18 year old Jessie Rogers has a girls only slumber party at her house where she engages in a game of truth or dare which leads her to reveal her deepest darkest sexual fantasy! In this fantasy a group of 6 rough men follow her home and break into her house while everyone is fast asleep. Once inside they tie up her parents and bust into her room to have their filthy way with her. She is made to submit to their hard cocks while she struggles to get away, and screams for help to no avail. They all grab her blonde hair and shove their cocks down her deep throat. They hold her down on the bed and fuck her pussy, ass, throat, and feet. On the couch they fuck her air tight. Her tight asshole is rammed hard before they go for double penetration and even double anal. After shoving two cocks in her tight ass they spill their loads all over her face and leave the same way they came in.

Lily Lane and Jessica Ryan get it on for the first time in this super hot EB update. Princess Lily saunters into the dungeon in her sexy lingerie and high heels to find Jessica is all tied up and eager to please. She starts with the crop on Jessica’s butt, thighs and tender feet getting her all warmed up for a day of all the way girl on girl ass play with lots of big toys. Lily stretches Jessica’s tight hole with bigger and bigger butt plugs and then fucks her ass good with a strap-on dildo causing her to cum hard. Then Princess Lily lures her filthy little toy into her own sexy, curvy ass. Jessica licks Lily clean and then fucks her ass with a thick pink dildo and then an even bigger toy and finally stretches Lily’s ass wide open with an industrial speculum. What a fun play day!

Six years ago, Jessica Kay delivered one of the most extreme and moving sessions in Assylum history. Today, we bring it back, with 50% more footage and an entire re-mastering of the scene. This session is level 11! The faint of heart should not proceed. The painal is harsh, the punishment is hard, the degradation is deep. But this session is also a re-imagining of the great Epic of Gilgamesh--a sincere spiritual journey of a pair of modern perverts. Here we have one of the true pinnacles of Assylum with one of the most amazing and beautiful sadomasochists we've ever had here.

essica Jaymes plays the stuck-up DA, determined to break up Tim’s slave ring. Tim catches her, sticking a gun in her face and forcing her to strip for him. Then it’s time to train her with a hard fucking and forced blowjob, leaving his cum on her lips as she gasps and cries… Jessica endures days & days of whippings, blindfolds, ring-gags, nipple clamps, croppings, forced anal, forced oral, and more until she’s completely broken in, willing to do whatever her new Master wants…It’s time to auction off Jessica Jaymes to her new Master. She must face the camera and make a good audition, showing how well she can take a beating, a fucking, and how good she is at sucking cock afterwards. Don’t you wish they sold girls like this on Ebay?

Sexually Broken is pleased to have the sexy, tiny Jessi Palmer in our studio. Jessi is always underused on bondage sites. Most sites just tie her up, hit her with something over and over and put a vibrator on her pussy until she pretends to cum. Not here, oh no. This girl loves huge cocks, so we deliver. Check it out to see why Sexually Broken is the best and most realistic bondage and rough sex site in the world without all that unnecessary pain. Completely helpless and trapped in a tiny box, Jessi's sexy, perfect, tiny ass is sticking out one end, and her beautifully modified face is trapped and sticking out the other. We oil up that cute little kitten butt (a butt so tiny and cute it can fit in one hand) and add face hooks to give our cutie a bondage makeover. We pull the entire box off the ground so her pussy and mouth are at perfect cock height. We spin the box and get Jessi all dazed and dizzy, then 10 1/2 inches of hard black cock slides into her tight little white pussy and the brutal fucking commences. It doesn't take long for the first orgasm to be fucked out of our helpless, boxed oiled up play toy. We jam another hard cock down Jessi's throat and it is on. We spin her, and the speed at which we can spin her is stagering. When we know she is dazed again we stop and roughly fuck her from both ends. Rince, repeat we never give Jessi a chance. Orgasm after orgasm is fucked out of her tiny little tight pussy. The cock slide down her throat as the other bangs against her cervix. She is fucked air tight and cumming like a common whore. She takes it all and cums over and over, in the end the vibrator makes her squeal, as the black cock is jammed down her throat, one last brutal orgasm that leaves some form of liquid dripping out of her every hole. One final spin and she is completely Sexually Broken; a shell, deep in subspace, cum drunk to a Category 5 level.

