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

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

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

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

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

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

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

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

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

Watch A Guy Choose A $280 Gift Card Over A Date With A Girl On A Dating Show And Be Happy You’re Not #ForeverAlone

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

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

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

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