When you have sex with a woman on her period. Then go to anal, and finish in her mouth.
I can't wait to give my girl the chocolate covered cherry position. She will love it.
by Entwinedkibbles December 24, 2019
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A black person that is gay
Black kid : Shut up tom,
Tom:Shut up you chocolate cover strawberry

Teacher: tom why did you called him that

Tom: because he is chocolate on the outside and fruity in the inside
by Lol illegal October 4, 2017
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Usually it means a black/dark skin girl with a pink vajayjay 😇
Thomas : " dayumm wht color is it "
Mike : " probably roast beef "
Thomas : "nah its Def bubblegum pink "
Mike : " chocolate covered strawberry ? "
Thomas : "hell yah !! "
Tony : " yall some creeps . "
by Mari !!! April 22, 2023
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The act of blowing a Rasbery into someones butthole while having sex.
"How'd it go with Tiffany last night?"

"Pretty good, I gave her a chocolate covered rasberry and blew her up like a ballon!"
by Captainsaveablow July 21, 2018
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Word for a girl's asshole virginity. A girl loses her chocolate covered cherry by having anal sex for the first time.
Guy 1: "Did you have anal sex with her?"
Guy 2: "Hell yea! I took her chocolate covered cherry!"
by The Tank 111 April 5, 2011
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A brunette with many blonde moments.
I would call you a dumb blonde, but youre a brunette.

It's okay, Im a chocolate covered blonde at heart :-P
by suppxlisa August 6, 2008
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