People Share The Strangest Dates They Have Ever Been With

Being on a date isn’t always a fairytale. You would be surprised at how your most expected date night would be the most unexpected one you will ever experience. It may be awkward, cringy, or worse horrifying.

These are the stories of people around the world sharing the most peculiar dates they have ever experienced. You might think twice about dating while reading these. Come check these out!

1. Stuck In A Time Loop

It was my second date with this guy, and he said the same things he said on the first date, word for word. The same stories, the same "random thoughts" and the same questions.

It freaked me out so much that at first I played along and answered in the same way, as though we were both following some weird script.

Eventually, I tried to break the mold and ask him new things, but he would just bring it back around to the same topics as last time. It was like I was in a computer program with a glitch. It still freaks me out to think of it.

IHaveTheMustacheNow

2. Awkward Beginnings

I went out with a girl to a nice Japanese restaurant. I got there first. She walked in, saw me, and walked out immediately without a word. I went outside and asked her if she was okay and she told me "I can't be in there right now."

We went to an Irish pub instead and had some very awkward small talk filled with long silences. After about 45 minutes I told her I thought it was pretty clear that this wasn't working and we didn't have to stay, we could just go.

I took her back to her car parked at my house and we said goodnight. 

Right before I opened my front door she asked if I wanted to get a drink at the bar across the street.

I said, “Sure,” we had a great time together, we got hammered, we went back to my place, and we had brain-melting physical contact. We've been married 10 years now.

She has some pretty serious anxiety issues that come and go. For whatever reason the crowd/atmosphere at the Japanese place set it off and it took her some time to recover from it.

Ironstones

3. London Dating Chronicles

It was probably one from about 5 years or so back. I had just moved to London and met this guy on a dating website. He was not my type. I was fresh out of a long-term damaging relationship and trying to meet new people.

Fast forward to the date, and he takes a call from a girl and says to her, “Oh, I'm just in the pub with my roommate.” (Says the name of his male roommate). I can hear her on the other end getting worked up about something and him telling her to calm down.

The alarm bells already ringing. He hangs up the phone and says, “That was my fiance, but not a real one, just one I'm with for her visa.”

At this point, I'm already thinking “Oh hell.” He continued with his excuse, “She also lives with me.” In his 2-bed apartment with this other roommate, very cozy.

“Oh yeah, I should probably tell you I'm getting married in three weeks.” At this exact point, I said, “Well, I'm going home” and started pulling on my coat. His reply was classic, “Do you want to help me buy groceries first?”

Claireinthesnow

4. A Cinematic Encounter Turned To Mystery

I went for a meal with this girl I met through a dating app and it was going well. We started talking about movies and then we decided to go to the cinema to go watch Inception.

She said there was a cinema nearby but I didn't know the area at all, so I used the GPS on my phone and she held it and directed me. We got there we started walking inside and I realized I didn't have my phone.

I said I must have left it in the car and started to walk back to get it. She was trying to get me to leave it and saying we would miss the film but the phone was only about a week old so I was paranoid about it.

We checked the car for about 10 minutes but we couldn't find it. I asked her to check her jacket and her bag but she said it wasn't there. A couple parked next to us so I asked them to ring my number because I couldn't find it.

It started to ring and it was coming from her handbag. She took it out and said she must have missed it. I thanked the couple and locked my car and as I turned back around she was walking the other way.

I ran to catch up and asked what was going on but she was very dismissive and was barely talking. That's when I realized it wasn't an accident and just left her to walk home alone

Sprout272

5. Farm House Romance

So I met this guy when I was in college in DC and he invited me go to on his motorcycle to his family's farm in rural Virginia.

I told my best friend and she was appalled; "He could be an ex-con! You could come home in a dozen pickle jars!" I pooh-poohed her and went on the 2-hour ride out to the farm.

We get there and take a walk up the mountain behind the farm. He's picking me wildflowers along the way, we're having a grand time watching the wild turkeys. As we're walking down.

There's a fence with a tree growing next to it and I decide to swing myself over the fence like Tarzan. Unfortunately, there was a huge rock at my landing spot and I took a nasty tumble, spraining my ankle pretty badly.

We limped back to the farmhouse (really a two-room cottage) and got my boot off and it was immediately obvious I wouldn't be getting it back on. So much for riding home that afternoon.

He said, "We'll have to spend the night here and wait for the swelling to go down." I'm thinking, "Pickle jars." He rides to the local IGA to pick up some food comes back with groceries and asks, "Guess what's for dinner?"

"Chicken Kiev," I answered. It was the most unlikely thing I could think of at the time. His face fell. He had picked up the ingredients to make Chicken Kiev, thinking it would impress me.

We should have known right then and there. We've now been married 31 years and have two kids.

welmoed

6. Jazz And Jealousy

I got asked out by a girl I knew and was sort of interested in, but didn’t know all that well. We went to an open-air jazz concert. Not my thing, but sure.

