Most Awkward Date Ever
- Thread starter Titans
- Start date
Nataliebigbum
Newbie
- Jul 12, 2025
- 27
- 25
Thinking about it now,I haven’t really been on dates and I’m a grown ass lady…dayummm
- Mar 10, 2010
- 42,697
- 107,138
That traumatized you?
It's certainly socially inappropriate, but traumatized is pushing the envelope here.
Nataliebigbum
Newbie
- Jul 12, 2025
- 27
- 25
It is traumatizing as that’s zero etiquette and no manners .
- Mar 10, 2010
- 42,697
- 107,138
It is zero etiquette and no manners, 100%, but I think traumatized is not the emotion one would typically feel.
But I'm derailing this thread, so let's move on and see what others have experienced.
Rankova
Registered Member
- Apr 12, 2025
- 52
- 59
Mate, this was nothing compared to what I went through. I told her, You're seriously hot, Eve. Then she hit me with, Eve is my mom’s name. How do you know her? Suddenly it sounded like I was trying to date her mom, not her. I’ve never been more embarrassed in my life.
- Nov 1, 2024
- 1,185
- 4,414
Went on a blind date in Orlando. After dinner we went to walk around a lake that happened to have A LOT of geese. Birds hate me (childhood incident involving a mother hen and chick) and of course one of the male geese took exception to me and came after me. I went screaming down the sidewalk, in skirt and heels, with this pissed off goose honking, hissing and flapping behind me.
I'm sure this will be a shocker...he didn't call for a 2nd date.
Another blind date tried to use me to stalk his girlfriend who it turned out that had a restraining order against him.
Want me to keep going? LOL
I'm sure this will be a shocker...he didn't call for a 2nd date.
Another blind date tried to use me to stalk his girlfriend who it turned out that had a restraining order against him.
Want me to keep going? LOL
- Aug 23, 2017
- 2,473
- 6,433
- Mar 22, 2013
- 6,272
- 10,985
The most awkward date I ever had in my life was when I went to Guangzhou, China (went to visit the Canton Fair) and I met a girl from a dating app. After meeting for 20 minutes she said "hey, lets go to the Apple Store, I want to check something". Arriving there, she suddenly asked me to buy her an iPhone. I thought it was a joke and just replied something sarcastic like "oh only one iPhone? Not a Macbook as well?" and she went nuts. She completely lost the plot. She yelled and asked me why I make fun of her, she screamed , etc. and then I left the store and walked away. Now it gets worse. She came after me and pushed me, saying that I am a broke loser. I replied "I am the broke loser? You asked me, a stranger, to buy you an iPhone, and I am the broke loser?" She kept insulting me, I walked away. It was really weird confusing because I talked to this girl for weeks and she was super friendly and respectful during that time.
I had a few more awkward dates where girls were clearly catfishing (looked different than on their pics). One time I am convinced it was even an entire different person.
One time I met a girl, just a few weeks ago, that I talked to for weeks, but turned out she used a translator all the time. She couldn't speak english at all and she never told me. So I met her and she was using ChatGPT all the time. She couldn't understand a single word. This was akward as well. I felt really awkward and uncomfortable.
I had a few more awkward dates where girls were clearly catfishing (looked different than on their pics). One time I am convinced it was even an entire different person.
One time I met a girl, just a few weeks ago, that I talked to for weeks, but turned out she used a translator all the time. She couldn't speak english at all and she never told me. So I met her and she was using ChatGPT all the time. She couldn't understand a single word. This was akward as well. I felt really awkward and uncomfortable.
- Nov 1, 2024
- 1,185
- 4,414
There was the "fish" incident (it's also the reason I no longer swim in the ocean). So, once again in Florida, I went on a date with a guy who took me to his favorite beach to swim. We get in the water and I get out about chest high. I dove under the water, opened my eyes and saw a big ass fish in front of my face. My brain went "SHARK!" and I came up out of the water screaming, swallowing half the sea, turning red, snottering, etc. The guy calms me down and asks what the hell is wrong. I looked at him and went, "there's fish in the ocean!" Not my finest moment.
