Latest 'Gimp' updates from Pornstar Scenes

Simone Sonay in 'The Training of a Domestic MILF, Day Three'

Simone Sonay - The Training of a Domestic MILF, Day Three

When Simone Sonay learns domestic service, she is MILF trained to take it in the ass

Mason Moore in 'This Is Not A Drill Its a DRILLDO'

Mason Moore - This Is Not A Drill Its a DRILLDO

Mason is a construction worker doing a job on Sarah's kitchen. Unfortunately, Sarah's a fussy little whore who's constantly changing her mind over what she wants. Finally, Mason decides she can't take it anymore and decides to put Sarah in her proper place - on her knees with her ass spread wide open for Mason's DILDO ON A DRILL!

Kortney Kane in 'Architect Sex'

Kortney Kane - Architect Sex

Kortney has been hard at work preparing the prototype for James Towers. When the time finally comes to show her client the results, she's less than thrilled to find out he doesn't like the idea. But it's ok, because James Deen has a few "ideas" that could make the project much better. Architecture has never been so sexy.

Amanda Tate in 'Training of Amanda Tate, Day Four'

Amanda Tate - Training of Amanda Tate, Day Four

Blond pussy slave earns her hard fuck on the final day of training.

Ana Foxxx in 'Severe Reverse Cowgirl Training Ana Foxxx, Day One'

Ana Foxxx - Severe Reverse Cowgirl Training Ana Foxxx, Day One

Ana Foxxx trained in severe reverse cowgirl fucking

Veronica Avluv in 'The Training of a Nympho Anal MILF, Day Three'

Veronica Avluv - The Training of a Nympho Anal MILF, Day Three

Gorgeous nympho anal MILF Veronica Avluv face fucked, brutal reverse cowgirl, bent over anal gape and begging for the come.

Angel Allwood in 'Training Anal Angel, Day Two'

Angel Allwood - Training Anal Angel, Day Two

Hardcore anal training, severe reverse cowgirl predicament fucking, painful stress positions, nipple torment, rough blowjobs

Ana Foxxx in 'Strict Discipline and Oral Training for Ana Foxxx, Day Two'

Ana Foxxx - Strict Discipline and Oral Training for Ana Foxxx, Day Two

Submissive good girl trainee Ana Foxxx submits her quivering exhausted body to the training program to earn hard dick in her hungry pussy


Savannah Fox in 'Training That Ass, Savannah Fox, Day Two'

Savannah Fox - Training That Ass, Savannah Fox, Day Two

Big booty Savannah Fox fucked int he ass, cattle prodded, brutal reverse cowgirl fucking and trained to suck dick

Holly Heart in 'Anal MILF Training Holly Heart Day 3'

Holly Heart - Anal MILF Training Holly Heart Day 3

Blonde anal MILF slave takes it in the ass and has her pussy tormented

India Summer in 'India Summer's Principles of Servitude, Day One'

India Summer - India Summer's Principles of Servitude, Day One

India Summer MILF of the Year is taken down, taught humility, earns training collar in brutal reverse cowgirl fucking and is rewarded with a cock in h

Veronica Avluv in 'The Training of a Nympho Anal MILF, Final Day'

Veronica Avluv - The Training of a Nympho Anal MILF, Final Day

Domestic Anal MILF slave training, hardcore ass fucking and pussy squirting, predicament bondage and blowjobs, Veronica Avluv

Ella Nova in 'Anal Fuck Training, Final Day'

Ella Nova - Anal Fuck Training, Final Day

Ella Nova's creamy white ass fucked by anonymous black cock, hardcore slave training, discipline, pussy stretching reverse cowgirl fucking

Savannah Fox in 'Training That Ass, Savannah Fox Day One'

Savannah Fox - Training That Ass, Savannah Fox Day One

Savannah Fox is made to exercise, trained in deep throat fucking, hardcore reverse cowgirl training, orgasm denial, cattle prod

Sophia Locke in 'Virgin Anal Fuck: Sophia's Graduation Day'

