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Crazy Insecure Dude Messages Girl Demanding to Hear If He's Attractive, and Things Spiral out of Control Quickly

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guy tries to hit on woman on words with friends

Cringe Ensues When Flirty Guy Looks For More With Girl's Mom On Words With Friends

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tinder cringe moments

10 Times Tinder Was A Loveless Wasteland Of Cringe

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cringe neckbeard DM that will make you need to take a long shower

Cringey Neckbeard Creep Won't Stop with The Roleplay Asterisks

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Creepy Nandos Guy Sends Texts So Cringeworthy Your Face Might Cramp Up

Hopeless Romantic Sends Texts So Cringeworthy Your Cheeks Might Cramp Up
Via tjstanding
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people share their worst date stories

17 People Share The Absolute Weirdest Dates They've Been On

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Whatever Your Worst Kiss Was, It's Got Nothing on This Awkward Contest on "Love At First Kiss"

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guy tries to flirt with customer service on twitter

Guy Flirting With Customer Service On Twitter Gets Shut Down And Can't Let It Go

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facebook rant about women

Guy Goes On An Insane Cringe-Fueled Facebook Rant About Women and Starts Tagging Girls After Nobody Responds

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You're Pretty Sick, Chubbs

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Via @beckiecamplin
British guy says that he's a cop to a girl after their texting exchange doesn't go well.

British Pervert Pulls Cop Card After Flirty Texting Goes Horribly Wrong

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17-Year-Old Marries a 71-Year-Old Woman Three Weeks After Their First Date

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People share stories of their best and worst sexual encounters.

39 People Share Best/Worst Sexual Encounters and It's a Rollercoaster of Cringe

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This Woman Purposefully Made the Worst Online Dating Profile Ever and Still Received Tons of Messages From h0rny Dudes

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Via Cracked
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guy comments on girls breasts on instagram and it's incredibly cringeworthy - cover image for a list of cringe photos

20 Cringe Inducing Moments Brought to You By People That Should Be Banned From the Internet

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Dude Laughs Off Girl's Savage Assessment of His Naked Body On Unbelievably High Cringe TV Show

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