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Thats right, welcome Hollly Michaels to HogTied. This week James thoroughly violates bondage newbie Holly Michaels in challenging suspensions and predicament bondage. First up, Holly is installed in our brown leather single arm binder and suspended in a hogtie. James throttles her face thoroughly and we get to see how many orgasms we can squeeze our of her cunt. At the end of the suspension, James removes half of her support straps and challenges her to endure a much harsher hogtie suspension. In scene two, Holly is bound face down, legs spread wide for easy access. James terrorizes her with tazappers, her beatiful face contorted in agony. In scene three, Holly is challenged with a wrist ankle only, open hairpin suspension. Pushing her limits to the max, her breasts are bound tightly and weights added. The pain is unbearable to Holly and she is made to forget her pain in relentless fucking and orgasms. In the final scene, her tits are bound to the saw horse, making it impossible for her to sit up. She is pushed to her breaking point with clothespins, rubber bands, a punishing face fuck where she takes a large load on her face, and so many orgasms even we lose count!
3 years ago
3492
4:00
Welcome to the second installment of Kink's School of Submission, this time featuring Kristen Scott. S.O.S. is four days of mental and physical torment and challenges. It's not for just any girl. Each one has petitioned to be here, and is then hand-selected by The Pope. The experience is as real as you will ever see. There is no acting of any kind, and the raw emotion of exactly what she is experiencing is something rarely captured on video. The intent of School of Submission is to show this, and to pull back the curtain to show you see the deepest and most personal of experiences of this performer. We begin with an in depth interview between Kristen and The Pope. This is a time for discovery for both of them, and it helps The Pope set a path for Kristen over the next 4 days. Kristen is found with a small grin, staring into a mirror in the dungeon, as if she were very pleased with where she is and what is about to happen. The Pope enters and immediately begins her journey by instructing her on basic expectations that he has for her. She is told to undress while being asked questions and expected to stay focused. As he inspects her body he pokes and prods her to find out what makes her purr, as well as squeal. Kristen is now very sexually charged and it is becoming more difficult for her to stay focused. This is his intent, and she will surely pay for her slip. The Pope slowly tears away layer after layer of Kristen's walls with hopes of getting deep inside of her mind and helping her grow from the experience. At this point she is putty in his hands, yet he has only just started. Her orgasms are held at bay until he sees fit to allow her any, and when he does she can barely stand. Every second is sexually-charged, from the tease and denial to the brutal caning, and everything in between.
4 years ago
60577
4:00
The time has come for the beautiful, Juniper Hope to make her debut as a Playboy Muse. Looking ravishing on set with the photographer, Cassandra Keyes capturing her, Juniper is dressed elegantly in white fur and lingerie. With her sultry nature, Juniper is thrilled to be posing right here for all her Playboy Plus followers. Playboy has been awesome, she gushes. The sets and wardrobe are beautiful and fun. When it comes to modeling nude, Juniper finds it lovely, artistic, and hard work. I enjoy posing nude because it's honestly challenging, she says. There are no clothes to flatter you or to use as a prop. All you have is your human form and the element of shape to create an interesting composition. Putting her talents in motion, Juniper undresses and shows off her best poses for the camera, right here, only on Playboy Plus! exclusive photos and videos from PlayboyPlus
4 years ago
2200
3:12
kink, butt, big cock, ass, bbc, cum, squirt, cock, facial, balls, sissy, cumshot, breed, doggystyle, thick, fit Bryci -
4 years ago
15241
17:34
As soon as Chloe Lamour got in the Mean Orange Machine, I knew it would be a challenge not to crash the car. Her huge tits were practically bursting out of her pink tanktop, so I knew I really had to concentrate on keeping my eyes on the road. I went through the basics of car safety with Chloe, showing her the pedals, mirrors, and seat, and then we started driving. When I had to do an emergency stop, I shot my arm out to brace her by instinct, and my hand found its way on her boob! She had to remind me to remove my hand, but then asked me if I liked her tits. Of course I did, so she asked what I would give her if she let me play with them. I offered free lessons, and for ten, she let me motorboat her. For 15, she let me have her shaved pussy, then for 20 she sucked my cock! Finally, I asked her to fuck: we settled on 30 lessons, she rode my dick, and then I came all over those huge tits!
4 years ago
5468
6:59
Sweet, submissive Jessica is back for another extreme anal domination session--and the first Extended Shoot (ie, multiple days of training and use) at the Assylum. Once again, we filmed in close to real time as she submitted to Dr. Mercies' twisted and cruel demands. There is so much insanity in this 1 hour 45 minute epic, it's hard to know where to begin. Just imagine a beautiful, brave girl going through one intense sexual challenge after another. There's rough anal and ass to mouth; deep, long ass eating; hard spanking; gagging; slapping; needles; and heavy hot wax all over her body. Unusually for Dr. Mercies, there's also a good bit of pussy pleasure. He even lets Jessica come, because she was such a good submissive girl. Once again, we say: good luck finding anything like this anywhere else. [Extended Shoot, Days 1 & 2]
4 years ago
5926
6:00