Jesse Pony is tied with her legs pulled back, ass wide open. A bejeweled butt-plug is already inside her asshole. Luna Lovely pops it out and makes Jesse taste her own ass-juice off of the plug. After that, she fingers and spits on Jesse’s asshole. Of course, eager Jesse is already gaping. Jesse loves getting her pussy and asshole slapped hard, and has a screaming orgasm while getting her pussy slapped and asshole fucked hard and rough by a long Bad Dragon toy. Jesse then gets obediently on all fours while Luna hammers a dildo into Jesse’s asshole, and Jesse screams louder and louder like the power bottom she is. Finally Luna fists Jesse’s asshole hard and rough while she begs for more, her whole body squirms in intense ecstasy as Luna slaps Jesse’s pussy and makes this submissive slut cum again and again. Then Luna gets her ass fucked with a toy while Jesse spits on her face and slaps Luna’s ass. Luna gets fucked hard and as a body-shaking orgasm. Jesse sensually fists Luna’s experienced asshole and makes her cum hard again. Craving more, Luna gets on her back and takes the slink far up into her guts as she can, while getting her pussy eaten and slapped and rubbed until she has another explosive orgasm.

Jesse Pony has Alrik Angel tied to a chair. She calls him her Slut Puppy, and he calls her Princess. He breathes short breaths inside a tight latex hood and she licks it and spits on him. Jesse makes him hold a vibrator, and she grinds her pussy against it until she cums in Alrik’s hooded face. In the next scene, Alrik’s hands are tied behind his back in a squatted position. Two flanking zippers go down his torso. Jesse smothers his lucky face with her perfect ass. She shocks Alrik with an electronic zapper and then rips the zippers off of his body. Next, Alrik is put in an inverted rope suspension. She sticks fingers in his ass and face-fucks him with her strap-on. She hits him hard with a flogger and smothers him again with her ass, making him lick her asshole until she cums. After that, Alrik is bound on his back with rope. His legs are spread apart and Jesse fucks his ass hard with her strap-on. In the final scene, Jesse wants to get fucked so she puts the hood back on Alrik’s head, spreads her legs, and commands him to fuck her hard. After a lot of hard fucking, Alrik can’t help himself and cums inside her pussy and Jesse makes him clean it up with his mouth. Its hard to believe this is Jesse’s first ever shoot as a Dom.

Jesse Pony is an interior designer who gets a call from Quinton about a home decor problem. She is able to make time for him, and heads over to give him her professional opinion. After looking around his place, she finds a room that seems a little out of place. He tells her to take a look and now her juices are flowing with curiosity. What seemed innocent at the beginning turns out to be a lot more that what Jesse could handle. Quinton gets her bound tightly in rope in a standing partial suspension. He goes to work on her and in very little time Jesse becomes overwhelmed with the BDSM activities. It’s all so new, and happening so fast that Jesse can barely keep up with what he is dishing out. The day keeps moving at the same pace with lots of bondage sex, and bound orgasms that have Jesse’s eyes rolling back in her head. The day is closing, and Quinton has a few more tricks up his sleeve. The sex is intense, and Jesse begins to sob as she screams I love you at him not able to understand the emotion she is going through. She has been fucked into submission, and she may never understand how he did it.

Jesse has always been curious about bondage, and wanted to have her first experience with Kink.com. We don’t waste any time getting this slut tied up and giving her to Johnny to have his way with. She begins tied in a squatting position with her legs spread and her mouth readily available for Johnny’s cock. Following her initial inspection, Jesse is put in a brutal ankle suspension that folds her in half, and perfect for fucking. This is one of the most grueling suspensions, so fucking her like this was impressive to watch, even if it was brief. Jesse is then tied in a doggy position with her amazing ass in the air. Johnny goes balls deep and fucks her mercilessly as she cums uncontrollably. He adds a vibe to push Jesse over the edge, and then serves up even more cock to this thirsty little slut. Jesse is so overwhelmed, but the day isn’t over yet. She is tied on her back with her legs spread super wide, and Johnny dishes out one final session of fucking until she can no longer take it.

