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Popped his cherry 

Common gay slang for taking someone's anal virginity. When a guy has his ass penetrated for the first time his cherry has been popped
Dave had never bottomed before, I totally popped his cherry
Words you can keep

popped his cherry 

Usualy when a guy penetrates another guy up his guy with his cock. Often a homosexual act. However some straight guys like it when their girlfriend uses a finger or a vibrator on their ass.
Martin : I went to a gay club last night and fucked this guy up the ass, i didnt know t the time but i popped his cherry!
popped his cherry by Rikky_87 March 21, 2007
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