Failbook

Awkward

Girl live-tweets extremely entertaining and awkward date with old man she meets through OkCupid Dating Service.

Girl Live Tweets Cringe-Soaked Date With Old Man She Met On OkCupid

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Womp Womp Wooooomp...

Awkward photoshop - 8194715648

Things Just Went From Dramatic to Cringe-Worthy in This Breakup

funny-facebook-fails-drama-cringe-relationships
Via Coaz

Will You Be Mine, Savior?

jesus religion Awkward Wait For It Valentines day - 8446841600
Created by Hellbilleh

Oh Nien He Didn't!

Awkward blonde hitler - 5797437952
Created by Unknown

The Founder of MegaUpload is Looking for Love

funny-twitter-fails-kim-dotcom-love-relationships
Via KimDotcom
FAIL Awkward mail - 1869061

Mailman Fails Terribly, Leaves Package In the Worst Possible Place, But Pulls Through With Hilarious Note

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Phrasing is Important

Awkward pedobear phrasing - 7019679232
Neil deGrasse Tyson answers question on Twitter about taking shirt off, but it's very awkward taken out of context.

Neil deGrasse Tyson Has Hilarious Tweet Mishap, Reveals He Struggles With His Pants

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Happy Date and a Proud Dad

twitter Awkward relationships - 8425245184
Via Bro My God

Someone Doesn't Approve?

pregnancy Awkward texting - 4820890368
Created by Kaschews

Another Reason to Never Friend Your Grandparents on Facebook

gross Awkward Grandpa failbook - 7887203072

That Feeling When You Know You've Lost Her

funny-texting-gifs-fail-bae-awkward
Via Brown Cardigan

How to Weasel Your Way Up the Corporate Ladder

accident Awkward Starbucks - 6481264128

Aaaaaaaand BLOCKED

cringe Awkward texting - 8278878720
Via Acid Cow

Millenial Youtube Star Shane Dawson With Some... Questionable Youtube Commentary

twitter Awkward - 8426047232
Via Shanedawson
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