People Share The Worst Date They Ever Witnessed

1. Red Fur, Birds, and Unexpected Surprises

The first date with a guy... he was going to take me out for dinner. He picked me up in his van. As I climbed in, I noticed that the inside of the van was covered in red fake fur. There was a bird at the back with a red velvet curtain halfway across it. Yuck.  

ADVERTISEMENT

That wasn't what made me come out again though. The dashboard was also covered in red fur. Embedded in it, on the passenger's side, was a photo. I leaned in to see what it was and saw that it was a photo of his manhood. I  came out immediately again.

Creatix

2. Batteries, Crack, and Unexpected Dram

I showed up for a first date. My date and her friend, who I should mention, had batteries implanted in her chest, were already drunk. Someone at the bar made a crack at the batteries, which sent Batteries running away and into a car. For some reason, I'm the one who had to convince Batteries not to take it too seriously over the phone. I didn't know this girl and I didn't like her, but I guess I did alright.

Embarrassed by the scene, I asked my date if she'd like to go somewhere else.


ADVERTISEMENT

We got in my car and she decided that she wanted to do some crack. She called up about three dealers, and I could hear them saying something like, "Stop freaking calling me!"

Eventually, we settled at a party she knew about, which turned out to be 6 people watching a movie. That's when I noticed her arm was completely covered in scars. 

She kept on calling me for two months after that date, but I never picked up.

Nightonthesun

3. A Festival, a Banjo Band, and 60 Awkward Seconds

I talked to a girl online for a while. She was smart, pretty, and seemed to have a neat personality. I didn't take it too seriously as I'd never done the online thing before, but I had to admit I was a bit excited.

We talk more and more and end up deciding we want to meet. The first few times don't work out so much as far as the "meeting" part goes. Plans change at the last minute, she's seeing a play at my college but it is with an ex-boyfriend who is now a friend so it'd be a 3rd-wheel awkward thing going on, and so on and so on.

Eventually, I tell her I'll help her at this festival she's helping to run Called the SeeDTime festival. It's in the Appalachian mountains and I drive about 4 hours down there.

This isn't desperation or anything; I like stuff like this. 


ADVERTISEMENT

There were a lot of country people there and it was neat hearing their stories. I don't regret going at all. But my main purpose was this girl.

I get there and walk around for a bit. She eventually finds me and we have an awkward hello, then she says she has to help set up more stuff. I helped at a booth with a nice older lady (she hugged me goodbye when I finished). I didn't see the girl I came to see the entire time (but I did see a band with a banjo, keyboard, and turntables), and the festival eventually ended.

I go inside the building where the festival was held and we talk for about 60 seconds before she goes off to talk to someone else. Didn't see her again for the remainder of that time. When I got back home, she sent me a thank you note for going to the festival (both online and off), and I didn't hear anything else from her ever again.

Maltedtwigs

4. Audioslave, Bowel Explosions, and Missed Opportunities

I somehow scored a date with this amazing girl in my junior year of high school. We'd been friends & co-workers for years and she was way out of my league. (She was a genius, funny, & smoking hot; I was a future Redditor.)

We had a great date. She lived way out in the boonies, so we had a 30-minute drive home and were having an amazing conversation. She was dropping the flirt pretty hard, and I began subtly looking for a chance to pull off into one of the rural dirt roads when my gut turned freaking sideways on me.

I don't remember what I'd eaten that day, but it was making a run for the border in the worst way. The noise was fully audible, so I panicked and turned on the radio. No reception in the middle of the country, so I crank the CD player, which happens to be freaking Audioslave. In the middle of her sentence.

She looks confused and a little irked, but I yell something like "You've got to hear this Audioslave song! It's great!" (Untrue. In any context.)

My bowels are on fire as we ride in awkward silence under the angsty yowls of Chris Cornell. I pulled up in front of her house and God bless her, she turned off the audio portion and gave me the unmistakable kiss-me-goodnight look. *And I shot her down* with a curt smile and a "G'night!". That hurt more than the pipe bomb in my colon. She gave me a sad smile that still haunts my dreams, thanked me for the date, and got out of the car.


ADVERTISEMENT

As soon as the door shut, I let loose a fiery furnace of paint-melting ferocity. I crapped away half the retail value out of my poor car. It was unholy. I began to drive off when I saw her about-face at her doorstep and started back to my car. I look down to see her purse on the passenger side floor.

We lock eyes. I panic. I take off.

