Victoria Voxxx: Bound, Beaten, and Thoroughly Fucked by Tommy Pistol - Tommy Pistol, Victoria Voxxx 2020 (1280x720 HD)

Completely naked, Victoria Voxxx stands with one leg on the ground and the other frog-tied with rope, fastened above her. Drool pours from the ball-gag in her mouth as she waits for Tommy Pistol to have his way with her, inside and out. Without saying a word Tommy creeps up from behind. He slaps her body from top to bottom. He grabs and pulls at her skin. Covered in pink hand prints, Victoria laughs through the ball gag, enjoying every second of it. Tommy gets out his leather crop and hits Victoria’s tits with one hand while the other hand finger-fucks her pussy until she’s begging to cum. Tommy shoves his hand down her throat to borrow some spit to use on her ass. He whips out his hard cock and makes her lick the tip of it while he stuffs his fingers in her ass. Once his cock is covered in her spit, he bends her over and fucks her pussy deep and hard. In the next scene, Victoria is in a full suspension on her side with one leg up, held tight in rope bondage. Tommy crops the bottoms of her feet. He pulls on her clit and hits it too with the crop, and she screams and then laughs. Tommy lubes up his gloved hand and fists Victoria’s pussy. After she cums from getting fist-fucked, Tommy fucks her pussy some more with his hard cock. He shoves his dick in her mouth and then into her ass and fucks it hard. Next we find the lovely Victoria Voxxx bound with metal shackles to a wooden box with her ass in the air, and her arms awkwardly stuck between her legs. Tommy wastes no time and shoves his cock in her pussy, grabs two hand-fulls of ass, and fucks her hard. He moves her to a mattress on the floor and ties her up again with her hands behind her back, prone. He fucks her pussy and ass some more in a camel clutch hold. Victoria sucks and bites Tommy’s cock and he shoots his load across her face.
The Training Of O - Tommy Pistol, Bobbi Dylan, Kimber Woods 2020 (1280x720 HD)

Tommy Pistol anxiously sits in his leather chair, picks up the phone and orders two submissive sluts. Moments later a slight jingle of chains gets louder as James Mogul, holding two leashes, slowly approaches walking two hot submissive brunette sluts on all fours, Kimber Woods and Bobbi Dylan. Mogul has Bobbi and Kimber get on their knees in front of Tommy and commands them to rub each other’s pussies. James give them both matching nipple clamps and flog them as they try to make the other cum. The two then are told to get back on their hands and knees and James grabs Kimber’s head and burry’s it in Bobbi’s ass. Tommy claps his hands twice and the two come crawling over to his hard cock. Bobbi and Kimber work together worshiping Tommy’s cock as James Mogul sticks a thumb up each of their pussies and smashes vibrators against their clits. The two scream muffled screams of ecstasy while they cum with ones mouth stuffed with cock and the other balls. Later we find Bobbi Dylan with her legs bound with rope spread eagle, her small natural breasts bound, suspended, swinging next to Kimber Woods in a predicament of very her own, suspended on her side by her tits and one foot. Tommy Pistol pounds Kimber’s pussy and ass then moves over and fucks Bobbi’s pussy while James flogs. After the two get fucked senseless in a double suspension, they’re taken down and Bobbi gets placed on a trunk with her arms bound behind her back and one foot tied straight in the air. Kimber woods crawls on all fours to Bobbi’s pussy and furiously licks while Tommy fucks Kimber’s ass. Bobbi and Kimber switch places and Tommy presses Bobbi’s face against Kimber’s pussy giving him three holes to fuck.
The Training Of O - Tommy Pistol, Melissa Moore 2020 (1280x720 HD)

