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People Describe The All-Time Worst Dates They've Ever Been On

Closeup of two coffee-filled mugs held by a dating couple.
Jonathan J. Castellon/Unsplash

Reddit user sweet_chick283 asked: 'What's the worst date you've ever been on?'

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Finally going out on a date with the person you've been chatting with online is a very exciting yet nerve-wracking first step.

But when you finally meet the person with whom you've developed romantic chemistry online, one of two things can happen–Fireworks or bombs.


In other words, being face-to-face with a prospective love interest for the first time can either confirm your hopes or suspicions about the person whom you know very little about online.

Curious to hear nightmare stories about dating life, Redditor sweet_chick283 asked:

"What's the worst date you've ever been on?"

People and their obsession with their electronic devices is getting out of hand.

Mr. Invisible

"Sat for 15 minutes to hear him talk about himself, work and his future plans, and then as he asked me 'what about you?" his hand went to reach his phone and he starts scrolling. I can't stress this enough, his hand reaches his phone at the same time those words left his mouth. It felt to me like he already decided whatever I am going to say was going to be boring so might as well multitask as I talk."

– dracarysthemdown

Self-Incriminating Date

"Went on a date with a chick that took my phone and put a picture of her on my Snapchat, I got 20 messages almost instantly from chicks that knew her and told me to stay away. She was 2 months pregnant, didn’t tell me till my friends did. That was a wild date for sure. She was very upset."

– ThatBrenon131

The Salesperson

" Tinder date. She pulled out her Ipad and started introducing me various insurance plans she is selling."

– IndigoldWeM

"Oooooh god that's almost as bad as trying to recruit a first date into your MLM line..."

– OP

"I had a date that tried to sell me whole life insurance. She told me before the date to meet her at her office. It was downtown so I thought nothing of it. Then she walks me to her desk and tells me to sign some papers."

– Pissedtuna

Sometimes, dates turn out to be disastrous through no fault of participants.

Things Went Downhill

"I thought I would be a little more adventurous and suggest that we go skiing for a first date. At the time, I lived in the south where the closest ski mountain was 2.5 hours away and it was opening day. It became clear that we probably didn’t click on the drive up, but I figured we’d still have a fun day of skiing. On the first run, maybe 100 yards in, she falls hard and tears her acl, lcl, and mcl. It was a very long and awkward car ride back, and I ended up staying with her for several days after to help care for her since she lived alone and was new to the area. She was a very nice woman, but that was just a lot for a first date."

– houston_g

People were forced to make a run for it.

The Great Escape

"So many bad dates over the years. One of the worst was this guy I met on a dating site. We agreed to go to dinner at a nearby restaurant. Turned out his profile picture really was of himself but it was just a 'few' years old. BS! In person, he straight up looked like Santa Claus on vacation complete with the Hawaiian shirt. I was a little unhappy about that but it wasn’t the end of the world. I thought well maybe he is jolly and fun. That turned out to be a big NO."

"So we ordered dinner and he started talking about ex wife #1. She was a b*tch and crazy. Ex wife #2 was also a b*tch and crazy. Ex wife #3 was a psycho crazy b*tch from hell. He told me ex #3 hit him in the face with a frying pan. He seemed to enjoy my horrified reaction. That was, until I asked what he did he do to her to make her smack him upside the head with said frying pan. Personally, I thought it was an awful date and I couldn’t wait to go home. He ordered dessert. :/"

"mentioned getting home soon and he said We can discuss that later as he was paying for my meal and we were going to enjoy our time together. I waited for a few minutes and politely excused myself to the ladies room. He stood up and watched me go in and was watching me when I came back to the table. It was as if he knew I wanted to bolt out the door. I got my chance when he finally went to the men’s room. I handed the waitress money for my food plus tip and told her I was on a very bad date. I left the restaurant just before he came back from the men’s room. He saw me through the front windows and started screaming like a lunatic. I don’t know what he was saying but I ran to my car!"

– SassyDiva13

Tasks First, Eat Later

"Went out with a guy from POF who lived an hour away from me. (I live in the sticks so this is normal.) I texted him to let him know I was on my way and this dipsh*t proceeded to text me every few minutes to ask me if I was still coming. So much so that I finally had to call him and tell him to stop because I can't text and drive at the same time. In hindsight, I should have turned around and went home right then."

"Finally I get to the place we were meeting. It was a store parking lot. Since we were meeting there and going somewhere else right away, I texted him and said I was there, where are you and he replies insisting I come into the store. He absolutely would NOT come outside to meet me. So I had to spend the first hour of this date following him around an auto parts store while he pawed through every display and bin, not talking to me very much at all."

"Finally he was ready to leave the store and I thought we were going to eat, as we had originally planned. I was starving but he said no, I gotta go return my work uniforms to my old job first. Uhh, okay I guess."

"So we drove in his car to this factory where he parks and says hop out so I can lock my car up. It was cold and rainy so of course he expected me to stand out in it? After like 15 minutes I was like f'k this and I went in the lobby of this place to get out of the rain. For some reason it took this guy 45 more minutes to return his uniforms so I was glad I went into the building to get warm. But apparently this was a huge no-no to him because when he came back out from wherever he went to return this stuff he glared at me like I just dropped trou and took a sh*t in his lap and asked me why I didn't just wait outside. In the cold rain. For almost an hour."

"At last he decided it was time to go to the restaurant. I sat there trying to keep a poker face while he talked to the waitress like he was addressing a toddler, messily stuffed his face and chewed with his mouth open wide and kept glancing around every 30 seconds like he was scared someone was going to see him out with a woman in public."

"Plus he kept asking me invasive and crude sex questions the whole time too. Lovely."

"I quickly inhaled a salad and managed to pay for it at the front without him seeing me, I told him I needed to go to the little girl's room and bounced. Luckily this restaurant was across the highway from the store where I had left my car so I crossed it real quick and blocked him everywhere before I even got the car warmed up."

"I'll betcha a million bucks and a house salad that a**hole was married."

– produkt921

It's unfortunate that people on dating apps aren't always forthright about themselves.

Older Woman

"I wouldn’t say it was the worst but it was the most interesting. Met a lady on a dating app. A Beautiful woman who claimed to be 38 which is my age. I suspected through the pictures she might be in her early 40s. Her profile said she had 3 kids. We talked and she seemed cool. We then met for dinner a week into talking. I could tell she was older but looked younger than she should because of Botox. Within 15 minutes she said she had to tell me the truth because she really likes me. She does not have 3 kids but 6! She is not 38 but 48!"

– bobismymother

The Date That Wasn't A Date But Actually Was A Date

"I didn't even know it was a date."

"Girl I worked with was talking up a breakfast place in a nearby town, and I was like 'that sounds great, let's go this weekend!'"

"We went, I had a great time, the pancakes were amazing, and I had fun hanging out with a work friend outside of work. I thought she had a good time too, she was laughing and fully engaged with the conversation just like normal."

"Like three weeks later, I was talking to another coworker when it all came out that she'd been telling people we went on a terrible date, how I didn't even make a move or flirt or do anything that guys she goes on dates with normally do, and how I even talked about a date with another girl at one point."

"I was flabbergasted, my fat a** genuinely thought we were just a couple of friends getting pancakes."

– SadlyReturndRS

If you're no longer in the dating pool because you found your person, congrats.

There's no doubt you have kissed some frogs along the way to finding true love.

Because if it weren't for all those "horrible dates," you might not be able to appreciate what you've got when the right person comes along.

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