Once there she immediately was all over me (hugging, sitting on my lap, etc.) Things were going great or so I thought. It was at that point when things started getting weird.

Several band members were giving us strange looks from the stage while playing their jazz music. One piano player was mouthing things in our direction, but I couldn’t make out what he wanted.

People were rude to me for no reason whatsoever while getting drinks. Long story short, my date knew just about all the people there and wanted to get back publicly at her (very large) boyfriend for cheating on her.

Don’t hate on me folks, I’m just an innocent man! The awkward ending is I met them both later that evening at the train station and she pretended not to see me.

Arrrjen

7. Parental Supervision

I met a guy from a dating site. The first time we met up in a public place and we just had a casual chat. It wasn't a horrible date, but it wasn't very memorable either.

I decided to give him another try because it could have just been nerves. On the 2nd date, he invited me over to his place.

I knew he lived with his parents, but I kind of assumed they'd be away.

They weren't away and kept coming into the loungeroom and giving us iced tea and chips whilst he played video games in his track pants only. I sat there awkwardly watching. He didn't speak much to me. It was 11 pm, and he was in his 30s.

Animalcollectivity

8. Rock ‘N Bowl Surprises

A friend set up a double date with a girl he was dating sophomore year of college, and she said she'd bring her friend, who she explicitly said was a female friend.

My buddy and I met her and her friend at a bowling alley for rock and bowl. She had brought her cousin. Her male cousin. Who was 15 years old. Then she just spent the whole time talking to her cousin and ignoring my friend.

So, me and my friend just had a heck of a fun time bowling and chatting it up with the other people at the alley. 

Then we all went to get late-night appetizers from the restaurant.

She ignored my friend the whole time as well, so my friend and I made it our goal to make the waitress and waiters around us laugh as much as possible.

My friend and I headed back to his mom's so I could get my car and told his mom what happened and she was like "So, you two went on a date with each other."

Freedom1015

9. The Greasy Fonz

I met a guy online and after talking for a couple of weeks we decided to go out. I met him at his house because his car broke down that morning. This guy is dressed like an extra greasy version of the Fonz.

I try to look past this area but secretly I'm devising some ways on how I can destroy his leather jacket and dispose of his pomade. His house was also filthy.

If you know someone is coming to your house for the first time especially if it’s a date, at least maybe consider wiping down the counters and chucking the old pizza boxes.

While eating dinner he never asked me anything about myself. He rambled on for at least an hour about his job as a customer service representative, repeatedly comparing it to my job as a 911 Dispatcher.

They are pretty much the same job. He also kept telling me how much smarter and more attractive I was than his ex-girlfriend whom he repeatedly referred to as "the wench ex."

He wants to go to a movie afterward but I honestly could not imagine sitting through an entire movie right next to this guy (and not just because he would put down his stinky vaporizer).

I don't want to hurt his feelings so I tell him that I think I may have some mild food poisoning and I needed to get him home so I could make a mad dash home. I realized that I'd rather claim to have diarrhea than go to a movie with this guy.

Within a minute of leaving his house, he started texting me about how great our date was, grilling me to get a time for our next date. I finally tell him that I think he is an awesome guy but our personalities don't mesh.

He loses it and starts telling me that he'd never give a care, ugly wench like me and I should be grateful that he lowered himself enough to go out with me in the first place.

Oh, and he hopes I passed away. I no longer felt bad about not wanting to go on a second date. I haven't been on a date since then. I've decided spinsterhood is more my jam.

An_unhealthy_pallor

10. Oink Overload

I met a girl online, talked it up, and while she seemed a bit immature, she casually mentioned she liked pigs. What she meant to say was she was obsessed with pigs.

We went to one of the best restaurants in the area for a first date (bad idea). Sometimes pictures are from someone 10 years prior, or the person hides things, etc.

But that wasn't even the problem. She just looked just like her pictures. But I didn't even have to have seen her first, because everything else gave it away.

She came in a giant T-shirt that had a sparkly pink pig on it. Earrings? Pig earrings. Bracelets? Yep, pig bracelets, I swear her dad might have been Homer Simpson. She had this headband on with a little pig on it.

When it comes to Her shoes? Yep, pigs on the front of the toes! But best of all? She had a giant (or at least it seemed giant) pink purse with the face of a pig on it.

You could not stop seeing it once you did. And I'm sure everyone else in this nicer/classier restaurant saw it too. I felt overdressed with her but under-dressed with every other couple there.

It was beyond embarrassing. For some reason which I have to convince myself was politeness, not stupidity, we still had dinner. It was the fastest dinner I've ever had at a sit-down place.

I practically blurted out something about how "Oh, you do like pigs” to which she started giggling and going on about how everything she has is pig-themed. She wouldn't stop, and it became the dominant part of the conversation.

