33 People Going To H*rny Jail For Shooting Their Shot But Missing Horribly

Hold onto your cringe hats, everyone! We’ve got a collection of the funniest pickup line fails from folks who decided to shoot their shot but missed by a mile—and now they’re headed straight to horny jail.

From cheesy one-liners that fell flat to awkward attempts that made us want to crawl out of our skin, these epic fails are so bad, they’re good. Get ready to laugh, cringe, and maybe even feel a little better about your own dating misadventures. Let’s dive into this hilarious hall of shame!

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Mike

Mike Primavera

Mike Primavera is a Chicago-based comedy writer even though he doesn't HAVE to work. He lives comfortably off of his family's pasta fortune. Follow him on all social media at @primawesome