‘What’s the most awkward date you’ve been on?’ – 40 truly cringeworthy encounters
21.
Dated a girl who owned a python. One time she asked me to take her to the pet store where she bought a couple white mice, smashed them against the ground, then fed the dying mice to the snake. Cause it was too lazy to eat them if they were uninjured. That was about it for us.
— the Half-Vaxxed Tallest (@spooknine) April 13, 2021
22.
my first tinder date was in edinburgh was with a scottish girl who thought i was also scottish and as soon as she heard the english accent in me she spent half an hour holding me personally responsible for the many crimes of england against scotland https://t.co/8dRXuzMsSv
— Vote Labour 🌹 6th May (@stepheniscowboy) April 14, 2021
23.
She set a book store on fire
— Marley (@strange_insane) April 13, 2021
Basically we went out and she was a klepto and a pyromaniac and when I caught her stealing she made you like this whole huge deal about it and legit tried to storm off while I was apologizing to the owners she set a fire and got the fuck on
— Marley (@strange_insane) April 13, 2021
24.
Meet up with this girl at a lounge. When security went to check her bag she had a whole ass bottle of tequila in it and they wouldn’t let us in. I was so embarrassed
First and last date with that one. 🥴— Soleil’s Dad 💜 (@TheMrMilan) April 13, 2021
25.
Dudes mom came up to question me before he came out (first time meeting him). He took me to a bingo hall, then made me stop at the store so he could buy a STACK of scratch tickets.. we scratched them & he went through each individual ticket and pointed out all my mistakes.
— big daddy simp ✨🤌🏼 (@littleredromi) April 13, 2021
26.
We were sitting in a park and her husband threw his sandal at us.
— steven (@steventuality) April 13, 2021
27.
He was late, rude, and then asked where my sister at, since I wasn’t having a good time. He told the waitress to split the bill, he had drinks and a appetizer. I had water. I stormed out front of his bar friends (he was a regular there).
He had a newborn that same night.
— Jay-Z’s Long Lost 92 Bricks 💵 (@TJ_Paperstacks) April 13, 2021
Even the CIA did not see that last part coming.
— Damn Kiana! (@kianamarrie) April 13, 2021
28.
Dinner date, while waiting for our food to come out his gf shows up yelling at him. I left them to beef it out but was still hungry so I went to the server to ask for my meal togo. Server saw what happened & let me take both meals home. went home to watch a movie and ate good 😁
— Val (@EcuadorianVal) April 13, 2021
29.
we were going to dinner. he asked me if i wanted to smoke first. of course i said yes, and then he pulled out a crack pipe. https://t.co/V9nX5uXnsj
— F$ (@FUCCl) April 15, 2021
30.
Shortest date ever. He picks me up, I get in the car & he compliments me on my hair. Then he asks if it’s real 😑 when I decline to answer, he turns on the interior light & starts inspecting. “Wait, turn your head let me see” SIR!! You know what..this ain’t gone work. Good night
— ginger & spice (@so_antisocial) April 13, 2021
31.
Was on a double date but felt like a triple date b/c I was also dating the other person date and that guy knew about the guy I bought to the date but my date didnt know about the other guy and the other guy was texting me about how lame my date was 🥴
Idk how i managed that— Dez Martín (@IM_SODEZZY) April 13, 2021
32.
She saw her ex and started crying now everyone in the restaurant was looking at me like I'm the fucking problem 😭 https://t.co/paO9r89TVN
— Highest Capo 🇬🇭🇬🇭🇬🇭🇬🇭🇬🇭🇬🇭 (@Immanuel_Appiah) April 14, 2021
33.
I’ve been saving this story forever!
Okay one day I had agreed to go chill with a guy that I knew from church that was about 7years older at least I was like 19 or 20yrs but we weren’t super close I just knew the basics. I pull up to his house and go inside it’s dirty but— goldie (@g0ldiel0ckz) April 13, 2021
Not like horders dirty but close. He sets up a movie for us in the room and not even 10 minutes in, I hear this loud snapping, cracking noise & the entire room ceiling collapses… and a few flying roaches came out.
I left immediately & blocked him as I pulled out the driveway.— goldie (@g0ldiel0ckz) April 13, 2021
34.
Walking down the streets of New York heading to the movies for our date and shorty starts barking at random peoples dog walking by. First two I let rock, but after the third one I had to walk away. Never spoke to Dr. Dolittle again
— Josh (@El_ghandi) April 14, 2021
35.
A guy brought his 3 y/o daughter on our first date. She practically sat in my lap the whole meal. When I got up to leave, he tried to talk me into going back to his house. I declined & he then got his kid to try to convince me. She said “🥺 I don’t have a mommy.” 😳#Ghosted #Nope
— Disney 🌊 (@Adisney990) April 14, 2021
36.
It’s quite a long story but short version is he said his childcare canceled last minute so brought his son and said had to go back to his place for a sec and would I ride along. Get there, then he disappears to go “buy diapers” and I was stuck with his toddler for 2 hours.
— The DarkSkin Duke of Panoramic Thigh Meats (@wordsbyuchechi) April 13, 2021
37.
A dude who showed up late, talked incessantly about topics I could’ve contributed a LOT to had he ever let me speak. About 45 minutes in he said “so what do you like to talking about, hair?” & I said “not usually with a bald man, no”. I ended it pretty abruptly after that.
— Jennifro (@Jennifro1) April 13, 2021
38.
I ate all my food and he said “don’t worry we gon get you in shape” lmfaoo bastard https://t.co/YEwreyOkvJ
— AZIZAT (@mochasola) April 13, 2021
39.
Went out with a taxidermist-I asked him what he liked about his work-he took his hands and used his fingers to force my mouth open and into a smile while saying “I could make you smile and you would stay that way forever” …
— 🟣💜🟣 (@DesertLivingAZ7) April 14, 2021
40.
The one where I was fidgety during a movie bc I was so nervous and I stuck my arm down the cup holder and couldn’t get it back out. My date had to get the theater manager and they put butter from the popcorn on my arm to grease it up so it would slide out. Mortifying.
— Kristin Childs Rios (@childs_rios) April 14, 2021
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