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Things Get Awkward Fast When This Guy Attempts an Elaborate Promposal

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Cringe of the Day: These Messages From Real Dating Apps Will Make You Glad You are in a Relationship

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couple breaks up on plane

Woman Live-Tweets the Nauseating Turbulence of an Airplane Breakup

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10 Shame-Ridden Attempts At Flirting That Shouldn't Have Even Bothered

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Guy Goes On An Insane Cringe-Fueled Facebook Rant About Women and Starts Tagging Girls After Nobody Responds

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Girl shares story of super awkward date she went on through OkCupid with an old man.

Girl Tweets Story of OkCupid Date Gone Horribly Wrong

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Jimmy Kimmel Goes Around Hollywood Boulevard to Ask Couples How Many Times a Month They Have Sex

Guy Conducts Twisted Experiment On Tinder As Fake Child Rapist and Gets Horrifying Results

Guy Conducts Twisted Experiment On Tinder As Fake Child Rapist and Gets Horrifying Results

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Ten hilarious tinder conversations full of cringeworthy funniness.

10 Glorious Awkward Tinder Moments That Deserve Places in Hall of Cringe Fame

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People Shared First Date Horror Stories That’ll Make You Glad You’re Single

Girl gets creepy texts from her ex-boyfriend who thinks he saw her current boyfriend out in public.

Girl Gets Creepy Texts From Thirsty Ex-Boyfriend and Instant Cringe Ensues

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10 times women dodged guys that were being total creeps, super smoothly.

10 Times Women Dodged Creeps Masterfully

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

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This Woman Purposefully Made the Worst Online Dating Profile Ever and Still Received Tons of Messages From h0rny Dudes

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Funny and cringey tinder profiles

15 Comedic Tinder Profiles We'd Definitely Swipe Right On

kanye west dating fails

People Use Kanye West's Dating Advice On Their Exes And It Backfires Hilariously Terribly