Sophia Locke - Virgin Anal Fuck: Sophia's Graduation Day

Anal Virgin First Time Anal Scene - Slave Training ass training, canes, corporal punishment and tight bondage

Zoey Monroe in 'Zoey's Assessment, Day One'

Zoey Monroe - Zoey's Assessment, Day One

Gorgeous blonde bombshell Zoey Monroe tested with tough endurance scenes, hard inverted face fucking, painful pussy pounding and invasive anal sex


Syren de Mer in 'Anal MILF Pussy Punishment and Double Anal'

Syren de Mer - Anal MILF Pussy Punishment and Double Anal

Anal MILF double anal, reverse cowgirl anal, hard discipline in stress positions

Veruca James in 'Speech Training Veruca James, Day Three'

Veruca James - Speech Training Veruca James, Day Three

Speech training, operant slave conditioning, heavy anal sex in bondage, electro sex, pussy fucking and whipping her perfect natural tits

Zoey Monroe in 'Zoey's Anal Review'

Zoey Monroe - Zoey's Anal Review

Beautiful all natural slave in training Zoey Monroe in tight bondage, squirting orgasms and hard anal slave training.

Dani Daniels in 'Cane Training Dani Daniels, Day Three'

Dani Daniels - Cane Training Dani Daniels, Day Three

All natural slave girl Dani Daniels trembles at the sight of a cane, but our conditioning techniques teach her to love the cane. Fear play, canes, gags, bondage, hard pussy fucking and real slave training are all included in this update.

Yhivi in 'The Trouble with Yhivi'

Yhivi - The Trouble with Yhivi

When a trainee tells me they do not have orgasms I am suspicious. This tells me there is a disconnect that just will not do in the arena of sexual servitude. I feel compelled to get to the bottom of things, and in Yhivi's case I happily strap her ass to an exam chair and splay that pussy wide open to discover just what this Trouble with Yhivi is all about.

Darling in 'Revenge of the Gimp - Payback's a Bitch!'

Darling - Revenge of the Gimp - Payback's a Bitch!

Sick of his bitchy new Domme's insults and attitude, this gimp gets loose and teaches her a lesson she'll never forget about what true submission really means. Bill takes Darling down and puts her through her paces with a brutal throat fucking, bone-wrenching bondage, and even figging (with ginger burning up her ass) while she's made to crawl to him over a painful path of rice and beg to be fucked. She has much more to prove to him in sexual service if she wants to earn her orgasm...and his cum.

Dani Daniels in 'Don't You Fucking Cry!'

Dani Daniels - Don't You Fucking Cry!

Dani Daniels faces just one rule on her final day of Training of O: Don't Cry. I spent three days training this fine piece of merchandise to take the cane like a Lady, and now it is time for her to make me look good. Don't disappoint me, Daniels.

Gabriella Paltrova in 'No Whining: Gabbriella Day Two'

Gabriella Paltrova - No Whining: Gabbriella Day Two

Whine: v. to complain in a feeble or petulant way.Some members think Gabbriella whines too much. I guess we spoil her a little. But today, whining is a punishable offense. We start her off with a fat ball gag in her little mouth and whip on her ass. You're welcome.Hard, sloppy face fucking turns her on so we deliver with one of the sloppiest blowjobs on the site. Gabbriella's face is completely pasted in drool. We let her wipe it off long enough to get her thighs spread for a massive vag and anal invasion that leaves Gabbie's gorgeous ass covered in hot come.


Sabrina Banks in 'Sabrina Banks: Assessment Day'

Sabrina Banks - Sabrina Banks: Assessment Day

Gorgeous all natural brunette Sabrina Banks enters the Curriculum hoping to learn if she has what it takes to serve sadistic dick in our dungeon. Rules, protocols, tight tit clamps, flogging and demanding discipline drive the little trainee to the limits of her abilities on this quest for the filthiest fuck possible.

