This video features a crossdressing boss who transforms a sissy bimbo into a shemale. The sissy is initially dressed in feminine clothing and makeup, but the crossdressing employer dresses him up in a more masculine attire and teaches him how to apply makeup in a more androgynous way.
This video features a dominant boss who transforms a sissy bimbo into a shemale. The sissy is dressed in revealing lingerie and is submissive to the boss's every command. The boss takes control and begins to feminize the sissy, applying makeup and dressing her in feminine clothing. The sizzle is then given a makeover, with her hair cut short and styled, and her body covered in feminine tattoos. The boss then takes control and engages in various sexual acts with the siss and the shemale, including oral sex and anal penetration. The video ends with the sizzle being completely transformed into a shemales, with the boss taking credit for her new appearance. This video is perfect for those who enjoy crossdressing and feminization, as well as those who enjoy watching dominant men take control and transform submissive sissies into shemales.