Two new girls joined our school. Amy and Kathy. They were told in the meeting with the Headmaster that lateness will not be tolerated and the gate closed promptly at eight and if you are late then it means an immediate spanking whatever the reason. The very next day they …

All Natural Bondage Slut Endures Torment and Suffering with Squirting Orgasms!! Melissa is a sexy young lady that started out wanting to know more about bondage, but quickly became a bondage slut at the hands of The Pope. The proverbially door opened and she learned things about herself that she …

The Making of a Good Girl: Renovator Becomes Submissive Anal Whore Professional renovator Kacie Castle shows up to her next project — Domina Helena Locke’s DUNGEON! Domina Helena wants her dungeon to be perfect and puts Kacie through a session of her own devising to make sure the unexperienced Kacie …

Ebony Goddess Misty Stone Doms and Fucks Lance Hart Ebony Goddess Misty Stone is holding auditions for her personal Apollo, the perfect man to do her bidding and bend to her dominating will. After a string of duds, in walks Lance Hart, oblivious to what awaits him. Misty is unimpressed …

MILF vs Cowgirl Today we are getting down to the wire. We have the Cheyenne Jewel who is a beautiful, muscular Cowgirl ranked 2nd in our Big Ten tournament. She is taking on Ultimate Surrender’s favorite Bratty MILF, Penny Barber. Penny Barber has a brutal Giftwrap maneuver that most girls …

Riley Reyes gets treatment she’ll never forget. It must have been a panic attack. I got really upset about things in my life. I had no idea how much worse they could get. The facility they took me to was supposed to provide me with help. Instead OT just helped …

Maddie is lounging waiting for a date to show up. She was supposed to order a movie for the night, instead getting caught up watching spanking porn on the Internet. Surprised when he comes in the door he immediately decides to bring her Spanking fantasy to life. Her long legs …

Linny Lace tries to smuggle something into a country that has strict rules against it. She meets with the very strict border officer, Veronica Ricci, who shows Linny exactly how the discipline is dished out with this offense in her country. She strips Linny naked and whips her to tears. …

Stella is paddled in the locker room by The Dean for being almost 30 minutes late to gym class.

Schoolgirl Ivey was sent to the Headmaster. She was caught smoking in the Quad, she was rude to her teachers and now the Headmaster will cane her soundly. She was told to lay over the desk and her quivering, bare, naughty schoolgirl bottom received 12 of the very best with …

Will a riding crop across her ass help Katya to stop spending money? “You are going to learn respect…now bend over,” smiles John Friday as he loses patience with big-spending charmer Katya Nostrovia in Sugar Daddy. After being ignored all evening and paying for a magnum of champagne he can’t …

We here at Sensual Pain are all about slutty, promiscuous harlots… but we simply won’t tolerate an adulterous whore. Tess Dagger has been sent to us to be kept in confinement until the hour of her atonement in which she will suffer for her wrong doings under the hand of …

Shy College Slut, Roxanne Rae, Gets Ass Fucked in Tight Rope Bondage!! It is always the quiet ones that you have to watch out for. Sexy girl next door Roxanne Rae returns to The Training of O to continue her training at the hands of the sadistic Ramon Nomar. Don’t …

There’s nothing scarier than a stranger talking to you trough the TV. He commands Sophie and Lady to punish each other with clamps and a whip. Once he’s seen enough he demands them to eat each other out until both of them have an intense orgasm!