Dating Fails

Awkward

Waiting a Few Weeks to Ask a Girl to Pay You Back For a Drink Isn't Awkward and Petty At All, Right?

funny fail image guy awkwardly asks girl to pay him back for drink he bought her weeks ago
Via @abbyfent17
funny tinder profiles memes

19 Funny Tinder Moments To Get You Through Your Loneliness

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Girl finds most coldhearted way to break up with four guys all at once.

Coldhearted Chick Breaks Up With 4 Guys At Once In Most Savage Way Possible

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FAIL cringe Awkward basketball Video dating - 84865793

Guy Proposes to Girlfriend on Kiss Cam, Gets Interrupted at the Worst Time Possible

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Yeah I Love It

cyanide and happiness Awkward - 6981035520
Via Cyanide and Happiness
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Ayyyyyy, Girl-I'm-Not-Interested-In

Awkward We Are Dating - 5091677440
Created by Unknown
twitter list cringe Awkward TV Video dating - 967941

Whatever Your Worst Kiss Was, It's Got Nothing on This Awkward Contest on "Love At First Kiss"

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Awkward Moment Averted!

Awkward - 7093477120
Created by Unknown
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the saddest loneliest cringe photos you'll ever experience while sitting crying on the floor

12 Shameless Moments Of Sad Cringe To Make You Feel Better About Your Worst Days

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couples getting divorced

14 Times Married Couples Failed To Get Divorces Due To Unforeseen Circumstances

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

Awkward sexy times funny - 7935138304
Via Reddit
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white boys texting

Straight White Boys Texting is a Thing of Beauty

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Awkward pick-up lines - 36711681

I've Been Going About Things All Wrong Apparently

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Awkward supercut - 54493185

Bill Murray Needs to Work On Technique

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20 of the most brutal rejections people have ever suffered through while on the dating app, Tinder.

20 of the Most Brutal Rejections Poor Roasted Souls Have Endured On Tinder

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It's Gonna be a While

creepy drink til you want me shirt
Via Cottonstig