Latest updates featuring Bailey

Dear diary, today I went for a workout, little did I know it would be a harder and hotter one then usual. Basically, two hot guys were having a private training session, I was aching to be a part of! All I want these two studs, Kair Bailey and Coach Cardher, to do is fulfill my most nasty fantasies, use me and shoot a hot batch of cum all over my face! I think I?ll dream that they are both here with me now, and play with myself! OMG dream fantasies do cum true, both of these guys are here with me now? what just happened? OMG there is cum all over my face! Wait, what?

It's time for another hot hardcore scene! Hey all, Sully Savage here, that's right Kai Bailey, tell me what to do, lead me onto the bed with this chain wrapped around my mother fucking neck! I'll suck your cock till it nearly cums off! I love that big hard fucking cock, deep down my dirty, wet throat! I'll suck it like the freak I am! Fuck my face while you stand up, then I'll suck your cock while you're laying down. Then slap my face and fuck me good and hard! In the end, shoot a massive load of filthy, creamy cum all over my fucking face!

The slutty Carmen Rose and dark haired beauty Bailey take waitressing to another level as they service two of their customers. These lucky men get to stuff both girls wet juicy holes in this anal pounding scene!!

Bailey is sick and tired of being the preachers daughter. She's been made to be a goody two shoes her entire life and shes over it. She knows of a sinner that lives across the way, which her father has told her to never speak to. She decides to go over, but he's not the most welcoming. She barges her way into the house and explains to this sick guy her desires. He wastes no time ripping her clothes off and pushing her against the wall. He shoves his huge cock down her throat and with that first taste Bailey has officially joined the dark side. After realizing a higher power cant help her once she was booty slapped with a bible, Bailey's narrow little pussy got reamed harder than anything she has ever felt before. This was now the life for her. Once her face got cummed on, that sick fuck told Bailey to go back to church and ask for forgiveness, but she ended up just posting on the street corner trying to find the next guy willing to demoralize her. Keep your eyes open, gentlemen.

Bailey and Frank Gun are making the most of their fuck-chair in their hardcore ass-licking, fingering sucking and fucking action. The horny babe happily offers her asshole and pussy to be licked as she enjoys sucking on Frank's Cock. After mutual licking and sucking Bailey invites Frank to fuck her ass good and hard. She rewards his effort by sucking him till he floods her pretty face and sexy small tits with jism. Bailey washes Frank's face clean with a hot stream of her piss Bailey is pissing in the greedy mouth of Frank who is also licking her excited pink pussy! See their kinky encounter as they get totally nasty for your pleasure.

Bill Bailey has a suitcase full of cash and an FBI man hot on his trail. He enters the first house he sees to lay low and catches the beautiful and naked Demi Sutra by surprise. Demi screams as she catches sight of Bill and they struggle. Bill overpowers Demi, slaps her face, ties her up and gags her. Once she's all tied up, Bill has a moment to appreciate her lithe petite frame. He feels up her tits and pussy as she struggles in bondage, unable to escape her captor. Bill flogs Demi before putting nipple clamps on her tits and teasing her with a vibrator on her juicy cunt. Demi screams in pleasure. She doesn't know why, but this predicament has her all hot. She grinds down on the vibe trying to cum, but Bill has other plans. Demi isn't allowed to cum unless she's begging for his cock. Soon Demi is begging Bill to sick his cock in her mouth and her wish is granted. Bill inspects her mouth and spits in it, before sliding his hard cock in. He fucks her face and stuffs his whole package -- balls included -- into her pretty little mouth. Next, he ties her over a bed with her legs spread and takes a good luck at her pink pussy. Demi squirms as Bill flogs her and crops her ass. He puts close pins on her vulva and watches Demi wiggle in pain. Demi doesn't know if it's the pain or loss of control but she wants more. She begs Bill to give her more and fuck her cunt. Bill pushes his hard cock into her tight cunt, stretching it open and gives her a good hard pounding. He ties her on her back with her legs open and continues fucking her hole as Demi screams in pleasure, begging him to keep fucking her. She cums over and over with Bill in her cunt before Bill jerks off all over her sweet pussy.

