Solo female roleplay. This video uses the name "Ben" throughout, then also "Jen" and "Jenny" as your feminised name. This video will also be available in my store with no names. You've been tutoring this student one-on-one for a few sessions and things have been getting more and more flirty, so you're excited to have her in your room for the next session. She's wearing a short red tartan skirt, white lace hold up stockings, a white shirt and a tie that she hastily takes off to show she can be less formal with you... She starts remembering to call you Ben instead of Sir, and starts teasing you with her outfit, getting you to touch yourself as she shows off her slutty schoolgirl uniform. Once you're hard, she reveals that she found a buttplug in one of your drawers when she was here for another session - she's turned on that you're kinky, but also a bit mad that you didn't tell her... She gets you to strip and insert the plug, then to your surprise starts filming you on her phone - she says it's just for her, but now that she has video evidence, she thinks you'll do anything she says. She hands over a bag full of clothes just like hers and tells you to put them on, describing each part of the outfit, then gets you to touch yourself wearing it and turn on the vibrations on your buttplug. She gently humiliates you and laughs, pointing out how much you enjoy it, then gets you to assume some slutty positions for her, and repeat some truths about how much you enjoy wearing these outfits and being humiliated. She eventually gives you instructions to cum leaning back, to cum in your own mouth, filming you on her phone as you carry out her wishes. Tags: role play, roleplay, femdom, female domination, imposed crossdress, imposed fem, imposed feminisation, feminization, sissy, sissification, sissy slut, stockings, schoolgirl, uniform, student teacher, tutor, age gap, story, JOI, jerk off instructions, tease, brunette, blue eyes, British accent, soft voice, verbal humiliation, non-nude, dress up, blackmail, cum in mouth, cum countdown, orgasm control, BDSM, Domme, buttplug, anal toy