Latest updates featuring Tony Orlando

Tony Orlando - New Boy Tony Orlando Endurance Tickling and Teased to Ecstasy

Tony Orlando - Men On Edge

15th May - Fresh faced and stuttering, poor inmate Tony Orlando just wants a little carnal pleasure behind bars, but guarding his cell is the ruthless C.O. Sebastian Keys - who's having none of this pervert's under-the-jumpsuit jerk-fest shenanigans. Officer Keys slams Orlando against the wall, stripping him and spanking his tight pink ass before giving this inmate the cavity search he never knew he wanted. After probing deep into Tony's puckered anal hole, Keys discovers another secret - Tony's cock is glistening and dripping with pre-cum, and the poor inmate is shaking in nervous fear and pleasure. Luckily Officer Keys has dealt with perverts like Tony before, but none with such obvious oozing, sticky filth betraying hidden desires. Tony is immediately on edge, sucked and teased by the beckoning tongue and mouth of Officer Keys, who brings his inmate closer and closer to ecstasy before leaning just out of Tony's reach and denying him his pleasure. It doesn't take much of Officer Keys' inescapable bondage, toe-sucking, tickling, jerking, sucking, and vibrating, deep anal penetration for Tony to lose himself in on-the-edge delirium. Finally, FINALLY, after begging and pleading for relief, Officer Keys allows his inmate to blow his filthy, pent-up, monster of a load all over his prison cot, before leaving him to writhe and wriggle in his bondage. Has Tony finally been cured of his perversions? If not, Officer Keys is right outside those bars.... ...Read More

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Jessica Fox - Kinky Tea Party with Jessica Fox

Jessica Fox - Kinky Tea Party with Jessica Fox

6th February - Wearing a mixture of lace and latex, the lovely Jessica Fox sets everything on her table just right for the tea party she is hosting for her gimp guest, Tony Orlando. Tony doesn't say a word through his black latex gimp mask, he just sips quietly like a polite guest. First, Jessica unzips Tony's tight black latex pants and places his balls in a cup of hot tea. Soon after, Jessica makes him get down on the floor and lick all of her black latex thigh-high stockings. He removes her high-heeled shoes and licks her feet and sucks her toes through the latex. Jessica then puts one knee on the table and shoves Tony's head into her ass and puts his tongue to work. Tony sucks her cock from behind and tongue-fucks her asshole like an obedient slave. Jessica then commands Tony to lie across the table with his ass presented, and with not much resistance Jessica shoves her whole latex gloved hand into Tony's asshole and fucks him with her fist. Underneath her fist still buried in Tony's ass, Jessica finds room to slide her cock along with it and jerks her own cock inside of his ass. Jessica removes her fist and makes Tony spread hiss ass wide to take her hard cock and pounds Tonys ass deep and hard. Jessica flips him over on the table and tells him to take off the mask. On his back with his legs spread, Jessica continues to fuck Tony's ass until she pound all the cum out of him. Finally Jessica makes Tony get on his hands and knees and she slowly slides all five toes of her latex covered foot into his ass while she jerks herself off, shooting a massive load all over his back. She compliments him on what a polite guest he's been and sends him crawling away. ...Read More
Bella Rossi - Sweet Sadism: Plastic Princess Torments Her Toy

Bella Rossi - Divine Bitches

15th September - Plastic Princess Bella Rossi loves to play sweet and sadistic games with her pet, Tony Orlando. Dressed head to toe in candy colored latex atop her throne of broken toys, she explains the rules to her slave. She expects her playmates to entertain, worship and obey. Bella takes out one of her favorite toys, a hot pink flogger, and delights in the sweet symphony of his cries and the sound of the whip on his back. She strips Tony of his latex shell and unleashes furious and unrelenting lashes on his bare chest. After working up a healthy sweat, the radiant Bella demands worship. Tony greedily tongues her encased latex feet and is soon rewarded with a special treat! She showers him with the filthy nectar that has collected in her latex stockings and the filthy fucker must take it all in his mouth. The plastic princess grabs her man toy by the balls and skillfully slides him into position and smothers him with her glorious ass, depriving him of air as she climaxes. In her post orgasmic bliss she decides her pet is worthy of being marked by more than her whips. The princess straps on her pretty cock and prepares to penetrate her puppet. Bound and hooded in a doll mask, Tony is subjected to a vicious and unrelenting tickling. Out of breath and out of control Tony's ass is penetrated by her plastic penis. Bella demands more from her bottom and shoves a gloved fist inside Tony's freshly fucked asshole. She then plugs his ass with a rubber flogger to keep him stretched until she is ready to play with him again... ...Read More
Aubrey Kate - The Many Faces of Aubrey Kate

