[self fill] [msub] [first time pegging] [fingering] [handjob] [bratty to begging] [cocky to subby] [roommates to lovers] [mild size difference, shorter dominant/taller sub] [embarassed and needy] [whining and whimpering] [kissing] [cuddling/aftercare] Your roommate has always been kind of a jackass, but ever since he found some of your kink stuff he's been really obnoxious, constantly mocking the idea that you could possibly be dominant in the bedroom. You decide enough is enough and bet him that you can turn him into a submissive slut with just one pegging session. He takes you up on the offer, time to show him who's boss.