At some point I met a guy who played Warcraft and was a medical student at Florida State. We decided to get together and hang out. Nothing serious, just talked about gaming and watched some movies. Then happened a few times. There was absolutely nothing serious there, he was just really fun to hang out with. Anyways, this ended after the cookie incident. I'm one of those people who like to send something to friends or family who are down. His schooling was hard, he was stressed and pretty unhappy. So I went and ordered a bouquet of yellow smiley sugar cookies. Everyone likes cookies, right? I think I had something to the tune of "I hope this at least makes your day a little brighter" or something super "friendsy". Really, this was NOT romantic. It's something I've sent to my BFF when she was having a moment. He calls me, yelling at me that we were just friends and it's not serious enough to send gifts and that it's over. Nothing says I want to marry someone 5 years my junior like emoji smiley cookies with the most generic "cheer up" note.
Then there was the cake guy. This guy I met off friend finder waaaay back in the early 2000s. He was looking for someone to dress up with and have cake parties. He was a gamer and I thought why the hell not. So I go meet up with him. Dinner was great, he was funny and I really enjoyed myself. He invited me back to his place for a cake party. What's a cake party you say? We dressed up in horrible 90s floofy prom dresses, put on wigs and other outrageous accessories and then smashed cakes in each others faces. While I'm sure it was some sort of weird kink for him, it was really fun. And, he wasn't trying to get me to stalk his ex girlfriend so win. We stayed friends while I lived in Florida and whenever I ended up in Orlando he'd come up with other weird things to do (like going to the thrift store, buying a wardrobe and then doing a fashion show in Walmart -- I'm sure we gave the Walmart people a run for their money).
Then there was furry guy. I think this one was kind of the cherry of all the weird, awkward dates. So I'm one of the nerds that LARP. I had joined a game up in Orlando and started making friends and hung out with them from time to time. At some point, one of the guys asked me out. The first few dates were ok. He was an accountant, the most exciting thing about him was he played Warcraft and played in this LARP. Nothing weird (to me), just a little boring. Or...... so I thought. After a few dinners and movies he invites me over for a horror movie night with his friends. I was going to meet him at his friend's place. So I get there and I'm met by a room full of people sitting around this big room in fur suits.
So we sat there, in the dark, watching movies like The Ring. Me the normal person with about 7 people in fur suits. There were a few more dates but since I wasn't into the furry thing and he did all of the conventions and meets... it didn't work out.And finally, there's my husband. I met him in the early 2000s playing Everquest. At some point our guild mates told us we needed to meet each other so he flew from the Netherlands to Florida. At some point a Harry Potter movie had come out and we went, but we went to dinner first. He picked a place called Chili's. It's one of those restaurants that has things like nachos, fajitas, ribs, steaks, etc. However, they were having an "all you can eat" rib special which my husband got. On top of that he fell in love with American non sweet iced tea and got that everywhere we ate. I'm not sure how many plates of ribs he ate, but at some point the waitress just plopped down a pitcher of iced tea since he was going through it so fast. On top of all of this, he finished my dinner AND had dessert (at that point in his life he was tall, thin and had a black hole in his stomach). Really, he horrified both myself and the waitress. Well, we go on to the movie. Since it was something like 2.5 hours I got a big 80oz (2.3ish liter) cup of diet coke because I didn't want to leave to get a refill and I thought we could share. 30 minutes into the movie I went to take a sip....empty. WELL.. about 1.5 hours in he leans over and asks when the intermission is. I look at him and go "intermission? WTF are you talking about." This is when I could see exactly when the penny dropped and regrets were had. He didn't want to miss anything but he couldn't sit still. As soon as the credits rolled that man was up out of his seat, knocking granny out of the way and was out the door. He was the first into the bathroom, last out and I still to this day swear I heard a scream. ;-D There were other incidents the month he stayed with me, but this is the one that stands out. LOL
Last edited:
Builder Dave
Power Member
- Nov 4, 2017
- 653
- 654
I tried steering the conversation into philosophy and other intellectual topics, so I can showcase my "big brain" and they got excited and started talking about how right Hitler was about it all. I just turned heel and walked away without saying anything. Not very gentlemanly, but I was speechless and appalled.