I'm down the highway doing 70, windows down, to air my shame. About 10 miles down the road, I pull a U and come back. To be safe, I came out of the car with her purse. She's still outside on her porch. I apologize and hand her the purse (at arm's length). She's pissed, she says nothing. I realize several things at once: Her keys were in her purse, she was locked out for 20 minutes, she was locked out because her parents weren't home, her parents weren't freaking home, and I blew it **so hard** that it could never be salvaged.

I drove home in shame and pain since I still had a good half hour before I could use the bathroom.

Teddlejay

5. Thai Food and Tough Realizations

It was the quintessential geek romance; a geeky guy falls in love with a hot female friend, but doesn't dare to ask her out.

One day all of that changed. I don't know what it was, maybe the springtime air, an inspirational quote, or perhaps those experimental testosterone pills I just started taking.  Whatever it was, something in me snapped, so I called her up and asked her if she wanted to go out to dinner with me on Friday night at 8.


ADVERTISEMENT

She said yes, and on Friday night we ended up at this fancy little Thai place.  We had a nice time and talked about various topics, and I thought things were going pretty well.

That lasted until the end of dinner when I insisted on paying, and that's when she realized I meant for it to be a date.  She started apologizing, saying she didn't mean to lead me on and thanking me for a wonderful time, but said she wasn't interested in me "in *that* way".   I was devastated, and though I was able to maintain my composure, things were a bit awkward after that.

Milksteaktogo

6. Hot Wings, Sticky Hands, and Face Patting

Went out with a girl who spent the night fending off credit card people on the phone for money she owed. Then she had hot wings and did not wash her hands. 

She just sucked them clean. Then she kept touching my face for no reason. Like reaching out to grab my nose or some freak. With her sticky hands.


ADVERTISEMENT

Then she went to the bathroom, and I thought her hands would finally get washed. Nope, still sticky.

I had to go to the bathroom and wash the nasty sticky spots off my face from where she had been touching me.

She told me her last boyfriend had been a security guard at the dump.

BlufMonger

7. An Unforgettable Movie Theater Moment

My wife dragged me to see The Passion of the Christ in the movie theater. She's Catholic, I'm agnostic. So, a bad date for me, but sitting next to me in the movie theater was a young black couple of 14-15 years old. 

I gathered from the conversation before the movie started that it was a first date. 


ADVERTISEMENT

  The girl is sitting next to me, and when Jesus starts getting his flesh flayed off, this girl breaks down and starts sobbing.

The guy is on his cell phone ignoring her and texting away. I spent the rest of the movie trying to comfort her, saying "There, there, it's okay", while patting her back awkwardly.

Good times.

drugandreddit

8. Dinner with a Human Monologue

I was out on a first date with this guy I met online and had exchanged a few emails with. He talks non-stop about himself, not once asking me about myself. 

After 30 or 45 minutes of this, he comments on how quiet I am. I just said "Yeah, I can be quiet sometimes" while wondering how I was supposed to have said anything when the jerk wouldn't shut up about himself. 


ADVERTISEMENT

He then proceeds to say "That must make dinners with your friends boring." I left shortly after and had to fight back laughter 2 days later when he called and asked for a second date.

Scarbeg157

9. Lesbians, Cats, and World of Warcraft

I was dating a guy and he invited me to his best friend's house for a BBQ. All of his friends would be there, and it would be a chance for me to meet them all. His best friend is another girl, but I was never the jealous type, so I didn't freak out.

I show up, and no one else is there but the best friend and her parents. It turns out she is morbidly obese, eats with her mouth open, and is a lesbian. All fine and dandy I suppose, but she started hitting on me, and wouldn't let up, even when I flat-out told her I was not interested. 

One more girl shows up, who is also a fat lesbian, and who also propositions me to sleep with her.


ADVERTISEMENT

 They then tried to sign me up for a WoW account, and it turns out they are both obsessed with WoW.

I tried to temporarily escape by going to the bathroom, planning to call my then-boyfriend from the toilet and ask where the heck he was. In the toilet is this girl's cat. It attacks me. This would not be so bad if it weren't a Maine Coon, which is a freaking giant.

I fled from the bathroom, only to be groped by one of the girls, I then fled to the living room, where I was stopped by the parents and engaged in a super-awkward conversation, with the dad asking me how good my boyfriend was in bed.

My boyfriend never showed. 

Lordcheesus

10. Blacked Out, Sleepwalking, and Spooning Her Dad

I used to be a drunkard. So in college, I went out on a date with this girl. I didn’t drink because she was drunk and I wanted to be responsible. 