Rilynn Rae in 'Assessing Rilynn Rae, Day One'

Rilynn Rae - Assessing Rilynn Rae, Day One

Rilynn enters the program with an agenda. She is a sexy as fuck lady with long lean legs, beautiful natural tits and a knockout face that just screams 'Fuck Me'. And she is smart enough to know right away what she needs to learn:The Curriculum Items - The Art of Welcoming Pain. She hates the pain of the clothes pins on her skin and nipples but she begs me to train her to take the pain and get off on it. - The Squat. She is weak. The squat is central to a strong slave and a strong squat is required for the deep, hard reverse cowgirl fucking we love to see on Training of O. Rilynn is challenged to undertake a program to improve her strength and performance in this area.Intense stress positions, hard corporal punishment, deep throat fucking, hard pussy fucking and intense slave training dominate this smoking hot update.

Kasey Warner in 'Slave Training Nineteen Year Old Kasey Warner, Day One'

Kasey Warner - Slave Training Nineteen Year Old Kasey Warner, Day One

Newcomer Kasey Warner is assessed in the dungeons of Kink.com and we learn the all natural nineteen year old slut needs allot of sensory overload to engage in a meaningful way with the dick. We bind her and beat her and fuck her hard till the target behaviors begin to emerge. We've planted a seed, let's see if it grows.

Gabriella Paltrova in 'Handling the Anal Slave, Day Three'

Gabriella Paltrova - Handling the Anal Slave, Day Three

Slave in training Gabriella Paltrova sleeps in a cage in the basement at night. Every night, a Handler will come to the slave quarters to use the trainee, remind them of their status. John Strong puts Gabbi's slave asshole to the test with hard anal fucking in tight bondage, sloppy blowjobs, tight pussy fucking and a good dose of discipline and humiliation.

Jodi Taylor in 'and the Slave Trainer'

Jodi Taylor - and the Slave Trainer

Training of O delivers the hottest, newest starlets into servitude with hard physical slave training - like you will see nowhere else. These beautiful damsels beg to suffer willingly for a chance to please, and they ravage hard cock as their reward for disciplined service.Fresh faced Jodi Taylor is subjected to harsh treatment so that we can see what this newcomer is made of. Strenuous bondage, corporal punishment and stern discipline guide the trainee through a curriculum in cock service that she will not soon forget.

Amarna Miller in 'Help Me Understand The Pain - Amarna Miller, Day One'

Amarna Miller - Help Me Understand The Pain - Amarna Miller, Day One

Gorgeous red-head submissive pain slut Amarna Miller wants to be tied up and flogged before you fuck her, but she does not understand why. Amarna learns the connection between her masochism and her pussy in this opening day of slave training.A devastating inverted blowjob covers the trainees face in spit and drool. Then a strict strappado fuck with hard nipple clamp play. Her tits bounce painfully as her pussy is rammed. A painful rope suspension tests the depth of her tolerance, and she is finished off with a rough sex scene that leaves her exhausted, delighted, and covered in come.

Sabrina Banks in 'Position of Punishment and Reward: 19 Year Old Sabrina Banks Day Two'

Sabrina Banks - Position of Punishment and Reward: 19 Year Old Sabrina Banks Day Two

All natural 19 year old pussy tied tight in rope bondage and made to fuck hard dick is what awaits Sabrina Banks today. She's a dirty fucking slave girl who cheats on her homework and needs to be punished for it. Sabrina Banks is put into a vicious suspended back bend. Between gags on hard dick and shattering hitachi orgasms, she sputters "This is my position of punishment and reward Sir!"As her tiny, submissive shaved pussy is ripped apart by huge dick, a painful clothespin zipper is ripped off her tits. Slave girl's pretty ball gagged face is splattered with hot jiz. Do you think Sabrina Banks learned her lesson today?

Cherie Deville in 'Slave Training a Big Tit Blonde Bombshell In Bondage, Day One'

Cherie Deville - Slave Training a Big Tit Blonde Bombshell In Bondage, Day One

Big Tit Blonde Bombshell Cherie Deville fucked in tight rope bondage and slave trained to submit to her Master