People Share Shocking Moments In Their Dating History.

Every person has experienced bad dates; either with someone they've met online, or on a blind date. Things may seem smooth in the beginning, but those clear red flags should be taken a bit more seriously.

In this article, 20 people share their most shocking moments in dating history.

[Source can be found at the end of the article]

1. Cringey!

I had been friends with this guy for a couple months, and one weekend at a party we kissed. He was a nice guy, but a terrible kisser. He asked me on a date to go to an art gallery and I thought that sounded really cool so I said yes. What he failed to mention was that he had actually invited his whole family there - parents, siblings, grandparents, etc. It was painfully awkward, to say the least. He invited me to have dinner with them and I made my excuses and left, and said I had plans that night as well. Later, he showed up uninvited and alone to the party I was at that night. Creeped me out.


2. The undesirable one

So I went on a couple dates with this girl and she was giving me some signs that she was ready to get a little physical. So I lean in close and try to kiss her, and she turns her face away from me. Stunned I end up going home and thinking it was over between us. Later on, she contacts me and starts hinting we should go out again. I decide to go for it, again, after getting some heavy hints and she pushes me away. So now I just ask, what's going on? She says, "I am on dates with you so that I don't feel like I'm undesirable, but I'm not attracted to you."

She called me the next day and I told her I'm not dating people who make me feel undesirable, then hang up.


3. Scarred for life

A guy I had met three days previously offered to pick me up and "hang out". I was cool with that, but he ended up dragging me around on errands (we went to his dentist appointment) and then when I said I wanted to leave, he said he'd give me a ride home but only in exchange for a blowjob.

I was pretty scarred about dating after that.

And no, I didn't give him a blowjob, I got out right there and walked to a bus stop.


4. Embarrassing

Went out with a girl for a first date. She took me to a Kumdo lesson, which is a Korean sword fighting sport. I thought that was cool, but it was an advanced class and I made somewhat of a fool of myself but all in good fun. Anyway it turned out that she was bringing me there because she wanted me to be part of a documentary about foreigners in Korea. So my looking like a fool was broadcast nationwide. We then visited the grandmaster's house for makeolli and the film crew started interviewing me. They were basically focusing on my relationship with the girl I was going out with. They didn't seem to understand it was a first date. So here I am trying to answer awkward questions without embarrassing both of us on national television.


5. Nope, nope!

On my first date with a guy off an internet dating site, he took us to the Scientology museum in London. I thought "Hmmm, original, easy to find things to talk about/ laugh at the craziness of, this could be fun."

Then he proceeded to read every, single, piece of writing on every, single exhibit, ask the attendant very probing questions about how one goes about joining scientology etc. and sounding slightly too interested to just be intrigued about a religion. Also he was visibly sweating.

Once we were done there we went for a glass of wine and he told me he used to shoot heroin.

I was out of there like a shot.


Continue reading on the next page!

6. Ouch!

When I was a teenager I worked at a retail store in the mall and a guy who worked a few stores down would always come in and talk to me. He was super sweet and genuine and would randomly take me to lunch/bring me coffee and the like. It was nice to just have someone to talk to and who seemed genuinely interested in me and what I had to say. He asked me on a date a few times and I always declined. I don't like the idea of dating someone who I work with/work next to (just in case it goes sour) After a month or two I finally agree to go on a date with him, because good guys are hard to find! I couldn't just let him pass by. He picks me up at my house and on our way to dinner we get into a car accident. The driver's side was t-boned pretty badly and we ended up having to go to the hospital where he contacted his roommate..... who then contacted my date's girlfriend.


7. What is he trying to prove?

In college this guy from one of my classes asked me to go out with him out of the blue (we'd never even talked before) but he was pretty cute so I said sure. We exchanged numbers and he said he'd call me with details. He called the next day and told me we were going to a restaurant that was WAY out of my price range. We're talking like no way will this bill will be under $100. I tried talking him out of it and when that didn't work flat out saying I couldn't afford something like that but he insists and tells me not to worry (this all really should have been a clue to me). So I say fine and agree to go. We get to the restaurant and the waiter comes over and I go to order (the cheapest thing on the menu) when he stops me and says "Ignore her, we're both having the steak." "But I don't like steak." "She's just saying that because she's poor. We'll have steak." and shoos the waiter away. I'm mortified and pissed and want to leave but he was my ride. He tries to make conversation and just proves to me that he really is a jerk. Then he says he has to go to the bathroom and leaves. I'm sitting there for a good 10 minutes before he text me "Hahaha I got an upset stomach from drinking last night don't eat without me." that was the last straw. I call the waiter over, pay for my meal, and go to the Starbucks down the street to call my friend to pick me up.


