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A stepboy is a male individual who cries that they cheated on their partner whilst sitting on Guildhall steps.
- "I feel so bad about kissing that random girl last night in Astoria"
- "Shut up bro, stop being such a stepboy"
by JustPortsmouthThings January 23, 2016
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A guy who takes a chick to the next level. A guy who does not waste his time or hesitates to get the girl. A guy who gets a lot of girls.
Jerry is a stepboy! Do you see how he is putting the moves on Pam? I wonder which girl is next.
by Rocky Pacman Johnson February 13, 2011
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