Nw_Work
Senior Member
- Nov 23, 2019
- 907
- 348
How did you decide to go on follow up dates with your now husband? I mean the other experiences were way less awkward than his one?There was the "fish" incident (it's also the reason I no longer swim in the ocean). So, once again in Florida, I went on a date with a guy who took me to his favorite beach to swim. We get in the water and I get out about chest high. I dove under the water, opened my eyes and saw a big ass fish in front of my face. My brain went "SHARK!" and I came up out of the water screaming, swallowing half the sea, turning red, snottering, etc. The guy calms me down and asks what the hell is wrong. I looked at him and went, "there's fish in the ocean!" Not my finest moment.
At some point I met a guy who played Warcraft and was a medical student at Florida State. We decided to get together and hang out. Nothing serious, just talked about gaming and watched some movies. Then happened a few times. There was absolutely nothing serious there, he was just really fun to hang out with. Anyways, this ended after the cookie incident. I'm one of those people who like to send something to friends or family who are down. His schooling was hard, he was stressed and pretty unhappy. So I went and ordered a bouquet of yellow smiley sugar cookies. Everyone likes cookies, right? I think I had something to the tune of "I hope this at least makes your day a little brighter" or something super "friendsy". Really, this was NOT romantic. It's something I've sent to my BFF when she was having a moment. He calls me, yelling at me that we were just friends and it's not serious enough to send gifts and that it's over. Nothing says I want to marry someone 5 years my junior like emoji smiley cookies with the most generic "cheer up" note.
Then there was the cake guy. This guy I met off friend finder waaaay back in the early 2000s. He was looking for someone to dress up with and have cake parties. He was a gamer and I thought why the hell not. So I go meet up with him. Dinner was great, he was funny and I really enjoyed myself. He invited me back to his place for a cake party. What's a cake party you say? We dressed up in horrible 90s floofy prom dresses, put on wigs and other outrageous accessories and then smashed cakes in each others faces. While I'm sure it was some sort of weird kink for him, it was really fun. And, he wasn't trying to get me to stalk his ex girlfriend so win. We stayed friends while I lived in Florida and whenever I ended up in Orlando he'd come up with other weird things to do (like going to the thrift store, buying a wardrobe and then doing a fashion show in Walmart -- I'm sure we gave the Walmart people a run for their money).
Then there was furry guy. I think this one was kind of the cherry of all the weird, awkward dates. So I'm one of the nerds that LARP. I had joined a game up in Orlando and started making friends and hung out with them from time to time. At some point, one of the guys asked me out. The first few dates were ok. He was an accountant, the most exciting thing about him was he played Warcraft and played in this LARP. Nothing weird (to me), just a little boring. Or...... so I thought. After a few dinners and movies he invites me over for a horror movie night with his friends. I was going to meet him at his friend's place. So I get there and I'm met by a room full of people sitting around this big room in fur suits.
And finally, there's my husband. I met him in the early 2000s playing Everquest. At some point our guild mates told us we needed to meet each other so he flew from the Netherlands to Florida. At some point a Harry Potter movie had come out and we went, but we went to dinner first. He picked a place called Chili's. It's one of those restaurants that has things like nachos, fajitas, ribs, steaks, etc. However, they were having an "all you can eat" rib special which my husband got. On top of that he fell in love with American non sweet iced tea and got that everywhere we ate. I'm not sure how many plates of ribs he ate, but at some point the waitress just plopped down a pitcher of iced tea since he was going through it so fast. On top of all of this, he finished my dinner AND had dessert (at that point in his life he was tall, thin and had a black hole in his stomach). Really, he horrified both myself and the waitress. Well, we go on to the movie. Since it was something like 2.5 hours I got a big 80oz (2.3ish liter) cup of diet coke because I didn't want to leave to get a refill and I thought we could share. 30 minutes into the movie I went to take a sip....empty. WELL.. about 1.5 hours in he leans over and asks when the intermission is. I look at him and go "intermission? WTF are you talking about." This is when I could see exactly when the penny dropped and regrets were had. He didn't want to miss anything but he couldn't sit still. As soon as the credits rolled that man was up out of his seat, knocking granny out of the way and was out the door. He was the first into the bathroom, last out and I still to this day swear I heard a scream. ;-D There were other incidents the month he stayed with me, but this is the one that stands out. LOL
- Nov 1, 2024
- 1,185
- 4,414
I dunno, being the only non-furry in a room full of them was pretty awkward. LOL
But my husband had come to Florida for a full month so I was stuck with him. And there were other endearing moments. Like during Hurricane Katrina where I found him on the beach running around (I lived in a condo across the street from the beach) yelling, "it's soooo warm" while the palm trees were lying flat and roof tiles were whizzing by. Stupid dutchie.
