Dating Fails


Girl tweets her boyfriend's terribly misspelled text message thread and it goes viral instantly.

Girl Tweets Her Boyfriend's Hilariously Misspelled Text Message Thread and It Goes Viral Instantly

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Ten guys that are forever banished to the status of being in the friendzone with their crushes.

10 Dudes Forever Banished to the Blue-Ball Confines of Friendzone Hell

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It's an Awkward Age for Everyone

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By Unknown

Fail fail fail fail and fail

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Via LucLucian

This Date Got Awkward

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

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Via The Sun
dudes trying way to hard to get the girl

20 Dudes Who Are Trying Way Too Hard

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

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Awkward Date Moment

Awkward dating - 6832160768
By Ivanna Cumalot
couples getting divorced

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

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James May of "Top Gear" in His Most Awkward Moment of Flirtation

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True Romance Under a Full Moon

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Via Laughing Squid

Jimmy and His "Friend" Are Wicked Awkward

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Via Dogjpeg
Awkward - 45822465

Blind Dates Don't Have to Be Agreed Upon

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cringe text conversations

Guy Texts Ex Trying to Set Up Threesome for Girlfriend, Girlfriend Realizes It and Pulls Brutal Power Move

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