Welcome the stunning Melissa Moore for her first submission to The Training of O. This natural busty brunette is extraordinarily obedient and has a cock hungry dripping pussy and mouth. This slave desires a painful pleasure and is ready for her lessons. Tied up in tight rope bondage, her perfect huge natural tits are begging for attention. This slut loves nipple torment and screams from the pain of nipple clamps and clothespins. Her long legs in black lacey stockings expose her beautiful feet in high heels. Those strong beautiful legs are able to endure a full session in a stressful squatting rope bondage position. To start her lessons she is gagged with a black ball gag to muffle her screams. Her hairy pussy is shocked with the electric zapper, before being flogged and caned. This slave can endure a serious corporal punishment with a smile and wide open eyes. Finally this cock hungry slut is given permission to do what she does best. Swallow dick. She takes a huge cock down her throat over and over again. Covered is sloppy spit, this slut never looks down and keeps going back for more. Those are truly dick suck lips. Next she gets on top to show how much she can ride a dick. Deep hard fucking brings her to screaming orgasms over and over again. Finally hands firm around her throat she discovers her biggest orgasms ever from choking. The next position fins Melissa tied up tight with her asshole up and spread wide open. She has a hard lesson learning the screaming difference between stingy pain and thuddy pain. Her pussy is worked hard to a bright pink and learns that all pink pussies need cock! Finally tied up with her legs spread wide open and ready for a deep hard pounding. This slut takes a face full of cum to finish her training off.
The Training Of O - Tommy Pistol, Richelle Ryan 2020 (1280x720 HD)

Not every wanton whore can become an “O”. Every so often an ass comes along that lacks the true discipline required to become an “O” but is so eager to gyrate and please that it melts the icy hearts of our handlers.. Case and point: Richelle Ryan. What she lacked in BDSM knowledge she made up for with a ceaseless, dogged determination to jiggle and twerk her perfect milf ass all day long. Her squeaky innocent voice didn’t fool James and Tommy for one second. They both knew right away that this whore was a cock-gobbling, sex kitten that only wants more and more satisfaction. James puts her to work and gives her two tasks to learn throughout the course of the day. The first is to say please and thank you. The second -and my god did she ever take this commandment to heart- was to jiggle her ass and tits at all times. First she was tied in place standing upright and was shocked repeatedly with and electric zapper to get her engines moving. She learned to the balance of power and was able to quickly understand that what is good for Dom’s is what is good for her. A crotch rope split her ass and pussy in two creating a harness for Tommy to grab so he could help her ass bounce. Once she was warmed up they threw her to the ground and shoved Tommy’s massive cock down her throat. She gagged and drool oozed all over her tits and face. As soon as she could catch her breath, the cock would cram down her throat, making her whimpers of gratitude barely audible. But that only made her hungry for more. Her heavenly booty was then put on display so Tommy could fuck her tight pink pussy from behind. Crouched in a doggie position her firm and perfect ass gyrated as Tommy pounded her behind. Pleased with her gratitude and her commitment to shaking her ass, she was then allowed to lie on her back and take Tommy’s dick as deep and hard as possible. She came over and over and just when her multiple orgasms couldn’t possibly continue, Tommy blows a giant wad of cum all over precious tits. Breathless and sweating, she keeps bouncing and thanking her masters for their generosity. Richelle Ryan shakes her ass and tits all day long while restrained in rope bondage and fucked by a massive cock!!
Hard Torture in BDSM Porn - Gina Valentina, Tommy Pistol, Alana Cruise 2020 (1280x720 HD)