There were a dozen other things that made it a train wreck, but these were the clinchers to a solid 0/5 date. I remember afterward consoling a friend of a friend because I had to tell someone, and then I promptly buried this as my worst date.

kalvinbastello

11. Opera Misadventure

He took me to the opera, except we never actually got there because, not know the area. We didn't know exactly where it was or how to find it in that area.

Later on, I realized we were very close but the opera hall was surrounded by scaffolding, so we got confused and didn't recognize it from the photos alone.

Instead, we went to a pizza place. He spent the entire night talking about website design and computers, which was sort of fine as I'm somewhat interested in those things.

But he didn't talk about anything else and seemed more like he was interrogating me. Afterward, he said we couldn't go out together because I knew too much about computers. It wasn't an unpleasant evening. It was just a bit strange.

Dapperscavenger

12. Misplaced Memories

I was on a train coming home from work and saw this gorgeous girl. I couldn't keep my eye off her. Then I realized I used to go to church with her like 15 years before!

We weren't friends. It was early puberty for me so I was still in the picking on girls and being mean to them phase, but oh well, that's in the past! I went up and asked her how she's been and what she's been up to.

Ah, reconnecting! I asked her where she worked, and she told me, turned out we were about a block apart in the city, so I asked her if she wanted to grab lunch one day.

The next day, I text her, we grab lunch, and it's going splendidly, but something is off. 

She is asking very general, first-date questions. I'm more than happy to answer but it was bothering me. Then it hit me, she didn't remember me.

I must have been so friendly, confident, or something when I approached her on the train that she agreed to the date. Here I am, thinking I'm reconnecting with someone, and she didn't remember me!

Well, the date went great anyway, she had off the next day so we decided to meet up the day after. The next night, I got a text from her. "I just remembered who you are. Don't text me again. Don't come near me on the train."

Burnova

13. Uncoventional First Date

It was the first date. The guy was 30 minutes late, it turns out we were sitting 3 seats away from each other at the counter of a bar for about 25 minutes.

He knew it was me but wanted to see my expressions and interactions with the people around me to get a feel for my personality. He ordered a giant pizza, and when it came to our seats he asked me what I was going to order for my meal.

He ate his entire pizza, so didn't have much time for talking. Then asks if I want to go see a movie in the theatre next door. So I agree, and about an hour into the movie he falls asleep (probably from all the pizza),

I shook him awake and said, "Hey you seem tired, how about we call it a night,” to which he perked up. We left the theatre and hugged and kissed goodbye.

He then says, "Hey I didn't want to be too forward and ask this but," and I thought he was going to ask me to come over for coffee , but instead he asks, "Could I get a ride home?”

The last bus left about 20 minutes ago, and I don't want to have to call my mom to come get me because I don't have a car."

tallyhallic

14. The Awkward Intersection

Once, I talked to a girl on a dating app. We hit it off pretty well, and we made plans to meet up later in the weekend. We'll call her Sarah.

The next day though, another girl that I'd talked to, whom we'll call Sophie, told me she'd be out at a bar close to me. She told me to come join her and bring a friend. So I brought my roommate and went to meet Sophie.

As we got to the bar, I spotted Sophie sitting there with another girl, whose back was turned to me. Went up, gave Sophie a quick hug as I sat down next to me, and motioned for my buddy to sit on the other side with the other girl.

It was only then I looked at Sophie's friend. First noticing the intense stare I received from over the table, I realized the girl was Sarah. The girl I had made plans to meet up with the following day.

I could see she was equally taken aback as me, and for what felt like an eternity we sat there with the biggest deer-in-the-headlights-look before the silence was broken by Sophie.

"Hey Sebws, this is my bestie, her name's Sarah!" Which led to us nervously shaking hands, exchanging names, not knowing what else to do.

We shook hands as strangers. Neither of us knew how to proceed, not wanting to mention the elephant in the room. Sophie and my buddy had no clue what was going on.

It did go alright in the end, my roommate and Sarah ended up talking and hitting it off. It seemed we'd reached a silent, yet mutual agreement not to mention the glowing mammoth in the room.

In the end, the girls ended up going back to our flat with us. I only told my roommate the reason I had looked so confused after they had left the following day. But yeah, that was such a strange date, which somehow worked out.

Sebws

15. From Donkey Kong To Danger

I met this girl online, and the way the conversations went it was always friendly, getting-to-know-you type banter. After a few online conversations, we meet up at a bar by her.

The plans for the evening were to have drinks there and then go play Donkey Kong Country at her place. Being the oblivious male I am, I genuinely was excited to play some DKC on a gaming device.

We meet up at the bar and things go fine. I wasn't attracted to her at all, but she was nice and we had an alright time at the bar. So we get back to her place and start watching TV.

I look around and don't see a gaming device. Thought maybe it was in her bedroom. I don't mention it because I don't want to be rude. She makes some drinks.

We're watching Drunk History. Then all of a sudden she looked at me with terror in her eyes, "Are we going to stop playing games?"


