Weirdest Dating Experience?

KnK KnK
Let's laugh, cringe, and reminisce over the lovely awkward events that have happened on a date. Could be the first date or any random one before or after becoming official.
Answers (public voting - your screen name will appear in the results):
Wanting to introduce you to their parents
KnK , Lady Venus , ~LaUr3n~ , BeautiFullFigured , iveversxe , HarlequinBunnie
6
Asking you to pay the tab/dinner bill
cherryredhead88 , Emily! , Lady Venus , *HisMrs* , MaryExy
5
Bad kissing, possibly the worst you've ever experienced
KnK , Emily! , Trashley , Tart , Danielle915 , Lady Venus , ~LaUr3n~ , LavenderSkies , Kim! , Pleasure Piratess , Purpleladybug , Airekah , NaturalWoman , I Wear The Pants , Alys , xxx , BeautiFullFigured , BadassFatass , Pinkhare , sexykiss , HarlequinBunnie , True Pleasures , Sangsara , Princess Zelda , Moniqua
25
Being with a virgin
Sangsara
1
Teaching someone with no experience how to please you or anyone else for that matter
KnK , cherryredhead88 , Emily! , Danielle915 , Lady Venus , NaturalWoman , MaryExy , iveversxe , HarlequinBunnie , PeaceToTheMiddleEast , Sangsara
11
Telling you that they're saving themselves for marriage
Trashley , Lady Venus , teeny <3 , MaryExy , Sangsara
5
Being introduced to someone else as a friend or sibling/family member when you thought you guys were more
Airekah , jc123 , Caprieclipse , legna , pixylove101
5
Spilling something on yourself or them
PussyGalore , Lady Venus , Sangsara , Princess Zelda
4
Making inappropriate jokes (either you or them)
darthkitt3n , fabjennie , PussyGalore , Lady Venus , Heartthrob , Pleasure Piratess , Krissers , Xavier7 , A Closet Slut (aka nipplepeople) , BeautiFullFigured , MaryExy , iveversxe , Sangsara , Princess Zelda
14
Having nothing in common
KnK , cherryredhead88 , Lady Venus , Kim! , Pleasure Piratess , NaturalWoman , A Closet Slut (aka nipplepeople) , xxx , BeautiFullFigured , BadassFatass , Howells , MaryExy , Bignuf , Jazz , iveversxe , maetico , pasdechat , butts , CoffeeCup , HarlequinBunnie , PeaceToTheMiddleEast , Sinfully , Sangsara , Princess Zelda , pokefan15
25
They come on to your sister, friend, etc
Lady Venus , Taylor , BadassFatass , MaryExy , iveversxe , Princess Zelda
6
Blatantly lying about themselves (or yourself) to impress them
KnK , Sir , cherryredhead88 , Trashley , Lady Venus , Airekah , NaturalWoman , A Closet Slut (aka nipplepeople) , Alys , Angel deSanguine , BadassFatass , padmeamidala , iveversxe , Princess Zelda
14
Other: please share
KnK , Lady Venus , Jobthingy , Chilipepper , P'Gell , iceman681 , Naughty Student , Lindz86 , Alys , Stephanie Marie , Jackol , ToyTimeTim , link82 , iveversxe , comatose-kitty , Doll In Dungarees , potstickers , Princess Zelda
18
Total votes: 139 (68 voters)
Poll is closed
11/26/2010
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KnK KnK
My most awkward and most comical experience was when a guy I liked wanted to cuddle with me while he was wearing a snuggie. I was very lonely and on the rebound so I agreed. It was actually very cozy, but extremely embarrassing the more I think about it.
11/26/2010
cherryredhead88 cherryredhead88
Quote:
Originally posted by KnK
Let's laugh, cringe, and reminisce over the lovely awkward events that have happened on a date. Could be the first date or any random one before or after becoming official.
HAHA I have way too many stories to pick just one... but I will pick the dousche-ist one of them all!

My ex came to my house once and wanted to take me to Taco Bell. So when we got to the drive thru the bastard looked at me for the money! WTH! Lol... I laugh about it now but he was an ass doing that and that is one of the reasons he is now my EX! haha
11/26/2010
Trashley Trashley
God, so many.. I've had people say they're saving themselves for marriage, or wanted to get to know me first, or introduced me as their girlfriend when we were clearly nothing of the sort.

