Latest updates featuring Dillon Diaz

Dillon Diaz enters the headquarters of Cherry Kiss and her partner Khloe Kay. Dillon sits down to talk things out and Cherry only wants to hear an apology from him. Reluctant to do so, Khloe puts him in a headlock and they make him kiss Cherry?s feet. Khloe shoves his head into her foot and he gets to kissing. Dillon gets a ball-gag in his mouth and the two ladies pull down his jeans and hit his ass with paddles. After that, Khloe makes him suck her cock while Cherry hits his ass with a flogger. In the next scene, Dillon is on his back tied up in rope bondage. His wrists are bound to his legs which are tied in a frog-tie, holding his legs open, and his cock and balls are wrapped up tight. Khloe face-fucks him with her pretty cock and Cherry pegs his ass with her colorful strap-on. After that, Khloe gets a turn inside his hole and slides her big hard cock in there and fucks him good while Cherry makes him clean his ass off her dildo. Then Dillon gets fucked while they zap him with electricity and hit him with a crop. The gals decide to make a train and so Cherry fucks Dillon?s ass with her strap-on and Khloe gets behind Cherry and fucks her pussy. Khloe hops off and shoots her load on Dillon?s face and they leave him there tied up.

While getting dressed for a date, Zariah Aura asks Dillon Diaz if he made a reservation for the restaurant. Dillon argues it was her that was supposed to. Zariah gets frustrated and takes control of him. She strips his shirt off and makes him get to his knees. She lifts up her dress and pulls out her already hard cock and slaps his face with it. Dillon strips naked and worships Zariah?s feet. After that she shoves her cock down his throat and makes him lick her asshole. She straps a leather collar around his neck and clips a leash to it and smacks him with a leather crop. After that she slides her cock inside Dillon?s hole and fucks him deep and hard. She sits on his face and hits him with a flogger. She fucks his ass several ways, deep and raw and jerks her load off in Dillon?s face and they order delivery instead.

Casey Kisses has Dillon Diaz right where she wants him, naked on his back, tied up with rope to the four corners of her bed with his dick already hard. She inspects her plaything and then wraps his balls up in rope-bondage. She beats him with a flogger, pinches clothespins all over his body, and clamps his nipples. She flips him over in doggy with a spreader-bar locked to his ankles. She beats him some more and then shoves a cold metal plug in his ass. She whips out her big hard cock and shoves it down Dillon?s throat and face-fucks him with her tits out. After that, Dillon gets his asshole filled with eight inches of girl cock, and gets pounded deep and hard. Casey lays back and lets Dillon mount her cock and he rides her like a good slut until Casey unleashes her pearly load across Dillon?s smiling face.

It was lust at first sight when Ana Foxxx met Mr. Jones (Dillon Diaz) at Antonio?s Italian restaurant in the movie ?Off the Menu?. After a few months of flirting on the phone, they set up a meeting while he?s back in town. After a hot fantasy phone call between Ana and Mr Jones, they have a sexy and very special lunch. It includes a little bondage, some cock-sucking and sex. When Ana?s wife Rocky arrives home unexpectedly, the tables turn and Rocky leads them into a spicy sexy threesome and teaches them how to worship a Mistress properly.

Ana Foxxx has Dillon Diaz right where she wants him; hanging from his feet, upside-down with a bit-gag between his teeth. Ana slaps and squeezes Dillon?s body. She bites his dick. She hits him with the leather flogger and then zaps him with electricity. Next Ana has Dillon on his back with his ankles and wrists locked inside metal stocks. His legs are in the air and tied with rope, allowing Ana access to his hole. She grabs a sounding rod and sticks the bent end into his dick-hole. After that she fucks his ass with her huge strap-on. She lubes up the slink and sends it all the way up Dillon?s ass using her mouth to hold the end. Ana frees her captive, mounts his face, and makes him lick her pussy till she cums. She hops on his fat cock and fucks it. Tired of doing all the work, she commands Dillon to fuck her hard from behind and he obeys and fucks her good. She asks for his cum and he pounds her pussy hard and gives it to her.