I look at her, smiling, trying to play it off, "Do you mean Donkey Kong Country?" She didn't appreciate that. She scoffs and then proceeds to chide me about how guys are always wanting to play games and want to fool around.

I told her the only game I wanted to play was DKC. This is when it got weird. She gets up off the couch, calmly, walks to the kitchen, and pulls a butcher knife out of somewhere.

She just stands in the kitchen, still with a look of terror in her eyes, and stares me down. She doesn't move at all, just staring at the butcher knife. I look back for what feels like a few minutes, and then I jump up and dash for the front door.

I didn't even bother closing the door, behind me I hear the door slam hard, and she was shouting at the top of her lungs, "Douche!, Playing games!"

So a night of what I was hoping to be relaxing, friendly conversation, and Donkey Kong Country, turned into my "maybe my life I could have been ended" dating story.

AranasLatrain

16. The Pizza Parlor Date

This story isn't as strange as some, but it's my strangest. A guy I'd met a few times contacted me and asked me on a date.

I had never been asked on a date before. I accepted the date despite thinking he was a little strange and having heard some odd things about his family.

He picked me up and everything seemed good, we decided to grab a pizza and eat it in a park. When we went to purchase the pizza, it turned out he worked there and had all his co-workers come out to gawk at me.

This guy wasn't very popular with the ladies and seemed to be proving he had a date. I'm bad in social situations and got super uncomfortable, but didn't know how to bail and we went to the park.

It was very awkward and I wanted to go home. We mostly just sat in awkward silence and tried not to hear each other chewing. I thought I was going home, but he decided he wanted to stop at his house.

I agree because I honestly did not know how to disagree. It was my first dating experience. His home turned out to be with his parents. We were both 18-20 years old.

This wouldn't have been so bad if not all ten of his siblings, I don't remember exactly how many siblings he had, and his parents were home and wanted to meet me.

They weren't just a big, nice family, they were very religious and looked like they belonged to a cult. They all had long hair and homemade clothing, they were home-schooled.

The mom said hello, then the dad came in and nobody was allowed to say a word while he questioned me on what me and his son had done on our date and when the family would be seeing me again.

It was terrifying. My date showed me his pet turtles, which were cute, and finally drove me home. He tried to kiss me after making it clear he thought we were in a relationship after one date.

At this point, I almost ran from the car. I messaged him later on explaining that I was only looking for friends at this point.

[deleted]

17. Tragic Tale Or Fake Tale

I was a junior in high school and went out on a date with a guy I thought was pretty hot and a catch. We went to see a show at a nice theater and everything seemed to be going well.

Intermission comes and I go to the bathroom. When I get out, I expect him to be waiting for me by our seats or the bathroom or something, but nope.

After a 20-minute intermission, he finally joined me back at our seats and I asked him where he was. He just says he got emotional and had to step outside.

So at the end of the play, we get out of the theater and he explains to me why he's so emotional. The tickets were meant for him and a past girlfriend.

Going to shows was their thing, but the past Christmas Eve, she and his baby had passed away in a car crash. He then proceeds to pull out his flip phone and show me a picture of the baby as the screen background.

I'm speechless and confused about why he would have brought me to the show. Go home and search the Internet, there is no record of a young mother and baby passing away on Christmas Eve.

feistychick

18. Dorm Room Encounter

A hot girl from class randomly walked into my dorm room. The door was normally open during the day. She was in the building visiting a friend and saw me playing guitar so she came in and started flirting.

She asked me to meet her at a nearby bar that night at 10 so I agreed. I get there at 10 and she introduces me to her boyfriend. I finished my beer and went to the bar my friends were at.

Wellman_va

19. The Poopy Situation

It wasn't my date, but I had gone home with a guy I had been seeing and when we got there his roommate was curled in a ball on the couch looking pretty shaken.

We asked him what was wrong and it took him a while to get it out, but he finally told us what happened. He took a girl home from the bar.

They started drunkenly tearing each other's clothes off as soon as they got through his bedroom door. She said she was self-conscious though so she wanted the lights off.

He switched them off and they started fooling around. That was around the time when all of a sudden, the guy noticed this horrible smell. He mentioned it but she tells him to just ignore it.

Finally, the smell is too much so he switches the lights on. 

That's when he sees it.

Poop. Literal poop all over her and all over the bed. He is completely dumbfounded and doesn't know what to say or do.

So apparently, he yelled. She grabbed all her clothes and ran out of the apartment crying without saying a word and, presumably, still covered in poop.

He threw his bedding out, took an hour-long shower, and refused to go back into his room. Pretty much ended our night too. To this day I still wonder what on earth happened.

Was she into it and was hoping he would be too? Was it an accident and she decided to just go with it? I don’t know which scenario is more horrifying, to be honest.

Joceapotamus

20. Red-Light Panic

I got set up on a date with this pretty awkward guy, he picked me up in his car which was sort of cool considering we were in high school but oh my gosh he was a nervous driver.

