broken up for months, and she needed to leave him alone. Anyway, he and I started talking and flirted for several months.
After about three months, he finally asked me on a date. We go out to dinner, and he's just so sweet and cute and adorably awkward; I really liked him. After dinner, he invited me back to his place to talk. I agreed, and we just chilled at his apartment talking, and talking. I was sitting on one sofa and he was sitting on the other. Then my nightmare began.
All of a sudden, there was pounding on his door. He calmly gets up and locks it, and I hear a female yell, "Did you just lock the door on me?!" It was the ex. He's calmly asking her to please leave through the door. Then the front window slides open, and she sticks her head in and starts screaming at him. At this point, he's still calmly asking her to leave.
She then CLIMBS IN THROUGH THE WINDOW and I see this HUGE woman and I thought I was about to get hit. She went ballistic and started tearing down pictures in the living room. Then she moved to the bedroom and I could hear her screaming, throwing things, breaking stuff, all the while my date was standing in the doorway of his room trying to get her to stop.
He never raised his voice, and it seemed like this wasn't the first time this happened. The neighbor came over, but she didn't do anything except stand next to me in the front doorway in shock. Meanwhile, we can hear things escalating with her in the bedroom. He calmly walks in the bedroom, and after a minute or so he walks out of the bedroom with her in a bear hug, guiding her out of his house. It was far from over at this point.
She then went and laid down in the courtyard, rolling around in the grass, crying and screaming, while the three of us (me, date, neighbor) just stood there for a minute. My date then said he was going to call her cousin to come get her, but before he could make the call, the cousin walked up. The cousin brought the girl there and was waiting in the car the whole time!
I sat with my date and we kind of processed what just happened, which is when his neighbor confirmed for me that this is not the first time, and I encouraged him to call the authorities. I eventually left and called him when I got home to see if he called the police. He did, but not to report what happened, but so they would do a welfare check on her to make sure she was okay.
17. #BadDate
My date got mad at me for wanting to leave when all she did the entire time was mess around on her phone and post selfies of her and the coffee I bought her. I checked her Instagram profile later on (she wanted me to follow and like her photos) and the caption was disturbing. It was something like, "Treated myself #blessed #sogood #coffee.” And yet, she couldn't hold a conversation at all.
18. Pure Confusion
I took a girl out for the first date for dinner, and she showed up in a dirty T-shirt. She ordered a lot of food and ate open-mouthed. She then starts talking about her fiancé, her child that she did not know who the daddy was, and then, she farted. Like she leaned over and pushed one out. Just as I thought it was bad enough, she then asked me if I had any blow.
When I said no, she asked if I knew where to score some. She then told me she had to be careful because she was out on parole. There. Was. No. Second. Date.
19. A Whole Mess
When we went back to my house after a bike trip, she fell and broke her cervical spine. I had to take her to the ER I work at—she got admitted and put into a halo in the ICU. I met her family there. We dated for something like nine months after that, but then she totally ghosted me. Months later, out of the blue, I got served by a sheriff—she was suing me for a million dollars over her injury.
It went on and on and even to trial. It came out she had lied to me and was still married when she went on date with me. Worse yet, she ghosted me because she was also cheating on me with another guy and she was pregnant with him at the time. He even testified about her disability at the trial.
20. A Steep Climb
I matched with a cute girl who likes to go climbing and we have good chat. I suggested we go to a climbing gym rope and hang out. But she doesn’t have a car, so I need to pick her up. I’m not thrilled but whatever. I meet her and, well, it’s not her. Or it is her from the profile, but maybe from 5-8 years and a kid ago? Something like that.
I’m tempted to call it off but I’m too much of a softie, and she says she made cookies. As it happens, I love cookies. We head off to the small local gym. We arrive, walk the 10-minute approach, and the conversation is still fine but I’m really wary now. I resolve to just have a nice time and have some fun, and just learn from the experience.
She’s perfectly nice but I’m seeing red flags. At the crag, she says she borrowed her friend’s shoes and isn’t sure they’ll fit. Same with the harness. Uh oh. Well, they do fit, so I rig the anchor and we start climbing on a nice easy wall for a warm-up. Except that she can’t climb. Fine, okay, whatever. We’re still chatting as she works on the off-ground move, and then just bursts into tears. Then the whole shocking truth comes out.
Turns out that it’s HER SISTER’S DATING PROFILE and that’s who she borrowed the stuff from, and that HER HUSBAND DOESN’T KNOW SHE’S ON DATING APPS. I find all of this out amid tears and so does everyone else there who can overhear it. Some very awkward talk therapy later, I drop her back at her house and she leaves me the cookies as an apology. And they were store-bought.
21. At Least She Didn’t Feel Awkward
When I was in high school, I went on a date with a friend of a friend. We went and saw a movie, then went out for dinner. I was nervous and awkward, and it ended without much fanfare. The date went OK, and there wasn't a second one, but that's not the bad part. About a month later, I went to a party at our mutual friend's house.
I saw her there and was afraid it might be a little awkward. I had no idea she was invited. About an hour into the party, she came up and started talking to the mutual friend, while I was standing nearby. After a few minutes of talking, the girl I had gone on a less-than-awesome date with came up and introduced herself to me.
22. Parents Have Friends Too
I was set up by a friend's girlfriend. She showed me a picture and said sure. The girl was good-looking and I liked the girl's other friends that I had met. She couldn't be too bad, right? I call her and set up the day and time for pickup at her house. I arrive to pick her up and there she is with her parents and brother sitting around the kitchen table just talking.
I get a bad vibe from everyone but her when she introduces me. On the way to dinner, I mention the tension I felt from them all. She says it's because she just broke up with her boyfriend a few weeks before. Her family loved him and they were all upset with her dating someone else. She said maybe they'll get over it and like me once they get to know me.
Later on, I ask about her brother. No brothers. OK, cousin? No boy cousins that she is close to. So...what about the guy with her parents when I picked her up? That was her ex. There to have dinner with her parents.
23. Truth Is Subjective
I invited a girl from Tinder over to my house after a very steamy conversation (led by her). After bringing her to my place, she proceeded to absolutely ignore me and at best give me one-word answers to every line of the get-to-know-you conversation, acting like I was inconveniencing her by taking her attention away from her phone.
Any time I tried to make a move, I got shot down instantly. This went on for a few hours, so I put Netflix on. Big mistake on my part, apparently. Just as I was about to say it was time to leave, with no warning whatsoever, she straddled me and started aggressively making out with me. It was disgusting—a bunch of food residue from her mouth got into mine. She hadn’t brushed her teeth.
I noped out of that and we had a very quiet drive back to her house. Before I even left her driveway, she was texting me saying how great it went and that she wanted to see me again soon. Needless to say, that did not happen!
24. In Her Defense, It Was Dark
I had a dinner date with a much younger woman who was extremely aggressive. After our first date, I was dropping her off and had intended only to give her a thank-you peck on the cheek. However, our “goodbye” moment suddenly morphed into a high school-like make-out session during which she started, shockingly, to grope me.
My two-seater car was dark and cramped and I was wearing a suit and winter overcoat, but I nevertheless was extremely surprised to feel her hand navigating south of my belt. Suddenly she squeezed hard and, with sheer delight and fire in her dimly lit eyes, delightedly exclaimed that I had “an enormous friend.” But she didn't know what she was actually touching.
In reality, she was squeezing a single large roll of my lower belly! For the first and last time in my life, I glanced at my pretend wristwatch and told her that I had to leave due to the late hour and an early morning meeting. I couldn’t imagine her reaction and disappointment had our date developed any further as I am, at best, average.
25. You’re As Old As You Feel
I went on a date with a guy on Bumble. We made plans for him to pick me up and go to a local restaurant for dinner. It ended up snowing the night before and the road had developed a layer of ice on top. I suggested rescheduling, but he insisted. He picked me up, and when leaving my neighborhood, he started to slide on the ice. My life flashed before my eyes and we ended up rear-ending the car at the end of my road.
Thankfully, everyone was okay. I was pretty shaken up, but we continued on with dinner and the rest of the night was pretty mild. The following Monday, his insurance ended up calling me, asking what happened. I called him to say I didn’t want to get any further involved after having spent forever on the phone with the adjustor and he responded by asking me out.
Not only that, but he ended up standing me up anyway. He claimed, “in his older age” he tends to be more forgetful…He was 27.
26. Open And Honest Isn’t Always Best
I met a girl at a friend's wedding and we went on a date a month later. She started disclosing way too much info for a first date, including some very personal stuff. She said that she wanted the first time we kissed to be on the altar when we would get married. I'm not religious by any stretch of the imagination.
Then we went back to my place and through five walls, I heard her perform what can only be described as a three-ring circus of bowel movements. A month later she invited me to a Halloween party and said she was dressing up as a sexy Bruce Willis. HARD PASS.
27. You’re Focused On The Wrong Thing
My date phoned me the morning before our date at 2 am to say she was so excited about our date. Then, mid-conversation, she crashed her car. After that, I didn’t hear from her until the date—I had to pick her up at that point because totaled her car. The date started well and I took her to a fancy sushi place, but she did not eat one piece as she was talking the entire time.
