Bambi has been sent to the detention center by her school because she's been a bad pupil. She has not been paying attention in class and has been far more occupied with taking cocks in her pussy than she has with taking math testes. Luckily for her, Mistress is very good at her job and she will make sure that Bambi will be an obedient little student from now on....

Tommy visits his three favorite whores at the local brothel but this time the prostitutes have something else in mind for Tommy the trick. These blazing hot hoes are going to turn the tables on Tommy and make him their little bitch for the day. Tommy is flogged, caned, smothered and made to worship ass. CBT is administered in the form of hot wax and ice cubes. The ladies perform a train on his ass and make him worship their feet and suck their cocks like a good little whore. The end of his visit is much like any other day but instead of him using their pussies for his pleasure the ladies tie him down, climb on top of him and use every inch of his body for their own pleasure. They extract his sperm from his cock and continue to painfully milk it after. I think it's safe to say Tommy knows who the true whore is now!

Amazon Goddess Blair Williams wants nothing more than to completely ruin her slave's sex life...and his asshole! By the time she is done transforming him into a filthy anal whore he will never be able to get off on regular sex again. His mind and ass will be completely ruined to the point of no return. Getting his ass fucked, pounded and stretched will be the the only thing on his mind for the rest of his slutty existence.

When I work out, I want to be a little more creative than just going to the gym. You could say my work out equipment is out of the ordinary.Nothing like a good work out to get your day started. And in the case of Sydney, that work out tends to include a naked sub, all black latex outfits and a giant dildo strapped around her waist. She starts off fairly slow but it's not a work out unless the heart rate goes up right. Just like her big black dildo going up deep into the sub's ass.

Goddess Blair Williams has an appetite for young submissive boys, she loves enslaving them and making them her strap-on fuck pets. She fucks him ferociously with plenty of stamina. Blair totally owns his ass! She glistens with sweat while pumping his ass full of her strap-on cock.

Alexa Nova has entered an exam room to see a doctor for a check up. A beautiful big tittied MILF Latina nurse escorts her to the room and tells Alexa that all the doctors are busy so she will be doing the exam on the Alexa. Alexa soon finds something is amiss when she sees huge anal toys displayed on the table. If that isn't enough, during the exam, the beautiful tan, busty nurse has Alexa disrobe right in front of her and while Alexa is bent over, the nurse starts sniffing and licking her asshole. Alexa decides to turn the tables on the Nurse. After all, the nurse seems more than willing to get sexual with the tiny red headed patient. Alexa puts the blood pressure cuff around the Nurses neck to asphyxiate her while Alexa proceeds to take advantage of the Nurses asshole. This is the sexy MILF's Anal scene Ever shot. Alexa explores Simone Garza's anal enjoyment. Simone closes her eyes and focuses on taking everything Alexa is dishes out and learns to enjoy taking things really deep into her ass. Simone doesn't have any anal experience but she pushes herself to take almost the entire slink, a feat some of our most seasoned Anal performers can't even do. Simone pushes her limits and gets 5 fingers into her ass as Alexa pushes her to try to take the full anal fisting. Simone Writhes with pleasure pushing back onto Alexa's hand, trying hard to take the entire thing. The girls are wrapping up their anal exploration when one of the psychiatric nurse burst into the room. We discover that these two lesbians have just been roll playing all along and this seems to be something they do regularly but this time they wanted to try anal on the beautiful Latina. Looks like these two will be exploring Anal a lot more and giving the Doctor's at the hospital a lot more trouble.

Amber Rayne offers the kitchen employee, Jada Stevens, a chance to move up working directly with the Master of the House. She tests Jada's qualifications by dominating her in the kitchen and fucking her ass with food and a big strapon cock. Then she is presented to Mark Davis and properly ass fucked! Amber gets in on the action by taking large toys and gaping from deep anal penetration. Also includes a spectacular cum shot!

Dr Sarah Diavola teaches her patient who is obsessed with women’s asses to view asses in a whole new way… by railing his ass hard with her strap-on…Dr Sarah explains to Lance as she pounds his ass that this will be saving his marriage. She has already spoken to his wife, who is more than thrilled to be fucking him at home this way regularly.Dr Sarah lets Lance release by making him ride her strap-on cock while she jerks him off until he cums all over himself.

Mr. Jones had no idea why he was pulled from his train so late at night, stripped naked, and handcuffed in the station's backroom (where stuff like that happens). He wasn't even really sure where he was on the line between Moscow and Saint Petersburg. What was even worse was his suitcase full of sissy slut porn DVDs, satin panties and a bright red butt plug. His two oh-so-sexy Russian captors waste no time in figuring out what Mr. Jones really is - a good little sissy bitch. Or did they know that all along? They decide to call him Nikita and turn him into their new whore complete with a sexy little red dress, high heels with rhinestone hearts, and lots of glossy lipstick for sucking lots of glossy cocks! Goodbye Mr. Jones, hello sissy slut Nikki!

Kelli Provocateur and Mimosa were too big and strong to be in the rookie cup tournament so we put them straight through to summer Vengeance. This match proves why these girls were too much for the rookie cup tournament to handle with brutal wrestling holds and submissions. Winner Throat fucks the loser, makes the loser worship her muscles and lick her armpits. Loser is hand gagged and made to suck on the winner's huge click

Three hot, sweaty college girls were having a pillow fight in their dorm room one day when a naked flasher came along and began jerking off while watching them! The three coeds discovered him and dragged him into their room so that they could bust his balls with kicks and biting! Then, they took the law into their own hands by penetrating his tight ass with their huge strapons!

Slave is hooded, gagged and stretched with his legs spread and bound to the frame of my bench with rope – pinned in place for the enjoyment of myself and the gorgeous Mistress Adreena Angela. Equipped with two black strap-on dildos, we will double team both of his holes – spitroasting him until we have had our fun and we grow bored of his moans and groans.

Carolyn Reese, a lifestyler who's new to WhippedAss.com is not getting enough BDSM at home. Carolyn seeks out Maitresse Madeline and arrives at The Armory ready to receive strict lesbian punishment and sex. Carolyn is given one day filled with bare handed spanking, flogging, face slapping, humiliation, nipple and tit torture. She's made to lick ass, get fucked in her pussy and strap-on ass fucked in her ass in a rough pile driver. Carolyn falls into a blissful subspace and is sent home after every orgasm is fully ripped from her yearning slut cunt.