So nervous in fact that he accidentally ran a red light, lost his cool, and ducked into a residential area to sit at the end of a cul-de-sac freaking out thinking the cops were coming.

I tried to explain that if a cop had seen him we'd have already been pulled over but he was freaked out. I don't even remember anything else about the date. I never really talked to him again because we had nothing in common.

Amecha

21. Online Courting To Crumbs

I met a guy online. He asked me to dinner and I agreed because I was bored and he seemed nice enough; we'd been texting for a couple weeks and it seemed chill.

I get there and he's late to meet me. Looks nothing like his profile. About 100 lbs heavier, has bad skin, and is just dressed sloppily. But I told myself not to be shallow.

We are looking over the menu and I suggest a few things I'd like to eat and he begins saying he doesn't eat sweet potatoes, aioli, capers, salmon, radish, arugula, kale, balsamic vinegar, basically, all ingredients

He told me he eats bread, meat, and cheese and that he won't eat any food if that's what I order. I tell him to get what he wants then and I'll get something for myself. We get our food and he is the messiest eater I've seen in my life.

He was getting crumbs and food bits all over his shirt and the whole table and it was just painful to watch. 

He also kept insisting I try his food, but I'm pescatarian and lactose intolerant so I declined.

He began berating me and my food choices and being a "picky eater.” They clear our table for dessert. He gets down on one knee and tries to give me a promise ring because he "felt a special bond with me and wanted to pledge his life to me"

After having met online a few weeks ago. Yeah, no thanks. Politely as I could, I declined, to which he started calling me expletives in the middle of the restaurant.

He then started ugly crying and stormed out. So I had to pay for the terrible date he asked me on because I didn't want to accept a pre-engagement ring.

[deleted]

22. A Hotel Surprise

I met a girl online and decided that we should meet for a date. I arrived in a strange town that I didn't know so I relied on her to show me around.

She took me to a youth LGBT group. I thought we were staying and actually, I didn't mind. It's a bit odd but I was a newly "out” female member of LGBT.

Turns out it was just a chance for this girl to show off that she did have a date (they didn't believe her apparently) and I existed. It was awkward.

When the youth group leader came in, she stood up, grabbed my hand, and said "Later, ladies" and we walked out. We went to a bar for a drink, and then on for some food.

It wasn't going well, she was very odd, but I was new to all this, and in a town I didn't know. Once we'd eaten she said, "Oh I just need to see a mate who's staying at a hotel” Fine, she went to see this friend.

Oh no. She'd booked a hotel room for us for the night! Yeah, I left pretty quickly after that. I may have been inexperienced, but I wasn't about to be tricked into a night in a rough hotel with an odd woman. No, thank you.

Shinyhappycat

23. Beer Date Requests

This has happened twice to me. I'll be talking to a girl, and then I'll ask her out, specifically using the wording "We should go get a beer sometime.” And they'll agree.

Then we go to a bar with a great selection of beer. Of course, I'll order one. Then all of a sudden, at this moment they'll tell me they don't drink alcohol.

Like, why wouldn't you have said it before? We'd have gone to a coffee place or an ice cream place or something because now I feel stupid getting drunk while you're drinking peach juice.

clee-saan

24. Unexpected “Zorbing” Love Story

On our second date, we went Zorbing. Anyone who doesn't know what it is, you get strapped into a giant inflatable ball and rolled down a hill. It was awful.

The ball wasn't inflated properly so every rotation you hit the floor it hurt, it was wet so there was water inside the ball and we had to jump out at the bottom of the hill into a puddle so wet sock galore.  

The whole experience was horrible. It gave us something to talk about though. Now, we have been together for nearly 4 years.

[deleted]

25. Innocent Beginnings

The first date I ever went on was in year 8. A nice mousy girl asked me out, I nervously said yes and she said she would organize everything.

When it came that Saturday, her mother picked me up without her daughter. Her mother drove me to her house where she (the daughter) had prepared dinner for me.

She went all the way, entree, main, dessert, and non-alcoholic wine. Top that all off with her father walking in every ten minutes to "get another drink".I stayed with her all through high school.

[deleted]

26. Quest For A Talking Parrot

I was running out of options for "single girls in my area" and ended up meeting up with a girl because she said she had a talking parrot. I thought that was pretty cool.

We had nothing better to do and decided that a Saturday Pub Lunch with company was better than one alone. And I might get to see a talking parrot.

So I took an hour's drive out to the town and met at the place of her choosing. She was nice enough, and the talk never got awkward, but I was spending the whole time trying to figure out how to angle for going back to hers.

I wanted to try and make a bird say any words, all without coming across something that would be discomforting. Yes, I was also very childish.

I brought up the parrot to test the waters, and I could see I'd set off the uneasy alarm in her head. Things got a bit monosyllabic after that, so I paid for her meal and we left it there.