Raven haired Gina Valentina and boyfriend Tommy Pistol are in love and are going away for the weekend but first they have to stop to give Tommy’s ex-wife, Alana Cruise, her alimony. Gina has never met the bitch, i.e; ex-wife and is not happy about making the stop. Complications arise and Tommy leaves Gina and Alana alone while he goes to the bank. Smirking and snarling at each other Alana makes an unexpected move on Gina and some hot and heavy girl on girl action sparks up! Alana pushes Gina down on the couch, pulls her close and makes Gina eat her pussy. She licks it up ravenously while she plays with her own wet cunt and Alana gets off fucking the new girlfriend’s face. Tommy busts in and breaks up the crazed and frenzied fuck fest but decides to have his own way with these two hot, horny rivals. Adorned with ball gag, leather collar, rope bondage, nipple clamps Tommy chains Alana to a post and makes her watch as he fucks Gina on the couch. Gina is in doggie with her big perfect ass high in the air, wrists tied up tight while Tommy’s hard cock slides in and out of her dripping pussy. After fucking his girlfriend he removes Alana’s ball gag and fucks her mouth like old times. Then he gets both horny babes sucking his cock double time. After a heavenly blow-job Tommy fucks Alana in both her slutty holes while Gina cleans his cock with her greedy mouth. Tied up in doggie on the floor first he fucks her pussy and then pounds her ass out. Gina slithers down between Alana’s legs to get a close up view of the action and taste his ex-wifes ass. Finally both girls are tied up on the couch side by side. Gina vibes her clit while Tommy fingers and eats her pussy with gusto. Two fingers, then three then four! Gina is out of her head moaning and cumming as Alana plays with her own pussy and watches excitedly until its her turn with this kinky threesome. Tommy moves over and slides his cock into Alanas ass, she plays with her pussy as he fucks her into a wild hot orgasmic mess! Just like old times. No more alimony–It’s Cheaper to Keep Her!
Hard Torture in BDSM Porn - Tommy Pistol, Marica Hase 2020 (1280x720 HD)

Asian cutie Marica Hase is Tommy Pistol’s little fuck doll when Tommy accidentally kidnaps the Wrong Girl. Somebody hired him to find a Japanese girl in the Santa Monica mountains but in fact he was supposed to get a Korean girl in the San Juan mountains. Oops. he got The Wrong Girl. What to do? Well, how about find an abandoned cabin in the woods, some rope, bondage toys and make the best of it! Tommy throws Marica over his shoulder and carries his prize over the threshold in a dusty old lodge hidden deep in the mountains for a day of fun and fucking. With ankles, knees and wrists tied up tight her tiny plaid school uniform is hiked up showing her sexy ass and her shiny black patten leather shoes glimmer in the sunlight. He calls out “Is anybody here?” No, not for miles. He ties Marica to a pole on a little stage and unbuttons her blouse to help cool her off, no bra–her natural tits perky and firm just waiting to be revealed. The ball gag in her mouth is making her drool all over her breasts creating glistening streaks of spit all down her chest and nipples. He lifts up her skirt and no panties either! What is she doing out and about the countryside with no panties on?! Hmmm Tommy touches her pussy to find it so wet, she must be excite–is this a fantasy of hers? He shuts the curtains, has a shot of whiskey and lo and behold finds a treasure trove of bondage toys behind the bar. Floggers, canes, zappers oh my. Launching into a sadistic day of fun Tommy lets Marica choose the zapper or his cock? She doesn”t like the zapper so Tommy removes her ballgag and gives her a good throat fucking to start the day off right. She sucks his cock and then stands her up and fucks her wet, slutty pussy. She is quite a sight tied to the pole leaning forward with her back arched and curvy ass up in the air. Next a little predicament bondage in doggie position with metal asshook tied to her hair Tommy disciplines Marica with the flogger and fucks her pussy some more. He removes the hook from her ass and puts it in her mouth to enjoy. After a deep pussy pounding Tommy fucks Marica”s ass while she moans and squeaks and peeps and cheeps and coos–making her signature little doll sounds of pleasure. She cleans her ass off Tommys cock and sucks his balls. Finally to top off this perverted, merciless fuckfest he puts Marica on her back with one leg up so he can get inside all her horny holes with ease. He plays with her clit, vibes her pussy, fucks her every which way until she is squeaking and cuming on Tommys cock and he shoots his load all over her thighs. The Wrong Girl was oh so right for their little escapade into the mountains!
Painful Torture and Enslavement - Tommy Pistol, Helena Locke, Chloe Cherry 2020 (1280x720 HD)