8. The bragger

After my freshman year of college I met a guy on OkCupid and we went to get dinner at Friday's as our first date. Offered to give me a ride, but I said no.

He was a couple years older, well dressed and started talking about how he'd started his own business after college and it was going well. Good for him! Bragging a bit but hey that's an accomplishment.

So after we order he says "Let's play a game. We'll each take out our wallets and compare what's in them." Wasn't a joke, literally started showing me his credit cards and bragging about the high limits, ending with "Clearly you can't afford to pay for this dinner, but don't worry I can cover you." I was pissed and protested but he wouldn't take no for an answer.

So as we leave he says he wants to show me his car. Unfortunately it was before mine in the lot so I had to walk by it. It was a white, windowless serial killer van. He begged me to have sex with him in it, right there in the Friday's parking lot.

I was pretty glad I drove separately.


Continue reading on the next page!

9. Right timing!

Setting: blind date at a sushi restaurant, I was 24, he was 19.

We already had nothing to talk about so I told him this story:

I had gone to the local GameStop for the sole reason to talk to the Guy behind the counter. I got in line, had some small talk, and as I was getting my receipt, I asked him, "Hey are you seeing anyone?" His reply: "Me? ...I'm gay." I was mortified that my gay-dar failed me so I just gave him a high five and left. I was still shocked and cried in my car.

About five minutes after I finished that story, I look over to the eight-person group beside us. I caught the eye of the very same gay Guy I hit on at GameStop. We waved to each other. He was with his boyfriend.



10. Catfish?

I'm sure this has happened to everyone who has dated online:

I met a guy online who seemed really nice. We exchanged a few emails and got along well enough, so we decided to meet up for a matinee. We exchanged pics so that we could ID each other at the theater where we were meeting.

I show up, expecting to see the heavy-set dude around my age because that's what his profile (and pic) said. Instead, he was about 20 years older and 100 lbs heavier than his picture. I am a fairly open-minded person when it comes to dating, and I know that many folks embellish, but come on!

We watched our movie in silence, and politely parted ways.


11. All dressed up for nothing

I went on a date with a guy that I met online. He told me to dress nice and that he was going to take me out for dinner. He took me to Subway, ordered a foot long teriyaki chicken sub. He looked at me and said, "I hope you like teriyaki chicken. We shared the sub in his car.

Safe to say there was no second date.


12. When the family gets involved

When I was young, I dated a guy with a temper. He would get mad about something stupid like saying goodbye too quickly on the phone, pick a fight and we'd break up. He would call a day or two later and we would make up. After a few months I had figured out the cycle and I was fed up. So, when he picked a fight as usual I ended it and then didn't take him back. While we were dating I had become close with his sisters and his mom loved me. We had scheduled a girls lunch and his sister begged me to go. I finally said yes and went. Everything was fine and I had a great time. The whole lunch was probably 2 hours long. At the end I walked to their car with them and the mom grabbed me and said, "Hear him!" Out of the car comes her son (WHAT!) who was trying to explain to me why we should be together. I just walked past him to my car as he ran after me. He ended up picking a fight with me because "It was my fault we broke up and I didn't even call him so he could fix it." Then he threw rocks at my car as I drove away. I wish I had a picture of what my face looked like when he came out of that car. I never spoke to him again and never accepted another invitation from his family.


Continue reading on the next page!

13. The disrespectful guy

I went on a date with quite a rich guy about a year ago. He was nice, fit, handsome, well educated and well dressed. Basically everything a girl would "want". To be honest, I only went on the date because I loved how he spoke.