I slowly established that she had not slept for a few days and her eyes were rolling. I settled the bill and took her home to a very judgmental roommate. As I was walking back to my car, I heard a bloodcurdling shriek..."Where is my goodnight kiss?!" My anxiety kicked in and I started running to my car. I looked back and she was chasing me, still screaming.
Neighbors from all over her complex started watching from their homes but I somehow managed to escape. Months later, I ran into her roommate out on the town and she said, "Oh yes, you were the one who ate all the sushi."
28. So Uncomfortable
A person I was dating invited me to his parents' house for the afternoon. He wanted to introduce me to them and show me the house he grew up in. I thought it was super sweet and had no problems going. He was also in the middle of moving and needed to pick up a few things, so it really didn't seem that unusual to me. Yeah…we got there and it was awful.
His entire family was there. They traveled from hours away, too. This was not just meeting the parents, it was meeting the ENTIRE family. Even worse? At some point, this lunatic lied and told his parents that he had proposed. We had been dating TWO months. I spent the entire afternoon dumbfounded and just playing along.
We were two hours from home and I had no cell service, and no way to leave at all. We ended up spending the afternoon brainstorming wedding ideas and planning an Alaskan honeymoon that his parents planned to gift us. His brother even called to say congratulations! We drove back to his apartment in silence. When we got there, I got in my car and left.
I didn't even bother grabbing my stuff. Weirdest experience ever. I have no idea how he broke it to his parents that we weren't getting married
29. It’s Too Much
I met this guy Ron on OkCupid. He seemed nice enough, even though he was older than his profile said. We chatted over the phone a few times and he came across okay enough to meet. So, we did. I went to his house for the first meeting because I was honest in telling him what wouldn't be happening. I figured he was gentleman enough to respect my wishes.
We chatted for a while on his back porch and watched a movie in his living room. But then he started to act weird around me—he would grope me and I reminded him that wasn't happening and to please stop. "You're just so beautiful, I can't help myself." He could help himself. I was suddenly "very tired" and wanted to head home. He started texting me, just constantly bombarding me with compliments and it was smothering.
I talked about boundaries with him, but he just ignored me. He even offered me a key to his house. so I could pop over anytime. He wanted to get a dog so I could come over and walk it while he was at work. He also mentioned a work trip to Hawaii several months in advance and told me he wanted to take me. I started to pull away from him a little and explained that he was being too much too fast.
After a long break, we decided to meet up again because I make bad choices sometimes, admittedly. Things just got worse from that point on. He started groping me again, smothering me. He legitimately would not leave his hands to himself, so I leaned forward on my knees so he couldn't touch me. I told him I was leaving and he walked me back to my truck because it was late and dark.
He hugged me and wouldn't let go. I tried pulling back and telling him to let go, panicking, but he wouldn't. I started to nervously laugh because I was in full panic mode. I opened my door and he stood beside it, not letting me close it. I couldn't drive my car forward because I was in a parking garage and there was a car in front of me. If I go reversed, my door would have probably gotten torn off.
When I went ballistic and screamed at him to move, he backed up, made a snarky remark, and I finally went home. He started texting me again—long, long paragraphs about how when I "hugged him" he felt sparks he'd never felt before, how I mean so much to him, and how he's never felt this connected. I just stopped responding.
He started texting me more, I don't answer. Then he got mean, but I still didn't answer. I headed to work the next Monday and showed the text messages and his face to security and told them to not let him on campus. Security couldn't believe the text messages. I learned my lesson BIG TIME with him.
30. An Odd Thing To Do
I went over to a boy’s apartment who I had hung out with a few times already to watch a movie. In the middle of the movie, he stuck his finger in my belly button. We weren’t even cuddling. Just randomly turns towards me and puts his finger in my belly button. I said to him, “Get your finger out of my belly button?” To which he responded by making a weird noise similar to an adult using baby talk and saying, “Coo, coo,” while wiggling his finger still inside my belly button.
I left immediately, never talked to him again, and my friends still refer to the situation as belly button boy.
31. What Did I Say?
I met a girl through a friend at a party and we went on a few dates. On one of them, we ended up at a hotel and decided to stay the whole weekend. The last night, after a few drinks, we were chatting under the sheets. Drinks, snacks, good times. Suddenly, she switched to a whole other conversation. Not a simple switching of subjects, either.
This was a quick and smooth transition from a real conversation to one that was between her and…someone else. I was confused, but I brushed it off. This happened a couple of times. The third time though, I had to say something; I couldn’t just let it go. It was horrifying—she was weirded out and was just as confused as I was when I listened to the things she said.
I told her it was like she had parallel conversations going on in her head. She became visibly frightened by herself and nervously panicked, ultimately breaking down and thinking she was crazy. I tried to comfort her until we fell asleep. I found out later she was diagnosed bipolar, but never really heard from her after that night.
32. He Was Not Trying At All
We went to dinner and he started chatting up the waitress. He was interrupting me every time the waitress came over and talking to her for a few minutes instead. After a couple of times, I just pulled my phone out and started scrolling and he complained when he noticed I was on my phone. Cue a lecture about my generation.
He was only six years older than me. Then he got mad when I wouldn't get intimate in the parking lot. I ended up going back inside the restaurant and calling a friend to pick me up. Dude’s car was still sitting there when I left. Maybe he went back for the waitress.
33. Strongly Opinionated
I went on a date with a girl who suggested a restaurant but it was closed when we got there. She told me it was where she'd had her wedding reception after marrying her much older husband. Then, at the next restaurant, she revealed her true colors—immediately asked me how I felt about Trump while telling me how great she thought he was before I answered.,
Then she drank most of the bottle of vino we ordered, made rude comments in the restaurant out loud, and told me constantly that she made more than I did (I'm not sure if she was right, but it was a weird thing to care about regardless). She told me she forgot my name twice and spent the entire car ride back to her place trying to convince me Obama's birth certificate was a forgery.
34. What Friends Are For
I was 21 and met a guy at my summer job who was 20. He was a super sweet guy and we got along great when we worked the same shifts together. Eventually he asked me out on a date Saturday night, and I said sure. He said we would go out to dinner, hang out around town, etc. I was really excited because he seemed like a great guy and I never went on many dates.
I pull up to his house and he comes out with three other guys. They all jump in my car and I'm like, “Oh, hello?” And they said they wanted to have a party that night and started directing me around to all the local liquor stores so I could buy things for them. I was a shy, self-conscious girl with low self-esteem and I was always a people pleaser who didn't stand up for myself, so I obliged.
I drove these little dinks around town, picking up drinks for them while they sat in the car, feeling like a complete and utter idiot the whole time. But the worst was yet to come. When we got back to my "friend's" house and I parked and started taking off my seatbelt, they started laughing at me. "Who said you were invited?" I was totally non-confrontational so I just said, okay, see you later.
They hopped out of my car, took the drinks with them, and I drove home, totally burning in embarrassment. Once I got home, I told my roommate what had happened. She was enraged and immediately got them busted for underage drinking.
35. Older, Not Wiser
I was 18 with a Plenty of Fish profile and I got catfished by this dude who was about 20 years older than me. We met at Starbucks and upon seeing him, I knew I was out of my depth, but I didn't know what to do so I went along with the date. Worst decision ever. He would ask me my interests and then shoot them down. For example, he'd be like: “You're into Harry Potter? I think that is so childish!”
I knew I needed to nope out of there, but he kept insisting I come over to his place. He used the fact he bought me a coffee to make me feel guilty. I agreed to go to a park but that was the most he was going to get. I said I had to drive separately as I had to go somewhere later and during the drive, I called a friend and asked her to call me in fifteen minutes to give me an excuse to bail.
At the park, he mentioned that he knew he was older and attributed that to my "strange" behavior. He found it so odd that I did not want to see his house—he explained that he only invited me because he felt a connection and knew I wouldn't want to meet him if I knew he wasn't like his picture anymore. Not long after my bailout call came, he became so cold and it was scary.
Thankfully, I slipped off after a very awkward hug.
36. A Series Of Unfortunate Events
I went on a date with this guy who asked me out to get breakfast. He decided that a fast-food place was a suitable place to go. First of all, he was an incredibly irresponsible driver; he was on his phone the whole time and would speed regularly and I think he even drove through a red light. All this to not even go in because he didn’t want to pay for $3 parking.
So, we went back to his house. He was living with three other roommates (all girls) and his room was in the basement. Anyways, he was bragging all morning about how he cleaned his room just for me but when I got there, it was hardly clean and he had set out three Playboy magazines on his dresser for display. Despite being uncomfortable, I thought, “Well it’s already been this long, better finish the date.”
Bad idea. He puts on a Western-style TV show without checking what I’d like and cuddles up next to me. He didn’t smell the best and he kept rubbing my arm in some kind of affectionate way. He also kept asking me heavy questions and stuff about my ex. We finish an episode and I’m determined to get out of his place as quick as possible.
