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cringeworthy

‘I Sent A Sext To My Step Dad’: People Share The Most Cringeworthy Things That Still Keep Them Up At Night

by Matt KeohanJune 8, 2017 1:33 pm updated October 13, 2022 4:21 pm

Guy Tags Hot Girls In Facebook Statuses When They Ignore His Messages And SHOCKER, It Doesn’t Work Like He Hoped

by Rick WolfAugust 23, 2016 1:00 pm updated October 13, 2022 1:15 pm

Guy Sends Text Screenshot To Most Embarrassing Person Possible, Is Living Your Worst Socially Awkward Nightmare

by Rebecca MartinsonJune 8, 2016 10:59 am updated October 13, 2022 1:44 pm

Guy Tries To Flaunt New Girlfriend In Ex’s Face, Ex Fires Back With Ultimate Comeback That Leaves Guy A Crying Mess

by Rebecca MartinsonMay 19, 2016 1:16 pm updated October 13, 2022 1:53 pm

Bro Runs Emma Stone Twitter Page, Gets Thirsty ‘WTF’ DMs From Guy Trying To Get Laid, Then Convert Him To Islam

by Rebecca MartinsonFebruary 9, 2016 11:50 am updated October 13, 2022 2:54 pm

This Cringeworthy Cable Machine Fail Defies The Laws Of Physics, Gravity, Common Sense, Etc.

by Rebecca MartinsonFebruary 8, 2016 12:06 pm updated February 8, 2016 12:07 pm

Guy Has Such A Cringe-Worthy Conversation Trying To Ask Out His Dog’s Obedience Teacher I Died Reading It

by Rebecca MartinsonJanuary 22, 2016 2:42 pm updated October 13, 2022 3:01 pm

Papa Johns Driver Tries To Hit On Girl He Just Delivered To, Didn’t Realize Number On Receipt Was Actually A Dude’s

by Rebecca MartinsonJanuary 14, 2016 3:25 pm updated October 13, 2022 3:04 pm

Guy Pulls Riskiest Move Ever By Sexting Girl Who Hasn’t Responded To Him For Days, Ends Up Failing Hilariously

by Rebecca MartinsonJanuary 14, 2016 1:08 pm updated October 13, 2022 3:04 pm

Someone Found Tom Hardy’s Old Myspace And WOW Are His Photos Cringe-Worthy

by Rebecca MartinsonJune 1, 2015 4:11 pm updated October 13, 2022 1:25 am

Let This Fifth Grader’s Cringe-Worthy Journal Entry Remind You How Lame You Were In Middle School

by Rebecca MartinsonSeptember 15, 2014 3:08 pm updated October 12, 2022 9:38 pm

Guy On Reddit Thought He Was Jerking Off To The Sound Of His Neighbors Having Sex, HE WAS WRONG!

by Rebecca MartinsonAugust 14, 2014 4:49 pm updated October 12, 2022 9:56 pm

This Guy Forgot About His Homemade Masturbation Video And Accidentally Let His Family Watch It During A Reunion

by Rebecca MartinsonJuly 28, 2014 12:16 pm updated October 12, 2022 10:07 pm

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