I asked if she wanted a follow-up date in my town, and she said, "Oh it's a bit far away isn't it?" Yeah. Bye bye, parrot girl. The meal was nice though.

ExxInferis

27. A Dive Bar With A Twist

I went out with a customer from my work. I was a bartender, so I got hit on quite a bit, but this was the first time I'd gone out with someone. He took me to a bar near his apartment.

The place was really shabby and a little too hipster for my taste, but whatever. We were having a great time talking and enjoying some drinks when I suddenly noticed the TVs behind the bar.

Instead of playing sports or the news or something, they're playing old explicit theme movies. I brought it to his attention, and he kinda just shrugged it off and said it was normal for this place.

I thought it was pretty cool and this joint became one of my favorite bars (more for the cheap alcohol than the explicit show), but it was still a really strange place to bring someone on a first date.

14UR3N

28. A Romantic Surgery Story

I was having surgery that day so I told her from the start I was gonna need someone to drive me home after my surgery. I picked her up and we went to the duck pond to feed ducks.

Then we went back to my house and chilled in the hot tub and one thing led to another, ended up having an intimate time. After that, I had to go get my surgery. 

She sat in the waiting room for 2 hours while I had my surgery.

During post-op, I was super high and I guess I requested for her to come in inside the room. The doctor was also there when she came in.

I loudly whispered, "Please don't tell her you're a doctor 'cause you make a lot more money than me, and I want to keep her." Next month is our 3rd anniversary.

AdrenolineLove

29. The Box-Spring Dilemma

I went on an online date once. The girl and I drove past a mattress and box spring hand-wrapped in plastic. I drive a truck.

She asked and then insisted that I stop and get the box spring. She wanted me to put it in my truck and then help her put it in her second-story walk-up apartment.

I politely said no, I do not think that is a good idea. There is a pretty solid chance of bed bugs because sealing an item is what you try first when you have those nasty little things. She was having none of it.

I refused. She started crying, telling me that I don't know how it is to not have things and that it is easy for someone born with a "silver spoon in their mouth" to write off a free box spring.

She didn't know me at all and made these assumptions based on who knows what. It was hard to hear since I came from absolutely nothing and worked my way off to get to where I was.

We pulled into the restaurant, she settled down a bit. We ordered our food.

She answered a phone call at the table; It was a friend that had an extra ticket to a festival.

She wanted to go but had just started a job serving food at a restaurant. I suggested to not call her boss and ask for the days off. I worked in the restaurant industry when I was younger.

I knew that her supervisor would not let her call off from her first weekend. She called her work anyway. She started crying when her boss said "no." I felt bad for her boss, not her. Her boss fired her on the spot.

I paid the check with both of our meals still steaming and untouched. On the way back to her house we reached a stop sign. She jumped out of my truck and ran towards a trash pile.

She came back with a hand-day-glow-painted end table and threw it in the back of my truck I got to her house, and I said nothing. She then took both of our to-go bags and ran off with her "new" end table.

Ohmtheory

30. A Comedy Of Errors

I met a girl from a dating app. All went well, but as a veteran online dater, I only met her for a drink so that we would not stuck in some awkward dinner thing if we hated each other.

That was set for date #2. So, on the second date, she asked me to pick her up outside her place, which I did. I ended up selecting the wrong place from a navigating device, and we went way out of the way.

I could sense she was a little annoyed, but I corrected it, and off we went to the other location. Dinner with plans to go to a band after. We had an hour wait for a table, but luckily that hour was filled by complete utter silence.

Dinner was awkward. Not wanting to be rude, I asked her if she still wanted to see the band, and she answered. “Nope. Take me home.”   

Oh, thank god. So we pull up outside her apartment building.

She looks over and says goodnight. She grabs the door handle but it doesn't open. It sticks and you have to lift and pull the door in before it'll open. Her eyes are wide open looking at me, as she tries to open the door frantically.

I tell her it sticks, and lean over to open it for her. She screams. I mean, like I'm going to take advantage of her or something. I get the door open as she counters my ear with her screams.

She hustled off up the walkway to her apartment and didn't even close the door to my truck behind her. No third date.

Squaretie

31. Crossing Physical Boundaries

I went on a date with a girl who ended up being much weirder than I thought. If I started walking away from her she'd grab my arm crazy tight and pull me closer.

There were a few minutes when I climbed a tree to get away for a moment. I'm talking like no branches, straight up, sitting on a branch stump, tree.

There was a point where I went to move away from her as she was getting awkwardly close and she dug her wrist into my arm and cut me with her nails.  

Thinking back, I really should have just left earlier, but I was 16 and clueless so for some reason I stayed. Anyway, I ended up being backed into a tree and tossed off for a while.

I didn't want to stop her. If she cuts me up when I'm moving away from her, I can't imagine what she'd do to the rest of me. It was a weird day for me.

420ZeusNoScope

32. Date Took A Dark Turn

I was a freelance video maker at Uni. She was one of my clients. I asked her out to see Macbeth (2015). She used her hand to cover her face a few times because she was afraid of blood and the movie was gruesome.

