A male college student takes a shady sugar-dating job for his girlfriend and is dressed as a woman for the first time. His pale, slender body and shy reactions are irresistibly feminine, even as his large erection strains against his panties. After he ejaculates and collapses in pleasure, his older client cannot stop. The man's extra-thick cock is driven into his ass and grinds against his prostate until he cums from anal stimulation and becomes hopelessly addicted to sex. Every scene includes ejaculation from his feminized cock.