Latest updates featuring Jimmy Broadway

What else can boss Aubrey Kate do to her new slave, err, ?assistant? Jimmy Broadway? It?s time for fucking him in the ass, of course! Then Jimmy must suck her cock nice and clean, and get on his knees to worship her feet. Finally, Aubrey releases him for the day, with instructions to watch some porn and improve his cocksucking skills. Part 3 of 3

Jimmy Broadway was about to be fired but boss Aubrey Kate made him her personal assistant instead. But Jimmy soon finds he?s more of a slave whose main job is making sure Aubrey?s cock gets sucked to her liking. Aubrey also whacks him with a crop, gives him an over the knee spanking, and humiliates him by making him wear her bra on his head and crawl around on the floor, on a leash. She?s having fun as Jimmy comes to terms with the requirements of his new job.

Jimmy Broadway has been a terrible employee and tough boss Aubrey Kate is about to fire him. But when he begs to keep his insurance for his family, she proposes an alternative: he will take a pay cut and become her personal assistant, which involves taking care of her needs. All of them. Aubrey makes Jimmy strip naked and puts a leash on his neck and his cock. Then, she demands he lick her cock through her fishnet stockings, worship her ass, and give her a blowjob - and she?s just getting started! (Part 1 of 3)

Submissive Jimmy insists he?s been a good boy and has done all his chores but Mistress Aiden is dubious and gives him a spanking anyway, followed up by some intense hits with a big paddle. But her bitch boy has been somewhat good, so she rewards him with what he?s been waiting for all day ? the opportunity to suck on her big strap-on cock, and to get railed but good. Mistress Aiden slides her wet rod into his asshole; she starts slow, but quickly ramps up to speed on her sub, grinding her hips on his red ass and treating him like the whore he is!

Jimmy goes to the gym to confront his daughter?s bully, Lauren. Lauren is six feet tall and towers over him as she laughs and tells him he?s a wimp just like his daughter. She tells him to give her all his money and she will think about leaving his daughter alone, but when he gives her the money she tells him she?s still going to do whatever she wants. She orders Jimmy onto his knees and tells him to lick the dirt off her shoes. He soon finds himself with his tongue buried in her asshole. Lauren laughs at him and tells him his daughter is a better asslicker than him! HOT ASS WORSHIP, FOOT WORSHIP, FACESITTING, AND MORE !

Mr. Broadway is the CEO of a highly successful company. One of his competitors found out that he has a weakness for dominant women, so they hired Mistress Tiffany Watson to seduce him and ruin him. She made him fire all of the good people in his company and waste all the company?s money on silly things. He knows she is ruining him, but she is beautiful and he is weak? he just can?t help but obey. He was once a respected executive? now he is a humiliated bitch! HOT ASS WORSHIP, FOOT WORSHIP, FACESITTING, AND MORE!

What else can enemy spy Vanessa Vega do to convince prisoner Jimmy Broadway to reveal important government codes? Smacking him with a slapper turns his ass red but he?s still hanging in there. Next, Vanessa makes him get into a cage and takes a yardstick to his hands. Jimmy obeys and licks her boots when Vanessa demands that, but still isn?t giving up his secrets. Finally, she applies the most painful device in her arsenal: hand bondage which she can tighten around his wrist and fingers.

Now that she has blackmailed him and made her horny minister Jimmy her bitch, Jessica is back in Dominatrix gear, with toys in hand. First, she warms him up by making him suck on a dildo, then tests his pain tolerance by smacking the crap out of him with flogger, crop, and hand.

A minister contacts Jessica Ryan for a session, and he?s apparently confused about what kind of services she offers. Jessica laughs to herself as she sets up his appointment. When he gets there, she turns on her secret camera and welcomes him. She sucks his dick and fucks him in several positions ? father Jim thinks he?s having his best day ever! But when it comes time for him to cum, she ruins his orgasm and point out the camera, which has been recording all his sins. Jessica announces that he?s now her whore, unless he wants to wreck his career by having everybody see the footage. Father Jim reluctantly agrees (like he has a choice!) and Jessica takes her phone and goes off to change, warning him to not touch his cock. (Part 1 of 2)

Enemy spy Vanessa Vega has kidnapped the doctor and now is trying to get him to reveal important government codes. She has him hooded under a stark light. She begins by putting nipple clamps on him and pulling on them, then threatens to set him on fire and whacks him with a paddle. She pulls off his hood but replaces it with a gag and blindfold, then takes him to the cross. There, she punishes him with a cane and fly swatter, but the doctor is still unwilling to part with his secrets. Weights on his balls don?t do the trick either, so sadistic Vanessa combines pain and pleasure, bringing him to orgasm with a vibrator while hitting him with a dragon?s tongue. Will the doctor ever break?