We got back to her house and I put her to bed. I then went to her living room to watch TV and drink the beers that were in the fridge. I drank all 12. 

The next day I woke up and she came out and yelled “What did you do!?”


ADVERTISEMENT

Her father was home and I didn’t even know, and I blacked out and I sleepwalked when I did that. 

When I was sleeping, I walked into his room, crawled into his bed, and spooned him. He told me “You’re in the wrong room” I said “Don’t worry about it” then proceeded to pull all the covers off the bed and bring them into the corner of the room and tried to go to sleep until he took me back to the living room. 

I don’t get embarrassed easily but I went home immediately after I heard that.

Low-abbrevation-38

11. When Photos Deceives

I wanted to have dinner with my date. Her photos were very flattering, in person, she was much larger than I was expecting. But whatever. Got to the restaurant and a friend of mine was there with her group of girlfriends at another table. No problem.

My friend being a nosey sod comes over and gives me a big hug and a kiss on the cheek in front of my date. Introducing herself. Asked my date her name. Hugged her. "Lovely to meet you, you can make it to our house party with sombrero cabbage at the weekend"


ADVERTISEMENT

Ultimate troll move.

Anyway, My date ordered loads of food and proceeded to talk the entire time about her being overweight and just because she's fat doesn't mean she's not healthy or unfit and that big is beautiful...

I got bored of that conversation so quickly. I was embarrassed by my friend. And felt cheated that her photos looked nothing like her. My Tapas were really tasty though. 

sombrerocabbage 

12. When Blind Dates Go from Bad to Bizarre

I was set up on a blind date by a coworker. When he asked for my input, I made it clear I didn't like bars or country music; he took me to a country western bar. He was livid because I didn't want to ride the mechanical bull, drink, or dance. He was concerned another man was going to steal my attention or kidnap me. 

I needed a break, so I excused myself to use the restroom; women's restrooms always have a line. I had to wait 30 minutes or so for the group of cougars ahead of me to use the two stalls.


ADVERTISEMENT

When I finally got myself out of the restroom, my blind date had been waiting for me in the hallway, and proceeded to block my exit because he thought I was trying to escape. 

Had that window been wide enough and closer to the floor, I probably would have.  I declined a ride home, blocked his number, and deleted all social media.

ig_nora

13. Quantum Cryptocurrency and Ego Trips

Went on a date a few days ago with a cybersecurity specialist who does quantum cryptocurrency. 

She kept harping on about meeting with heads of state and presidents of major corporations all wanting to headhunt her and showing me the emails and correspondence messages after I told her about COVID hitting me pretty hard in the job market last year. 


ADVERTISEMENT

Also got interrupted 90% of the time. Needless to say, I asked for the bill soon after. She got suspicious and wanted to know why I wanted to leave, so I made up some excuses and left. Goodbye and have a nice life.

Burdensomeunicorns

14. Heartbreak and Art

I had a date once where the convo beforehand was amazing, enlightening, and fun, we'd talked on the phone, and all was going well. She'd seen my pics, so she knew roughly what I looked like, I'd seen hers too. 

I'd picked out a cute date idea - I'd bought pencils and paper and suggested we could meet at the park to do some landscape sketches (both of us were artistic souls).

She rocked up, I said hi and she sat down next to me.... I gave her paper and pencils as I started chatting to her...  and she said almost nothing for the entire time. 

I asked her questions - and she gave me single-word responses. 

ADVERTISEMENT

I talked to her about art, travel .. nothing. Just "umm, yeah" or "hmm, no. "Eventually after the first 45 minutes or so, I said "Well maybe this isn't a great date idea - we could reschedule for something else?"

She finally said "Yeah, uh, probably not. I'm gonna get going."

No idea what happened! Like, why even bother rocking up if you're going to put in absolutely zero effort? Just don't rock up, or text me beforehand! 

There are some weird people out there. I shrugged it off, then went out with a friend that night and we hooked up with two amazing girls. Thanks, art girl, see ya round! Not!

GStarAU

15. Tattoos and Troubles

My date immediately opened up to me by telling me the details of his three entirely separate pending domestic abuse cases. 

He then pulled up his shirt sleeve and pointed to a solid black tattoo of a rubber duck with a nail in it on his arm. He asked if I knew what it was, and I said no. He then said, "damn, I guess you're not into BDSM!" And then continued to talk about that. 


ADVERTISEMENT

When the waitress would come to the table he kept asking her to make my drinks double and wink at her. All of this happened within about 30 minutes. 

