Dating Fails


Awkward dating - 111109

This Guy Makes PDAs Way More Awkward

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Guy gets friendzoned again during texting conversation and has a terrible cringe reaction to it.

Dude Gets Friendzoned (Again) and Has Shamefully Cringe-Packed Reaction

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Every Damn Time

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Created by ksaxyman
Ten guys that are forever banished to the status of being in the friendzone with their crushes.

10 Dudes Forever Banished to the Blue-Ball Confines of Friendzone Hell

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Via ShayleeAnn24
20 of the most brutal rejections people have ever suffered through while on the dating app, Tinder.

20 of the Most Brutal Rejections Poor Roasted Souls Have Endured On Tinder

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I Don't Know What To Do With My Eyes

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Via Humans of New York

It's an Awkward Age for Everyone

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People share the silliest reasons they stopped having sex halfway through.

51 People Share the Silliest Reasons They Stopped In the Middle of Having Sex

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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

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I'm Sure Carlos is Just a Friend!

Via Metro

Now All You're Going to Hear is Yelling

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Crazy stories from one night stands, one night stands, gross one night stands, secrets, sex, casual sex.

25 People Dish The Dirty Details Of Their Craziest One Night Stands

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Chinese Couple Floods the Street with Awkwardness as a Dude Begs for Second Chance

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Ayyyyyy, Girl-I'm-Not-Interested-In

Awkward We Are Dating - 5091677440

From the Archives: The Most Awkward Prom Pic Ever?

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