Aubrey Kate - The Many Faces of Aubrey Kate

2nd May - Barbie bitch Aubrey Kate is a Latex Goddess being served by male slave Tony Orlando. Aubrey lets Tony worship her latex, heels, legs, ass, gorgeous tits, and her cock. Next, Aubrey takes a bath while Tony licks her beautiful feet and toes. Pleased, Aubrey lets her slave feast on her ass and suck on her cock. Finally Audrey gives her slave a good anal pounding until they both cum hard! ...Read More

Jessica Ryan - Domestic Husband Training

Jessica Ryan - Divine Bitches

28th April - The sultry and devilish Jessica Ryan makes her Divine Bitches debut to train the neglectful and selfish husband Tony Orlando in how to serve his wife. Tony resists at first but quickly learns that Jessica is not to be trifled with and becomes enchanted with her witchy fem-dom ways. Protocol must first be established and Jessica teaches Tony how to properly respect and arouse his wife's pussy and to accept that he is a FREAK! Once order has been established Jessica pounds Tony's asshole into submission and brings him to the heights of mystical ecstasy. Later Jessica takes a bath in magical potion which intoxicates Tony into a sexual frenzy. He voraciously sucks and deep throats her feet and then worships her divine ass until Jessica decides she is done with him and orgasms on his face. But was it all a dream? Was he bewitched? Tony will never know but he will never forget the hard lessons that he learned and will forever see Jessica is his wet dreams!!! ...Read More
Venus Lux - Cramming Anatomy 101 With Venus Lux

Venus Lux - Cramming Anatomy 101 With Venus Lux

7th March - Mercy West and Tony Orlando are flunking their college anatomy class. For private tutoring, they're ordered to report to Venus Lux, the only woman that can help both of them with their pitiable lack of education. Venus starts them out slow and sensual, then works them up to worshipping her legs, ass and rock hard cock. When she thinks they're finally getting it, she pushes them further and fucks them both, while Mercy fists Tony. All three explode into orgasms as Venus douses their faces with a huge, hot load of cum. ...Read More
Maitresse Madeline Marlowe - Honeymoon Cuckold At Hotel Divine

Maitresse Madeline Marlowe - Divine Bitches

25th November - Maitresse Madeline cuckolds her new feminized bride and makes him suck her cum off the bulls dick and jerks the bulls dick off on to his face & mouth!
Charlotte Sartre - Honey Foxxx Corrupts Young Innocent Couple

Charlotte Sartre - Honey Foxxx Corrupts Young Innocent Couple

2nd August - Nervous first timers Tony and Charlotte hire Honey Foxxx to do the most vile and disgusting things she's ever done to them. The minute she undresses they devour Honey's rock hard cock ramming it down one another's throat. Honey bends Charlotte over her knee and spanks her as Tony licks her pussy and prepares it to be fucked by Honey's glorious cock.Pathetic Tony is then made to watch and lick Honey's balls as she fucks Charlotte in a way he never could. This hedonistic, spitty, sweaty threesome continues with foot worship, anal fisting, and Honey fucking Tony deep in his hungry ass while he licks Charlottes pussy. ...Read More
Lea Lexis - Latex Lea Tortures Rubber Fuck Boy!

Lea Lexis - Divine Bitches

1st April - The dark, sadistic dungeon side of Divine Bitches is BACK with master fetishist LEA LEXIS! Dripping in latex, she finds Tony, her rubber whore, chained up in the basement...leaking pre-cum out of his desperate cock! WITHOUT PERMISSION! Let the brutal punishment begin.Lea clothespins and shocks the hell out of his swollen balls and, since Tony didn't cry too much, lets him dip his head under her sweaty latex skirt and sniff her sweaty cunt and ass. She then canes, flogs and fucks him as he is suspended in the air, screaming for both mercy and to cum. But pathetic rubber perverts don't get to cum...yet. Lea milks Tony's prostate while riding his face and jerking his sad cock. After smothering his face with her delicious pussy and all its orgasms, Lea may let him cum. The rest of you pervs will just have to watch and find out... ...Read More
Ana Foxxx - On Your Knees! It's the debut of Mistress Ana Foxx!

Ana Foxxx - Divine Bitches

18th December - Welcome the gun slinging, whiskey drinkin, bad ass Divine Bitch, Ana Fox! You've waited so long and the time has finally arrived. This smokin hot bitch shows you that around her, you are completely powerless. She trains Tony to be her new cock sucking slave on the street, selling his mouth to make her cash. Fucking hot humiliation, spanking, mouth fucking, cock sucking training, pegging, bondage and dildo gag in her delicious sweet pussy are all included! ...Read More

Jessica Fox - Pay for your yoga class with a cream pie!

Jessica Fox - Pay for your yoga class with a cream pie!