The mob has taken hostage somebody very near and dear to Bill Bailey. They'll let her go if Bill gets Lauren Phillips to sign her company over to them. Bill pays a visit to Lauren at her office to tell her to sign all of the papers but she refuses and tells Bill to,"maker her". Bill grabs her by the hair and unzips her top, making her big tits spill out of her shirt. He lifts her matching skirt and slaps her ass hard, just before dragging her naked into another room. Bill has Lauren get on her knees and he wraps rope around her wrists, neck, and ankles, and ties them all to a leather ottoman. He flogs her tits, legs, and stomach and tells her again to sign the papers but she spits in his face. He pulls out his cock and rubs it all over her face and then shoves it in her mouth and fucks it. Bill applies clamps to each of Lauren's nipples and she screams in pain. He chokes her with one hand and with the other, he vibes her pussy with an Hitachi pressed against her clit. Next Bill puts Lauren in a leather dog collar and attaches a leash to it. He makes her crawl around like a dog telling her to sit, speak, lay down, and beg. Bill then takes a big glass butt-plug and shoves it in Lauren's ass to get it stretched and ready for his fat cock. He shoves his cock in her ass and pounds it deep and hard while he flogs her back. He flips her over onto her back and ties her securely to the furniture with her legs spread wide open. He crops and flogs her body before getting back in her ass for some more anal fucking and blows a big load down her throat.

Today I am in this awesome fucking set. And I am horning as fucking hell. I have a fag I'm smoking and I'm wearing a hot leather outfit. But what I really need right now is a big hard cock. Seeing I usually get what I want, guess what! Here he comes and he is hot as hell. He is a total stranger but I don't care cause he is going to lick my hot pussy, gag me with his long cock and fuck me till I'm almost blind! Watch the end cum shot it is awesome! He really drilled the fuck out of me! I'm sure you all will download this one and jerk off to it for weeks and weeks!

James Mogul and Bill Bailey double-down on training the beautiful pain slut Stella Cox to not be afraid and to keep bouncing those big natural titties. Bill Bailey sends his fat cock balls deep into Stella's pussy and ass and even further down her throat, all while getting flogged and zapped with electricity. Stella is in her element and takes all that they can give like a good whore.

Beautiful Sydney Cole submits to her trainer Bill Bailey. Hardcore sex, bondage, gags, stress potions and BDSM

Syren de Mer and Bill Bailey fall into a twisted relationship of power and submission. The two of them have a criminal enterprise going where the payoff will set them both up for life. However, Syren has a different plan. When the slutty gangster moll double crosses Bill and hides out at her step-daughter's apartment, Bill tracks the two of them down and gets his revenge. Katy Kiss is beautiful and brilliant as Syren's adorable step-daughter who has to pay the price for her Mom's betrayal.Katy is made to please Bill's dick as Syren is bound and gagged, helplessly watching her innocent step-daughter mauled and molested by her criminal boss. When he is done with Katy, Bill pushes his hard cock deep into Syren's big round ass and her face into Katy's tight, puckering pussy. Bill makes the women do bad things to each other, and he makes them both very sorry they ever tried to fuck him over.

Bill Bailey puts Kira Noir to the task of fucking herself. In the ass. With her own fist! Bailey warms the slave girl up with a hard, sloppy face fucking in tight rope bondage. Then it's face down, ass up for some doggie pounding, ass stretching, anal slave training! Kira get's Bills big dick in all her holes by the time she is on her back with her thighs tied open, begging for Bill's come! Kira is smokin` hot in this filthy film about stretching anal limits.

In this fantastical fuckfest Christie Stevens asks fertility goddess, Maitresse Madeline, to bless her with the knowledge of true destiny. In exchange, Christie offers up her most valuable possessions: beautiful D-cup tits and a perfect pink pussy! Goddess Madeline acquiesces and bestows 4 hard cocks upon this horny, willing devotee. Watch as Christie worships their cocks with sloppy blowjobs, hard vag fucking, tight bondage, FISTING, DP, ANAL and MORE.

Angel Allwood is the Bionic Woman!! After a tragic accident Angel is taken by the government, rebuilt and rehabilitated into a super powered killing machine. She has the strength to crush metal with her bare hands but in a strange twist of events she also has the ability to fuck harder & stronger than any other woman alive! On her next mission instead of busting a group of five men in an anti government militia she taunts them to gangbang her and put her bionic abilities to the test! Includes double penetration, pussy fisting, DVP and a cum covered bionic bitch!

Violet Monroe's fantasy of being ganged up on, taken down and pounded comes true in this unspeakably high-energy aggro-fuck that never lets up. It's nonstop fucking and sucking as she's filled in every hole with relentless and ravenous cock, and finally rained on by showers of hot cum. Be careful what you wish for, Violet...you WILL get it.

When big tit blonde Lexi Lowe is taken hostage by Bill Bailey, she finds herself submitting her anal treasures to the big dick thief. Lexi's fine ass takes a brutal pounding and her big beautiful tits tantalize and bounce with every thrust as Bill takes full advantage of his helpless anal hostage.

