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Cherry Popsicle 

When a man is unaware he is banging a bitch on the rag and when he pulls his erect dick out, it is covered in blood.
"Dude this chick didnt tell me she was on the rag and when I pulled by dick out it looked like a cherry popsicle!"
Cherry Popsicle by Vah-rule January 15, 2009

cherry popsicle 

When a girl menstruates on a guy (who is not using a condom) during vaginal intercourse. The girl then proceeds to blow the guy's bloody penis.
Kelly totally gave that guy a cherry popsicle in the woods.
cherry popsicle by BenKyle May 1, 2010

Cherry Popsicle 

To receive oral sex after penetrating a woman while she was on her period.
While Jim Bob was tending bar he decided to have a quickie with his girlfriend. After the quickie Jim Bob realized she was on her period but had no time to clean his penis. Later on that night, Jim Bob had an opportunity to receive oral sex from a patron. While receiving oral sex, Jim Bob said "I hope you like my cherry popsicle!"
Cherry Popsicle by TyronneBiggums October 25, 2007

Cherry popsicle 

A cherry Popsicle is when your fucking a virgin and u pop her cherry... The pullout then looks like a cherry Popsicle
Cherry popsicle by AmyLoves2B8 December 14, 2010

Cherry Popsicle 

When a girl gives you a blow job after sex while she's on her period.
That chick was nasty, she let me give her a cherry popsicle!
Cherry Popsicle by joker569 July 28, 2012

Chicago Cherry Popsicle 

When a man has sex with a virgin, and continues to hump her while her vaginal blood is spilling all over his genital.
Man, i ended up pulling a chicago cherry popsicle, didnt know she was a virgin....