Halfway through the movie, about 2/3 of the audience of about 20 people walked out of the screening room. She also missed her sister's giving birth because she went on a date with me.

After that, we only talked once and I referred to her as one of my friends to works in her company (she's an HR person). She will get married in a few days, and not to me understandably.

NTDinh

33. Drunken Encounters

We met online. We planned to meet on a Saturday but I was out with male friends on Friday (I'm female). He texted that he was out alone, he had been on another date and she was a snob and left him.

I told him to come meet us, I was drunk. He turns up wasted after drowning his sorrows. I’m laughing. We go to a few clubs including my friends.

We dance with a crazy woman who keeps biting my tushy, some guy kisses him. I laughed, random dude's girlfriend doesn't and leaves. We go our separate ways.

We meet the next day hungover and have a few drinks then go off to separate ways. It was weird, and hilarious and made me realize how open and honest we could be with each other.

We have been together for 2 years, own a house, have a baby, and plan to be married. Weird can be good.

iekika92

34. Misunderstood Movie Date

This was in high school, some girl from our rival school and I met and hit it off. She wanted to see the movie "Happy Feet,” the dancing penguin.

I decided to take her, I like penguins anyway. I swear about halfway through the movie she leans over to me and says, "Oh I get it, they're dancing!".

I thought she was trying to be cute, but she was serious. This movie was her idea, I figured she knew. The penguins were dancing for at least an hour before she said this to me. We lasted another week.

End32urzm

35. The Silent Stroll

I met a guy on a dating site and decided to meet up at our local mall. I'm a shy person and so was he, so all we did was walk the length of our mall twice without talking.

Then we went to a restaurant and had some cheesecake and that’s when we had a small talk. It was the most awkward conversation I had in a restaurant. At the end of the date, I gave him a weird or awkward hug and left.

Bkbee

36. Date Gone Extraterrestrial

Not me, but my best friend. My buddy thought some girl at a restaurant was hot, and he's a decent-looking guy, but he wouldn't get her number, etc. So when he went to the bathroom.

I told the server that my friend thought she was attractive and asked if she would like me to give him her number. She emphatically said yes and they went out a few days later.

When I asked how it went, he said they smoked and went to the lookout at the top of the mountain. While there, she started in on her UFO theories, and that her grandmother visits her via UFO to check on her.

Then, she pulls out a shiny gemstone-like rock, and several other rocks, and explains that they each have a distinct power and energy and goes into detail about them, etc.

My friend says she wanted to fool around at the end of the night, but he just noped right on home, because no one, and I mean no one, wants to fool around with Mc Rock Energy UFO Grandma.

TerpsMakeMeDrink

37. Double Trouble

I'm a dude. I was about 16 at the time. My female cousin tried to hook me up with her "nice friend" whom I had shown interest in after meeting her at a family gathering.

We text and talk on the phone for a couple of weeks. Later we agreed to meet at the mall. We get to the mall and the girl shows up with another guy, who is her boyfriend.

Yes, she introduces him as such and all that. He was her ride to the mall. My cousin didn't think this was odd. I was highly annoyed the whole time because the girl was really fine.

We walk around the mall, the girl, my cousin, and myself. The boyfriend waits in the car. The girl tries to get me to buy her stuff in the mall, I lie and say, "Oh, I don't have it like that right now."

She tries to hold my hand and asks me to get her something at the food court, the latter I give in and do. I tell my cousin I'm ready to leave. And the girl goes, "You're cute. And sweet. You should be my guy."

I was dumbfounded, "Don't you already have a boyfriend?" She responded. "I could have two! Besides, he's just my brother. I don't have to commit to him."

My jaw drops, and I just tell her no thank you and leave quickly. My cousin asks what's wrong, still not seeing the problem with her friend's relationship status. I'm still weirded out by that to this day.

FabianPendragon

38. A Movie Date Gone Wild

I was about 14, and she was about 15. We randomly talked on a messaging app or something. We swapped numbers and had a few nice phone chats. Met up to go see a movie.

The whole way through she just kept turning to look at me, like her entire face looking directly into my eyes, and I could see her doing it out of my peripheral vision but whenever I would turn to look at her she would look away.

She also tried to kiss me several times throughout the movie but typical beta me just smiled and was like "Thanks" and went back to watching the awful film.

I wasn't feeling it so I decided to walk her to her bus stop and tell her at the last possible second before she got on the bus that I didn't think it was going to work out.

Her bus came and she was 2 people away from getting on when I told her "So this was nice but I thought I should let you know I don't think I like you in that way.” 

She flipped out and was like "What? After all our chatting?"

I told her "Let's talk about this when you get home, you're going to miss your bus." but she turned to the bus driver and said, "That's ok, I'll get the next one, we need to talk."

