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Showing 1 - 6 Videos

Headmistress taunts you and gives JOI video from Brea Rose

Headmistress taunts you and gives JOI by Brea Rose Headmistress Brea calls Douglas back into her office. She smirks at him and tells him to strip nude. Not wanting to upset her, he strips down. Brea is much pleased to see him more receptive to her. She asks him if he has anything to ask her. He does, in fact, he asks her why she didn’t show the humiliating footage she took of him to his classmates like she said she would. Brea chuckles, she says it’s because she wanted to see if he would try and escalate things by trying to get her in trouble for punishing him the way she did… but instead he accepted his fate. Brea says this has earned him a reward. Brea starts to strip out of her clothes. Brea smirks seeing how hard Douglas is getting. Brea approaches, now in a sexy pair of bra and thong panties. Brea reaches in and grabs his cock (implied handjob, No dildo). “Does this feel good?” Douglas says yes but in a very hushed voice, Brea sternly insists he speak up to which he does. As Brea continues giving him a handjob she eventually stops “You are clearly enjoying this, but that’s enough.” Douglas clearly looks frustrated, his rock hard cock throbbing from Brea’s masterful touch. Brea smiles, well I suppose I can instruct you to orgasm. Brea provides expert jerk off instructions. While still very dominant, there’s a bit of sensuality in her voice. Eventually Brea strips down naked prepping for a cum countdown. She asks him what he would like to see most when he cums - he chooses her ass. Brea smirks as she turns around to show him her perfect ass as she counts him down and permitting him a full orgasm. Brea reminds him as long as he remains in her good graces there are great things to come. Notes: The implied handjob portion will only be about 2 minutes or so, to leave the majority of time for JOI/Cum Countdown.

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Seductive Headmistress video from Uniform Addict

Seductive Headmistress by Uniform Addict Well-spoken and filthy MILF Karina knows you love her in her long pleated skirt and blouse. She will slowly tease you and talk dirty until you beg to see her fuck-able body and soaking pussy.

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Breast Bondage Discipline with Aeryn Walker & Sai Jaiden Lillith video from Sai Jaiden Lillith

Breast Bondage Discipline with Aeryn Walker & Sai Jaiden Lillith by Sai Jaiden Lillith A fun and irreverent breast bondage / discipline session, Unruly student Aeryn Walker meets Headmistress Lillith who has come to her home for a chat about her disappointing performance in class. Miss Walker is bound by Lillith's web of ropes for her own safety, with her ample cleavage tied up tight and made oh so very sensitive by the tension of jute ropes. Aeryn blisses out in the sweet embrace of Shibari, but she is broken out of her reverie by Headmistress Lillith reminding her of the reasons She came to visit. While being chastised for her poor showing in the classroom her breasts are attacked with a crop, a ruler, a converted sushi mat. She's hooked up to electrified clamps which send pulses of painful jolts to her poor helpless breasts, while Lillith laughs in amusement at her predicament. The addition of a powerful vibrator adds the waves of pleasure to the onslaught of pain, as Lillith brings her trademark methods of discipline, reward and punishment to the scene. A painful leather flogger is brought out which leaves instant red, raw marks on Aeryn's breasts, as she is made to count them and thank Mistress for her discipline. Finally, she is given an orgasm after she receives her final set of punishment with a leather studded strap, and she convulses with pleasure and gratitude as her delicious agony ends - and the lesson is concluded... for now. | tags: large breasts, role play, electroplay, orgasm denial, kinbaku, restraint, bondage, playful, asian, genderqueer, non-binary, gender fluid, boy/girl, b/g, boy girl, androgyny, long hair, brat, blonde

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Student Punishment Spank and Hand Tawsing video from MissFreudianSlit

Student Punishment Spank and Hand Tawsing by MissFreudianSlit EllieRae is becoming a very poor student, and as someone who is now supposed to be an adult now, it's imperative that she not only show up on time but be a good student. She can't do that if she's always focused on being a slut and sucking dick! The Headmistress interrupts her getting dressed after fucking some boy in her room, late to the meeting she had scheduled about this very problem. The Headmistress takes it into her own hands by smacking ElleRaes! Scolding her, over and over, she finally flips the little insolent cockfiend, and spanks her ass, leaving it bright red, even giving some punishment to those thighs so EllieRae can't get comfortable in her college classed for the rest of the week.

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School girl caning with Headmistress Stephanie Bonham Carter video from Lululemxn

School girl caning with Headmistress Stephanie Bonham Carter by Lululemxn Naughty schoolgirl Pollys school uniform is too revealing and she gets punished by strict headmistress stephanie with a hard caning and spanking

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Milf Headmistress Teacher Fucks Dildo video from Lululemxn

Milf Headmistress Teacher Fucks Dildo by Lululemxn I'm your strict headmistress who you're begging for better grades. I motivate you to do better and work for it by fucking my huge dildo in front of you. Be a good boy for me and maybe next time I'll fuck you instead....

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