Mistress Roxxie is still in a punishment mood after catching her submissives jerking off, so she gives them both a good spanking. But then, it?s time for her to have fun, so she takes turns fucking the boys and having them give her blowjobs to see who does the best job. Finally, she declares it a tie and lets both of them get in position so she can cum on their faces. (Part 2 of 2)

Submissives Marcelo and Jimmy Broadway are jerking off, which they?re not supposed to do. Of course, they?re caught by their hot Trans Mistress Roxxie Moth, so punishment is in order. First, she cuffs Jimmy to the cross and busts out a cane for their butts. Flogging and cropping are next to get them good and warmed up. Then it?s the Domme?s turn to be amused so the boys are assigned to giving her a blowjob and worshipping her feet. But Mistress Roxxie doesn?t think they?ve suffered enough, so she has them straddle the spanking bench, asses up and out, to get them ready for more spanking. (Part 1 of 2)

Now that he?s been caught fucking the maid, Miss Vixen Valentina intends to make her husband Jimmy Broadway her bitch. First, she humiliates him by making him put on a French maid?s outfit; then she and ex-maid/girlfriend Lily Lovecraft amuse themselves by giving him a thorough spanking and paddling. Then, Vixen sports a big dick, which makes Jimmy?s look extra small. She fucks Lily in several positions, demonstrating what it?s like to truly satisfy a woman. But they?re not done yet! Next, the ladies take turns fucking Jimmy?s ass while he sucks the other?s cock. Finally, they make him lie on the floor and use him as a footstool, their domination complete. (Part 2 of 2)

Hot but vicious Kitana Montana has caught her submissive Jimmy napping instead of catering to her needs, and she?s pissed off! The punishes him with a flogger and then makes him prove his devotion by kissing her ass and eating her pussy. After smacking him around some more, it?s time for heavy pegging in several positions. But she?s not done! Next comes fisting, which somewhat works but the strict Mistress insists there?s room for improvement. Finally, she declares that Jimmy is allowed to jerk off. Of course, Kitana insists he eats his cum?

Stepdad Jimmy is helping Kaiia Eve with her live cam show since her original partner bailed. Je thinks he?s done after fucking her but, no! Kaiia has all kinds of other ideas, including making him wear a hood, spanking him, pegging him with a long strap-on in several positions, and giving him a time limit to cum. Jimmy soldiers on, and the cam show is apparently a big success ? so big that Kaiia wants Jimmy to do it every week! (Part 2 of 2)

Kaiia Eve is upset because her cam partner bailed on her, and she wants to be able to pay her rent. Her open-minded stepdad Jimmy is sympathetic, and she has a new idea: Jimmy can pinch hit for her tonite. Jimmy is surprised, but also horny so he agrees. First, Kaiia explains how camming works, and then goes private for a live show that includes face sitting, pussy eating, a blowjob, and fucking in several positions. Jimmy thinks he?s done for the day, but Kaiia has other plans for him! (Part 1 of 2)

Sophia wanted to get fucked, and man, is she getting her wish. She gets railed in multiple positions by Dillon, has hapless husband Jimmy serves as a pillow and sometimes, cock sucker. Dillon even bests him at pussy eating! Finally, Sophia gets on her knees, ready to have Dillon shoot his load into her mouth. Then it?s back to the cage for Jimmy. (Part 2 of 2)

Sophia has her inadequate husband Jimmy in chastity since his cock isn?t big enough to satisfy her anyway. She does let him eat her pussy, but even that doesn?t do it, so she gets herself off in his face, sticks him in a cage, and goes off to find a hook-up who will make her happy. She comes back with Dillon, who?s a little confused about the whole cage thing, but going with it. Sophia compares dick size, declaring the guy with the bigger cock gets to fuck her. Dillon is winning even before getting hard, but Sophia makes sure by insisting Jimmy suck his dick. Her long-suffering hubby does a good job, and she takes her turn at a blowjob also. Dillon wins the dick-size contest, and that means it?s time for fucking. (Part 1 of 2)

Super sexy Hannah Hunt enters with her male slave Marcelo already assuming the proper position. Naked and ass up on the leather table. She lubes up his ass with her fingers first, then with her fists to get him ready for the giant strap-on cock that?s about to ram his ass. Marcelo loves the humiliation, pleasure, and pain her receives from his beautiful Mistress. The lingerie-clad goddess fucks him good and hard, enjoying every minute of it.Because Marcelo has been a good boy, Goddess has a surprise for him. She brings in Jimmy Broadway and gives Marcelo a chance to suck a real cock for a change. Marcelo is good and airtight as he slurps Jimmy?s cock while Goddess is railing his butt hole with her big strap-on.

