Dating Fails


When You Get Caught Staring at Your Crush

Staring Awkward funny crush - 8382149632
Via Awesome_Bro_Hug

I Sprayed My Heart Out to You!

Awkward dating graffiti marriage - 8074215168
Created by Unknown
sports cringe Awkward Kiss Cam dating - 76922881

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

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Nope Nope and Nope

Awkward - 5339760384
sad tinder conversations that will make you happy it is not you this happened to

17 Funny, Sad and Dumb Tinder Moments to Make You Feel Less Lonely

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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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Well That's Going To Make Any One-on-One Meetings Awkward and Hard(er)

funny dating image new boss is an old tinder match that sent dick pics
Via The Sun

Hit That One On The Nose

Via acidcow

It's Much More Effective

Awkward - 7097270528
Created by Unknown
FAIL Awkward conversation texting - 1305605

Thirsty Dude's Shameless Attempts at Getting Nudes From Girl Go About as Well as You'd Expect

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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

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Aggressive texter bombards guy's phones with paragraphs | Oh shoot. So sorry did not mean send s little embarrassing My old phone didn't allow send videos and since just got this one on Thursday still trying see can do and dunno pressed scrolling through my gallery but total accident and now really embarrassed so 's best don't talk anymore ?

Woman Bombards Man's Phone With Storm Of Texts

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Awkward conversation dating first date sketch - 32115201

Pre-Date Strategy Planning

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That Profile Pic, Though

kid walks in on parents having sex dad delivers perfect response
Via meestekas
twitter FAIL strangers Awkward dating - 882693

Girl Live-Tweets Stranger's Catastrophic Date Next to Her, and It's Mortifying

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Entertaining Tinder profiles and conversations from particularly humorous individuals into modern dating game.

Fresh Collection of 5-Star Tinder Profiles We Fell In Love With

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