With a sexy young body and an airy sense of entitlement, Chloe Cherry is any Step-Mother’s worst nightmare. Whenever Chloe needs some more money, she has no qualms about popping by her Step-Father’s house to suck his dick and get another loan. Submissive and sexually curious, this has been a long standing agreement with her and her Daddy/Master Tommy Pistol, but when she rolls up unexpected in a hot little dress looking for some good fucking and a little lipstick money, Tommy is a bit apprehensive- until Cherry get’s on her knees and put’s her greedy little hands all over his cock without permission. Clearly in need of a submissive training update, Tommy takes her through her paces with intense face fucking, spanking, hard flogging, nipple clamps, and some humiliation. What do bad girls get when they steal orgasms? They get fucked in the ass, bent over on the kitchen floor and used like a little sex doll. Enjoying both her holes Tommy gets close to cumming, but hears the sound of the front door opening and puts his cock away, demanding that Chloe get in her clothes FAST. His new fiancé and stopped by – the gorgeous and intimidating Helena Locke. She takes one hard look at Chloe and you know there is going to be trouble for this little blond minx. Once Tommy has left them alone to get acquainted Helena takes full advantage of the situation, stripping Chloe of her heels and dress, throwing her naked teen body on the floor and making her pick up her clothes while being brutally flogged, zapped, and spanked. Helena stuffs her fist in that sweet young pussy, only to deny Chloe and orgasms. As head bitch and new step-mother Helena will always get her orgasms first, and grinds her pussy on Chloe’s face as she flails and screams from her spankings. Having came on Chloe’s face, she takes her thoroughly humiliated young miss downstairs to receive further punishment and discipline. Tommy returns to a comforting domestic scene: Chloe tied down to the Syrian with a full zipper and a service gag holding a perfect scotch just for him. Only problem is, he didn’t request this, and it seems his type A submissive bride to be has gotten a little bit ahead of herself. After Chloe apologizes for her misbehavior and shakes like a whore on the Syrian while being flogged, choked, and throat fucked, she has her zippers pulled off and struggles through the mot painful orgasm of her life. She’s not the only one bound for punishment. Helena is bent over the couch and has her perfect athletic body covered with thick cane stripes for being so presumptuous as to punish Tommy’s daughter for him, and assuming a role of dominance in his hierarchy. Fucked and begging for orgasms with a pink cropped pussy and red spanked ass, Helena leads by example, and shows Chloe how to really degrade herself and beg to cum like a slut.The whole new family unit takes a fuck ride not the couch, double stuffing CHloe’s pusy and ass, and sucking Daddy’s dick real good like a team.
Painful Torture and Enslavement - Tommy Pistol, Britney Amber 2020 (1280x720 HD)

Tommy Pistol’s new neighbor, Britney Amber, comes unhinged and turns into a nightmare so Tommy sets a trap to welcome Britney to his world of bondage and anal sex! After a dispute with Tommy about garbage cans nosey neighbor Britney sneaks into Tommy’s house and finds a table full of bondage toys. Tommy questions her and makes her admit she is a horny slut and really just wants some cock! Tommy gives her the royal treatment and ties her up tight in doggie style, gags her mouth and punishes her with the flogger. He feeds Britney his hard cock and throat fucks her until her pussy is dripping wet. He warms her up with a good ass fucking and then fucks her pussy. In reverse cowgirl Britney’s big tits bounce up and down as she rides Tommy’s cock until she’s moaning with pleasure. He flips her around and goes back and forth between her pussy and her ass. Finally with Britney on her back and legs spread wide Tommy flogs her pussy and pounds her out in every slutty hole until she is begging to cum again and again until Tommy shoots his hot load all over her. This nightmare neighbor may not be so bad after all!
Hard Humiliation and Incredible Sex - Tommy Pistol, Cherie DeVille, Summer Day 2020 (1280x720 HD)