But before I go, he stops me and asks me out to dinner for another date. I refuse (obviously as I wasn’t having a good time) and his last trying words were, “I would have paid.”
37. The Divine Plan
I went on a first date with a guy after meeting him on a dating site. The phone calls went well so I thought, why not. We met at the mall. Right off the bat, I got a weird vibe. He proceeded to tell me how many kids we would have, and how he would spank them whenever they were disobedient. The guy was fully serious, too—he said we had to do it because "it’s what God wants."
He ended up following me to my car and I was thankful it was daytime in a busy mall with a security guard watching. He then tried to make out me, but I slapped him and drove away.
38. A Big “No Thanks”
After a couple of rounds of drinks, my date started crying and it got visibly worse throughout the night. It was clear she was not over her ex and especially not ready to be in the dating scene. She excused herself for 20 minutes to the restroom and came back looking somewhat better, but a couple of moments later it all started again. I was just awkwardly sitting there and was getting stares from people.
I eventually ended the night, told her to go home and rest, and that it was all ok. She apologized and even texted me the next day asking for a redo but I politely refused and wished her well. I thought that was kind, but her reaction stunned me. She then had audacity to be upset about that and texted me a whole rant. I didn't even bother responding.
39. The Wrong Film
The guy was hot and interesting, so I invited him over thinking we’d have some casual fun. He arrived and it was going fine—we had loads in common including film taste. We decided to watch a movie and settled on Nymphomaniac, which neither of us had seen or known much about. Little did we know what we were getting ourselves into.
It was a very disturbing film for various reasons, awkward and painful viewing. It totally ruined the mood. We finished the movie and mutually decided to end the date. I didn’t bother to arrange another date.
40. What A Winner
I showed up to a date with a guy who looked nothing like his pictures. I don't know if they were really good angles or super old. He was also covered in tattoos that looked like a kid had drawn them on and was very proudly showing them off by wearing a string vest. Whatever, I thought, I'm not superficial, so I decide to give him a chance.
He proceeds to begin the date by telling me he lied. He doesn't have a job; he collects unemployment and he saved some especially for this date. No judgment on being unemployed, but a pretty big lie. He spent all his money within half an hour and then expected me to buy the rest of his drinks. Trying to make conversation, I asked him what he does with his time.
Turns out he's "a Mexican wrestler, with masks and stuff." I kid you not. Eventually, when it had been long enough that it was polite to leave, I made an excuse and he insisted on walking me to my bus. I made it clear I didn't need him to, and to make sure he gets his own bus. As my bus showed up, he declares he's missed his and wants to come home with me.
He launches himself at me to kiss me. I dodged and hopped on the bus in a panic and left him behind as he shouted at me, calling me a dirty tease. Worst date ever.
41. Oldest Trick In The Book
I got to the restaurant first and waited outside. When he arrived, he was extremely energetic past the point of being normal. When we sat down, I could see his eyes were dilated and unblinking. I assumed by that point he had done some sort of substance before the date. We agreed to have one drink at the restaurant, then go somewhere else for food.
During the drink portion of the date, he told me he could get me a good job selling cars at his business and then asked me to move in with him to annoy his ex-wife. I just chuckled and brushed it off. I told him I'd meet him at the restaurant and he shocked me with his next move—he followed me to my car, got in on the passenger side, and wanted me to drive him there.
I was a little freaked out but I tried to roll with it. We got to the restaurant and the vibes were all off at that point. I was significantly freaked out, so I used the bathroom excuse to ditch him and leave. I got to the front and realized I left my purse behind, so I asked the hostess for help. I told her to please find a way to get me out of the date. Fast forward about ten minutes and a glass of pinot later.
The manager came in making his rounds to the tables, stopped at ours, and asked for my name. He said I had a phone call up at the front. Not the smoothest line, but I went with it. I told my date I'd be right back, then grabbed my purse and hightailed it out of there.
42. At Least There Was A Discount
He's late, but only about 20 minutes, so I just brush it off. We get in the car and I notice he's extra animated and talkative, but chalk it up to nerves. I ask him where we're going and he tells me Chili's because his friend works there and will give us a discount. I’m a little overdressed for that, but I'll roll with it. We get there, sit at the bar, and he immediately orders.
He gets a shot and a cocktail, an appetizer, and his meal. Before our meal comes, he's finished his shot, plus two cocktails. Throughout our meal, he's talking nonstop to his bartender friend while slamming drinks. His friend tries to include me in the conversation several times but my date would just talk over me or barely let me finish my statement before raucously carrying on.
Finally, it's time to go so we get the bill and he tells his friend to just split it down the middle, even though all I had was a tea and then a dollar appetizer. I'm pretty annoyed at this point, but just want to get out of there so I pay the 40-dollar tab. I look over and notice that he only left a small tip, even though his friend gave him a serious discount.
As a bartender myself, this was just beyond insulting, so I throw a 20 on top of the 15 I'd already tipped. I offered to drive back because of how much he'd had to drink, but he seemed totally unfazed by the copious number of substances he'd imbibed and opted to drive himself. He talked my ear off the entire drive, while I gripped the door handle the whole way home.
We park in front of my house and he leans in, I thought for a kiss, so I instinctively pulled back. Turns out he was just reaching for the glove compartment for his coke while asking me if I partake. I tell him that's not my thing and he asks where we're going after this. I tell him I’m pretty tired and have a ton of homework so I'm calling it a night.
He proceeds to sit in my driveway for 20 minutes doing blow and as soon as he's gone, I practically ran to my little neighborhood bar that was about a block away.
43. It’s Shark Week Every Week
She had a weird obsession with sharks. She had shark decals on her car, shark tattoos, and wouldn't talk about anything but sharks. After lunch, she revealed she had no money, so I had to pay. I was going to anyway, but for her to bring no money on a date and just presume I would pay was pretty insulting.
44. Seems Like The Wrong Approach
One of the worst dates I've been on was with this guy from an internet dating site. We hit it off fine online, and decided to meet in a coffee shop in the middle of the city. We figured if we liked each other, we would go to a nice restaurant nearby. Well, he's super awkward in person. It looked like he didn't try to look nice at all or even shower.
I try to just talk the normal topics and when I mentioned I was a nurse he's like, "Oh, aren't you guys basically custodians?" I wasn't sure if he was making a bad joke or not. I decided to ignore it and I mentioned how excited I am to finally start my dream job in a new city. He then says, "Wow, I can't believe your dream was to get coffee for doctors!"
At this point, I get up to leave. He tries to stop me, and then I made the perfect comeback. I told him, "You are not NEARLY hot enough to get away with negging." I went across the street to the food hall and proceeded to have a grand time by myself.
45. Multi-Level Madness
We met up at a café. Within the first minute, he pulled out a bunch of brochures and started telling me how amazing Amway and its products are. He told me all about how you could gain access to all kinds of cool events and stuff by becoming a sales rep, etc. I was pretty annoyed that I was scammed into an MLM pitch meeting and I told him so.
After I said that, he completely lost it. He got extremely angry and defensive. He said: "I'm not trying to recruit you! I knew you were from Michigan and Amway was founded there, so I thought it'd be a good topic!" Right. I told him I was leaving and asked the waiter for the check. The dude literally then screamed: "SEPARATE CHECKS!" at the waiter, drawing the attention of everyone in the cafe.
I started getting a bit freaked out and was scared to walk to my car because the dude was literally shaking with rage. I was terrified he'd try to follow me, so when we went outside, I remained standing by the café door thinking he would walk ahead to his car first. Nope. Instead, he took it as an opportunity to stand there and scream at me in the parking lot.
H was still insisting he wasn't trying to recruit me and said I ruined the date by accusing him. As if somehow him yelling at me in a parking lot is going to change my mind. Finally, I couldn't take anymore—I just went to my car, locked the doors quickly, and drove multiple circles before going home.
46. Trivial Concerns
He picked a bar across from his house so he could drink as much as he wanted. He brought a friend. He spoke mostly to his friend about sports. He talked throughout the bar trivia, rudely. He didn’t know any trivia answers (my most petty point of contention). He asked me to drive him home, despite living a three-minute walk away.
THEN after all that, HE TRIED TO KISS ME when I dropped him off. I blocked his number after he got out of the car.
47. If The Shoe Fits…
I was taking part in a college "Cinderella" activity where girls put one of their shoes in a pile. A guy would pick a shoe and he'd go out on a date with the girl who the shoe belonged to. My roommates and I all did it as a group and it was supposed to be fun...until the weirdest guy picked my shoe. I honored the activity and went on the date, which was at a bowling alley.
Every time I got up to bowl, he would shout at the top of his lungs like: "THAT'S MY DATE!" He also shot put the bowling ball and probably ruined the lane. Sometimes his throws were so bad they would go down someone else's lane. At one point, he tried to kiss me in front of everyone...It was terrible.