We had a nice time, I guess. However, the whole time he spoke about himself. Or tried to impress me in some way. To the point where we went to a sports store and he "casually" bench pressed and whatever in front of me, claiming he wanted to "test it out".

He spoke about buying expensive wines and whatnot - and don't get me wrong, I love nice wine, but I had literally gotten drunk of sack wine the day before with friends. I'm not picky, and he talked about drinking $100 bottles of wine nightly. Okay.

The last straw was going to a sweet, independent caf. They got the order mixed up by a tiny detail, and he huffed like the biggest pompous jerk and saying "I'm never coming HERE again.

He then wrote a blog about how I was his muse. I never spoke to him again.


14. This total confusion

I met this cute girl in college. I asked her out a couple times, she was really into me (numerous occasions we sat in a coffee shop for 6-7-8 hours talking the night away), but couldn't do anything about it as she was seeing someone else. Ok fair enough. I'm a little persistent, we hang out on an off, 6 months later after she and her significant other break up (or so I was told), we start seeing each other.

Fast forward 8 months and she's at my place 6-7 days a week, has taken over half my condo with her stuff, we commute to work together, I'm having supper with her parents, always hanging out with her sisters and their boyfriends, she's always over at my parents, things are going really well. I was crazy about her. Part of the family and all that good stuff.

About a week before Christmas, she sits me down and basically says that she never really broke up with her boyfriend, he was just out west. He was coming home and we were over. She was just seeing me "on the side" and quite frankly didn't understand why I wasn't seeing someone else at the same time - seeing how "we weren't all that serious.

Excuse me what?!



Guy I worked with kept asking me out, I continuously said no. After about a year, I started to feel bad for the guy and said yes to a date. He asked me to lunch so I figured it could be a quick easy "date". He picked me and took me to Wendy's...where he made me order off the dollar menu...and I could only get two things. After this very quiet lunch where he hunkered over his chicken nuggets like I would steal them he said he needed to stop at Walmart. We go in and he heads to the lotion section. Strange, but whatever. He then grabs two scented lotions and asks which one I like better. Being nice I pick one, and he responds with "great! I'll use this for your massage!" WHAT?!

Luckily I had to work in two hours and told him the massage would have to wait. I spent the next three months trying to avoid him until he quit.


Continue reading on the next page!

16. The poor ex-boyfriend

A girl I had just met asked me out, she wanted to take me to dinner. We end up at this little Italian place, she says she knows someone that works there. When our waiter arrives, he appears visibly shaken, stuttering. She introduces me to him, this is her friend she mentioned before. I can see it right away, this guy has a thing for her, and here she is introducing him to her date. She then bugs him for special orders and asks if we can get our meals free. He really seems upset, but gives her the "anything for you" look and agrees, I decline and pay for my own meal. I felt really bad for this guy, I could just see his torment at watching this girl date someone else. She was very attractive and very friendly, I assumed he just got friendzoned. I hung out with her a few more times, but backed off of the romantic part. Then I found out that the guy from the restaurant was her ex-boyfriend, who she had just dumped a few days before and had been dating since high school (this was 2-3 years after I graduated).


17. Calling him out on his lies

I dated a guy from Wales for, like, three weeks. Anyways, it was the first real dates I went on after my fiance died in a car accident about a year previous, so I was pretty nervous. I was up front with him about the fact that I had gone through "a loss" the year previous, but was excited to start dating again.

I think he took this as a sign that I needed to be reassured. He confided in me that his first girlfriend died of cancer. I felt comfortable telling him about my fiance after that. Well, then, his best friend was shot in front of him by a drug dealer. And his last girlfriend beat him with a rope. And his other best friend died in Iraq. And his sister has a terminal illness. And he has night terrors. And PTSD. And about fifteen other things that, by themselves, would be sad and unfortunate, but piled up started to reek of crap.

He also won an engineering contest and got to meet the Queen (he had no college education or degree and worked morning stock at Target). Everyday he would tell me more and more outrageous stories about his life.

I tried to give him the benefit of the doubt, I really did, but at a certain point it got to be so outrageous I asked him what his friends name was who was shot and he said, "Don't do this. You don't believe me do you? I think we should just be friends." I never heard from him again.