The waitress heard him talking on and off as she was waiting for us. She had the manager come to the table and tell me my car's lights were on. They escorted me out, covered my check, and walked me to my car. 

I went back during the lunch shift the next day to take care of my bill and thank them. And deleted POF.

Velitveritatus

16. From Lunch to Furniture Assembly

Had a woman who invited me for a "lunch date" at her home, I told her I only had 2 or 3 hours and she said that was "perfect". 

So I went to her place. As I entered, I saw a bunch of furniture boxes on the floor and I politely asked if she was renovating. 


ADVERTISEMENT

She said, oh yes, and you're gonna help me assemble this while pointing to said boxes. 

Me being a gentleman said ok sure. So for the next 2.5 hours, I assembled her stupid TV chest, then we ate lunch and I had to leave.

Clearmind_1001 

17. Deaf in One Ear, Not Deaf to Creeps!

I’m deaf in my right ear and used to disclose this to dates because I tend to favor the left side and don’t want to come off as a weirdo. Well, as per the use, I disclosed to this guy I was going to meet. 

He goes in for the initial hug and whispers “I want to freak your face.” I’m immediately taken aback and say “Excuse me!? What the freak did you just say?!” And he says “What?! I didn’t say anything!”


ADVERTISEMENT

I replied, “You just said you wanted to freak my face! What's wrong with you!?” And he proceeds to say “You lied! You told me you were deaf in your right ear!” I say, “My left one works just fine, you disgusting prick.” I pushed him away and got an Uber home. 

Needless to say, I don’t disclose I’m deaf in my right ear anymore, nor do I hug when we first meet. LOL

m_the_mayhem

18. Texts, Tacos, and a Confusing Love Triangle

The date itself was okay, we got burritos and talked about the usual stuff. She said her previous boyfriend had gotten a job out of state and she didn't want to move with him. 

I texted her the next day to ask if she wanted to go out again, she said yes...but she would need to wait a couple of weeks because her previous boyfriend hadn't actually moved yet and they were still seeing each other. 


ADVERTISEMENT

But once he left she was totally fine going out with me again. She was legitimately confused when I told her I wasn't interested anymore.

weirdoldhobo1978

19. Trebuchets, Tears, and Table Manners

We were out, having a good time, about to have some dinner. I made some comments about a catapult. He stopped in his tracks. Asked exactly what I meant.

"Did you mean a catapult? Or did you mean a trebuchet?"

Got a very lengthy lecture on the difference between all kinds of medieval siege weaponry, while he repeatedly called me, and most other people idiots.

During the lecture, our starters arrived, and he started using his fork to illustrate the different kinds of catapult mechanisms along with my food which he was intensely messing up as a projectile demo, and then eating while he talked. 


ADVERTISEMENT

So I was sitting there, staring in a sort of fascinated horror, while being angrily lectured at by a man-eating my dinner.

Thankfully the flow was interrupted by his phone ringing. He answered. It turned out that his grandma had died, and he immediately burst into floods and floods of inconsolable tears. 

I had no idea what to do so I suggested that perhaps we should call it a night so he could go and be with his family. 

He left: and I stayed. And then ate his food. I messaged to see how he was but he ghosted me after that.

LaBellesausages

20. My Encounter with Mr. Married

Met a random guy at a bar, exchanged numbers, and he took me out the next weekend. In the middle of the date he confessed he was married ... and not in an open relationship.

 He drove, we were far from my house, he was buying me drinks, and up until that point we were having a decent time, so all things considered, I continued with the date but made it clear nothing was going to happen between us. 


ADVERTISEMENT

He told me all about the problems with his wife and I gave him advice. We met some other random people and had decent conversations so it wasn't a total bust, but yeah, really awkward with him being married and all. 

When he dropped me off he asked if he could see me again if he got divorced and I kindly told him no. Wished him luck and never heard from him again.

Sober_is_sexy

21. Mixing Drinks and Anesthesia

Went on a date with an anesthetist who told me how easy it was to make anesthetic drugs from common household items and then listed all the items in the bar that could be combined/used to induce unconsciousness… 


ADVERTISEMENT

Probably just way too keen on his job but you bet I kept my drink covered at all times and hightailed it out of there ASAP.

Joanna199122

22. From TV Repairs to Tornado Surprises

Met a lady walking her dog and we hit it off. She asked if I'd come by to look at her TV when she found out I work on electronics. Invited me over, poured me a drink, and had me program her remote. 

Then she went down on me, performing what she called "the Texas tornado". 