Elegant and sexually voracious Cherie Deville, and her innocent teen accomplice Summer Day are a formidable strength of female wiles. They are living the good life scamming and black mailing local tech nerds off online dating sites. Cherie sets the trap with, and Summer is bait, playing a virgin teen geek that just wants to try some cock for her first time. Cherie and Summer have been working successfully, taking blackmail payments and ruining men’s lives until they tangle with Tommy. Geeky, shy and vulnerable, until he gets in the bedroom and turns into a BDSM rage demon. Cherie invites him over for their fourth date and gets more than she bargained for once he drops a plastic bag over her head, cinches her in tight leather belt bondage, and covers her perfect tits with tight clamps. Intense breath and fear play renders Cherie into a convulsing orgasm machine, begging for more flogging, more dick, more punishment – she’s almost sad when the planned fake phone call comes in, calling her into work. Cherie lays the trap perfectly, leaving Tommy alone with Summer so she can take full advantage of Tommy’s blue balls and weakness for hot girls in glasses. Summer lays her nubile body against his hard dick, says her lines, and soon has some hot nerd cock down her throat. Once her huge tits come out the plan is in motion, with her climbing on top of him to grind out a couple orgasms on his dick before Cherie comes storming back in, feigning shock, demanding compensation, and sending Tommy packing. Unfortunate for her and Summer, the dating service has been alerted to their antics and sent out an email profiling their operation to other dating site patrons. Tommy is sick of hot women taking advantage of him and goes right back into the house rental to finish his perfect week end. Taping Cherie’s hands behind her back and taping a vibe to her swollen clit, he throws Summer on the floor and beats her ass with her fake chemistry book. Spanking her ass bright red, he decides to shove his geek cock up her ass and make her scream and beg in front of her step mother. Shoving his dirty dick in her mouth, he has her promise Cherie they will have lots of fun this weekend. Tommy’s idea of fun is testing Cherie and Summer’s familial loyalties to each other with voice activated electro torment, anal sex, fisting, cropping, intense deep throating, pile driver bondage, and making Mommy cum on her lying, cheating daughter’s face.
Hard Humiliation and Incredible Sex - Tommy Pistol, Raven Hart 2020 (1280x720 HD)

When a newly widowed mob wife, Raven Hart, gets a visit from her deceased husband’s crime partner, Tommy Pistol, she learns the truth about her dead husband: he gambled her away in a poker game. Tommy is ready to collect his fortune which is in the form of Raven’s big tits, curvy ass and her wild kinky ways! She can’t believe what’s happening, that her husband would do such a thing but it doesn’t matter cuz Tommy takes charge, bends her over and gives her a good firm paddling to show her who’s boss now. She is wearing thigh high black stockings, a tight black dress hiked up around her hips and no panties. He paddles and spanks her firm ass until its red and stinging. Tommy ties her up tight and she sucks his hard cock deep into her throat and fits his whole dick and balls in her mouth. He crops her pussy and her tits and tells her he is going to have his way with her all day! Raven is tied up on all fours in doggie with a ball-gag, back arched, ass up high with platform stilettos and a blue rhinestone butt-plug. Flogging session to get her warmed up and then Tommy fucks her pussy good until it’s ass time. He removes the butt-plug and stuffs his stiff dick deep in her tight ass. He tops it off with the Hitachi on her sensitive clit and fucks both her holes back and forth and she’s loving it. After all that intense action Raven gets on top of Tommy in cowgirl and rides his cock all the way home. Tommy plays with her huge tits while she’s grinding on his dick, he grabs her womanly hips and drives his cock deep inside her ass until she comes. She licks his dick clean, flips over with legs spread wide and Tommy goes to town pounding her slutty holes until she squirts everywhere. He slurps it up and rubs her pussy ’til she does it again! They go further into pound town with Raven’s tits bouncing around until she is loosing her mind and Tommy shoots his hot load all over her face. And that is the story of The Made Wife. They lived happily ever after.