People Reveal Awkward First Date Stories

So, it's Valentine's Day. Today a lot of people are thinking about their relationship status and reminiscing over past dates that either make them smile or crawl in a little hole. On a first date, people want to feel calm, cool and collected. But it's just not always possible. An awkward first date doesn't cancel out the possibility of a second date, but it sure does not feel good in the moment.

01

u/midgtman took to Reddit to ask people to share their worst first date stories. Immediately once I saw this thread I was flooded with memories. Some arose from the deepest darkest depths of my mind. Noooo! Not the time I got seaweed stuck in my braces! Not the time I left a big red stain on the white rug!

via u/midgetman
Advertisement
02

When Reddit users tell stories, they do not hold back. Many of these are elegantly cringe and amazingly awkward. It's beautiful, isn't it? How we are all awkward sometimes depending on the setting. We should all just embrace it at this point. It makes things more interesting after all. Right?

via u/isaiah_40_31_
03

via u/tapaxoyht
04

via Giphy
Advertisement
05

via u/pihosxcx
06

via u/Queenkenzo2425
07

via Giphy
Advertisement
08

via u/nadi1415
09

via u/thiefofalways1313
10

via Giphy
Advertisement
11

via u/aychB
12

via u/blackmagicdesign
13

via u/
Advertisement
14

via u/rejoxobgh
15

via u/peedy83
16

via Giphy
Advertisement
17

via u/eastern_ad626
18

via u/parezcounapina
19

via Giphy

Like what you see? Find more hilarious women's memes and crazy stories on our Instagram @Cheezcake_Humor and more videos on our TikTok @cheezcaked

Also From CheezCake

Trending Now

Man pays for a vacation to Europe with girlfriend and her kids, but books the kids in economy class and the adults in business, girlfriend refuses to go: ‘You can't separate the family’

Man pressures step-daughters into changing their last name to include his, girls refuse, honoring the memory of their late father: "I don't need your name for anything!"

Entitled mother puts dating over parenting, expects teen daughter to babysit 4-year old for free on her every whim, shocked when she stands up for herself: “I’m not on call for your social life!”

30 Introvert Memes That Accurately Depict the Desire to be Alone (January 19, 2025)

17-year-old blocks stepsister and stepmother, bio dad finds out and berates him for being a bad older brother, he holds his ground and goes to his mom’s for solace

'She had new requests every week': Stay-at-home mom refuses to watch neighbor’s kid and stands up for herself after entitled mom tries to turn the neighborhood against her