With Jessica Doll Bondage, BDSM, Transgender, Transsexual, TS/TG, T-Girl, Rope Bondage, Over the Shoulder Carry, Lift and Carry, Handcuffed, Breath Play, Edging, Vibrator, Orgasms Denial, Chained Down, Panel Gagged, Pump Gagged, Training, Satin Lingerie, Satin Panties, Fishnet Stockings, Struggling, Helpless

Now that Jessica's papers are in order, it's time for her to get ready for bed. She is brought into the bathroom and her handcuffs are removed. She is handed some satin lingerie and fishnet stockings to change into, and given 5 minutes to complete the task. When she comes...

With Jessica Doll Bondage, BDSM, Transgender, Transsexual, TS/TG, T-Girl, Rope Bondage, Over the Shoulder Carry, Lift and Carry, Handcuffed, Breath Play, Edging, Vibrator, Orgasms Denial, Chained Down, Panel Gagged, Pump Gagged, Training, Satin Lingerie, Satin Panties, Fishnet Stockings, Struggling, Helpless

Now that Jessica's papers are in order, it's time for her to get ready for bed. She is brought into the bathroom and her handcuffs are removed. She is handed some satin lingerie and fishnet stockings to change into, and given 5 minutes to complete the task. When she comes out of the bathroom, she is lead upstairs to the bedroom with a hand on her throat. She is thrown onto the bed and told to put her hands behind her. The headmaster crosses her wrists and ties them up tightly before moving to her ankles. As she looks over at the pump gag he intends to use on her, she tells him he is not putting that in her mouth. At the same time she manages to kick out of the ankle rope he's tying! She runs past him, out of the room, down the stairs, and tries to open the door to get out. He calmly walks down, grabs her again by the throat, and reminds the silly girl the doors are always locked here. With that, he bends down and scoops her up off of her feet and carries her back up the stairs to the bedroom. Now a bit perturbed, the headmaster again begins to tie her. Tightly. "Run from me will you? I will show you what we do about that.." he says as he tugs the rope up between her legs and ties it off, trapping her lady cock in a satin prison underneath the panties. When he's finished tying her upper body, again he sits her on the bed. He grabs the pump gag, shoves the bulb into her mouth, straps it in place, and gives her a quick couple of pumps to show her who is boss. He lays her down and ties her legs very tightly together from her crotch down to her ankles. He grabs a chain and locks her to the headboard by her collar. He grabs a leg shackle and clicks it around her ankle before attaching it to the footboard. "Now this is how you will rest!" he barks at her. "But first.." he runs his hands over her helpless body.. "A little fun." Her eyes get wide as he grabs the vibrator wand. He takes turns pumping up her gag until she can't breath and starts to panic, and then releasing the pressure.. While he does this, he smashes the head of the vibrator into the straining satin bulge in her panties. He brings her right to the edge of an orgasm several times, punishing her for her disobedience. When he feels he has done enough, he leaves her there to rest for the night. He has more big plans for her tomorrow!