D
Deleted member 731332
Guest
In 2005 I met a girl at the Virginia Beach oceanfront. She was really pretty with red hair and green eyes. And she was funny. I hung out around her with our mutual friends that invited me a couple of times.
We talked and laughed and I genuinely was having a really good time with her. We kind of had our own thing going even though there was several other people around. So I asked her if she wanted to leave and go walk the oceanfront just us. That’s a date to me.
I was only 20 years old in 2005 so I couldn’t legally buy alcohol. BUT I had a friend that was a bartender at a place called “Harpoon Larry’s.” So we walked around while narrating people’s lives like we knew them and what they did and what they would do in life. Very crude. And hilarious. Finally we made it to harpoon Larry’s which was my plan the whole time. She was down for a drink or two.
We sat and drank for a couple of hours. I was pretty buzzed because we were taking shots of liquor. It was a great time, really.
Then she looks me dead in the face and tells me she can’t have kids because of a medical reason. So it took me like 5 minutes to get that she wanted to leave and have sex. Yes, I’m that dense. I’m sure my face and ears were bright red when I realized it.
So I’m like yeah. Let’s go to my house for the night. And we did.
My house was about 20 minutes down the interstate from the beach. I called cab and while waiting on the cab she ordered several more shots. This woman was an animal. I only took one more.
We get home and she thinks she’s ready to go, but she sat on the couch, threw up all over the floor and my coffee table. Then she farted SO LOUD and passed out.
K that was weird. I DID date her again.
We talked and laughed and I genuinely was having a really good time with her. We kind of had our own thing going even though there was several other people around. So I asked her if she wanted to leave and go walk the oceanfront just us. That’s a date to me.
I was only 20 years old in 2005 so I couldn’t legally buy alcohol. BUT I had a friend that was a bartender at a place called “Harpoon Larry’s.” So we walked around while narrating people’s lives like we knew them and what they did and what they would do in life. Very crude. And hilarious. Finally we made it to harpoon Larry’s which was my plan the whole time. She was down for a drink or two.
We sat and drank for a couple of hours. I was pretty buzzed because we were taking shots of liquor. It was a great time, really.
Then she looks me dead in the face and tells me she can’t have kids because of a medical reason. So it took me like 5 minutes to get that she wanted to leave and have sex. Yes, I’m that dense. I’m sure my face and ears were bright red when I realized it.
So I’m like yeah. Let’s go to my house for the night. And we did.
My house was about 20 minutes down the interstate from the beach. I called cab and while waiting on the cab she ordered several more shots. This woman was an animal. I only took one more.
We get home and she thinks she’s ready to go, but she sat on the couch, threw up all over the floor and my coffee table. Then she farted SO LOUD and passed out.
K that was weird. I DID date her again.
- Mar 10, 2010
- 42,697
- 107,138
That's disturbing commentary.
I'm pretty sure I would not have any idea what I would do as I would think it's late 60's acid from Haight Ashbury.
- Aug 23, 2017
- 2,473
- 6,433
Me: One win in 17, it can't go on like this, can it?There was the "fish" incident (it's also the reason I no longer swim in the ocean). So, once again in Florida, I went on a date with a guy who took me to his favorite beach to swim. We get in the water and I get out about chest high. I dove under the water, opened my eyes and saw a big ass fish in front of my face. My brain went "SHARK!" and I came up out of the water screaming, swallowing half the sea, turning red, snottering, etc. The guy calms me down and asks what the hell is wrong. I looked at him and went, "there's fish in the ocean!" Not my finest moment.
