Awkward

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FAIL Awkward conversation texting - 1305605

Thirsty Dude's Shameless Attempts at Getting Nudes From Girl Go About as Well as You'd Expect

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marriage counselors talk about problems couples often have

12 Marriage Counselors Reveal Common Mistakes They See Between Couples

funny-web-comics-turning-for-romance

Turning For Romance

dudes trying way to hard to get the girl

20 Dudes Who Are Trying Way Too Hard

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Ex-girlfriend tries and fails miserably to ruin a newly married man's relationship in awkward series of texts.

Crazy Ex-Girlfriend Tries and FAILs Miserably to Ruin Newly Married Man's Relationship

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Good Guy Benny

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Harry Go Away

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FAIL cringe Awkward relationships dating - 80276993

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

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Super Socially Awkward Dude Shares Devastating Story About His Failed Romantic Move on Star Wars Date

FAIL cringe Awkward basketball Video dating - 84865793

Guy Proposes to Girlfriend on Kiss Cam, Gets Interrupted at the Worst Time Possible

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Ten hilarious tinder conversations full of cringeworthy funniness.

10 Glorious Awkward Tinder Moments That Deserve Places in Hall of Cringe Fame

People share stories of the cringiest things they did to try and get their crushes to like them back.

53 People Share the Cringiest Things They've Done to Try and Get Their Crushes to Like Them Back

trolling Awkward prank - 78531073

Let the Gentle Caress of a Stranger's Hand Make Your Escalator Ride Uncomfortable as Hell

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Socially Awkward Squirrel

Guy tries to make another girl jealous through texting conversation by pretending that he has a girlfriend and it backfires.

Idiot Pretends to Have Girlfriend to Make Another Chick Jealous and It Backfires Horribly