ADVERTISEMENT

About a minute into this, someone opened the door, he was carrying something in so he wasn't looking at us but he was almost 7 ft tall and 300 lbs. 

Turned out she was married and I could jump a 6ft privacy fence when needed. I walked home and never talked to her again.

Mashedpotatoh 

23. The Missing Phone Fiasco

I went on a first date with a lady to a Mexican place. The date was going normal for a while. Until she started saying she lost her phone. I didn’t see her on the phone all night. 

Then she started telling me the table next to us stole it. I haven’t left the table at all and she did once use the restroom. So I was like hmmm I didn’t see anyone take it. I told her to look in the bathroom, I went and looked inside my car. 

And then got the manager to check the security cameras. Then while we are waiting for him to get back to us. 


ADVERTISEMENT

She starts going off on me, telling me I was just sitting there not doing anything. 

That set me off. I explained to her that I already asked the manager and checked my car. And that didn’t go anywhere. 

Later she started touching my arm asking if I wanted to go back to my place. I couldn’t believe the audacity and was like no I’m going home. 

So I paid after our meals when we were done and gave her a ride home. Didn’t say one word to her or even check in later to see if she found her phone. And that was 5 years ago and the mystery is still unsolved

Cee59

24. A Date of Constant Woes and Woes

One of the worst dates I ever had was my last, which was last Friday. She talked about a combo of topics, a lot of which covered negatively oriented things (family issues, constant problems with people she interacts with daily, bringing up the same sad occurrence in her life multiple times, like 10 times in a few hours). 


ADVERTISEMENT

Plus she continued ordering things and prolonging the date. I’m terrible at just being like, alright I have to go because I’m not rude but darn it, she dragged it out.

Mull111

25. The 'Massage Parlor' Guy Saga

On a first date, I had a guy tell me a story about going to a “massage parlor” with his friends. 

The girls wore numbers, the friends all picked one girl, and then they slept with their girls all in a room together, which cost more than a solo experience. Weird flex.


ADVERTISEMENT

Despite living in a huge city, I ran into this guy about once a month, and he always came over to say hi. Of course, all my friends and now boyfriend have heard this story, so I get a kick out of telling people that’s the “massage parlor” guy.

Sweetfire009

26. Always Meet in Public Places

My first date in the dating world.. 4 months ago.. we had texted for about 2 weeks then we decided to meet in a bar for drinks. 

The bar was in his hometown, where I used to live for many years. When I am on the bus to go there..it takes about 45 min. I got a text from him. He had run late because of work, could I meet him at his place and we could go to the bar together.. so, I did that.

When he opened the door, I couldn't recognize him at all.  I wasn't sure I was at the right address. But this man reassured me that it was him and said a lot of the stuff we had been talking about. 

I went through the door,  and he took my coat and invited me to the living room to sit down. 



ADVERTISEMENT

  His living room was in red colored lights, a camera was set up and a lot of costumes and sleeping toys were on the floor.   

I froze, I literally froze. 

He said something about, yeah he knew he didn't look like his pictures, that was because it was his younger brother in the pictures.. and that I was so hot and beautiful it would be great to make a movie together.. 

I woke up from my freeze, screamed at him, and just ran out the door.. didn't get my coat or my shoes. I just ran.  

From the time that I rang the doorbell to the time that I was out of there, only 4 minutes had gone by.  From that on, I only met up with people in public places.

Brendafanforever 

27. Baggage, Gloves, and Cassette Tapes

I was catfished. All his pictures were probably 20 years old but of course, he never told me that! He drove quite far to meet up for dinner. He made it very clear we would go Dutch. 

Then he decided to order my food which didn't go well. He then said that he wanted to "hang out". He described to me that he had packed a bag. 

ADVERTISEMENT

He told me he had gloves, a vaseline, a lube, and a cassette player!!! He made a mixed tape! I can't remember what else he told me what was in this bag he packed. 

 His living room was in red colored lights, a camera was set up and a lot of costumes and sleeping toys were on the floor.   

Effective_purple_5107

28. Burgers, Beers, and Belly Laughs

Let me preface this and say- I admit I do have a really big, loud, sometimes shrill laugh but, I think (hope) most people who know me find that endearing. 

I went on a first and last date with a guy to dinner, not at an intimate, quiet place but at a beer/burger bar. 


ADVERTISEMENT

I thought we were having a good time talking and laughing until he said, “Ummm can you please not laugh so loud… it’s embarrassing.” 

