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!

Helena Locke doesn’t get tied up very often. As OT wraps the ropes around her she watches intently. Her predicament grows with each wrap. As does her excitement. The crotch rope was first to go on, but each rope OT adds makes it tighter; biting into her tender vulva. The …

Big Tits, Big Ass, and Huge Squirting Orgasms!! Karlee is an all natural babe with all of the curves in all of the right places. Her big natural tits are what dreams are made of, and when she is getting pounded by our machines they are mesmerizing to watch. Her …

Casey frolics on the bed and her adorable pajamas on a lazy Sunday morning, hoping for a spanking over your knee. Sundays are for relaxing and indulging in her favorite past time- spanked and pleasured all day. Pulling up her shirt she teases you with her bare breasts. Bending over …

In this first episode of the Birchrod Inn we meet Sofia And Nikki. These two have been slacking off at hotel school so they have been sent to the Birchrod Inn to learn how to clean and to perform their duties as maids. The girls clean the bedrooms and lounge …