Bow to Your Mistress: Sissy's Anal Initiation

Mistress Janet's sissy is ready for his first anal training session. Trussed up in a maid's outfit, he begs for mercy, but Janet's stern look silences him. She orders him to present his ass, running her gloved fingers along his crack, making him shiver. She lubes up a thick, realistic dildo, slapping it against his hole, 'This is what you've been craving, isn't it, my little sissy?' She teases him, rubbing the head against his virgin entrance, before slowly pushing it in, making him cry out in a mix of pain and pleasure.

• humiliation
• domination
• fetish
• femdom
• dominatrix
• cuckold
• joi
• sissy
• cbt
• humiliatrix
• sph
• cei

• bdsm