18. High expectations

I went on a date with a cute girl I met online. (We're both girls). She worked on Wall Street making a ton of money, and I was a grad student at the time. She chose the place a very fancy restaurant in the nicest part of town, and ordered a $100 bottle of wine. When the check came, she batted her eyes at me and made no moves to get her wallet. I was just drunk enough not to start a fight and paid for it. But, seriously??

Then I figured I might as well get something out of it and went home with her to her fancy high-rise apartment. We had sex, or I should say, she let me go down on her and offered nothing in return. Then, at 4 am in the pouring rain, she kicks me out, saying she has an early morning.

I left my favorite ring at her place and she never returned it, either.


Continue reading on the next page!

19. Thats just gross

Met a guy from a dating site. Guy in the photo sort of looked like Kevin Smith. I get to the restaurant & order a drink. I told the waiter I was meeting a blind date so make it strong one. Guy I meet looks like Moe from the 3 stooges but much thinner. (Same haircut and all!) He proceeded to tell me that he lost all of the weight due to medical issues. I did not press further because we were having dinner/drinks. He worked at a gaming store so he took off his over-shirt & was wearing a severely stained white undershirt. We are talking yellow pits to the max here. While talking about art I notice that he keeps scratching his upper arm under the shirt sleeve. He asks if I want to see his tattoo. I say "Okay" and when he lifts the sleeve there is a cross tattoo but his arm is COVERED in acne.....which is what he was scratching/picking at.

I order another drink and he orders a meal. He tells the waiter several times that he doesn't want tomatoes. Meal comes and while talking he is using one of his too long fingernails to scratch the inside of his nose. He proceeds to clean the underside of his nail on the stack of napkins in the center of the table so his boogies are there for all to see. When I think I have enough liquid courage to run, the waiter comes by & date guy flips on him because he found a tomato in his con queso dip. He proceeds to say very loudly, "I CANNOT have tomatoes dude because I have irritable bowel syndrome!!!" I wanted to die. Everyone was staring at us. He excused himself to the bathroom shortly after and the waiter came flying over and said, "Hey, if you need to split, don't worry, me & the girls will cover your drinks." I was so grateful but I didn't want to be mean so I waited. The waiter brings the check & Moe, after patting his pants several times says, "Oh crap, I forgot my wallet. Let me borrow your cell and I will call my mom and tell her to grab it off my dresser & bring it." I don't think I ever paid a check fast enough in my life. After a day he emailed asking when we could go out again. I told him I couldn't, and I didn't feel like we clicked. He called me shallow.


20. The most awkward situation ever

There was this Marine who I was talking to and he said his birthday was on a Sunday and so none of his could do anything with him on his actual birthday so he was celebrating on Friday. So he was going to get a nice hotel room for himself with like a hot tub and big screen tv and stuff. I said that I was free Sunday and I could meet up with him and buy him a birthday drink. He suggested the bar in the hotel lobby but I made it really clear that it was only a drink and I even was like "this isn't Pretty Woman" and he agreed. So I get there and he told me to meet him up in his room (mistake #2). So I go up there and the jerk is in the hot tub watching True Blood. I should have just left because nothing good can happen from there, but I thought i'd try to make the best out of the situation so I kind of just sat on the edge of the hot tub and talked to him for a while. Then he kept telling me how awkward I was making it that I wouldn't get in with him, and that he would let me barrow one of his shirts, or that I should just go in my underwear or naked. When that wouldn't work he kept trying to "playfully splash" me. I kept telling him to knock it off and then finally he said "I can't believe you are making it so awkward on my BIRTHDAY.

THAT is when I lost my temper. I was like "I don't owe you anything, I don't even know you, we were supposed to meet downstairs! and while I was getting out, he grabbed my wrist. I just looked him in the eyes and said "Don't touch me! thank God he let go, and I just ran out of there.

So now I dont online date.



Breaking up is hard to do.

And when you get the law involved, it's even worse. But sometimes people don't need the law's help to make things overcomplicated, they just have a grand ole time making that happen themselves.

People on the front lines of human cruelty include divorce lawyers. These are their stories.

Keep reading... Show less