Jimmy is annoyed with his messy stepdaughter Kat; as he?s returning items to her room, he notices her dirty panties and is soon jerking off sniffing them. Kat catches him in the act and proposes an idea ? he can sniff the real thing, and have other fun, if he stops bugging her about getting a job and cleaning up. Jimmy quickly agrees and enjoys face sitting, a blow job and fucking. But then, Kat announces she now has enough to blackmail him forever, so unless he wants mom to find out, he?s now her bitch. She demands he amuse her by putting on one of mom?s negligees and clean up her room. In the meantime, she dons a strap-on, makes him suck it and then fucks him in the ass but good.

Brat Domme Sarah Blake lures priest Jimmy to the basement, where she tests his vow of chastity. She?s altered her school uniform for maximum hotness, and rubs up against him; when she pulls down his pants and starts jerking him off, he can no longer resist. When she starts grinding on him, he doesn?t stop her. When he cuts, she makes him a deal ? he can either eat his cum and make a new vow to serve her, or she?s going to tell the congregation. He picks Option 1. In part 2, she takes him out of his cage, strips him, and puts him on the cross. She tells him he has sinned and needs to be punished. She gives his back a thorough flogging and scrapes his flesh with the Devil?s Claw. She paddles his ass until he begs for mercy ? and then, just moves the paddling from his ass to his back. After she crops and spanks him, he kneels before his new Goddess and kisses her hand.

Jimmy is scrolling through a cam site, looking for a hot girl to jerk off to, when he comes upon ? his stepdaughter Aspen, performing from her bedroom in his house! He confronts her, but they realize they?ll be in trouble if mom finds out they were both involved with a cam site, so they vow not to say anything. But, Aspen still needs to make money, and Jimmy is still horny, so they make another deal. She gives him a special in-person live show, masturbating with a vibrator. Then things get more interactive, with Aspen giving him a blow job and Jimmy eating her pussy. Finally, they fuck in several positions and he cums on her tits. Then it?s time to pay up and clean up before mom gets home.

None-too-bright and horny Jimmy is watching TV with his stepdaughter Celeste when he lets his hand wander to her pussy. And then he gets a thorough lesson on why you shouldn?t grope your stepdaughter. She threatens to tell Mom and then makes him strip, stuns his dick with a zapper she conveniently has in her purse, makes him worship her feet, and endure some ball-busting. Then, to his surprise, she offers to fuck him, claiming she was just mad he didn?t ask first. Celeste gives him a blowjob, and then they fuck in several positions. But she?s not done yet. She shows up with a big strap-on, makes him suck it, then rails his ass but good, with some squirting for good measure.

Transgender Mistress Chloe orders her slave, Jimmy Broadway, into her chambers to please her. She starts with some boot licking, making her pet cover every inch of her black leather boots with his tongue. He does a good job, so now he gets to suck her cock. She gags him with her rigid rod then makes him lick her swollen balls. As he sucks more vigorously Chloe encourages him with strokes from her crop on his ass. Slave Jimmy Broadway is subjected to a flogger and riding crop applied to his butt and cock and nips. He is commanded to masturbate to a full erection while enduring excruciating nipple torment. And then Jimmy will have the honor of pleasuring the Mistress! Miss Chloe demands worshipful ass eating ? and then he gets to fuck her, but not with his own cock. Chloe prefers a big strap-on!

Submissive Jimmy was supposed to do the dishes before his Mistress got home, but he screwed up, so now he?s getting flogged. But that?s not nearly enough punishment, so Delirious Hunter encases his cock and balls in a chastity device, makes him bend over, and whacks his balls with a dragon?s tongue. Then, Mistress Hunter adds clothespins to Jimmy?s balls and nipples, then torments him with a Wartenberg pinwheel and crop. Finally, she makes him jerk off onto a plate, pours his jizz over her pretty feet, and makes him lick them clean. He?ll never forget to do the dishes again!

Slave Jimmy has been explicitly forbidden to jerk off by his Goddess Alexandra Snow. But of course, he?s a horny guy and screws up. And gets caught. Goddess Snow is justifiably pissed and shows her displeasure with a hard round of flogging, paddling, and spanking. To further humiliate her misbehaving submissive, she makes. He wears his cum stained underpants on his head while she makes him such her big strap-on and then rails his ass but good. Has he learned his lesson? Probably not?

Mistress Aiden shows off her vicious nature and her Domme skills, tormenting slave Jimmy with all kinds of nefarious instruments. First, she warms him up with a flogger and a crop, then applies double nipple clamps. Then, it?s time to torment Jimmy?s cock and balls with a parachute and ? a 5 pound barbell? Will he be able to take it? Will he be able to take it while Mistress zaps his groin with a violet wand? And because his dick hasn?t suffered enough, she follows up with sounding. Finally, Jimmy submits to a rope and clothespins zipper that extends from armpits to crotch.