11th November - Smoking hot yoga teacher, Jessica Fox, catches Tony Orlando sniffing her precious foot sweat when coming back up from his downward dog. Foot sniffing will cost extra, buddy and if you don't have the $10,000 dollars then you will have to pay up with your ass!!! Jessica wrestles him down, demands he clean up the rest of the sweat from her feet and worship her cock! She throws him around like a rag doll and licks his asshole then fucks him and fists him then drops her sweet delicious load deep in his ass for a juicy cream pie! ...Read More
Aiden Starr - Pegging 101 - Strap-on Play with Men

Aiden Starr - Kink University

15th October - Aiden Starr teaches all about pegging: how to fuck a male with a strap-on dildo in the ass. This tutorial discusses preparation for the male, selecting and wearing a strap-on, anal sex safety and warm-up, prostate play, butt plug training, pegging techniques, first-timer considerations, advanced tips, and cleanup. ...Read More
Bella Rossi - Husband Training

Bella Rossi - Divine Bitches

28th August - Bella Rossi is fed up with her redneck husband, Tony Orlando. Mistress Bella Rossi gets serious and pours a beer over Tony's head to get his attention, then dresses him in a frilly maid costume and labels him with lipstick. He's made to clean the toilet with a mouth gag, lick her pussy and get her off with a dildo gag. She then brings the bitch into the kitchen and fists him super deep. He's made into her own meat puppet, then fucks his face and mouth with her big black cock. Last but not least she uses his dick as a human dildo, riding his dick to orgasm then jerking him off and making him eat all his cum right out of her hand. So clean and so fresh! ...Read More
Daisy Ducati - Bisexual Pick-Ups

Daisy Ducati - Bisexual Pick-Ups

17th August - Light-skinned black beauty Daisy Ducati looks distinctive with her curls dyed red, natural tits and nose piercing. She has an anniversary surprise for Tony Orlando: a bisexual trade-fuck with bearded Latino Jasper Stone! The trio strips and makes out, with Jasper and Tony mouth kissing. Jasper sucks Tony's prick; Daisy blows both cocks as Jasper eats pussy. Jasper fucks Daisy, with Tony sucking dick pussy-to-mouth. Tony nails her doggie-style as she blows Jasper. As she rides Jasper's cock, Tony fucks her asshole for a double penetration! Jasper pulls out of the wife and wetly facials the husband; Daisy kisses jism from his mouth and face. And Jasper blows/strokes Tony's load into Daisy's mouth. ...Read More
Lotus Lain - Cuckold Therapy

Lotus Lain - Divine Bitches

31st July - Tony Orlando falls in love with his therapist, Lotus Lane. Because of this he isn't improving. Extreme measures must be taken to rehabilitate this man! Cuckoldress Lotus Lane uses her unique form of cuckolding therapy in hopes to make Tony a better man. Humiliation, ball torture, chastity, commanding bi, cum eating off Lotus's pussy and hot pounding cuckold sex! ...Read More
Michelle Firestone - Her Rock Hard Dominate Cock and Exquisite Toes!

Michelle Firestone - Her Rock Hard Dominate Cock and Exquisite Toes!

17th June - Michelle Firestone is blazing hot in this kinky dungeon update! She's fierce in her dripping wet latex and Tony is made to worship her beautiful stocking feet, sniffing and sucking all her sweet sweat from between her delicious toes. Michelle bends him over her knee and gives him the spanking he deserves then smothers him with her mouthwatering ass. As if that isn't enough, they sixty nine sucking each others rock hard cocks as they both drip with sticky precum. Michelle dives deep, deep and deeper into Tony's hungry ass with her long and thick sexy cock until they both shoot filthy loads of cum all over! ...Read More

Mona Wales - Slippery When Wet

Mona Wales - Divine Bitches

14th January - Wet latex drenched domme, sexually teases slave, HUGE black rubber strap-on cock, deep metal sounding, slave fucking and denial!
Tyra Scott - Pure Domination By Tyra Scott and Her Cock

Tyra Scott - Pure Domination By Tyra Scott and Her Cock

10th December - Worship. Obey. Hand over your ass. Tyra is back on TsSeduction and she is horny for domination and sex. She works over her little business man in bondage and takes 100% advantage of him. She fucks his mouth and ass and has her way with him until she is ready to cum all over his cock and balls. Tyra is seductive, and demanding and Tony does his best to keep up with her tough demands from his body. ...Read More
Aiden Starr - If You Don't Stop Masturbating You're Going To Die Alone! EXTREME femdom sounding fantasy!

Aiden Starr - Divine Bitches

22nd January - Pervert can't stop masturbating and is punished by sadistic nurse with extreme humiliation, extreme strap-on ass pegging and deep evil sounding!
Chanel Preston - Chanel Preston's Divine Latex: Used, Teased and Denied!

Chanel Preston - Divine Bitches

11th September - Chanel Preston has her way with rubber slave boy: Foot and ass worship, caning, CBT, electricity, trampling, strap-on, human dildo, tease and denial.
Maitresse Madeline - Una Decisione Suono

Maitresse Madeline - Divine Bitches

26th June - Madeline teases & denies slave stroking him with a sound from the inside of his cock & uses her gloved hands on the outside for sensory overload!