Awkward

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Could You, Uhhhh, Do That Somewhere Else?

cringeworthy first date text exchange will make you sweat beads of awkwardness

The Secondhand Cringe From This Dude's First Date Follow Up Is Excruciating

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I Softly Typed Sweet Nothings to You in MS Word

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Relying on the Internet to Teach You How to Date

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She Wants the D

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Guy gets rejected in terribly brutal manner, and goes viral after the conversation is shared on Twitter.

Guy Goes Viral After Getting Rejected In Most Savage Way Possible

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Well, That's Wicked Awkward

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Girl Live-Tweets Stranger's Catastrophic Date Next to Her, and It's Mortifying

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Girl tweets her boyfriend's terribly misspelled text message thread and it goes viral instantly.

Girl Tweets Her Boyfriend's Hilariously Misspelled Text Message Thread and It Goes Viral Instantly

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It's Always Awkward Being The 3rd Wheel

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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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

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Things Get Awkward Fast When This Guy Attempts an Elaborate Promposal

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You Could Try and Break the Ice with a Staring Contest

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Girl finds most coldhearted way to break up with four guys all at once.

Coldhearted Chick Breaks Up With 4 Guys At Once In Most Savage Way Possible

Aggressive texter bombards guy's phones with paragraphs | Oh shoot. So sorry did not mean send s little embarrassing My old phone didn't allow send videos and since just got this one on Thursday still trying see can do and dunno pressed scrolling through my gallery but total accident and now really embarrassed so 's best don't talk anymore ?

Woman Bombards Man's Phone With Storm Of Texts