48. Ah, Young Love
I went out with a girl when we were probably young teens. We went to see Inception. She gets up to go to the bathroom, but doesn't come back for a long time. Eventually, I go look for her, and the guy behind the concession stand looks at me and gives me the most pitying look I've ever received, and points around the corner. I can't unsee what I discovered.
Following his direction, I found her making out with another guy. I should have walked out then, but instead, I went back to my seat to watch the rest of the movie. She returned and asked me to fill her in on the last hour. Also, because that wasn't enough, after the movie I wasn't sure what bus to take home, and she pointed me to the wrong bus.
49. Just Make A Decision
I matched with a girl on Bumble and we talked over the course of a few weeks. We made plans to meet u one weekend. I texted her the day before to see if we were still on. She didn't reply until the day of. She said that she actually had somewhere to be later in the day, but asked me if I wanted to get coffee before then.
She also asked me if I could pick her up because her car was in the shop. I said yes to both, like a true idiot. She asked me if I knew of any places we could go. I said there was a Starbucks in my area, but she asked me if I knew of any places other than Starbucks. I went on Google, found a neat little local coffee place, and threw that one by her.
She didn't respond for 45 minutes. I ended up shooting her another text asking her how that sounded. She replied back that it sounded good, but the place was closing within the next twenty minutes. I went back to Google and found a different coffee place in her area that didn't close for another two hours. I threw that one by her and then she texted back asking if we could take a raincheck.
I said, "Sure," but didn't have much intention of reaching out to her again. She had already flaked twice before and the fact that she basically ended up wasting most of my afternoon kind of dampened my interest a bit.
50. Too Much HGTV
She looked nothing like her picture, not ugly, just completely different. She picked the worst restaurant in town, which I looked past because everyone has different tastes. We came back to my house and she complained about me not showing affection or touching her, so I started touching her and then she got mad. The final straw was when she decided she didn’t like my house, which I had just bought and was proud of.
She immediately wanted to go to the hardware store to buy stuff to start remodeling. It was by far my worst and weirdest date and I hope she found a house to remodel.
51. We’re All Confused
It was our third date and we decided to go to a club. It was getting pretty late so we ordered a Lyft to beat the crowds of people trying to exit at the same time. We exited the club and someone pulled my arm hard when we got outside. I turned around and my face went white—a random guy was accusing me of ghosting him and leaving him at a club with the bill.
I told him he had me confused with someone else which only made him more and more upset. He kept reaching and pulling at my arms. My date pushed the random guy away and pulled me closer, which only set him off even more. Security noticed and thought we were causing an issue with the dude. My date tried explaining what was going on and the random dude lunged at me.
I remember I had my taser with me, so I took it out and laid it on him. He fell to the ground, confused. I'm pretty sure he mistook me for someone else, but that was terrifying.
52. Tolls Must Be Paid
I had been "dating" a girl online for eight months in my early 20s. We live in different countries (America and Canada), so it was difficult to make plans to meet and have a real date. We finally decided to meet up on New Year’s in her area. Now, I had never been outside the country by myself or had any real travel experience outside of family vacations growing up.
I drove up there and made it to the border with relatively no issues other than finding out tolls still were cash only on my way through. This was the start of my troubles. I had to stop at a shady-looking ATM to pay for the tolls, and my bank unbeknownst to me decided to freeze my bank card for possible fraud after I made the withdrawal.
I get into Canada and my phone lost service because even though my company operated in Canada too, the towers just didn't work with their American counterparts. I was pretty lost driving through the city and around the suburbs looking for the coffee shop we planned to meet at. I arrive over an hour late with no way to contact my date.
I sat for 20 minutes desperately trying to connect to the WIFI to get any sort of message out. Thankfully she was still waiting around the area and still wanted to meet. We spent an hour just talking and making plans for what to do the rest of the day, starting with checking into the hotel. I had reserved a very nice room in a highly rated hotel around the corner.
Hotels need a card on file and do a $100 hold on it in order for you to check into your room. I tried using my bank card at first, declined. Tried using my credit card, declined. I had no other cards and they would not take my date’s card as her name wasn't on the room. My phone did not work either so I couldn't call my bank's support line.
Date’s phone wouldn't connect to the numbers either. It was now late afternoon on New Year’s Eve. We have no hotel room, no money, and it was freezing outside. We still had the rest of the weekend like we planned. She is an angel though and paid for everything, including food, gas, and a hotel room. Somehow, we're still together six years later.
53. Third Wheel
I had been talking to a woman for a couple of weeks and she ran hot and cold. Mostly cold. I was thinking about moving on from her, but then one lonely Saturday night, she called and invited me to a bar for a few drinks. I told myself, why not, and went. when I got there, she was with one of her girlfriends. Her friend was a late 20-something and chatty as anything.
Immediately, I could tell my date was far more interested in her friend’s welfare than in me. It later came out that the friend’s husband was a jealous weirdo. I played along, had a few drinks, and listened to the friend vent her problems, but it was clear I was not part of the night’s festivities. Whatever. It was better than being home alone on a Saturday night. Then, an hour or so later, things got interesting—the weirdo husband showed up.
He charged up to our table, whipped out a camera, and took a picture of all of us. He muttered some vague threat to his wife before leaving. The friend got super upset and decided to go home. My date wanted to walk her out and we went outside to say goodbyes. She walked away and I turned around, thinking finally I got my date to myself.
Then I see she'd already hopped inside her car. She drove off without even a wave goodbye, leaving me all alone. I went back into the bar had a couple more drinks hoping to meet someone, but I suck at bars. I went home an hour later.
54. Words Mean Different Things To Different People
We went to see The Italian Job, and he talked through the entire thing, all ridiculous smug nonsense about how he would have been better at being a criminal than they were, if he really wanted to. Afterward, I wanted to go home but he drove me to his house anyway. I had no idea where I was, so I just sat and waited for him to get bored of me and take me home.
It took hours. He got into his hot tub and talked endlessly about how smart and rich and awesome he was while I just sat there making noncommittal noises, literally trying to be as boring as possible. Finally, he agreed to drive me home. He tried to kiss me in the car and I flinched away. He told me it was a shame I was too immature for him. Yeah, what a shame.
55. Too Much, Too Soon
I met a guy online about 20 years ago. He was really smart and funny, so I gave him my number. I really enjoyed talking with him. I’m 5’7” and he said he was the same height. I was in my early 20s and he said he was in his early 30s. We decided to meet up on a Saturday morning and go to the flea market which was huge in our area at the time.
When we finally met up, I shook my head in disappointment—he was only 5’4” and in his early 40s, easy. I was mad that he had lied to me, but I really liked him and decided to continue with the date. It was my first time meeting this guy face to face, and he was all over me. Kissing me, hugging me, holding my hand, and I had a difficult time walking around because he was literally attached to my side.
It was just way too much. After the market, he wanted me to come up to his hotel room. When I said no, he was hurt and disappointed. I’m grateful that he didn’t get angry and abusive, but at the time, I couldn’t get away from him fast enough. He quickly moved on.
56. Dodged A Bullet
I got set up on a blind date by some friends several years before my wife and I started dating. The date was early September and we met in a restaurant in the city. It was a nice place, the kind where the wait staff wear dress shirts, ties, etc. I was in a nice suit and tie, while she showed up to our date in jeans, flip flops, and a hoodie.
I jokingly said something along the lines of, "I'm assuming they didn't tell you this place is sort of snooty?" She goes, "They did. I didn't care. I ain’t shaving my legs and putting on some fancy dress for some guy who I don't even know if I like, let alone if I'm willing to let him between my legs." I just stared at her in disbelief. But she was just getting started.
She then said, "I mean, you seem nice and all. But I ain’t in the mood to do all that work when I can just go home and do it myself." At this point, I asked her to keep her voice down because she was getting quite loud and she goes, "WHY DO YOU WANT ME TO KEEP MY VOICE DOWN?! YOU AFRAID PEOPLE WILL HEAR ME TALKING ABOUT GOING HOME AND PLEASING MYSELF WITH MY VIBRATOR INSTEAD OF LETTING YOU COME BACK AND DO ME?!"
I mean, I get it in some ways. It's hard being a woman. But lady....we just met. I just stood up, walked over to the waiter, paid for the drink I had while waiting, apologized to them for her outbursts, and said, "Blind date... I'm not sticking around." I did hear from our mutual friends that she later got married to some guy, attacked him on their anniversary a few years later, and is now behind bars.
57. Entertain Me
I showed up for a coffee date and about five minutes in, I knew it wasn't going to be a fit. But I figured hey, might as well be polite. After about fifteen minutes of trying to make conversation and getting back one-word responses, I paused. I told her that part of my job was to talk with all sorts of people and that I was struggling to keep the conversation going with her. I then asked if she was okay.
I was legitimately concerned for her because her behavior was so abnormal, and plus, the anecdotal evidence is that I'm a fun and easy date. Her response was chilling: "Oh it's just funny watching you struggle.” I stared at her for a few seconds, then told her she was a terrible person and left. I still shake my head at that one.
