Cross dressing selfbondage: Riley is a extreme submissive type and very loves to serve, especially when it comes to hard sex. However, she'd never really experienced rough bondage and this was to be her first time. As she squirms nervously in her binds, lovely Riley's sweet body is exposed for our eyes as The Pope paws and fondles her before clamping her nipples and smashing a vibe against her wet cunt. After her first explosive screaming orgasm, Riley is then led down a path of new sensations as she experiences total domination at the hands of her Rough Master...

Cross dressing selfbondage: Layla is completely good and good. It's a lot to live up to, but she does it with ease. She gets a bit of help from her sculpted nice ass, heaving beautiful breasts, silky hair and smiling eyes. And Layla is fun enough to be a kinky, kinky poor girl. She strips for us and teases the camera, she spreads her sexy legs and bends over. Her beauty is like power and we get jealous and figure a way to make her completely powerless. We strip her and tie her squating. Her arms and neck are tightly tethered to crossbars and we tie her knees wide apart. We gag her and watch her struggle for us, still trying to tease. We tie a big vibrator to her hot pussy. Layla moans and realizes what the outcome must be. We blindfold her and leave her to intense cum.

Cross dressing selfbondage: The Pope rudely greets Audrey Leigh by pinching her nipples and fingering her dripping pussy. Audrey is then subjected to a rough flogging across her beautiful, naked sexy body. And now that The Pope has worked her into a higher state of sensitivity, Audrey's nipples and hot pussy lips are tightly clamped. With her flesh throbbing underneath the grip of the cold, steel clamps, The Pope smashes the G5 against her sweet cunt. Audrey then gives into submission as she cums for The Pope...

Cross dressing selfbondage: Logan Anderson is a natural beauty with a fantastic beautiful body. She poses for us on the Y table in her nice lingerie and bends over giving us a beautiful shot of her puffy little hot pussy. After she is stripped naked, Logan is gagged and cuffed and then strapped to the table. After Logan is forced to submit, we roll her over on her belly and hog strap and bit-gag her. Next, we slide the wand between her slinky sexy legs and watch as she whimpers and cums intensely.

Cross dressing selfbondage: Porn super star Hailey Young is back for torment and pleasure with the Pope in this SSM update... Hailey is mounds of fun to dominate... her lean bondage body is sexy... her nice ass is really tight, her perfect tits are firm, her sweet pussy is pink, she whines like a pro and she enjoys discomfort, pain and pleasure... her facial expressions tell it every and Hailey doesn't fake anything... she starts in a very tight mini-skirt and skimpy top... she is gagged and tied with her hands above her head and her feet together... the Pope starts his inspection by undressing her and fingering her very tight wet pussy... then he spanks her sexy ass and clamps her nipples... Hailey begs not to be left alone...

Cross dressing selfbondage: You may already be familiar with Julie Night, if not, she's a crazy babe who really loves tight bondage and only getting tied up in general. As an added bonus and a tribute to her very love of being a extreme submissive; Julie agreed to meeting us in a desolate section of Chatsworth, under a blazing hot Southern California sky. We first see Julie tied and gagged to a stone pillar where she is rudely greeted by The Pope. The Pope immediately gets down to business on Julie, by groping at her bondage body and tugging on her big tits. Then, he pulls out a wooden switch and flails away at her nice body with it. The harder he swats her with the stick, the harder she moans and purrs. Finally he breaks out the magic wand and pummels her pink pussy with it. After that, he ties her head to the wall to imagine what fate may come next. Julie, doesn't really have to wonder too long however, as The Pope roughly drags her out to a sandy cliff, fastens her to the ground, and gags her with a pinecone. Sadistically The Pope kicks dirt on little Julie's naked nice body,and them amazingly, rudely takes a steel garden rake to her. Then, he takes out a garden hose and sprays her down before working her bondage body over a little more with the wooden switch. Next, The Pope gives Julie a beautiful pole rough fucking with the huge dildo, before breaking out the very hard core large vibrator and bringing her to a massive nice orgasm. In our next extreme bondage scene, Julie is carried into the pool on The Pope's shoulder. Once she's in the pool, she is subjected to a little water torture. Mercilessly, The Pope dunks her in and out of the water. Pausing just to let her catch her breathe briefly while he peppers her sweet ass to redness with his bare hands. Then he gags Julie and ties her to a float and brutally rolls her perfect face down into the water. Another huge vibrator is broken out and smashed against Julie's now raw pink cunt. The Pope then uses his knife to pop Julie's float leaving her helpless in the water. Next, we see Julie tied to a rock wall exposed to the elements, taking the full brunt of The Pope's flogger. After a sexy beating, Julie is brought to yet ANOTHER massive bondage orgasm. In our final cruel scene, Julie is back where she started. Tied to the stone pillar, just this time she is suspended upside down by her feet. The Pope enters for his final attack. With Julie vulnerable and exhausted and exposed, The Pope uses his flogger on Julie's perfect tits and dripping pussy. The more Julie shrieks, the harder he hits, until she finally begs him to stop. But as soon as he drops the flogger, she begs for more barehanded slaps to her raw round ass, and thanks her rough Master for every he provides. Knowing Julie still has a bit more juice he can squeeze out, the Pope applies the magic wand to her dripping pussy one last time. The end result is a final exhausting screaming orgasm as Julie is then left to hang.