At some point I met a guy who played Warcraft and was a medical student at Florida State. We decided to get together and hang out. Nothing serious, just talked about gaming and watched some movies. Then happened a few times. There was absolutely nothing serious there, he was just really fun to hang out with. Anyways, this ended after the cookie incident. I'm one of those people who like to send something to friends or family who are down. His schooling was hard, he was stressed and pretty unhappy. So I went and ordered a bouquet of yellow smiley sugar cookies. Everyone likes cookies, right? I think I had something to the tune of "I hope this at least makes your day a little brighter" or something super "friendsy". Really, this was NOT romantic. It's something I've sent to my BFF when she was having a moment. He calls me, yelling at me that we were just friends and it's not serious enough to send gifts and that it's over. Nothing says I want to marry someone 5 years my junior like emoji smiley cookies with the most generic "cheer up" note.
Then there was the cake guy. This guy I met off friend finder waaaay back in the early 2000s. He was looking for someone to dress up with and have cake parties. He was a gamer and I thought why the hell not. So I go meet up with him. Dinner was great, he was funny and I really enjoyed myself. He invited me back to his place for a cake party. What's a cake party you say? We dressed up in horrible 90s floofy prom dresses, put on wigs and other outrageous accessories and then smashed cakes in each others faces. While I'm sure it was some sort of weird kink for him, it was really fun. And, he wasn't trying to get me to stalk his ex girlfriend so win. We stayed friends while I lived in Florida and whenever I ended up in Orlando he'd come up with other weird things to do (like going to the thrift store, buying a wardrobe and then doing a fashion show in Walmart -- I'm sure we gave the Walmart people a run for their money).
Then there was furry guy. I think this one was kind of the cherry of all the weird, awkward dates. So I'm one of the nerds that LARP. I had joined a game up in Orlando and started making friends and hung out with them from time to time. At some point, one of the guys asked me out. The first few dates were ok. He was an accountant, the most exciting thing about him was he played Warcraft and played in this LARP. Nothing weird (to me), just a little boring. Or...... so I thought. After a few dinners and movies he invites me over for a horror movie night with his friends. I was going to meet him at his friend's place. So I get there and I'm met by a room full of people sitting around this big room in fur suits.
And finally, there's my husband. I met him in the early 2000s playing Everquest. At some point our guild mates told us we needed to meet each other so he flew from the Netherlands to Florida. At some point a Harry Potter movie had come out and we went, but we went to dinner first. He picked a place called Chili's. It's one of those restaurants that has things like nachos, fajitas, ribs, steaks, etc. However, they were having an "all you can eat" rib special which my husband got. On top of that he fell in love with American non sweet iced tea and got that everywhere we ate. I'm not sure how many plates of ribs he ate, but at some point the waitress just plopped down a pitcher of iced tea since he was going through it so fast. On top of all of this, he finished my dinner AND had dessert (at that point in his life he was tall, thin and had a black hole in his stomach). Really, he horrified both myself and the waitress. Well, we go on to the movie. Since it was something like 2.5 hours I got a big 80oz (2.3ish liter) cup of diet coke because I didn't want to leave to get a refill and I thought we could share. 30 minutes into the movie I went to take a sip....empty. WELL.. about 1.5 hours in he leans over and asks when the intermission is. I look at him and go "intermission? WTF are you talking about." This is when I could see exactly when the penny dropped and regrets were had. He didn't want to miss anything but he couldn't sit still. As soon as the credits rolled that man was up out of his seat, knocking granny out of the way and was out the door. He was the first into the bathroom, last out and I still to this day swear I heard a scream. ;-D There were other incidents the month he stayed with me, but this is the one that stands out. LOL
PetraAnn : It can
"The end. The end... Make sense of that. Where on earth are we now?"
- Peter Drury
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AdrenalineC3H5N3O9
Newbie
- Oct 2, 2025
- 12
- 9
its not too bad in general but definitely wouldn't do it on a first date
- Aug 23, 2017
- 2,473
- 6,433
We are the Millers here bud