Dillon Diaz waits for Hazel Grace at a bar for over an hour. Hazel enters, Dillon compliments her appearance, and then tells her that he?s leaving. Later at home, the doorbell rings and he repays Hazel?s tardiness by taking his time to answer. Dillon welcomes Hazel to his home and, once they?re in the kitchen, he immediately begins Hazel?s instruction on how to please him, commanding her gaze, attention and obedience which she willing gives. After making Hazel strip, Dillon eats her pussy and spanks her thighs and kneads her tits. Then Dillon has Hazel take his cock out and suck it. After some time in her mouth Dillon becomes bored and returns to fucking her pussy, rewarding her with some orgasms. Next up, Hazel gets bound face-down ass-up on a coffee table and Dillon spanks her exposed ass. Soon Dillon moves on to the flogger, much to Hazel?s purring delight. After probing Hazel?s pussy with his fingers, Dillon stuffs his cock inside her, fucking her while vibing her clit with the Hitachi. After some orgasm denial Dillon finally allows Hazel to cum all over his cock. Finally Hazel has her arms bound behind her back and is kneeling between Dillon?s legs sucking his cock. After few minutes Dillon Helps Hazel mount him reverse cowgirl on the couch , bouncing up and down on Dillon?s hard cock. Dillon flips Hazel face-down and fucks her hard from behind. While Hazel is in a state of submissive bliss, Dillon flips her on her back to pound her pussy one last time and cums all over it.

Tommy King has taken the wheel as the Divine Bitch today and serving her is the muscle-bound Dillon Diaz. Dillon is standing patiently in the pool awaiting his orders from his Mistress. Tommy instructs him to come to her and as he approaches her, we see that she has tied an ass hook inside of his ass and has made him keep it there until she decides to remove it. She bends him over her lap and begins to enjoy his muscular body and ass. Dillon is a very obedient sub and Tommy wants to reward him, so next he is tied to a wooden pole. Tommy toys with him before putting on a blindfold and then then the torment begins. She adds clothespins to his nipples and cock, and then flicks them to intensify the suffering he is made to endure. The zapper is used to over stimulate his senses since he has been blindfolded, and the anticipation is killing him. Tommy teases his cock and balls with a vibe, and then turns around and grinds her perfect ass all of his cock. Next, Tommy moves Dillon and the action to a tree house on the oasis and begins to violate his ass; first with her fingers and then with her strap on. She goes back and forth from his ass to his mouth, and Dillon is more than happy to clean her cock with his mouth. Tommy wants his cock inside of her welcoming pussy, so Dillon is made to fuck her until she says stop. First, she rides him and has powerful orgasms, then she bends over and instructs him to take her from behind. Once she has had enough orgasms, she allows him to cum, and then commands him to eat his own cum off of her ass.

It?s Dillon?s birthday and he?s spending it indulging I his favorite activity ? a session with hot Mistress Rocky Emerson. He?s one of her regulars so he knows the drill. She makes him crawl in and take his clothes off, then warms him up with spanking, paddle and cane. Then, she dons her strap-on and it?s time for a blow job, with Dillon impressing his Mistress with his work with a Bad Dragon tentacle cock. Rocky rails him but good with the blue dick, and then swears him to secrecy: since it?s his birthday, she?s going to go against dungeon rules and have actual, traditional sex with him! Dillon promises he won?t tell anyone, ever, and is treated to a mutually satisfying birthday fuck.

A lot of women are looking for more romance in their lives, but Harper Maddox wants to be ruthlessly gangbanged with as many cocks as possible. She has a fantasy of being snatched up by a gang of guys, blindfolded, thrown into the back of a van and used the fuck up! Harper?s dream comes true when 4 gangbangers appear, throw a bag over her head and give her the pounding she craves. With DP, hardcore anal, double anal and creampie.