Having two Dommes slamming strap on dicks into you at both ends is already intense ? but Mistresses Aiden Starr and Sarah Blake up the ante with electrified cocks. But Slave Jimmy seems agreeable to having all his holes stuffed by the two relentless Dommes; not that he has much of a choice!

Sister Barbary steps into the confession booth eager to unburden herself with the guilt she feels for having all of these erotic fantasies about her fellow clergy. She confesses in great detail! But she stops when she realizes the priest is actually jerking off while listening to her. She confronts him by pulling him out of his booth, and decides to punish and humiliate him. First the Sister decides to secure his manhood in a chastity cage, so that despite his desire to do so, he will be painfully unable to get an erection. Then she begins his torment and humiliation as he is, bare-assed over her knee, where she spanks his bottom raw?even implementing the Holy Book to assist as a weapon. But now, she finds herself all worked up, so she proceeds to strip for the eager Priest. She then pulls out the vibrating wand that she had confessed about and begins to use it on herself while the frustrated Priest looks on unable to engage. Finally, she decides he?s suffered enough and encourages him to masturbate with her, making sure that he only cums on the Holy Book.

Mistresses An Li, Quinn Helix and Tangent are hanging out at their favorite bar, just chatting on a quiet night when Jimmy Broadway stumbles in. Jimmy is the perfect cure for their boredom, just not in the way he thinks. Before he knows it, they?ve got him stripped down on a bench with Mistress An Li?s beautiful ass hovering over his face. He thinks he?s going to get lucky until they pull down his underwear and start making fun of his pathetic little wiener. The ladies flick it, poke it and squeeze it, and when they get sick of his whining and whimpering An Li drops her cheeks onto his face to shut him up! They secure a leather strap around his balls and An gives it a good tug as Tangent takes her turn on his face. Tangent tugs on the leather strap around his balls a An Li fixes clover clamps to his nipples. Tangent and Quinn rake his stomach and cock with a pair of garden weasels. Then, they grease him up with lube and stick a penis pump on him. His cock has never been this big! Tangent strokes the tube of the pump, rubbing it between her beautiful tits. Jimmy is so close to pleasure, but he cant feel it, just the pain of the pump. Jimmy begs for release between moans of agony, and when he finally gets it the ladies start slapping his pathetic penis. Quinn decides to show him what a real cock looks like, jamming a strap-on into his mouth. Tangent locks his little worm in a chastity cage and then An Li takes her turn fucking his face with her strap-on. Mistress Tangent breaks out the magic wand, and as he jerks off Quinn and An Li?s dildos she vibes his caged cock to climax!

Mistress Mona Wales has Jimmy Broadway up on her table, ready for inspection. She pulls his head to the edge and teases his mouth with her big strap-on cock before fucking his face with it. Finally she sticks it in his mouth and has him show what a good little cock-sucker he is. After her cock has been deep down Jimmys throat she flips him over and starts exploring his back hole. First one finger, then two, she works his hole and his prostate, making him beg for more fingers, beg to stretch him as wide as she can. Mona switches from her fingers to a blue glass toy, sliding it in and out of Jimmy?s now-gaping butthole, all to get him ready for the 9-inch cock strapped to her hips. She has him stroke his cock as she slides the toy in and out, which he obviously enjoys. Faster, harder and deeper she works his little fuck-hole. She replaces the glass with her fingers, massaging his prostate until he almost cums, then she bends him over the table and works her nine-inch dildo into his waiting hole. Jimmy loves to get fucked by a beautiful woman, nice and deep. She pulls out and rubs some of the ass-lube on his cock, then gets back to fucking his ass as she strokes him to the edge. She compares his tiny wiener to her massive strap-on, then dribbles some lube on his ass and fucks him nice and slow. Then Mona fucks Jimmy so hard she makes herself cum, but poor Jimmy will have to wait until next time!

Hadley is sunbathing in the backyard ? and catches her stepdad jerking off while watching her. He expects her to be pissed but she has a surprise for him: she says his peeping turned her on and proceeds to suck his cock and fuck him in several positions. Stepdad Jimmy is thoroughly enjoying this turn of events, but there?s part 2 of the surprise. Hadley announces that she owns him now, and he?s her bitch unless he wants her to tell everyone he fucked his stepdaughter. She then amuses herself by spanking him, getting him done with blindfold and nipple clamps, and making him suck her strap-on dick. Finally, she pegs his ass hard as Jimmy realizes this humiliation will be a regular part of his life now.