58. Broadcasting Her Business
I was on a lunch date with a recently divorced woman, in a low booth at the restaurant, which was closely packed with tables. She was one of those naturally loud people. She went on a long rant about how she was tired of hopping into bed with every guy she dated, she wasn't doing that anymore, and from now on she wasn't ever going to sleep with a guy until they were engaged.
59. A Journey
I started chatting with this girl on Tinder. She was cute and we got on really well. I asked her out for a drink and she said sure. As I was getting ready, she texted to say she was running a bit late. Fair enough—I figured I'd go on time, grab us a table at the bar, and have a cheeky pint to calm my nerves. When I got there, she asked if I could just meet her halfway.
Since it was getting dark, I agreed to meet with her. I was walking and walking but there was no sign of her. She kept texting me updates, telling me which roads to turn on and whatnot, but I was starting to feel a little uncomfortable with it all. Eventually, I came to a house. I hesitantly knocked on the door and some chick in nearly see-through leggings and a matching black top opened the door.
She looked nothing at all like her profile and I felt I'd been catfished. She welcomed me in saying she'd just be a few more minutes and we can go. Me being me, I decided to be polite and play along to the end of the night knowing full well I was never going to talk to her again. We went inside where she then had a screaming competition with her mom and stormed off to her room.
I awkwardly followed, and when I entered her room, I discovered her secret—she was a massive hoarder. Her room was a mess. In the middle of her bed, there was a half-eaten kebab. She invited me to join her and I awkwardly sat on the edge of the bed while she ate it. After chatting for a bit, I mentioned going back out for that drink but she said she wanted to stay in.
When it started to get late, she tried to make several moves on me but I politely turned her down. I excused myself to go to the loo, noped it out the house, and went home. When she realized I'd gone, she texted me a bombardment of nasty messages and threatened to come round mine with a bunch of her mates and hurt me.
I ignored it until she texted me my own address (which I'd never told her) and said she'd see me in a few. Thankfully she never turned up!
60. We Love A Dog Person
My first Tinder date ever, I met this man for a drink and ended up at his place nearby. I asked where the toilet is and he responded with, "Oh you're not going to use the facilities unless I wash you." Genuinely thought it was a joke and said I won't be needing his company or any sort of assistance when it comes to going to the loo.
I came back out and asked for water, and he pointed towards a dog bowl on the floor and told me to use it. “Jesus, what the heck, man?!” must've been close to what I was thinking right then. No kink-shaming, here but perhaps try initiating some sort of conversation about your puppy play preferences PRIOR to trying to force your kinks on your date?!
Anyway, he obviously wasn't getting any less creepy but it was getting very late and I was stupidly young and naive so for some reason I ended up sleeping over and leaving in the morning. He wanted me to put a collar on me for the night although I'd already declined the bowl and whatever other suggestions he was making about that.
61. On Thin Ice
I went on what was supposed to be a simple coffee date, but our shopping center was hosting an ice rink that she absolutely wanted to go to. I have poor stability even on solid ground, but I thought maybe a bit of messing around on an ice rink would make her laugh. Nope. Within seconds, I slipped and outright twisted my ankle and wrist.
I needed help being carried out to sit on a bench and try to recover. But here's the kicker—she couldn't care less and continued skating by herself, attracting the attention of another skater. I watched the two of them leave without her even looking back to check on me.
62. The Dutch Have The Right Idea
I matched with a girl on Tinder, and she was picky with the restaurants we were going to meet at. I just let her choose. I had to take an hour on transit to get there, and I reached the place 15 minutes late due to my bus stopping too long at stops. She wasn't in the restaurant, and when I messaged her, she chastised me and started hurling insults, saying I didn't value her time.
Still thinking it’s my mistake, I apologized to her and told her to come back. She does, and the minute after exchanging pleasantries she instantly ordered $90-100 worth of food even though we were both students at the time. To keep the cost low, I ordered myself a small salad. The rest of the date was bland with her giving one-word replies with a frowny face.
I lost interest and patience. At the end, the bill was $150 and I asked her if she could split, even though mine was only $20. She created a scene and insulted me in front of everyone. The kicker was she ate only 50% of food she ordered and tried to get a takeaway. At that point, I said, “No freaking way,” and took the food home for myself.
63. Dinner And A Show
There was a girl in my IT support training session and she knew so little about computers I was positive she walked into the wrong class and just stuck around. I figured maybe she just wasn’t used to working in an enterprise-level company and maybe she was just out of her element. Either way, I didn’t think she was sticking around so I asked her out.
I later found out that she was an aspiring actress and not a computer professional at all; she just wanted to see if she could play one. The date wasn’t so bad but shortly after the food arrived, her behavior became startlingly weird—started playing with her food. I mean, full-on making sounds while playing with it. I noticed, then made a comment like, “Don’t play with your food,” as a joke.
But she just glared at me then went back to playing with her food. I think I gave her the benefit of the doubt for long enough at that point. She was really attractive which was why I probably looked past everything...but when she started singing to her steak, I kind of just gave up.
64. Gotta Have A Sense Of Humor
I met a girl through a dating site and we agreed to meet up for dinner. I learned very quickly that this girl had absolutely no sense of humor whatsoever. I don't even think she cracked a smile the entire night. The date just got more and more painful as the night went on. So at one point during it, we were talking about online dating.
She told me about a friend of hers who went out on a first date with a guy online. She said this crazy guy fell absolutely in love with her friend and said he wanted to marry her. So, I said, "Oh, well, I guess I shouldn't have picked up this engagement ring on the way here, then!" She just stared at me blankly and said "That's not funny."
65. Fate Can Be Funny
I finally went on a date with a guy from work who had asked me out about 20 times. It was as awful as expected. He would sit silently staring at my chest then suddenly blurt out some ‘fun fact’ before going back to boob-watching. So, I went to the loo and climbed out the window; except, the worst-case scenario happened—I got stuck. So stuck that the restaurant had to phone for the fire brigade to get me out.
My date had come into the bathroom to watch, but all he did was keep staring at my bum, trying to touch it. The firemen threw him out so he went round the back of the pub (where my top half was sticking out) and tried kissing me there. As my arms were through the hole, I managed to land a right hook on his face.
The firemen made him leave. When I saw him at work the next day, he had a massive black eye and told everyone I had freaked out and attacked him! About three years later, I met my now-husband. One date night, whilst out with friends, my husband was asked about funny moments at his job. Coincidentally, he is a fireman. He told the story of a woman who was trapped in a bathroom window trying to escape a date!
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66. Wrong Attitude
When we ordered drinks, she wanted a drink with some brand I've never heard of and when they didn't have it, she gave the server some attitude. When we get the food, she asked for ranch for a pasta dish because obviously, they didn't bring ranch in the first place because that's kind of weird. So the waitress is like, “Yes no problem, be right back!”
And this girl replied, “Be fast please so I can eat it hot.” After the waitress left, I asked her if she was doing okay because that was kind of rude and it would be fine if she wanted to go home. She basically told me that she can talk to them however she wants because she was paying them. When the waitress came back, I asked for the check and a box and left.
67. Ah, Young Love
One time in the eighth grade, I finally got the courage to ask this girl out. She just so happened to be the friend of my best friend’s current girlfriend, so we decided to make it a double date. During the movie, everything was going as planned. I sat by her while my friend sat with his girlfriend. Then we saw a couple of her girlfriends walk into the theater.
They happened to see the girl I was with right away. She then motioned with her hand for her friends to come over there. When her friends got to where we were sitting, the girl I asked out turned to me and asked, "Can you scoot down a seat so I can sit next to my friends?" I said sure, so I got up, and just walked out of the theater.
68. Lock Up Your Valuables
I was on vacation in Miami and met a girl at bar. We went on a date the following day and ended up both naked in the hotel pool at 2 am, as one does. She told me she needed to pee and grabbed the room key. This was my absolute worst mistake. After waiting 30 minutes, I went to lobby to get a towel and a room key. When I got in, she’d taken everything.
Phone, suitcase, clothes, money, passport...everything. My friend picked me up at the airport in my sorry state, and he couldn’t stop laughing for a year. The thought of me naked in Miami with nothing...
69. No One Had Fun That Day
The girl was totally normal, nice, and well-mannered. It was the circumstances that made it awful. We decided to meet at this bar/grill with a big outdoor patio in the late afternoon one weekend. We got there and the place was PACKED, so the hostess sat us at a small table for two. As soon as we sat, we heard an older woman say my date’s name in kind of a shocked tone.
My date turned her head and her face dropped. It was her MOM! Her mother just happened to be there getting some drinks with friends, so we had to spend our whole first date making chit-chat and sipping our drinks with her mother about five feet away.
70. What A Mess
I met this guy online a few years ago and we chatted semi-regularly, mostly about films and other interests we had. We lived in different towns so the idea of a date was never brought up, but I enjoyed talking to him. Then this one time I was going to visit his hometown, so I messaged him. He agreed to meet and even offered a place to stay for the night.