The incredibly sexy Mistress Charlie Valentine has submissive Dillon Diaz at her service for this Divine Bitches session. She wants to test the lengths Dillon is willing to go in order to earn his pleasure. To start, Mistress Charlie teases Dillon as he?s chained up, grinding her pussy on his thigh and taunting him with her tight body. Following the initial test of his discipline, she orders Dillon to clean her long, leather boots with his tongue while she sips on her tea. Satisfied with the humiliating job he performed, Mistress Charlie puts him through an intense round of impact play with a paddle, flogger, and riding crop. She continually teases and denies Dillon?s hard cock throughout the torment. Next, Dillon gets his ass pegged by Mistress Charlie. Finally, he suffers through watching her fuck a dildo strapped to his chest rather than his pathetic dick. After passing all the tests and earning his pleasure, Mistress Charlie milks Dillon?s cock and uses his cum as the cream for her tea.

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)

Skye Maye is desperate. She has had this house on the market for a long time and cant seem to close the deal. What is wrong with this otherwise dreamhouse? There is a sex dungeon in it. Dillon wants to make a deal but only if Skye is willing to give it a test run with him before he signs. Skye is about to find out what shes willing to do to close. Clothespins and Corporal to warm her up for the electro play and face fucking. Dillon then fucks Skye?s holes with his dick and a dildo at the same time. Skye gets stretched out till Dillon blows a massive load all over Skye?s face.

The magnificent Mistress April loves a well-behaved man and so introducing Dillon Diaz to her sex dungeon was a dream for this dominant woman. Eager to serve his Mistress, Dillon crawls into his cage on his hands and knees, where he was made to worship her perfect ass through steel bars. Eventually, his delicious tongue earns him a spot on the outside. He gets spanked and flogged by April, who makes her mark on his stunningly fit physique. Needing to see this muscled man in bondage, she ties him up tight with rope, giving her full access to his asshole. She licks, fingers and fucks his asshole as much as she desires, all while he?s suspended in rope. In the final scene, she lays him out on his back over a wooden box with his wrists bound above his head. Mistress April flogs his body, then sucks his big hard cock. She climbs on top of Dillon and slides his fat cock inside her pussy, grabs him by the neck and fucks him just the way she wants it. She grabs a vibrator and cums hard. As a reward, she lets Dillon cum and lets him eat it. What a good boy!

Brad thinks his Tik Toks will make him a well-paid influencer, but girlfriend Vanessa knows his videos are lame and is sick and tired of supporting him. So when Brad invites his studly friend Dillon over to help him shoot, she wastes no time getting some cuckold revenge. Brad watches helplessly as Vanessa makes out with Dillon, sucks his big cock, and rides him cowgirl-style. But Vanessa is not content to just let her penniless boyfriend watch. She orders Brad to do some cock sucking, too, and he reluctantly agrees. He does get to taste some pussy, too, when Dillon alternates between fucking Vanessa and Brad?s face. Then, he resigns himself to a close-up view of Dillon?s balls as the couple fuck on top of him. Finally, Dillon shoots his load all over Brad?s face and Vanessa makes him eat the cum. His video shoot with his buddy clearly didn?t go as planned; Brad declares that next time, he?s just going to buy a tripod!

During the height of the storm, Dominatrix Ryan Keely, sits in her dungeon scrolling through her phone for the latest weather updates. Her security guard, Dillon Diaz, walks into the room informs her that the highway is closed and that it?s safest to wait it out through the night, while suddenly the power cuts out. Ryan uses the opportunity to seduce Dillon and convince him to subject her to the same type of torment that she is used to dishing out.The session begins with a firm over-the-knee spanking. After Ryan?s ass gets pink from the warmup, Dillon ties her down to her horizontal Saint Andrew?s cross before cropping and flogging her thighs and pussy. This brings her sensitive clit to orgasm multiple times. He moves on to some bastinado. Caning her feet also makes her orgasm! Finally, Dillon face fucks Ryan before pounding her beautiful pussy for more orgasms until she begs for him to come all over her pussy before he douses her with hot wax!?Torrential? SERIES MAIN PAGEAll 4 episodes in this series:Episode 1: The Neighborly Thing to DoEpisode 2: Secret Takedown FantasyEpisode 3: Team BuildingEpisode 4: The Mistress Submits