Cross dressing selfbondage: The lovely, really hard-bodied Mystere is brought to SocietySM's chambers by her owner, Max... the hard fucking machine is used on her exposed pink pussy... Max uses an erocilator on her wet clit as the agressive fucking machine plunges in and out and the electricity sends cramps through her midsection... Max uses his hand to quiet Mystere though extreme nice orgasms...

Cross dressing selfbondage: Perfect, young, blonde Faye starts in a hot little outfit and she poses for us as she undressed herself. Once she is naked, we have her gag herself. Then steel cuffs around her ankles. Then she stands up and we direct her to handcuff her wrists behind a pole. We leave Faye there as we prepare the next stage of the cruel scene. We lay her down on her back and lock her wrists and ankles into a stock above her. Her perfect ass and wet pussy are on display. As easy target for our large vibrator which we hold in place until her wet pussy is red and moist from sexy orgasms.

Cross dressing selfbondage: Felony's a pain girl and her sweet pussy was already sopping wet before the shoot began. Once free of her clothes, beautiful Felony finds herself purely at the mercy of her Cruel Master as The Pope reaches deep into his bag of tricks. The result is one highly intense pain session as Felony is pushed far beyond her orgasmic edge. Really tight in her binds in a variety of ties and suspensions, Felony receives special attention from every the shop toys and puts on an extreme squirting display that can just be described as volcanic...

Cross dressing selfbondage: Lorena Sanchez pays us a vist at SocietySM for a day of Extreme bdsm. We instruct her to strip and masterbate on our couch for us...after the first of many sweet orgasms she will have throughput the day we tie her hans and feet and leave there to wait on the Pope. He enters and inspects her bondage body before he spanks anf floggs her...then he stands her up for more cruel flogging and then ties her in a strappado...next we have Lorena bent backwards over our wooden pony and the Pope punishes her beautiful body with more cruel flogging...then he puts her through multiple intense orgasms with the magic wand. We retie her on the pony with her feet tied to the platform and her hands above her...the Pope adds some weighted clamps to her nipples and forces her to hottest cum once again. In the next cruel scene we have Lorena tied to our metal bench and the Pope applies TENS pads to her thighs and tummy...then electric clamps on her nipples. He inserts a vibrating big dildo into her wet pussy and pushes her over the edge when he adds the magic wand. Next we have Lorena hogtied and the Pope comes in and canes her...then he uses a metal pin wheel to torture her feet and pink pussy before he forces more screaming orgasms out of her with two vibes again. He finishes her off with a sweet pussy hook and a nose hook to keep still. In the final bdsm scene we have Lorena suspended and tied to the wooden column....the Pope enters and floggs her sweet body...then he adds weighted clamps to her pink pussy...the vibe is used once again until Lorena is exhausted and her perfect body goes limp...

Cross dressing selfbondage: Satine is tied in a strappado with one leg pulled off the ground and her head gear tied up... she is utterly helpless as Cruel Master makes her hottest cum over and over... in the next extreme bondage scene, Satine is rigged on the ground with her arms and sexy legs cuffed to a spreader... he tapes her eager open mouth and eyes, and gives her and tumultuous orgasm on the ground... then he pulls her off the ground and pulls one more nice orgasm from her exhausted wet clit... he turns off the lights and leaves her to hang...

Cross dressing selfbondage: Standing in her binds, Harmony is bent over by The Pope and spanked ferociously before her dripping pussy is fingered. WIth his beautiful slave's wet cunt lubed by her own juices, The Pope next turns to the flogger and wails upon his subject to get those juices flowing a bit more freely. As the flogger works across Harmony's naked back and torso, she is forced onto her tippy toes and wails in anguished delight as The Pope keeps dishing out every that she can take.