Aye, aye, aye.
And women are portrayed as the "soft" sex in movies...
11/26/2010
darthkitt3n darthkitt3n
On my first date with my boyfriend, we went to see Zack and Miri Make a Porno. Probably a bad choice for a first date movie, but we both wanted to see it. At one part, a girl and guy are doing anal while another guy is under them filming, then the door slams and the girl has diarrhea all over the guy who is filming. Who laughs the loudest and longest? Of course, my date does...

Then on our way home, we passed a liquor store. There was a break in our conversation and he just said, "LICK HER? I BARELY KNOW HER!" I was a bit weirded out, though not to the point of not wanting to see him again. He doesn't even remember saying that to me and seems embarrassed that he said it on our first date.
11/27/2010
fabjennie fabjennie
Too many!! I don't even want to think about them! I guess the worse would include the guy that told me (while in bed getting hot and heavy) that he was saving himself for his ex girlfriend who had moved to Florida with his ex best friend....he knew should would be back...yeah..ok. Or the one that asked me if I had had a vaginal birth or C-section and was so happy to hear I had had vaginal because that meant that I didn't have any horrible STD because they would have made me do a C-section if I had....and he also pulled out his camera and I thought he was just taking a picture which he was....of my boobs.
11/27/2010
KnK KnK
Quote:
Originally posted by fabjennie
Too many!! I don't even want to think about them! I guess the worse would include the guy that told me (while in bed getting hot and heavy) that he was saving himself for his ex girlfriend who had moved to Florida with his ex best friend....he ... More
OMG, that's horrible. Most of my bad dating experiences have been when I was on a date that I didn't know was a date. Naive I know, but the worst of that sort was when a guy friend invited me out for coffee (he was engaged, so I thought nothing of it). Later he told me that he really enjoyed spending time with me and out his hand over mine. He told me that he and his fiancee had called things off. He then told me that they had tried being on a break since she got drunk and made out with another guy at a party, but she wanted freedom and so they went their separate ways. He had apparently liked me for a while (without my knowledge) and he then followed it up with, but I'm not looking for anything serious right now.

So essentially he asked me to be his rebound two days after he and his fiancee broke up. What was worse was that I had absolutely never thought about him that way at all. I was speechless, but in my head I was screaming, "noooooo!"

When he dropped me off home, I'm pretty sure that he was about to lean in for the kiss, but thank God my dad called at exactly that moment. I then actively avoided him for awhile and things were rather awkward between us for a few months. Lol
11/28/2010
fabjennie fabjennie
Quote:
Originally posted by KnK
OMG, that's horrible. Most of my bad dating experiences have been when I was on a date that I didn't know was a date. Naive I know, but the worst of that sort was when a guy friend invited me out for coffee (he was engaged, so I thought ... More
Oh twisted...I could go on and on and on about my horrible dates. Lol. I actually thought for awhile there that I should write a book.

There was one that totally freaked me out...he had called and wanted to go out and I had already ate so I figured we could just meet up at the local bar for beers. Now I'm all about a woman paying and I actually paid for my husbands and mines first date but this guy had always talked about how many jobs he had and I knew he still lived at his parents since he had recently got divorced and kept both of the kids..blah blah blah..

So I get there early, order my first beer and wait for him. He gets there...my beer runs dry and I sit there awhile waiting for him to offer to get me another one. No such luck. I go get my own.

He breaks back into all the jobs he does and I innocently ask "what do you do with all the money?" I mean...the dude lived at home and drove a little S10 pick up. Again...I am no snob but if I worked that much it would be for SOMETHING to show. Well he got mad. Mad isn't the word. He was irate. Told me it was none of my effing business and stormed out.

I just moved up to the bar and hung out with friends but was SHOCKED when he kept calling wanting to go out again!! Um...no.

Oh and Bahahahaha..the guy that asked me about the C-section and took pictures of my boobs seriously emailed me a Dear John letter telling me he just didn't see us working out and he wasn't interested.
11/28/2010
PussyGalore PussyGalore
I will never live this story down for the rest of my life.

