Awkward

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Humiliated Woman Unknowingly Dates Her Cousin For 5 Months

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STAHP

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Chick Calls Out SNL’s Michael Che For Being Arrogant Prick On Dating Apps, Takes Her Revenge By Releasing Their Messages

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This Walk Isn't for the Faint of Heart

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Watch This Dude Lose Ring during His Failed Marriage Proposal Attempt, in Front of Millions of People

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Jimmy and His "Friend" Are Wicked Awkward

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Watch This Groom's World Explode Before His Very Eyes When His Side Chick Shows at His Wedding Wearing Same Dress as Bride

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Pre-Date Strategy Planning

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I Softly Typed Sweet Nothings to You in MS Word

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Running in the Shape of a Heart Is the Perfect Pickup Line to Start an Awkward Conversation

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

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This Guy Makes PDAs Way More Awkward

Girl live-tweets terrible first date with massive hipster douchebag that claims he looks like James Franco.

Woman Live-Tweets Horrific First Date With Massive Hipster Douchebag That Looks Like James Franco

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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It's Gonna be a While

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14 Cringe-Packed Texting Fails To Make You Feel Better About Your Darkest Hour