Femdom training session with sissy Caitlyn's trophy being humiliated and assplayed

The video features a submissive sissy named Caitlyns who is being trained by a dominant female figure. She is bound and gagged while she is subjected to various humiliation techniques, including bondage and spanking. The woman uses a variety of toys to stimulate her partner's anus and ass, including a large dildo and a vibrator. Her mistress also gives instructions on how to pleasure herself with the toys, such as jerk off instruction and pet play. The scene includes bondage, spanking, and assfucking, with the male partner using his hand to stroke Caitlyns' tight hole. The video also includes scenes of the woman giving Cice Grey instructions on how to properly use the toys, including a pegging device. Overall, it is a thrilling and intense training session that showcases the power dynamics between a dominant female figure and their submissive sissy.