We met at the train station, and I immediately noticed he was wearing dirty clothes and hadn't washed his hair in probably days. His home also reflected this untidiness. I had nowhere else to go, though, and it was getting late so I decided to just power through it. We mainly just watched old episodes of television shows in growing awkwardness.
He had bought some vino and after having two glasses he became very touchy. He started sitting closer to me and offered the worst shoulder massage of my life (it simply hurt A LOT). I tried my best at maintaining a distance and then straight-up had to tell him I wasn't ready for anything when he said he was trying to kiss me and "I was making it very difficult for him to do so."
I said it's just best if we go to sleep and proceeded to remove my makeup. Then he really embarrassed himself. He said he had never seen a woman do this and he legit said "ew." After that, I thought it couldn't get any worse but...he had lied about having a guest bed. I ended up sleeping fully clothed in a dusty floor after rejecting his cuddle attempts and left the next morning as soon as the sun rose.
71. Red Hot Love
I once invited a girl I liked a lot to see a movie and she agreed. We chatted about this and that before the movie started and out of the blue, she mentioned her boyfriend. I kept talking as if it was no issue, but halfway through the movie, I excused myself to the bathroom. I walked out and planned to never see her again.
She called me about a week later saying had lied about the boyfriend because she was nervous. I liked her so much that I decided I would give her another chance. On the second date, it didn't get any better. She told me she was a volunteer firefighter which was cool. But the only thing she was interested in was... fire. "Have you ever seen a house burn? It's so beautiful!"
Fire this, fire that on and on through the evening. Every time I tried to draw the topic away from fires, she found a way to come back to it. Needless to say, I never called her again!
72. Please Stop Talking
I met this guy on the internet. He seemed like a cool guy and I agreed to meet him for dinner and drinks. Things were going well until we went to a bar. His first comment upon sitting down was, “Sorry I didn’t expect this place to be such white trash,” and kept mean-mugging some ladies sitting at the bar. I asked what he meant by that.
He said the ladies at the bar were too old to be wearing low-cut shirts and bedazzled jeans. Now, these beautiful ladies were not old, and even then, who cares what they were wearing? I was also wearing a low-cut shirt, to which I pointed at puzzlingly, and he replied, “Yeah, but you’re young and cute.” I stayed a little longer and he just kept showing me how much of an angry person he was.
The last straw was that he kept pressuring me to take shots when I didn’t want to, then chastised me when I told him I was feeling tipsy. That’s when I got my purse and told him I was leaving. I guess he didn’t think I had the gall, but it felt nice hearing him yell, “Are you serious?!! You’re leaving?!” I laughed as I got into my car.
73. Did It Hurt When You Fell… From Bed?
We were getting it on and he launched me out of bed. My head broke the fall. I kept blacking out so he took me to the ER. As I was sitting in bed with a neck brace on, awaiting tests, he asked if he could see me again. I just stared at him. Twelve hours later, I was released with a severe concussion. The doctor asked me to take a month off of work.
I couldn’t do that so she lowered it to a week if I agreed to sleep during most of it. So, for seven days, I was on medication that knocked me completely out. I would wake up long enough to eat, drink some water, pee, and take more medication. The adult cuddling wasn’t even that good… and no, I never saw him again.
74. The Wrong Route
She was working as a DJ. I met up with her after her show and we were heading to a diner to get some food and catch up. We had to cut through a nasty, dangerous part of Philadelphia, and I had a brand-new car with a manual transmission. For some reason, the clutch failed and wouldn't engage. The car was stalled in Philly's murder capital.
I'm now trying to find a tow that would even come to this part of the city at 3 am. But her actions were worse. She bails. her parting words being, "you're hot and all but I'm not dying just because you’re good-looking."
75. An Unsettling Turn Of Events
I met a girl online who was beautiful, fit, and smart, but a little older; only by about five years. She was a dentist and we had an awesome date. She came over and we did the deed—she scratched up my back and all, but whatever, it was great. That morning, I woke up to the sound of plates breaking. I ran downstairs and saw her throwing out all my plates into the trashcan.
I calmly asked her why she was doing that and she said I deserved better plates. OK, I suppose so. Then she asked to go upstairs and cuddle. That's when things got scary. She started whispering to me about how she lost her ability to practice dentistry and that she was not what she seemed. I laughed a little and started to get nervous. When I asked her if she was OK, She ran off to my bathroom and locked the door.
At that point, I was pretty terrified she was going to either use my razor on herself or on me. I heard the sound of canisters being emptied out and nervously asked what she was doing. She came out and says she made a mistake. She was married and has a child but she was not allowed to see her kid or stay at the house. At that point, I realized I was dealing with someone ill.
I told her to come downstairs and I'd cook her some eggs. I had no plates anymore, so I offered to take her out for a quick sandwich. We headed over to the place and not a single word was exchanged. I picked up both sandwiches and we ate them on a bench outside. She said thank you and called me cute, then left me there. She just walked away without a word and I didn’t hear from her again.
76. Misplaced Guilt
My date showed up 35 minutes late to the restaurant. We had mediocre conversation. I told her I was legally separated, awaiting the final divorce, but still sharing a house with my ex while the ex was closing on her new property. By the way, our divorce was amicable. She lost it on me, telling me I was a terrible person. Fine. If that's not your bag, no biggie.
I walked her to her car since this wasn't going anywhere. When I saw it, my eyes went wide. Her car was filled with trash. Like, filled, except the driver's seat. She then contacted me a few days later and said she changed her mind and wanted to go on a date. So, we set one up. She no-showed, but called me and said she felt a little guilty because she was STILL MARRIED. She's a divorce attorney now.
77. The Art Of Pitching Woo
I was 10 years old and had a huge crush on my best guy friend who probably still thought girls had cooties. Being a hopeless romantic, I decided what better date to go on than dinner and a movie. My mother, as our chaperone, brought us to Olive Garden where I excused myself to the bathroom and proceeded to change into the only dress I owned.
Then we went out to the movies where I insisted that my mother and sister sit in a different row from us and, faking the damsel in distress, asked him if he would hold my hand if I got scared. Even better, when we dropped him off at home that night, to his horror, I kissed him on the cheek in front of his mom and older sister.
I then spent the next few YEARS being ridiculed about the whole event while his sister told the story to all our friends every chance she got. Needless to say, I embarrassed myself pretty well, and probably scarred this poor boy for most of his prepubescent life.
78. Don’t Play Games
He met me at PF Chang’s (which he picked) and complained about the cost of everything. When I offered to go Dutch, he got weirdly offended. He gave me a lengthy analysis of why I was “so hot” but also included my flaws despite my efforts to change the subject. By the time our food came he was sweating so profusely, his shirt was soaked through at the armpits and collar.
It was a gray shirt, which made things exponentially worse. He negged me constantly and I called him out on it and asked if he was trying some pick-up artist moves. He fumbled with an explanation before fessing up that he was trying the techniques on me. He insisted on paying (complaining the whole time) and walked me out to my car.
He was trembling pretty badly all throughout the date, and every time I noticed, it worsened. I politely said thank you and he went in pretty aggressively for a kiss. Like a surprise attack. I dodged and said that I do not kiss on the first date and he said, “Aw, come on!” And tried to kiss me again. I shielded my face and got into my car and drove away.
79. Jokes On Him
I showed up at the pub and he looked only vaguely like his pictures. I thought well, I'm not really attracted to him, but maybe he has a good personality. As we went deeper into the date, I got my answer. He started asking me questions about my interests and then dissecting and belittling my answers. The one that I remember the most was, "What kind of movies do you like?"
I replied that I like comedies, to which he responded, "Oh, I only like documentaries because I actually can learn something. I surround myself with friends who are funny so that's where I get my humor." After several interactions like that, I just went home. I was surprised when he texted me asking if I wanted to hang out again. He does know how to be funny after all.
80. All Business
I've known this guy for almost a year now, we're not really good friends or anything, more of casual acquaintances. A couple of months ago he started messaging me, first on Facebook, then by text (he got my number from a friend, he didn't ask me for it) and most of the time I responded just to be polite. He's nice enough, but not really my type.
When he started dropping hints about "meeting up," I just turned him down and said I'm busy, or we'd just catch up the next time there's a gathering with our friends, that sort of thing. Fast-forward to last week and he asked me out again, which is the sixth time in the past two months. I finally decided to at least give him a chance, what could go wrong, and who knows what I'm missing and all that. I had no idea what I was in for.
Worst-case scenario it would be awkward, but we've talked more than a few times so I was thinking it can't be that bad and we could actually have a pleasant time. Date night comes and we have dinner. I was certain at this point that it's really not going to take off. But I was having a pleasant enough time and he was a total gentleman and not bad to talk to.
The bill comes, and I was going to suggest a quick coffee before heading home. However, he said that he'd made an appointment for us and we need to rush off to make it in time. I was a bit intrigued and excited; was it a movie, or a show, a play? So we hurry off...and he took me to a high-end luxury mall with an attached wing for offices...
It was a weight-loss center. He explains that he's part of this company and he wanted to introduce me to their products which would "revolutionize" my lifestyle and make me healthier I've ever been in my entire life. I was totally stunned at this point so I was just nodding like an idiot the whole time we were walking inside. My brain hadn't caught up.