Scene: My significant other and I were at a friend's house, having one of those "we're adults and we're drinking socially and responsibly" evenings. The ages in the room were 18 (me), 21 (friend) 19 (friend's girlfriend), and 34 (my significant other). Friend's girlfriend brings out the game Taboo! after a couple of rounds of cocktails and we are all getting into it. We're paired off in teams as we were in coupledom and it's our turn.

He's throwing out hints and clues while desperately trying not to disqualify us and he looks at me after more than half our time ran out and says "Something you've always wanted to be" and I respond with...

wait for it













"Your little girl?".

*cricket cricket* It felt like an eternity before he said "No silly, bride!". In a way it was awkard as all hell but it opened an interesting avenue in our fantasies.


And a couple of months later, we're over at their house again and we're all growing kind of restless and his girlfriend asked what he wanted to do. He just sat there, shrugging his shoulders and the next thing we know she's making a dive off the couch towards the entertainment center trying to get to the drawer all of their porn was in - uhhhhh, that was our cue to pack it up. The friendship eventually dwindled to nothing and they separated.

It was definitely two of the most awkward 'dates' I've ever experienced.
11/28/2010
Jobthingy Jobthingy
I once met this guy on POF. I was single and bored. He looked half decent in his picture and so when he asked if I would join him at the movies, I figured no sweat.

When he got there he looked NOTHING like his picture. He wore these god awful glasses, his mouth looked as though he had no teeth (you know, droopy denture mouth).

I met him in front of a Starbucks and told him I wanted to get a latte before we went. He had never had anything from Starbucks (BLASPHEMY!) so I thought I would be nice and offer him his first latte. He got hot chocolate. I paid. I figured it was fair because I did offer his first experience.

Then we get in line at the movies. Being polite, when the woman says the total, I reach for my interac card. This is the point where he should stop me and offer to pay right? WRONG! He sort of smiled and walked away while I paid. I was like WTF!

Then comes time for popcorn, he gets himself some chicken fries at KFC, doesn't ask me if I want anything and proceeds to chow down on these things. When there was 2 left he asked if I wanted 1.

Needless to say, when the movie was done, all he got from me was a 'talk to you soon, i am going to miss my bus" and I flew out of there.
11/28/2010
Chilipepper Chilipepper
Mulder (covering phone): "My (estranged and bipolar) wife is on her way over to kill me if I don't take the kid for the night. You better leave."

And me running out the door with my panties still on his sofa. (I was wearing a skirt.)

He ended it without telling me that week.

I never got any of my clothes back, either.

So I think this is classified as 'nearly being caught by the wife'.
11/28/2010
LavenderSkies LavenderSkies
It drives me MAD to think that one would have the gall to come onto a friend/sibling etc..YUCK
11/29/2010
Chilipepper Chilipepper
Quote:
Originally posted by LavenderSkies
It drives me MAD to think that one would have the gall to come onto a friend/sibling etc..YUCK
It happened to my mother all the time while in high school - she'd bring a guy home and they'd meet her beautiful younger sister (only a year younger) and dump my mom right there in her own house. My aunt encouraged it, too ("Ha-ha, I'm thinner/prettier/smart er/etc than you!"). Mom had revenge, though - she's not married to a Mafioso she can't stand and can't leave like my aunt has done.
11/29/2010
P'Gell P'Gell
Other. I don't know exactly how to explain it. My Man and I were in an Open Relationship, and he didn't want to go to my Senior Prom (he thought he was "too old" He probably was, but I have never failed to mention it. )

So, a met this guy, a little older than My Man was at the time and he said he wanted to take me to my Prom. (I should have seen something wasn't quite right right then. Hey, I was young.) We went out a few times, and on the first or maybe second date, he looked deeply into my eyes and said, "So, what do you want to know about me? I'm a really interesting guy." UUUUUHHHHHHHHH. He never actually took me anywhere and told me everything I didn't want to know about his old girlfriend, who dumped him. He did take me to the mall, to buy me A Prom Dress. I picked one out, and he said, "OK, I'll buy it for you." I said Cool, then he said, "But, I don't have any money on me right now, you buy it and I'll pay you back." OK, I was smart enough to see a red flag. I told him I didn't have any money on me, either, and so I put the dress on hold.

He also, while making out, had a "thing" about his hair. He actually said, "Hey, don't touch the hair." WTF? Was he The Fonz? (He didn't even have that great of hair. Pssht.)

