Dating Fails

Awkward

Oooooo This is Awkward...

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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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But Seriously... My Vision Is Terrible, I Need These

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

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Collection of awkward times people blurted out cringeworthy things to their crushes.

43 Terribly Embarrassed People Share the Most Cringeworthy Things They've Ever Said to Their Crushes

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People share their worst date stories on Twitter and the results are terrifying.

15 People Share Their Worst Date Stories

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Guy gets friendzoned again during texting conversation and has a terrible cringe reaction to it.

Dude Gets Friendzoned (Again) and Has Shamefully Cringe-Packed Reaction

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funny wedding fails

14 Ungodly Wedding Fails Struck By Unplanned Disasters

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Hit That One On The Nose

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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

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

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Dude Fails Terribly, Learns the Hard Way Sex Toys Are Definitely Better Not Left Out

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Date flips out when she realizes that she has to pay for her own food | Hey, wann go out tonight? After did last time expect go out with again? Wow have done??9 made pay my own food and drink while paid only yours wtf

Date Has To Pay For Her Own Food, Flips Out

What a mess of a situation.
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True Romance Under a Full Moon

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Every Awkward Guy's Attempt to Talk to Girls

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It's Much More Effective

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