After I flat-out said that I'm not interested in any of the products and frankly don't believe that I need health supplements, they started on the seconnd phase: introducing me to the "business" aspect of it. Basically, it was a networking model of business where you not only sell the products, you also recruit people to sell them and they would be under your "team."
They rhapsodized about the wonders of the product, how easy it is to sell, and how much money I could be making because they could tell I have the right kind of "personality" and "network" for it. Registration was "only" $1,000, and it was consumable in products. So, yes, a pyramid scheme. I wish I could say I flipped the table and screamed at them.
But no…right after the "talk" I just said I should head home since it was getting a bit late. The guy actually messaged me to say that he had a good time and he hopes to see me again. And that I should reconsider their products and the "business opportunity."
81. A Whirlwind Romance
I excitedly met up with this girl at a bar and the first thing she told me is that my hair is gross. I take very good care of my hair; she just doesn’t like long hair on dudes. We got the pleasantries out of the way and then she went on to brag about how she'd been with several guys who were over six feet (I’m 5’8"). She then asked me to send her $30 because “These nails didn’t do themselves.”
But that's not even the worst part. Continuing on, she started roasting me for living with my family even though she also lived with her family. At the end of the date, she asked me to sit in her car with her. I agreed and we talked for a bit. It got a bit too political, which I didn't like, but it was better than hearing about her escapades. After a while, she told me that she was leaving because some other guy had just arrived to pick her up.
82. An Absolute Spectacle
She took me to a Kumdo lesson, which is a Korean sword fighting sport. I thought that was cool, but it was an advanced class and I made somewhat of a fool of myself, but all in good fun. Only...it turned out that she was bringing me there because she wanted me to be part of a documentary about foreigners in Korea. My looking like a fool was broadcast nationwide.
We then visited the grandmaster's house for makgeolli and the film crew started interviewing me. They were basically focusing on my relationship with the girl I was going out with. They didn't seem to understand it was a first date. So here I am trying to answer awkward questions without embarrassing both of us on national television.
83. Three’s A Crowd
I once went with a larger group of friends to an outdoor movie festival that was happening in a remote place. You could only get there by boat, but it still attracted quite a number of people. The options were camping or a super expensive hotel. I was in college, so we camped. The place also had an outside bar and restaurant.
I was sharing my tent with my then-girlfriend and one of my exes had tagged along because we were on good terms and she was part of my group of friends. Fast forward to the first evening of the festival and we were grabbing dinner at the venue. I bumped into another of my exes. Being the polite person that I am, I said hi and asked her how she was doing.
She later sat down at the same table. Things were beginning to get awkward for me at that point. As I was finishing my food, guess what? Another ex showed up with her current boyfriend and sat down at the table. Mind you, at that moment, there was my current girlfriend and three of my exes sitting at the same table, along with some other people.
One of my friends decided to make things extra weird by very loudly pointing out the situation and ensuring everyone there knew who everyone else was. Needless to say, I had a freshly minted ex by the time the night was over.
84. Not A Relaxing Idea
This guy I worked with kept asking me out, and I continuously said no. After about a year, I started to feel bad for the guy and said yes to a date. He asked me to lunch so I figured it could be a quick easy "date." He picked me up and took me to Wendy's...where he made me order off the dollar menu...and I could only get two things.
After this very quiet lunch where he hunkered over his chicken nuggets like I would take them, he said he needed to stop at Walmart. We go in and he heads to the lotion section. Strange, but whatevs. He then grabs two scented lotions and asks which one I like better. Being nice I pick one, and he responds with, "Great! I'll use this for your massage!"
85. Mistake Number One
I talked to this guy on OkCupid for about three or four days. I learned an important lesson after I made the mistake of telling him where I work. One night, he told me that he was going to the casino with his friends. In the morning, he said that he won some money and used it to buy me a gift because he really felt that this was going to be something special.
I told him I was uncomfortable with him buying me a gift as we had only been chatting with each other for a few days. But he didn't want to hear it—he replied that he was going to take the next bus and get off at the stop near my work. He told me to meet him there if I wanted the gift and if I felt the same way. I didn’t respond.
I also didn’t show up. When I left work for the day hours later, I saw him sitting at the bus stop with a brown paper bag in his hands. I blocked him and changed jobs. It was just a fast-food part-time thing during college, so I was easily able to find something else. I didn’t feel safe working there anymore.
86. At Least It Was A New Experience
I had a guy take me to a weird religious thing. He was uber-Catholic and thought I could benefit from letting Christ into my cold, cold, cold Jewish heart. So I go. I'm open-minded. I'm only half-Jewish and have always been interested in other religions. It was going "okay" until the priest (the speaker of the night) told us a hypothetical tale of our brother who is paralyzed.
We have the ability to cure him with stem cells, and he will walk as soon as the "transaction" is complete. "How many of you here would purchase these stem cells and allow your brother to walk again?" My hand shoots up. I look around the room... nothing. No hands. I then notice everybody staring at me. Including my date and the priest.
I was blessed out like nobody's business and was told I was an embarrassment to my date. Good times.
87. Memory Of A Goldfish
I’d been messaging a girl on Tinder for a couple of weeks. We even spoke on the phone some nights and she seemed pretty cool. We organized a date to check out a food market in the city and I offered to pick her up from her place. I let her know when I was on my way, but when I got there and let her know I was outside, there was no answer.
She lived in a gated apartment block so all I could really do was call and text. I must have waited out there for about 20 minutes trying to let her know I had arrived, but still no response. I went to grab myself a burrito near her place and she called me later with an update that made my blood boil—she told me she’d "forgotten about our date"… even though I literally called her like 30 minutes beforehand to confirm.
Anyway, she begged me to come back, and stupidly I obliged. By the time we went out, most places to eat were closed and she didn’t want to go to any bars or anything. She barely made an effort to engage in conversation and was just scrolling on her phone while we drove around. In the end, we decided to just call it a night.
88. There’s An Easier Way To Ask Someone To Leave
The absolute worst date I’ve ever had was the woman who turned up to the pub with literally no money, expecting me to buy her drinks and dinner. I wouldn't have minded if she'd have told me beforehand, but this was completely out of the blue. So anyway, we sat there making awkward conversation, or at least I tried to start a conversation.
I told her about my life, asked her questions. She was too busy texting and phoning her friends to really take notice. So eventually we did get talking, and then out of nowhere, she told me that she had abandoned her dog. Because she felt like it. That was definitely the final straw for me, and I just upped and left and avoided all contact after.
89. A Sly Twist Of Fate
This was the first woman I went on a date with after getting out of the army. She pretended to twist her ankle in the restroom as the bill came out. She then had me carry her, fireman style, outside to her car where she tried to convince me she couldn't drive because it put pressure on her foot (she was trying to get me to invite her back to my place, I assume).
When I asked her if any family members could pick her up, she said no. I was standing outside the driver's door at the time and she asked if I could just look inside to see if her foot looked normal. My naïve self just leaned in and that was a big mistake–she tried to kiss me. I pulled back saying I wasn't feeling that kind of connection.
She called me a terrible person, then burned out of the parking lot. She later proceeded to blow up my phone saying how sorry she was and that we were soulmates.
90. Diversify Your Portfolio
I found out she could not do anything without being stoned. We had met at a shaved ice dessert place to which she arrived late, later confessing she had to rush her bong toke and missed the bus. When she arrived, it felt like every conversation led back to her one and only passion. I’m a partaker myself but jeeze girl, have some oxygen once in a while. Also doesn’t help that she tried to steal my jacket.
91. He Tried So Hard And Yet…
I convinced a girl who I was crazy about to go out on a date with me. I knew I had to make it count. We lived by the ocean and she had dropped the hint that she had never been out on the pier at our local beach. Challenge accepted. I nervously drove her down to the beach and we proceeded to slowly walk out on the pier together.
She seemed hesitant from the beginning. We stopped short of the end and I leaned against the railing over the water while she stood back a bit from the edge. She didn’t really seem into it at all. Awkwardly I said, “This is a great view, huh?” Just then, two pigeons flew up and landed at our feet. “Sweet, chicks dig birds,” I thought to myself.
To my horror, the birds began to make passionate pigeon love in front of us while neither of us spoke. I had never witnessed such athletic passion. I quickly scanned around and saw a couple holding roses on the other side of the pier. “Awesome, they look romantic, chicks dig romance,” I thought to myself. We quickly walked away stood next to the happy couple.
The man and woman were holding each other and both holding roses but something seemed off. I glanced up and noticed that both were sobbing, the girl I was with noticed too. As we were both looking, the couple took their roses and cast them into the sea. I had posted us up next to a funeral, some kind of sea burial.
Between animal lovemaking and funerary rites, I had executed one of the worst dates of all time. Just as I had accepted my failure, my date started getting fidgety. Based on her body language and her expression it dawned that she hadn't told me about the pier as a hint but because she was terrified of it. Turns out she had a fear of heights and the ocean.
