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Definitions by N-Kwon & Big $wole

shiggyboo 

The act of pulling out ones penis before busting a nut (ejaculating), then rubbing the penis on a female's buttocks, thus smearing the semen on the girls butt cheecks, further stimulating the head. Then the male proceeds the place the penis back in the vagina.
Nigga, last night I shiggybooed my girl 3 times.
shiggyboo by N-Kwon & Big $wole January 22, 2006