I can do either role in the following scenes...
Brothers A twenty-one year-old college drop out head to New York for adventure. The straight boy soon finds himself putting his dancing skills to work by landing a job stripping at a gay strip club. It was only a few months later that the boy found himself cross dressing on stage and dancing with the other big dicked gay guys he danced with. His cute looks, soft skin and height [5'8"] made him a convincing girl. In another few months he was living full time as a girl. Maybe he even started on hormones...Then his sixteen year-old brother decided to run away to live with his big brother. A few ways this scene can go.
Bossy Tomboys A sixteen year-old boy finds himself often hanging around with his sister and her best friend as there are few guys his age in the neighborhood. Both girls are tomboys and as rough as any guys. The three of them were almost a trio of boys. Soon the girls began to view him as a toy. Pimping him out to perverts was in the future too.
Gimmie A teenager wants the latest video game system and a couple games to go along with it. He is overheard begging his mom by a neighbor [male and/or female]. The mom stands her ground. The boy is frustrated, but will do more begging tomorrow...until the neighbor offers to buy him all he needs. In return the neighbor makes it known he expects something in return.