Rachel Madori is one badass biker babe. She poors drinks in a biker bar every night for the same guys, and one night she decides to get them all out in the back and demand they satisfy her cock cravings. She bends over her own motorcycle to get fucked in all her holes. Chain bondage, choking, spitting, double penetration, double vag, and double anal make this hot babe happy. She finishes by begging for a very special bukkake!! This girl is AMAZING!!!

JoJo Kiss is a brand new, eighteen year old beauty that comes to Training of O to learn more about BDSM and sex. JoJo begs to come while nipple clamps pull on her tightly tied all natural tits, and her sadistic slave trainers teachers her the Rules.When Bill Bailey begins to work her tight little pussy, JoJo struggles to open up enough to let him in but Bill is persistent, and soon enough he is pounding her tight pussy into convulsive, kinky orgasms that JoJo Kiss will not soon forget.

You know what they say, when you give a mouse a cookie... Well, when Miss Marica Hase gives her eager Japanese students a few dirty words to pick up women, all of a sudden she's fantasizing about shoving all five of their thick cocks into as many of her holes as possible, as much as possible, and in as fucking filthy a way as her adorable face and deliciously supple body can take! And really, there's no one that does it better than Marica. She takes DOUBLE ANAL, DOUBLE VAG, and DOUBLE PENETRATION, writhing and moaning in unforgivable metal bondage, begging to cum again and again, covered in spit, and trying to shove three cocks in her mouth at once like the hungry little slut that she is. Ultimately, she gets what she deserves, gobbling up all five of their filthy loads with a smile on her face before waking up from the dream in her classroom, ready to teach her next group of students a lesson in how to do the best fucking gangbang you've ever seen....

When beautiful brunette Chanel Preston meets Bill Bailey on a blind date, Bill introduces Chanel to a world of dominance, submission, bondage and rough anal sex.This update includes: bondage, gags, nipple clamps, ball gags, anal toys, gaping asshole, drooling blowjobs, bound orgasms and sexual humiliation.

Slutty masochist Abella Danger is a perfect slave, but can she graduate to tutoring another piece of hot slave fuck meat? The Butler finds her misusing the new girl as she cleans the lounge. Zoe has not even been taught the rules, let alone given a task aside from lapping at Abella's asshole. Cruel metal nipple clamps and weight are applied to Abella to teach her a lesson in humility as Bill ties up the new slave trainee and shows Abella how to properly use a new girl. filling her hot mouth with cock, fucking her tight pussy, and stimulating her clit as she has the rules pounded into her, and electro zapper on hand if she can't recite them. Abella is given a punishment orgasm, walking backwards to pull the tight metal clamps off her swollen nipples. Second scene, Zoe is on her own as Abella has her head locked under a table and her ass tied open wide. Zoe must stand and take a deep pounding in her pink cunt while learning to plead for her and Abella's pleasure with composure. Gracefully begging into Abella's asshole, Zoes earns them both reward orgasms from the vibrators latched to both their clits with tight rope bondage. Abella, having done a wonderful job with Zoe, is fed torment and rough anal fucking in bondage for the rest of her service. The look on fresh girl Zoe's face is priceless and she soothes Abella's cunt with her tongue and rips clamps on Abella's insane breast zipper. Both girls get rough reverse cowgirl fucks and a hot cum on their lovely faces for a job well done.

Abella Danger loves hardcore BDSM and rough anal sex, and is more than happy to give it up to Bill Bailey in the dungeons of Kink.com. Abella shows off her beautiful tits and ass in a skin tight latex hobble skirt and leather bondage. She begs for the whip, gags and nipple clamps, and eagerly chokes down Bill's hefty cock. When her pussy is clamped shut and her asshole fucked hard in tight bondage, Abella's orgasms send her into deep anal submission.

Two pieces of fine slave flesh are up for consideration. On hand we have busty blond powerhouse dominatrix Aiden Star to run these sluts through the ringer and decide who should join the sex slave stock for good. The swinger party is packed with gorgeous women playing with their dominants and submissives. Meanwhile good girl Charlotte Cross and nymphomaniac Nikki Knightly are tied tightly to a post and made to choke on cock and lick ass while interrogated. Once Aiden has the answers she is looking for both slaves are made to cum for the crowd's amusement.Second trial of the evening finds the ladies tied with their legs back and hands latched down to a box in tight rope bondage. Unable to get away, they are punished and fucked in turn with hard cocks, vibrators, electrical shockers, and a pile of canes. Both ladies beg for punishment and pleasure until the whole scene devolves into a fuck pile with Aiden cumming on top. So far both slave wannabes are neck in neck, so The Upper Floor classic is deployed: The Tray Test. Both slaves are handed their object of desire, a slave collar, and told to the hold the trays until one of them must drop it from physical exhaustion. To make the game more fun vibrators are attached to both their dripping wet pussies, and they are made to cum uncontrollably for the laughing audience. Both ladies quiver in agony, pushing their athletic abilities and self control until one drops. Once the new slave girl had won her collar she is rewarded with a rough fucking with a hard cock while the loser gets strap on plowed and has Aiden sit on her loser face. The night ends with fisting, squirting, and lot of hot cum swapped. Well done ladies.

