Funny Tweets From People About The Worst, Most Awkward Dates They've Ever Been On

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satirequeen
Apr 22, 2021 4:00 PM EDT

It's no secret that dating can be awkward AF. You gotta meet plenty of weirdos before you meet the right one. Twitter user NateIsBack2 took to Twitter to ask people about their most awkward dates, and the thread is hilariously cringeworthy. Scroll down and see if any of your awkward dates match up to the super weird dates below. Honestly, I think they're pretty hard to top. 


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  • 01
    Rectangle - Steven Glansberg ... @NatelsBack2 What's the most awkward date y'all ever been on? 5:08 PM · Apr 12, 2021 · Twitter for iPhone 3,251 Retweets 19.8K Quote Tweets 16.8K Likes
    via @NateIsBack2

    Who's ready for an awkward AF Twitter thread?! Def me! Thanks for starting the convo, Nate from Twitter. 

  • 02
    Nose - Kay @O0hkay_ Replying to @NatelsBack2 We met and I noticed he was super quiet. To fill the silence, I just started talking about randomness.. anytime I asked him a question, he would awkwardly laugh and look away. He texted me 30min into it and told me he was deaf and heard nothing I said... 9:18 PM Apr 13, 2021 Twitter for iPhone 2,873 Retweets 1,278 Quote Tweets 22K Likes
    via @O0hkay_

    Yikes! I would make a joke about it being a deaf date instead of a blind date, but I feel like that's in bad taste. I can't believe the person who set her up with him forgot to inform her that he was deaf so she could have been more prepared. 

  • 03
    Font - Tiger Ray @TigerAJRay Replying to @NatelsBack2 I walked in and the guy said, "I must have been drunk." He also kept asking if HE physically gave me his number or one of his friends. And through the rest of the date he just kept shaking his head saying, "I had to have been drunk." 2:48 AM Apr 14, 2021 · Twitter for iPhone 56 Retweets 134 Quote Tweets 1,335 Likes
    via @TigerAJRay
  • 04
    Font - nae @euphorixa Replying to @NatelsBack2 He was older. Good looking but old enough to be my dad lol. We were sitting on the restaurant's patio on these sofas having drinks. He wanted to take shots. I could tell he was lit so I was like nah. We took 2. I went to the restroom & came back this man was sleep on the sofa. 4:07 PM · Apr 13, 2021 · Twitter for iPhone 430 Retweets 140 Quote Tweets 10K Likes
    via @euphorixa
  • 05
    Font - BIG Miss Steak @ba3thany Replying to @NatelsBack2 His family owned/ran a funeral home. Did not have an issue with that, but he spent the later part of dinner telling me what kind of makeup techniques he would use on me if I died. 8:20 AM · Apr 13, 2021 · Twitter for iPhone 499 Retweets 221 Quote Tweets 7,409 Likes
    via @ba3thany
  • 06
    Font - Patricia Arquette Ly @PattyArquette Replying to @NatelsBack2 Second date. Pro skateboarder. Really cute. Friends with my friends. We made out but something about how he kissed me freaked me out. I gave him a fake number. Years later he killed his girlfriend. 12:37 AM · Apr 14, 2021 · Twitter for iPhone 875 Retweets 376 Quote Tweets 15.2K Likes
    via @PattyArquette
  • 07
    Font - Ben Klayer @the_satellite23 Replying to @NatelsBack2 Dinner. She mirrored my every movement. If I took a bite, so did she. If I used my napkin, she followed suit. I eventually noticed, so I tested her by randomly sliding my drink from one end of the table to the other. Without skipping a beat.her drink slid across the table too. 3:24 PM · Apr 14, 2021 · Twitter for Android 3 Retweets 1 Quote Tweet 239 Likes
    via @the_satellite23
  • 08
    Rectangle - Marley @strange_insane Replying to @NatelsBack2 She set a book store on fire 3:41 AM Apr 13, 2021 · Twitter for Android 107 Retweets 22 Quote Tweets 2,040 Likes
    via @strange_insane
  • 09
    Organism - Squirtle @yellagirl02 Replying to @NatelsBack2 I went out with this guy once and his transmission went out so he drive me home in reverse 7:27 PM · Apr 13, 2021 · Twitter for iPhone 499 Retweets 412 Quote Tweets 6,031 Likes
    via @yellagirl02
  • 10
    Font - Jay-Z's Long Lost 92 Bricks ED @TJ_Paperstacks Replying to @NatelsBack2 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. 6:30 AM · Apr 13, 2021 · Twitter for Android 452 Retweets 152 Quote Tweets 8,579 Likes
    via @TJ_Paperstacks
  • 11
    Font - Flamomgo @harmesmur Replying to @NatelsBack2 First date, first thing he told me when we sat down. " I am married to a friend because she needed insurance. You will not have an opinion on this and I will not be discussing it with you. Ever." Where do you go from there? 1:40 PM · Apr 19, 2021 · Twitter for Android
    via @harmesmur
  • 12
    Font - Anika ... @faboomama Replying to @spooknine and @NatelsBack2 One of my first dates with a dude who had a python. I went to the pet store with him, picked out the mice. He smashed them on the wall, but I fed them to the snake. No 2nd date because I didn't freak out over the mice or snake. He said I was "too manly". Loser. | 4:55 PM · Apr 13, 2021 · Plume for Android 65 Retweets 11 Quote Tweets 2,865 Likes
    via @faboomama

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dating nightmares Awkward dates bad dates relationships worst date funny tweets funny twitter
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