32 Hilarious Memes Highlighting Those Awkward Dating Encounters That Leave An Aftertaste of Cringe

Author image for Sienna Varady
Sienna Varady
Dec 14, 2023 6:00 PM EST

A girl and a boy cross paths. They talk and joke around, and eventually, the guy works up the nerve to ask the lady out. Not long after their first encounter, the guy feels this unexplainable urge to meet up with the mysterious girl he happened to run into earlier. Rather than patiently waiting, the guy picks up his phone and calls the girl. One thing leads to another, and an hour after the phone call, the girl is getting ready for an impromptu date night with her romantic new mystery man. They arrive at precisely 8 p.m. and begin to search for one another. Finally, through the crowd, their eyes collide. I know, a fairytale in the making… But then, it all comes crashing down. The food is cold, the drinks never arrive, the conversation is minimal at best, and they are both longing for the clock to strike nine so that they can find their way back home. 

Bring back any memories? If you're anything like me, you've probably had at least one disastrous dating experience. So, if you think that enough time has passed and you're ready to laugh at the past, check out some incredibly realistic first-date memes here! And when you're done, check out some hot takes of twenty-somethings flirting with the idea of commitment!

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  • 01
    Me stalking their profile and hurting my own feelings. @introverts_can_relate
    via introvertyuh
  • 02
    Is everyone getting more annoying or am I just getting angrier
    via introvertyuh
  • 03
    Me after ghosting someone and acting like I've never met them before
    via cheezcake_humor
  • 04
    Me at every social function:
    via introvertsays.in
  • 05
    Me when I have to interact with people I'm not close with XS
    via girly.introvert
  • 06
    Me after wasting a good outfit on a boring day (again) EMER Girlzzzclub
    via girlzzzclub
  • 07
    Me, cuz I can't fake it when the vibes are off.
    via introvertsays.in
  • 08
    Me acting like the sweetest angel like I'm not literally crazy
    via girlzzzclub
  • 09
    Me agreeing with people, so they'll just stop talking
    via girlzzzclub
  • 10
    me waiting for your call to disappear so i can continue watching tiktoks.
    via introvertyuh
  • 11
    I will read ANYTHING to avoid eye contact in public.
    via introvertyuh
  • 12
    Me thinking I'm super friendly and approachable then realizing I always look like this Girlzzzclub
    via introvertyuh
  • 13
    Me after being dramatic and getting my way Girtezzclub
    via girly.introvert
  • 14
    when someone touches me & i wasn't prepared for physical contact
    via introvertyuh
  • 15
    re-reading messages where i expressed 30 my feelings & got lil too soft
    via introvertsays.in
  • 16
    Me having an attitude because I didn't eat of Girlzzzclub
    via girly.introvert
  • 17
    It's gets worse the longer you look D
    via girly.introvert
  • 18
    when you're ignoring other guys for a guy that is ignoring you Samm KEEPING UP WITH THE KARDASHIANS BRAND NEW #KUWTK
    via girlzzzclub
  • 19
    asked myself if I was the problem and we said no
    via cheezcake_humor
  • 20
    Me: *feels any emotions* Me: Disgusting
    via introvertyuh
  • 21
    ME. @movienfreaks Why am I only attracted to guys where there's no future?
    via cheezcake_humor
  • 22
    Me after saying the craziest things through text but being super shy irl
    via girlzzzclub
  • 23
    when you're trying to keep a positive attitude but people keep testing u
    via introvertyuh
  • 24
    When the person I wanted to cut off, cuts me off ). >
    via introverthingz
  • 25
    "Why hasn't she texted me yet??" Her: L Chee Lee
    via girlzzzclub
  • 26
    today looks like I'm kinda busy To do list - Overthink Miss someone I never had - Go have a snack Overthink
    via introverthingz
  • 27
    When someone compliments me I don't belive you. Continue.
    via introverthingz
  • 28
    Me every time I leave a room after being super kind and bubbly
    via introverthingz
  • 29
    Me thinking of something else completely while I'm being talked to
    via introverthingz
  • 30
    Me holding back my toxic thoughts because I told myself I'd work on it D
    via introverthingz
  • 31
    Me: If you need me, call me, no matter what time it is. I'll be there for you. Also me: 130 missed calls Y Exit Ringer X Silent
    via introvertyuh
  • 32
    Me pretending to be busy so people won't bother me Girlzzzclub
    via girlzzzclub

Tags

first date dating fails couple goals break up relatable memes funny dating memes romance Ten Ways to Break Up happy ending love dating apps Chemistry online dating cringeworthy
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