Jesse Pony has incredible sexual energy, so why not tie her up and fuck her with our machines. Another human would just get in the way and distract us from how hot Jesse is and how well she responds to being fucked harder than she’s ever been fucked before. She warms up with a vibe and then we get her bound and slide the first machine into her wet pussy. Her ankles are tied to her wrists, but she is allowed to move around in her chair as the machine pounds her slutty little hole. Next we put her in a very vulnerable position with her legs spread as wide as possible, but we have to cut it short since it was a lot for her to endure. We couldn’t help ourselves when we saw how flexible she was. We move on to the next position, Jesse on her back with one leg up. Her juicy pussy is fully exposed and ready to get fucked. The machine ramps up to top speed and Jesse cannot stop cumming. She writhes in the bondage, but can’t stop her pussy from orgasming over and over again. Jesse is still horny, so we do the only thing we know to do in this situation, and strap her to a sybian and make her cum harder than she’s ever cum before, sending our little Pony right over the edge.

This is not an update as such, but a reinstatement of the full-length version of this film that was missed when we updated the site last year. We hope you enjoy it!Rosie Ann finds herself in detention for the third time this term. As Jenna, with whom Rosie was caught fighting, has just found out, in the third detention, your knickers are taken down and your bottom is introduced to the tawse. Rosie is not looking forward to her fourth detention.

In walks this blond bombshell that looks like Marilyn Monroe, dressed in a red dress, bright red lipstick and a body to die for. We get her tied up as fast as possible to ensure that she doesn't escape. She is still new to all of this, so we ease her into it with her hands above her head in a classic position to match her look. Throughout the day we maintain this same feel with traditional bondage positions, yet increase the torment to a level that has this slut spitting and screaming. The orgasms are powerful that make her weak in the knees and keep her on the edge all day.

Jazmin begins on her back with her legs bound, and her arms tied behind her back. David enters and takes his time getting to know her and her body. After laying down the ground rules for the day, he puts her to work sucking cock. Next, she is in a doggy position with her hands pulled between her legs. David plays with her a little more before shoving his cook balls deep inside of her little pussy. The dungeon fills with her moans of pleasure, and screams of suffering as David has his way with her. He makes sure to feed her some pussy drenched cock before having enough of her, and wanting to move on. The third position is with Jazmin in a side suspension with her holes very accessible. This time he shoves his cock deep inside of her throat like he does with her pussy. He uses a vibe to push her over the edge as he relentlessly fucks her into non stop orgasms. The end of the day is upon us, and David still isn’t finished with Jazmin. She is on her back again with her arms tied to her legs, as she is solely used for her holes to please him until he is ready to blow his load all over her slutty body.

Jazlyn works as an elite escort, only giving her time to the people who can afford her. Tommy finds her profile online and applies to hire her for some dirty BDSM ass fucking. The process didn’t take long to approve him, especially with the amount of money he has to offer. Jazlyn shows up and they negotiate how the day is going to look for her. she knew he wanted some BDSM, but she had no idea how intense it would get. Tommy eases her into the whole process until he gets her bound. There’s no more Mr. Nice Guy now, and he buries his cock balls deep in her ass and throat. He could care less about her pussy, and spends the entire day dominating her mind and ass while she lay helpless in tight bondage.

Here sweet pain toy Jasmin is right before your excellencies. She is every time ready for any kind of torture. Today her poor soles will be beaten harshly. Dr. Lomp takes the riding crop in his hand and he will not stop torment until desperate girl is completely broken. Jasmin's perfectly smooth soles are totally exposed and helplessly cuffed. Pitiful slave, tightly restrained, is not able to do anything, except watching her soles are beaten like hell, and weeping in pain. You will love to witness Jasmin's unrested face all along the clip.

Jasmin is again as you know her, so obedient and keen to fulfill every orders. Dr. Lomp today will give her virginity back to her. Jasmin's sweet cunt will be closed with five needles stuck on her pussy lips. One important detail is that one electro plug will be put in poor pussy before it is pierced. Lomp knows that even Jasmin, a brave girl, can't endure such pain. So that her hands and legs will be restrained and her mouth will be gagged. Watch this cute pussy bleeding, while poor girl can't do anything except accepting heavy pain obediently.

Jasmin is again as you know her, so obedient and keen to fulfill every orders. Dr. Lomp today will give her virginity back to her. Jasmin's sweet cunt will be closed with five needles stuck on her pussy lips. One important detail is that one electro plug will be put in poor pussy before it is pierced. Lomp knows that even Jasmin, a brave girl, can't endure such pain. So that her hands and legs will be restrained and her mouth will be gagged. Watch this cute pussy bleeding, while poor girl can't do anything except accepting heavy pain obediently.