92. A Cozy Night In
I showed up at her parents’ house to pick her up, thinking we were going for drinks in the neighborhood. She opens up the door wearing sweatpants, trainers, and a hoodie, as if she just got back from football practice. I was pretty well dressed so she decided to change into something else. She says I can just wait in the living room with her parents.
Not that bad, we have some small talk and I expect to be leaving soon anyways. She then shows up wearing the next less than casual outfit and sits down in the living room as well, saying nothing as she just gets on her phone. She’s doing nothing but texting whilst I’m left talking with her parents. I mean, I didn’t expect a date with them.
At this point, I don’t know what to expect anymore. Luckily, I was able to convince her to go out after a bit and we end up having drinks...turns out, she wasn’t my type.
93. It Could Have Gone Better
I met this girl on the Internet and she seemed really nice and down-to-earth. We had a lot in common including our hobbies and politics and stuff like that, so I thought we might hit it off. We agreed to meet up in person at a coffee place. Now, bear in mind that I'm not super attractive and up to this point, she hadn't seen any pictures of me.
Instead, we had pre-arranged recognition signals. She walked in the door and I spotted her by her clothing instantly, so started waving. She got this sort of uncertain look on her face, then walked over and said, "Sam?" and when I say yes, she just said, "Haha...NO."
94. Not Everyone Lies About Their Age
I saw a girl on Tinder, 21, empty bio, couple of nice pics, and I think, why not? I swipe right, it's a match. We talk for a day and decide to meet. The first question she asks is, "So which grade are you in? I'm in ninth." My bio said 21 as well, which I was at the time. Because, you know, I didn't lie about my age. I couldn’t run out of there fast enough.
95. A Relaxing Vacation
I met this guy. We vibed right away and started hooking up within a day or two. This guy swept me off my feet and I couldn't help but think, “Yes! FINALLY, a real man.” Then, one day he said to me: “I know this house we could go stay at for the weekend if you’re interested.” Sounds great, right? But then we got there and he said he forgot his key...so he proceeded to get a crowbar.
That freaked me out, so I asked him to explain exactly whose house we were at. He assured me that it was his dad’s summer house and he definitely had permission to use it. I ignored my gut instinct and decided I was probably just freaking out for nothing and overreacting. We stayed there for about four days, with no more issues.
I slept in the master bedroom, showered there, made food in the kitchen, the works. When we left, this guy said, “Look what I got.” He proceeded to show me jewelry and some credit cards from the house. I was starting to truly panic now. As naïve as I was, I still thought it was his dad’s house and he was just having a rebellious moment.
And that’s when he fessed up. I realized that I’d just helped him burglarize this home. It wasn't even his dad's house; it was his mom's ex-boyfriend’s house, and let me tell you—they did NOT give him permission to be there. His stepdad even had a restraining order on him for a similar incident a few years before.
So fast forward a few weeks—I got pulled over and snatched out of my car for having been involved in this whole thing because these people had rightfully pressed charges. I ended up narrowly avoiding doing serious time.
96. Should Have Rescheduled
A coworker set me up on a blind date with her younger sister, and I reluctantly agreed. The date was a movie and a trip to Wendy’s, nothing special. Turns out she had her wisdom teeth removed that morning, so her face was all swollen and she kept having to remove bloody bandages from her mouth. She didn’t understand why I didn’t want to make out with her after the movie.
97. Cats, Cats, Everywhere There’s Cats
I met this girl online. She seemed nice, geeky, and into a lot of the same nerd stuff that I was. She was cute in her photos too. She dodged me several times about going on an actual date, but finally, we managed to set something up. She wanted me to come to her house so she could make us dinner and watch a movie together. We were both introverts, so that was fine by me.
She said she lived in Houston, but it was actually over an hour outside of it. When I got to her 'house', my jaw dropped—it was actually a trailer in the middle of the woods on a wooded lot full of trash. Turns out, they didn't have trash service, so she basically just threw it outside. At first, I thought I was seeing cats everywhere, but it turned out to be cats mixed in with a few massive rats.
Still, I'd driven an hour plus, and I was already there, so I climbed up the decrepit deck and knocked on the door. When she opened it, the smell of cat urine poured out of the trailer and invaded my nostrils. When I got inside, there were more cats everywhere. Orange cats, brown cats, old cats, young cats. Cats everywhere.
Her mom was "cooking dinner" for us, which was frozen microwaved dinner. This girl then dragged me to her room and attacked me like an animal in heat. I told her I had to go to the restroom but it was covered in cat waste and litter. Just box after box, in the shower and everything. I couldn't do it. I went and told her I’d forgotten flowers in my car and drove away as fast as I could.
98. She’s Twenty-Four
I met a girl online. Everything seemed okay and the conversations were good, so a few days later we decided to meet for coffee and go for dinner later. I show up at the cafe about 45 minutes early and order a coffee, intending to read for a bit. While I'm reading, I notice an older fellow staring and taking far too much interest in me before leaving.
Odd, but okay. I continue to read until I text the girl that I'm already at the cafe. Shortly after, the odd older fellow comes back in one entrance, and this sets off my Spidey sense. I'm making my way to the other entrance when my date catches my arm to say hi. I tell her we should step out for a minute since I'm getting a bad vibe from this guy.
She asks which one, so I describe him. Her answer floored me. It's her dad, doing advanced recon for her dates...she was 24 years old. I was a bit sketched out at that, but thought maybe she had some bad dating history so that possibly made sense. I meet her dad, and he explains that they wanted to make sure I was who I said I was and to enjoy the date.
He leaves and she says being an only child has its downsides. Makes enough sense. We walk in a nearby park and decide where to go for dinner. We get to my car and she asks if I could take her home to grab a jacket before dinner, no big deal. We arrive at her place (she lives with her parents) and I talk to her mom and dad while the date grabs a jacket.
They seem like nice, but overbearing parents. Date calls me back to her room to meet her cat, and then it started to get very creepy. The entire time I'm meeting her cat, the parents are hawking nearby, obviously eavesdropping, and it's obvious the date is dragging her feet for some reason. I said something about getting out to dinner before the rush as I hadn’t made reservations.
Her parents, who "happened" to be walking by, ask where we were going before they start a monologue on local restaurants, which then pivots to ordering delivery/carryout and how we should just do dinner together at their place. I told them no offense, but I'd greatly prefer to dine in someplace relaxed and get to know their daughter.
They seem really resistant to this. I'm agitated and ask if this is how her dates normally go. They said, "no, normally we don't let her go out with men, but you passed the background check and your messages to her made you seem nice and like you'd have dinner with us." I was flabbergasted. They actually ran a background check on me.
They also read our texts, and expected me to have dinner with two additional people I hardly knew when I was expecting a date. I told them that will absolutely not work for me, and that they are being extremely over-the-top with their expectations and precautions. I left. Later, received a barrage of text messages and calls to the general sentiment of "you were supposed to be better than this."
99. Oh, Those Summer Nights
A couple of years ago I went on a date with this girl who I had a crush on in my college math class. I was too scared to ask her out and didn’t do so until one summer day when she hit me up on Snapchat asking about some tea places that I knew of. I told her some places, then I shot my shot, saying we should check one out together.
She agreed. I picked her up and we went to the tea place. We had a really nice time and even played Jenga. I didn’t want the date to end, so I took her to a lighthouse on the beach. We got to know each other so well and had nothing but a great time laughing the night away. Night eventually came and she had to go home, but we planned on hanging out again soon.
A week or two later, I woke up and checked my Instagram. The first post I saw made my blood run cold. It was her with another dude at the same beach holding on to each other. Mind you, she told me she was single and not talking to anyone. I was heartbroken even though we only hung out that one time.
100. Interesting Date Activity
This was the third date. I had taken some time off from dating to work on myself, but this lady basically asked me out. That has happened to me before, but it isn't some kind of super common occurrence. So, I felt flattered and thought I would be a jerk for not accepting. She is also very attractive so...There are no crazy sparks or anything on the first date, but it was nice.
I did get a weird feeling like something was off, but I dismissed it as nerves and being a bit out of practice. I go see her the second time and have an even better time. Still no "head over heels" feelings, but it was a real nice time. She is growing on me and she seems to really dig me. Even after I gently mention some of the reasons I have been working on myself.
She says she has a surprise planned. That's all the warning I got before the most excruciating hour of my life. We walked into a Scientology building and right into an audit. They ask a bunch of personal questions and try to get their cult hooks into you, but they don't get as deep as they do for an individual audit. She went first and my social anxiety sort of forced me to stay.
It was surreal and I actually had to seriously consider whether or not I was on some kind of hidden camera prank show. Scientology hates to be filmed by other people though, so I was able to squash that theory. Fortunately, I had spent the last few years working on myself with therapists, processing past trauma, and all that good stuff.
I was also already fairly knowledgeable about Scientology and the "methods" they use to ensnare or "help" people. So, despite her best efforts, I'm not a Scientologist, even though I did actually consider it for a minute...
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