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People share the dumbest ways that their exes tried to win them back.

50 People Share the Most Idiotic Ways Their Exes Tried to Win Them Back

flirting cringe Awkward Video - 57118977

James May of "Top Gear" in His Most Awkward Moment of Flirtation

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Guy catches girlfriend cheating on him so he takes creepy photoshoot of them while they are sleeping.

Guy Catches His Girlfriend Cheating on Him so He Takes Cringefest Photoshoot of Them in Bed

dude creeps out girl by showing up at her work

Creep Facebook Rants About Dream Girl Freaking Out When He Showed Up At Her Work

funny dating fails

14 People Reveal The Rudest Dates They've Ever Lived Down

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cringe fedora funny - 7683709184

The Most Cringe-Worthy Photo on the Internet

boyfriend reacts terribly when a mugger jumps him and his girlfriend

Cowardly Boyfriend Shows True Colors When Mugger Jumps Him And His Girlfriend

woman sends cringe texts after getting rejected

Woman Unleashes Fiery Texting Rant On Guy After Getting Rejected

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cringe stories for dates that did not go well and never even had a chance

11 Of The Most Cringeworthy Things Guys Have Done On Dates

Cringeworthy couple that needs to get off of social media.

20 Cringeworthy Couples Who Need to Get Off Social Media

women trolling their partner's by asking for a baby

Devious Women Text Their Partners That They Want Babies And Tweet Their Wild Responses

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Girl live-tweets extremely entertaining and awkward date with old man she meets through OkCupid Dating Service.

Girl Live Tweets Cringe-Soaked Date With Old Man She Met On OkCupid

cringe dating

Polite Guy Texts Girl After Date Asking to Just Be Friends, Complete Cringeworthy Freakout Ensues

Thirsty and creepy DMS from dude who doesn't know how to stop

Thirsty Creep Loses All Common Sense and Won't Stop Harassing a Girl on Facebook

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tinder profile of a hot nurse looking to be matched with someone with a healthy liver and lifestyle so that they are a qualified donor

Woman's Horrifying Tinder Profile Serves As Warning Sign For Using The App

FAIL cringe dating - 85767681

People Take Bras Off For the First Time and It's Cringe On Full Thrusters