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2.
Fucking a girl on her period but just with the tip
Hey baby even though I'm on my period will you cherry dip me tonight?
by HeyZeusey November 13, 2011
 
1.
Sexual act in which a man gives a woman a pink sock, then she puts it in his mouth.
She cherry dipped me last night. . . .
by Phreak_Commander December 27, 2007
 
3.
when you fuck a girl so hard she bleeds
Tom: i plowed susie so hard it was a cherry dip

Joe: Dude, that is such clown shoes
by Tobs July 10, 2005