Awkward

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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

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

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Is There Anything More Awkward Than Watching People Get Pressured by a Kiss Cam?

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

accidentally dating your cousin

Humiliated Woman Unknowingly Dates Her Cousin For 5 Months

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Boyfriend Trusts Girlfriend With Personal Trainer, Proceeds to Get Brutally Destroyed

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From the Archives: The Most Awkward Prom Pic Ever?

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I Don't Know What To Do With My Eyes

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

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How'd the Date Go? Did You Kiss Her?

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Pregnant Woman Covers Town In Graffiti To Try And Get Absent Baby Daddy To Call Her

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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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Awkward Date Moment

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Probably Happens More Often Than You Think

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Guy creates Powerpoint presentation that proposes different ideas for his first date, and gets blocked on Whatsapp immediately.

Guy Makes Impressive First Date Powerpoint, Gets Savagely Dumped

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It's Always Awkward Being The 3rd Wheel