I laughed louder 

sp1cy_Wat3r

29. Craigslist Tickets

I turned down a guy's dinner date invite because I already had plans for a sold-out show. Without mentioning it, he finds scalped tickets on Craigslist and shows up like, "Hey surprise it's me, now we can have a date after all!"

If that wasn't weird enough, he quickly followed with, "But don't Google me because my ex filed some charges against me, though they aren't true."


ADVERTISEMENT

On the other hand, I have also been the worst on a date: Met up with a guy from an old friend who revealed himself to be the owner of a prolific beer brand, a stranger I had long admired for his socio-political commentary. Well, I ended up gushing over him and drinking too much. Nothing bad happened, but I look back on that night and cringe at myself.

He ended up being #metoo'd by his industry. And it turned out he was married. So thankfully the one date ended in a mutual ghost.

Coldjesusbeer

30. The Stoned Pup and the 30-Donut Dilemma

I met a guy at a bar “after work” - except my after-work was 8:30 and he was 4:30. He went to the bar straight away and waited for me there (knowing in advance what time I finished).

 By the time I got there, he was plastered. I had 1 drink and the bar tab was over $125.


ADVERTISEMENT

He was expected to come home with me that night. Oh, it also turned out that he doesn’t drive and lives in another city with 5 roommates at age 30. 

On another day, I met another guy at Tim Hortons. He showed up with his puppy completely stoned. He let the puppy dig up the garden box in the parking lot, and decided to have a donut, but then couldn’t decide what type so instead bought 30 donuts. 

Riz-kid

31. When Laundry Day Became a Date

Met a gorgeous guy in a bar. (This was back in my younger days.)

This guy had a unique way of picking you up by standing close to you until you spoke to him. I was amused!

We talked for a while and he asked me out for the next night. He came to pick me up and asked if we could just hang out at the house and talk.


ADVERTISEMENT

A while into the conversation, he asked if I had a washer and dryer. Then he asked if he could do his laundry. No kidding, this guy does his laundry and leaves.

Nothing but a nice chat and laundry. I never saw him again. 

EllieD 

32. An Unforgettable Night at the Mystery Bar-Pub

I met her at some bar pub myself and everyone I knew had never heard of and was literally in a city that is technically part of another city.  Imagine an embassy kind of deal.

Right when we got there she said oh no my ex's family is here...there were like 10 of them.  We sat within direct sight of them.  And she chatted them up quite a few times. 


ADVERTISEMENT

  She sent back her first drink because she said it didn't have the so-called amount of alcohol in it that the menu said, and proceeded to work into the conversation that she knew she was good-looking.  

We stepped outside and she said "Where are you headed now?"  I said home and she said, "Well you're not coming to my place." Like automatically I would want to sleep with her? As I was waiting for an Uber a few minutes later she asked if I wanted to grab a drink somewhere else. I said no.

Humans like this exist.

Becharming2021

33. Sushi Surprise

I went out with a man who took me to dinner and a movie.  He'd picked a movie that I'd expressed interest in, but then wanted to get to know each other (converse) during the movie and got mad at me for being so quiet, even after I told him that I actually wanted to see the movie and also didn't want to disturb everyone else.  Then he picked sushi for dinner but didn't know what sushi was, he just thought that it "sounded fancy" so when they brought our food, he complained about everything and yelled at the waitress for bringing our food raw. 

I apologized to the waitress and told him that I would have been more than happy to go for food or a movie that he was comfortable with and that I wasn't above compromise but he tried so hard to put on an act and that the problem was with everything else, and now the mood was spoiled.

I gave the waitress a nice tip before leaving since I was embarrassed that he was the nightmare patron that we hear about so often. 


ADVERTISEMENT

Keep in mind, we'd driven in his car and this was before ride shares were a thing so I couldn't just walk out on him.

When driving me back to my car (we'd both driven to a central location and then taken his car to the movie and dinner) he insisted on taking me back to his apartment instead, no matter how much I protested and said that I wanted to go back to my car.  He told me, I’d like his place better and didn't know what I wanted.  

He said he’d decide what's best for me and I just didn't know it yet! When we got to a red light in a familiar area, I jumped out of the car and ran to the nearest 711 convenience store, across the street.  He didn't follow me and I called a friend who lived in the area to pick me up (which is why the area was familiar to me). 

 Later, she and I had a good laugh about the situation that could have turned for the worse.

Dontsignmyname 

34. Allergic Reactions and Awkward Ambulances

I had an allergic reaction to anti-depression medication, it was building up over time.

I was a Friend of mine from school, and he was my first real date post-divorce. He was making me dinner and we were drinking wine, having a great time. I stood up from sitting on a stool to kiss him, but as I did he commented that my face was white and my lips were blue.