So I was trapped at the bus station with her for another hour while she cried and screamed in front of everyone there about how her grandma had just passed away and I was the only thing getting her through it.

I was genuinely getting disapproving looks from random strangers at the thought of dumping this grieving girl. It was like something out of a bad sitcom. Looking back on it now I laugh but for a 14-year-old kid, it was harrowing!

Peanutismint

39. Starry Eyed-Adventure

I was dating this girl for a bit and found out she had never gone camping or had the opportunity to just look up at the stars in a place that wasn't too bright to see them.

So, one night I plan this "picnic" type of thing at a campground about an hour from the city. I paid for a campsite so that we could be there however late we wanted. We weren't going to spend the night there.

I buy her favorite wine, fill a cooler with ice and chill it, and bring wine glasses, snacks, firewood/starter/fluid, blankets, chairs, and flashlights. I even remembered the corkscrew!

So we get there and the gates are closed and no one is around. Neither of us had ever been there before, and it was pretty much dark by this point. 

I park in a parking lot suspiciously titled "overnight parking.”

I grab my check-in booklet, and find out it's a short 1.5-mile hike through the woods to the campsite. So, for some reason, she sticks it out with me and seems generally happy to do it.

We put all of our crap in wheelbarrows that the campground conveniently has placed there for just such an occasion (for $10 per visit), and I lug our things uphill in the pitch black through bear-infested unfamiliar forests for 1.5 miles.

We get there, unpack, and have a hell of a time. For some reason, she is still dating me. I have a few other stories with this girl and I'm sure I will continue to accrue new ones, as my dating game just was not what it used to be.

[deleted]

40. Meeting Grandparents And Making Connections

I got a ride back to my hometown with a guy that I was very casually fooling around with in college. His grandparents lived in my hometown.

He asked if we could stop by his grandparent's house to visit before he dropped me at home. I said sure. As we're pulling up to their driveway, he says to me, "Um, don't get weirded out if they think you're my girlfriend."

So I asked why they would think that to which he replied that he told them I was.

The next two hours were spent getting to know all about his grandparents and them getting to know me.

It started awkwardly but they turned out to be truly amazing people who escaped a war together at 15 years old and have been madly in love ever since. I haven't spoken to the guy in years, but I still visit his grandparents. I love them.

wearentalldudes

41. The Phone Store Date

I went on a date with a girl and we were supposed to go to dinner and then see a movie. Well, we were at an outdoor mall and we passed by a phone store.

She asked if we could go in for a bit and since we weren't on a tight schedule I said why not. Then she proceeded to get her phone worked on for 3 hours. 

We missed the movie completely.

I asked if she still wanted to get dinner to which she replied no. Then she asked me to take her home. I didn't even get a kiss. That girl used me as a ride to the store to get her phone fixed.

[deleted]

42. Unforgettable First Date

On our first date, after 2 weeks of texting. We go to an art place and he picks a small skull to paint. We placed it at the center and painted it together. At the end when the woman gets to dip it to preserve the artwork.

I am presented with "I love you Andrew, always have" on his side and a peace sign on my side. After leaving this place we are in traffic and the light turns red.

He ran out of my car to about 4 cars ahead just to pet the dogs in the car ahead of us, when the light turned green he insisted on still petting the dogs.

So, he got into that car where the man driving got out and threatened him with a gun. When he got back in my car, I took him back home. It was a crap kind of day.

Bigboy_nicelegs

43. Cat-Loving Pizza Date

I met up with a girl at a pizza place. The first weird thing was that she brought like 5 cats with her and that before I'd even gotten there she had already ordered multiple pizzas.

She knew the owner, and they were cool with the cats, though. Anyway, as soon as I got there she wanted to leave. We get back to her apartment, and she's got like 15 more cats.

We ended up fooling around in a bathtub full of cat poop while she tried to convince me to rub her down with a slice of pizza. I wasn't very hungry though, so I refused and instead took one of the cats home with me. All in all, it was pretty weird.

[deleted]

44. Lost Keys And Lost Minds

I met a girl on a dating app. We agreed to meet for a drink. Had a good time, and decided to keep the night going. She asked me to walk her home.

She started speaking in tongues. We got lost, and then she lost her purse, wallet, and phone. At some point, she pissed herself.

Finally finds her house but can't get in because she also lost her keys. She starts to have a panic attack. I kick in her front door and as she walks in, I turn and run for my life.

hoesindifareacodes

45. Eyelash Fiasco

I met a girl on a dating app and I decided to go to an arcade place in Tampa. We went, did a lot of that carnival stuff then we ended up doing a 2 person game where you throw balls at clowns.

We ended up crushing it after 3-4 tries and won the jackpot. We went to high five and we missed, my hand hit the side of her eye and took off the entire right side of her right eye's eyelashes, just gone.

I lied and told her she was good, even though it was so awkward. Anyway, we went back and we said goodbye. She gets to her car and texts me and says "You lying piece of crap" and I never heard from her again.

clem82