A few weeks of light dating later, he called me one day, and said he met his "Soul Mate" with whom he now had to go to Florida with, to pick up her kid, and.......brea k up with her husband as he hadn't been told she was dating anyone yet. I was like, "OK, good luck." (Thankful I had never had sex with him.) He kept going on about "someday you'll meet someone special and then...." Yeah, dude, I'm passing time with you, I have a "Soul Mate" and we're just waiting for the stars to align. He seemed to think I was upset, and it wasn't a big deal. Then he tells me, "If it doesn't work out with this girl. I'm done with women." OK.

Turns out, he goes to Florida with this woman, and she goes back to her husband.

A few weeks later he tried to call me but I was out. I never called him back. I never went to my Senior Prom, either, but damn, I'm glad I didn't go with the "Don't touch the hair" guy.
11/29/2010
P'Gell P'Gell
Quote:
Originally posted by KnK
My most awkward and most comical experience was when a guy I liked wanted to cuddle with me while he was wearing a snuggie. I was very lonely and on the rebound so I agreed. It was actually very cozy, but extremely embarrassing the more I think about ... More
A Snuggie. HAHAHAAAA! OMG, so funny.
11/29/2010
Jobthingy Jobthingy
Quote:
Originally posted by KnK
My most awkward and most comical experience was when a guy I liked wanted to cuddle with me while he was wearing a snuggie. I was very lonely and on the rebound so I agreed. It was actually very cozy, but extremely embarrassing the more I think about ... More
LOL! But it is the blanket with arms!!
11/29/2010
KnK KnK
Quote:
Originally posted by fabjennie
Oh twisted...I could go on and on and on about my horrible dates. Lol. I actually thought for awhile there that I should write a book.

There was one that totally freaked me out...he had called and wanted to go out and I had already ate so I ... More
He kept the kids and lived at home with mom & dad? Christ. And, lol, I probably would have done the same thing. I've been told I have a sharp tongue at times, but I like to say that I have an intolerance for bullshit. Call me old fashioned, but it's rude if the person who asks the other person out doesn't at least offer to pay (or at least that's how I've always done it).


And the other guy gave you a Dear John letter? WOW. I always think it's so funny when men say women are known to say a few loose emotional screws. I've met a lot of unbalanced and emotional men in my day. God
11/29/2010
KnK KnK
Quote:
Originally posted by Jobthingy
LOL! But it is the blanket with arms!!
Lol, that's one of the dating experiences that I know I can never live down. You know what's even scarier? I looked at their site (I was writing an opinion piece comparing the Snuggie to blankets & robes. I wanted a funny topic), and they now have Snuggies for couples!!! It has 3 arms. It creeps me the fuck out! Lol
11/29/2010
P'Gell P'Gell
Quote:
Originally posted by Jobthingy
LOL! But it is the blanket with arms!!
It's a bathrobe on backwards
11/30/2010
toxie m toxie m
The most awkward time I ever had was with a guy I met for coffee one night off OkC, just on a whim as he was from out of town and I had nothing better to be doing. He was mediocre looking but I let it slide because I'm a sucker for mutton chops and he had 'em. Well, we're chatting and it's not bad, but we soon finish our coffee and he offers that we go hang out at his hotel room. Yes, I'm an idiot for not realizing that is totally a signal for sexin', but it felt really, really platonic up to this point and there literally nowhere else to go in the area to keep hanging out.

So yeah, empty hotel room, I make forced smalltalk about EVERYTHING I see to put off what I have now realized now is inevitable, but eventually he makes an awkward laying-me-back-onto-th e-bed move and starts kissing me. Horribly. I should have left right then but I'm terrible at being assertive so the best I could do was, "Okay but I'm meeting a friend at 11, I'm only staying for 15 minutes." Well, we make out some more and nothing improves. He starts rubbing up on me and moaning loudly while I'm silent and counting the seconds. Eventually he stops and pulls back, puts his hands to my belt, looks into my eyes and asks, "Can I touch you?" Nice of him to ask but oh man, just the least sexy scenario ever. I said no thanks and got the hell out of there immediately.
11/30/2010
KnK KnK
Quote:
Originally posted by toxie m
The most awkward time I ever had was with a guy I met for coffee one night off OkC, just on a whim as he was from out of town and I had nothing better to be doing. He was mediocre looking but I let it slide because I'm a sucker for mutton chops ... More
Ugh....creepy.