Kira is sick of the guys at the record store ignoring her. She finds an old book of magic spells, and casts a spell on all of them. Her spell works so well, they are compelled to tie her up and fuck her until she's satisfied. It takes a lot to satisfy Kira Noir. She sucks cock like she is starving for it, and her holes demand to be filled. Severe bondage, double penetration, anal gaping, and suffering orgasms, cum eating and a cream pie are what this beautiful witch demands.

Babysitter Mia Li is having a party to watch the big football game and neglecting her babysitting duties. Five dads decide to show up at her house and demand she pay them some attention. Mia gives them everything they want and more in this special football fantasy update. Blow bang, belt bondage, anal, double penetration, wet hot orgasms, cum eating, a perfect ass and big tits!!!

Mrs. S's son is still in therapy from the last time she gang banged his friends. Mrs S's claims she's changed her ways but when the smell of her sweet cherry pies baking summons the boys back she can't control herself and soon finds herself double stuffed! Hot MILF gangbang sex, double penetration, fisting, cum straight in her eyes and nasty cream pies are all included!

When slutty club chick Alena Croft is taken captive by a brooding sociopath, she is kept in his basement as a plaything for when he is bored. Until one day when she tries to escape, she gets lost in the cavernous basement and realizes that there is no way out.The update includes hard anal sex, bondage, dominance and submission, erotic captivity and big fake tits.

Mandy Muse is selling her new lube on an infomercial. She stands behind the product so much she has 5 guys gangbang her air tight to prove what a fucking gangbang whore you can be if you just purchase her product!

Veruca James and Amarna Miller dutifully clean the lounge after the Halloween Party, vulnerable naked flesh pinched and spanked by the lecherous Butler, but when one of the slaves finally break a glass nobody knows whose perky tits to punish. There is no clear senior slave, but The House calls for hierarchy and these two hot slave girls are to be bound tightly and made to submit their perfect holes for inspection and fucking. First Amarna is put in charge of Veruca as she begs for her asshole to be filled with cock using the proper house decorum. Stuffed with dick she cries for orgasms while Armarna cleans up the mess with her mouth. Next Veruca is put in charge of Amarna's curious gaze, righting her eyeline with a strict cattle prodding while the Butler fucks her perfect body in a tight suspension. But when it finally comes down to it, the slave that will offer all her holes for all its uses will truly be the senior, and hungry slut Veruca takes the cake and the cock, using Armarna's pussy to catch a hot load of cum.

In the distant future, Daisy Ducati finds herself alone in a desolate land and seemingly the last living human on earth. She spends years trying to raise the dead to repopulate, despite the possible consequences. The beasts rise and Daisy finds herself in a gangbang of the sex crazed and undead. Hard fucking, double penetration, deep fisting and Daisy's very first cream pie! Happy Halloween!

Carter Cruise gets her big chance at modeling when she applies at Madeline Marlowe's agency and a lucky last minute cancelation sends Carter to an exotic castle for more than modeling. She soon finds herself a virgin recruit for a sexual sacrifice to a warlock coven! The warlocks are gluttonous and need to be fed a pure piece of flesh. They dig deep into Carter with their rock hard meat swords while she's tied in tight bondage. They stretch her young cunt and puckered asshole. Carter turns insatiable and can't get enough cock! Her sweaty cunt opens wide and they dive their dicks deep inside doubling the stretch with two cocks to her maximum capacity then cover her in loads of sticky white cum. Happy Halloween!

Karmen Karma is a busty slut slave, fit and ready to serve a crowd of sadistic BDSM lifestylers. Wiley MILF bombshell Simone Sonay is on hand to teach her how to keep the cocks hard, the silver trays straight, and the crowd laughing. Karmen had her fresh pussy fucked on the table, her clit tormented by the sybian, and finally her perfect asshole railed by a horny Butler. Both gorgeous slave girls come out on top, but only because they are bouncing on cock in rope bondage, begging for more. Plenty of electrical punishment, predicament, and rough sex.