ADVERTISEMENT

He called 911. I woke up to an EMT, who I had also known from school, asking me questions, and doing the whole bit. I was having heart palpitations. 

I was fine once I woke up. I ended up spending the night because they didn’t want me to be by myself and I lived alone. We did not date again after that. I also stopped taking that medication.

Ilovepickles83 

35. From Catfish to Caveman

Several years ago I went out with a guy who started by catfishing me. His old pictures were maybe 10 years old and he looked nothing like them!

We sat down to have a drink and the freaky show started… he’s very misogynistic and starts throwing it out there that married women shouldn’t work and yada yada… 


ADVERTISEMENT

I don’t remember what else he was saying.. but it was very 1800’s, so after I finished my drink and he offered to order another one I politely said that it didn’t click for me and that we should ask for the bill.

He gets super pissed and just walks out of the bar making angry sounds like a 5-year-old.

Unmaskedwolf 

36. When a Date Starts with a Corvette and Ends with Torn Trousers

I met a guy and we were about an hour away from each other. I had my kids and he wanted to meet. My kids were old enough to stay at home. So we decided on a local winery near me.

 He said he would pick me up, I said no, I will meet hIm at the front gate of my subdivision. He pulled up in a Corvette. I am a car nerd, and he asked if I wanted to drive, since I knew the local roads, I said “Hell Yes!" 


ADVERTISEMENT

He got out and split his pants wide open! There are no stores nearby. I live in the woods. We drove a half hour to a store for him to buy another pair. We had a funny date then later he complained the wine was too expensive. 

The price of fun, WTF

Av8christine 

37. Netflix, Not a Dime

Had a guy that offered to pay for dinner. He chose the place and insisted we order 2 dishes (it was one of those family-style services where 1 entree feeds 2)... We had a decent conversation (not great, not bad).

We went back to my place and watched a movie (not Netflix and chill). 


ADVERTISEMENT

As the movie was on we were talking off and on... And he was complaining about how women nowadays want a man to pay for everything and how he had just paid a lot for dinner and I hadn't even offered to chip in....

I didn't think I was rude for not offering to pay when he said "Let me take you out to dinner"

Samiller2013

38. A Tale of Cheaters, Screenshots, and Sweet Revenge

Big error on my part, I showed up to meet a fellow I had been talking to for weeks. My friend knew him so I felt safe because he lives far away. I was going to stay at his "cabin" with my relatives nearby. 

I got to his truck, and he is 100 lb heavier than his photos. We got to the "cabin " and it's his mom's house. He has told her we are in a relationship.

 When I asked where I was sleeping, he told me "With me of course", even though he had told me I could have the camper. I ended up sleeping on a wooden couch thing. 


ADVERTISEMENT

He tried to coerce me into giving him head, it was after that I moved to the bench/couch.

 We went on a quad Trip the day after ( the only highlight). While there, he told me I was taking up too much room on the quad ( buddy was 300 lb ) when I asked him why he lied by way of photographs, he had no idea what I was referring to. 

He proceeded to manipulate and deflect everything. Yes, I was young, dumb, and lonely. Lesson learned.

Sugar1plum 

39. The Guy Who Couldn't Keep His Secrets

I’d been talking to a guy from a dating app for a couple of weeks. We met up and it was going fine. He was a bit quirky, maybe a little awkward, but I just figured he might be nervous. 

One of his first questions for me was “What’s the worst trauma you’ve ever experienced?” That was a new one, but okay. We were in our mid-thirties, everyone’s been through something.

We’d been talking for almost an hour and a half when he revealed he had a girlfriend, and he was looking for a girl on the side. I told him I wasn't interested in that, but continued acting interested in the conversation until the bill came so I could pay and get out of there.


ADVERTISEMENT

While we were waiting, he told me about some other “hot date” he had recently. Finally, the bill came, we paid, and I said it was time for me to go.

He asked me to follow hIm to my car, which was fine where we were. I led the way, and before we were even out the door, he spoke loudly, “So you’re saying you don’t want to be a side piece?” I wasn’t even mad, I couldn’t believe he even said that. 

We got to my car, I told him I wasn't interested in what he was offering, and he seemed to understand. But the next morning he sent me a message asking me out again. Ugh.

help_me_do_stuff

40. Bread, Meat, and Close Encounters

We scheduled a picnic outside and he offered to bring the wine, so I offered to bring the food. I asked if there was anything he was allergic to or didn’t eat. This man sent me a list that was like 30 items long so I kind of thought he was kidding.

