Tall guy in his 40's wants people to tell him he a big tough guy in high school.4yr ⋅ f1sh_ ⋅ r/cringepics
The oldest text exchange in my phone is from my favorite wrong number.4yr ⋅ yannayella ⋅ r/cringepics
Friend sent this to me because the girl he was texting stopped talking to him after he sent this1yr ⋅ NekoNekoKneeeCaps ⋅ r/cringepics
Hooked up with a 'friend' once, over a year ago. I've already told him it respectfully it won't happen again.4yr ⋅ chickenbean ⋅ r/cringepics
Random person (not even in the same state as me) sent message on PoF asking for help penis shaming her ex.7yr ⋅ RandomUsername827201 ⋅ r/cringepics
Dude who doesn't stand a chance tries to grind up on a girl in a bikini7yr ⋅ SamuraiGhostDog ⋅ r/cringepics
I tried to make a cutesy joke in my comments but holy hell did it backfire3yr ⋅ haydenkristal ⋅ r/cringepics
Girl from high school got engaged. Her ex commented on her fiance’s picture.5yr ⋅ mister_chainsaw ⋅ r/cringepics
Putin's horse during his shirtless photo op. vs. Putin with a normal sized horse.2yr ⋅ ReklisOne ⋅ r/cringepics
You can’t order a certain meal from McDonalds because you’re not worthy1yr ⋅ Beginning-Cost599 ⋅ r/cringepics
Self proclaimed shy guy has tech expert friend creep my friends number to word vomit this mess of a dinner invitation2yr ⋅ microjupiter ⋅ r/cringepics
Theresa May midjudges the timing on the wave at the France-England match7yr ⋅ RaboKarabek ⋅ r/cringepics
My cousin who’s a junior in college with one internship under his belt 😂1yr ⋅ TheVeskel ⋅ r/cringepics
Young woman from high school got engaged. On the photo of her fiance, her ex sent a comment.1yr ⋅ tackycross ⋅ r/cringepics
I’ve been trying to sell something on letgo and all I’m getting are messages like this, WTH is wrong with people?6yr ⋅ thatwishywashy ⋅ r/cringepics
Nothing more attractive than listing thing you want and saying literally nothing about yourself1yr ⋅ Nyuu222 ⋅ r/cringepics
When guys pretend to be girls so they can get other girls to talk about their weird perversions not realising it’s just all men pretending to be girls talking to each other.1yr ⋅ MARINE-BOY ⋅ r/cringepics
Undergraduate student at a local university insults his professor on twitter8yr ⋅ 9MillimeterPeter ⋅ r/cringepics
Brother's congratulatory FB post for his sister expecting their first child1yr ⋅ Disastrous_Winner_66 ⋅ r/cringepics
My little sister shared a meme of Andrew Tate online and got an interesting response1yr ⋅ okcomputer14 ⋅ r/cringepics
someone my wife hooked up with years ago tried shooting his shot today2yr ⋅ pacmanschulte ⋅ r/cringepics
Sorry you had a miscarriage, you’ll have time to think about it while in prison.2yr ⋅ bschn100 ⋅ r/cringepics
This is real y’all. 9/11 specials - Never forget sampler and first responder flatbread. Fffffff1yr ⋅ Pups_the_Jew ⋅ r/cringepics
Posted a photo of me and my students on Facebook. Old friend texts me after 2 years to ask about one of them.4yr ⋅ Katigo93 ⋅ r/cringepics
loli fans trying their hardest to make themselves seem even somewhat appealing is just plain sad2yr ⋅ piggymon10 ⋅ r/cringepics
Accidentally texting your religious aunt instead of your boyfriend <<<<6yr ⋅ acidfart0101 ⋅ r/cringepics
My mum (Lynn) is renting rooms and ran into a person who is definitely not an idiot...6yr ⋅ IAmCacao ⋅ r/cringepics
My friend just did this to me. I don't really know why he keeps sending me texts like this but he wasn't an edgy dude before. Quick note: he blocked for a day after sending me his last message.4yr ⋅ pollokima ⋅ r/cringepics
