An adult male college student takes a shady sugar-dating job for his girlfriend and is dressed as a woman for the first time. His pretty face, pale slender body, and shy, sensitive reactions are irresistible, while his huge erection bulges out of his panties. After making his feminized cock cum and leaving him spent, the older client only gets hornier. He rams an extra-thick cock into the young man's ass and grinds hard against his prostate until he ejaculates from an anal orgasm and becomes addicted to sex. Every scene features a cumshot from his feminized cock.