When I laughed he berated me with texts about how vegetables and fruit make him gag and he tries really hard but can’t eat them and can only eat meat and bread. 


ADVERTISEMENT

It was all a bit much.

Anyway, I still obliged and brought some bread and sliced meat for him, and then he spent the entire time telling me about all the times he got wasted and got into fights with old men or drugs that made him see aliens. 

I guess fruit and veg was just a little too tame for someone so badass…

Wigglejiggle87 

41. From Drunk Dialing to Ghosting

My worst date was my fault. I left a friend's house party to meet a guy - except I was drunk, on Coke and Adderall. I showed up thinking I was on top of my game when in reality I was likely talking a mile a minute, looking crazy and anxious.

We had a couple of drinks, so I got even drunker. I made friends with the couple that sat across from me and took fun selfies with the chick. My date and I made out, and he tried to get me to come back with him but I got an Uber back to my friend's party. 


ADVERTISEMENT

I thought it went fantastic - I called a different friend before I went inside the party to tell her my wonderful experience, and she cut me off, telling me how cracked out I sounded. Sobered me up a bit  

He (understandably) ghosted me the next day.

Hellosh1tty 

42. Memoirs of a Speedy Mall Escape

I consider him "my half-date."  I had to make an excuse to go to the mall in less than 30 minutes after meeting him.  How it started... We met on a dating app.  All I heard the whole time was how lucky I should feel that I was dating him because he was handsome and he was a decorated LEO. 

He said that I should be flattered. I had to be the adult in this situation and decided not to say anything negative and that's when I decided to make an excuse to go to the mall (to do last-minute shopping because it was the holidays).  


ADVERTISEMENT

The whole conversation was about him talking about himself.  I didn't even know why I was there. He could've just told that to himself in front of the mirror.

Fast forward 1 year... he texted asking if I dated him already and asked me how it went...  I said "bad" and he never texted again.

Turns out up to this day, he still can't find a steady date.

Myoceaneyes1887

43. The Breathalyzer Date and Other Tales of Dating Woes

Funny because I had a date with someone who had to breathe into a breathalyzer, also had one where he took me out to play pool and bought rounds of drinks and afterward, he didn’t have money to pay for it.

But my worst was over a couple of days. Because sometimes you need those days to see it. I invited him over because I had just bought an old-school NES and he wanted to try it. Anyway, I was making dinner. Steak, mashed potatoes, and asparagus. 


ADVERTISEMENT

He brought over Kraft Mac and cheese. 

But I needed help for him to take it off the stove and drain it while I mashed the taters and cut the steak. He turned around, looked at me, and said “That’s your job”. Haha. Really? Talk about helping each other out. 

Never saw him again after that day.

Be_It_Cant_Think

44. The Chaotic Ride of a Disastrous Date

I was chatting with a guy online for quite some time before we decided to meet up. We talked daily and I thought we kinda knew each other well. So he sent me a pin location of where to meet. 

I assumed it would be a restaurant, but it was a bar and I specifically told him several times that I don't drink due to health reasons I had at the time. I decided to go in and give the date a shot either way. 

After sitting down he kept insisting I have a drink, and I refused. He then told me his sister used to date my ex. Lovely.

Eventually, he told me we should grab a bite to eat and he insisted I drive with him because it's literally down the road.


ADVERTISEMENT

I went with him against my better judgment but thought I could just walk back to my car if need be. 

He ended up driving around in circles and eventually, I had no idea where we were. He drove off the road, stopped the car, pulled down his pants, and asked me to touch him. When I refused he started crying and asking me if his number was too small and if my ex was bigger. His sister told him my ex was a better man than him.

After his full-blown emotional breakdown, he took me back to my car. I blocked him everywhere. He proceeded to stalk me at work and kept calling until I asked the switchboard to not put his calls through. 

A few years later I heard from a friend that the cops were looking for him. Crazy!

Supercardiologist568

45. Coffee Chat to Kiss Surprise

My worst date was with the first person I dated after my divorce. The first date was coffee,  which was fine. We ended up talking for hours and texting on and off for the next few days.

I invited her to dinner a few days later where she ended up telling me how much she's been dating recently but never managed to land that magic third date with anyone and that men are trash.


ADVERTISEMENT

I politely offered to drive her home, feeling like this date was a dead end. She tried to make out with me in the car. Hadn't made a move earlier that night so was blindsided.

She texted a couple of days later to ask for a third date. I declined.

Magsieforpresident