I've tried online dating before and it's really mixed results...If I do it I make a note of being in very public places until I feel comfortable, and telling my closet groups of friends their address if I decide to go over just in case.

At least he asked, but still creepy. Sorry
11/30/2010
Naughty Student Naughty Student
I casually went out with friends to play pool and I was really open (I did not spare the details of my adventures!) with my guy friends. They were older than me and I really wanted their advice about a guy I had met and had fooled around with in his car.

So one of my guy friends was really cool with me that night, paying me beer, paying a midnight snack, etc. He even drove me home...dun dun DUN! Guess what he wanted! It was so weird that my friend wanted to do stuff with me bcs he was my friend not some guy I was seeing. I didn't like him in that way. It totally screwed up our friendship after that, I was disapointed bcs I really liked him and I sort of lost a friend.
12/01/2010
Lindz86 Lindz86
My most awkward experience, and I shall never forget this, was on a first date with a guy I was kind of into...
He showed up on time which was awesome, he looked good and was really polite...when we walked downstairs to get into `his`car...well his mom was driving..it was her car. Annnd she sat downtown waiting for us to be finished our `date`at a local pub...needless to say I stuck around for a polite drink and said I wasn`t feeling well...he offered to have his mom chauffeur me home..thanks but no thanks!
12/01/2010
Lindz86 Lindz86
Quote:
Originally posted by Jobthingy
I once met this guy on POF. I was single and bored. He looked half decent in his picture and so when he asked if I would join him at the movies, I figured no sweat.

When he got there he looked NOTHING like his picture. He wore these god awful ... More
OMG POF...worst dating site EVER! I met one of my exes on there, we dated for six months, things were awesome, he paid for stuff, took me places and it was amazing...after convincing me he was the greatest guy on earth...he started acting freakishly weird...turns out he was a narcissist with sever OCD and omg, never again. That site is full of undatables (no offense, I was on there for years lmao)
12/01/2010
Xavier7 Xavier7
Quote:
Originally posted by KnK
Let's laugh, cringe, and reminisce over the lovely awkward events that have happened on a date. Could be the first date or any random one before or after becoming official.
Ugh, bad jokes.
01/31/2011
Purpleladybug Purpleladybug
Nothing worse than a bad kisser!
01/31/2011
Alys Alys
I've got two that could count as weirdest. My ex and I had been dating for months and he brought me to a big family get together. I tried to look nice, wore a pretty sundress that flattered me... he tells me I look pregnant and starts rubbing my belly... in the middle of the family reunion! Then one of his uncles takes him aside and says in a very loud voice that he liked my ex's last girlfriend better. Awkward.

That's not the worst one though. One of my best friends, who I considered almost a brother, made out with me. We hung out a lot after my ex and I broke up, and one night when we were watching some TV show together he started to make out with me. It would have been bad enough if he was a good kisser, but he wasn't! Think of making out with a fish: mouth open in an oval, lips moving awkwardly up and down, with an extra-spitty tongue just sticking in my mouth. And I was too stunned to do anything for a second; totally didn't see it coming. And the worst part was that he was over at my apartment, so there was no running away... I made some awkward excuse about having to get up early to write an essay I forgot and practically shoved him out the door. We're still a little awkward around each other
02/17/2011
Stephanie Marie Stephanie Marie
For me it probably was this time when the guy afterwards kept going on about how much he loved me. He was like "oh I love you so much yada yada. Im in love with you" "We are boyfriend/girlfriend now" ...I was like "Hell No". lol..So then he wanted me to go out of town with him..I was like "nooo". So then he tried getting his sister to attack me! Lmao! Well it turned out I was left in the middle of nowheres. I had no idea where I was even. Ugh not a good situation for me at like 2am lol. But eventually my brother figured out where I was. Good thing the guy wasn't home either! He was for sure a creeper though. I mean just the way he acted was creepy and weird.
02/17/2011
Howells Howells
Webcamming with a guy from the other part of the world while I'm at her place. Yeah awkward.
06/13/2011
MaryExy MaryExy
I always had problems with guys I was interested in wanting my sis instead. The guys I have dated were with me before they met my sister...
06/13/2011
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