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Awkward

Every Damn Time

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Created by ksaxyman
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Forever Alone This V-Day? We Know What You'll Be Doing

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MILFs share the cringiest and saddest stories of advances they've received from younger men.

31 MILFs Share Stories of Saddest and Cringiest Advances They've Received From Younger Men

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girl finds out her boyfriend is running away from the police

Girl Gets Ghosted By Her Boyfriend, Finds Out Through Devastating Search It's Cause He Was On Run From Cops

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People describe their worst first dates and they are maxed out on cringe.

People Describe Top 10 Worst Dates They've Ever Suffered Through

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

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You, too!

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Via distinguishedbaloney
whisper confessions about the perils of installing security cameras that you may not have considered at first

13 Hilarious Unexpected Moments Caught on Security Cameras When Fools Thought Nobody Was Looking

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Jimmy and His "Friend" Are Wicked Awkward

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Via Dogjpeg

Dating Isn't so Hard If You Follow These Indispensable Series of Tips

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Via Dami_Lee

Whatever You're Doing, You're Not Going to Have a Night as Fun as This Person's

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Via Reddit
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I Regret Nothing.

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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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It's an Awkward Age for Everyone

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This Guy Wants Jennifer Lawrence to Go to His Senior Formal With Him, so He Wrote Her a Creepy Song

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When I Say "Third," You Say "Wheel!"

Awkward chips forever alone making out third wheel - 6514601984
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