In Part Three of DRAINED, Dr. Mona Wales is disappointed in her subject, Dillon Diaz. He doesn't seem able to produce all that cum-soaked energy like he used to. But that's not her only problem. A new test subject known only as Ruckus is learning bad habits from Dillon, throwing Dr. Wales a bunch of back talking bullshit!Doesn't he know he is nothing more than an animal to be experimented on? Make that less than of an animal, and more of a cum dumpster.Mona climbs on top of his cage, dripping water from her mouth, which Ruckus eagerly laps up as best he can with the metal ring gag in his mouth and a clothespin attached to his tongue. Mona slaps Dillon's nipples. This sick, sorry fuck likes pain. She cuts open his trousers and pulls out his cock which she stuffs into a Cock Pump. Maybe fucking Ruckus deep in his ass will get Dillon producing again? She pumps his cock hard.To get Ruckus ready he is suspended upside down, bound in rope. Dillon is also bound tight with rope, placed kneeling in front of Ruckus' cock. Mona flogs Dillon first, no pleasure without pain. He hungrily sucks on Ruckus' rod. A suspended sixty-nine. Ruckus in turn wraps his lips around Dillon's growing member. Mona tongues Ruckus' exposed butthole and guides her subjects to suck and lick in the proper configurations. Then with both men flat on their backs, Mona straddles Dillon's face with her wet, furry pussy.Ruckus' turn is next. Mona straddles him for some pussy licking while she and Dillon slurp and suck Ruckus's cock and balls. Once Diaz gets Ruckus' cock hard he slides his own big, hard cock into Ruckus' fuckhole. This doesn't mean Ruckus can ignore Mona's pussy. Diaz takes his turn getting assfucked by Ruckus before Ruckus is ordered back on Dillon's cock. Mona then climbs on top of Ruckus for a nice fuckhole sandwich. Mona wants more, so she climbs on top of Dillon then orders Ruckus to enter her from behind. Two cocks in one wet pussy hole. Once Mona is satisfied it's time to see how much Ruckus can produce. She wraps her lips around his cock while Dillon pounds his ass from behind. Success! Ruckus blows his load across Dr. Wales' tongue, lips and hand. When Dillon jacks off in both Wales and Ruckus' mouth, she knows her job is secure for another week at least.'Drained' SERIES MAIN PAGEAll 4 episodes in this series:Part 1Part 2Part 3Part 4 - COMING 12/10

Dr. Aspen Brooks has been working tirelessly to secure a patent for a new device meant to prevent live burial. But how is she to succeed if no one will let her test her theories and contraptions? Fed up with amateur assistants who won't let her push the envelope, or their pain tolerance, Dr. Brooks hires a real professional named Dillon Diaz. Dillon is far more interested, suspiciously so, in helping Dr. Brooks than her previous hires. She gets her muscular assistant naked and bound on his back. His arms are raised perpendicular with his wrists locked in a wooden stockade. She cuffs Dillon's ankles, applies nipple clamps, and sticks his head into an isolation box for good measure. All this makes his dick rock hard and so she turns it up. She grabs her leather crop and crops his legs and feet. She grabs his hard cock and strokes it as she crops his body. In the next scene Aspen's legs are spread with her big beautiful tits out. Dillon nuzzles his face against her silk panties and it gets her cock rock hard. Dillon frees her big dick and sucks it down his throat, getting it wet and ready for his ass. Aspen has him get on his knees and she sinks her thick throbbing cock into his meaty ass. She fucks him hard and raw until they both cum massive loads.

Poor Dillon Diaz has been locked in chastity for so long he can't remember what life was like before Helena Locke put him in his cage. He is so desperate to have an orgasm he has contacted his Domme to offer up anything she asks of him to come just once. Domina Helena is a busy woman and has no time for horny little subs following her around, begging for sexual gratification. Lucky for Dillon she is willing to negotiate. If he will slap himself until he is beet red, flog his back HARD, deepthroat a dildo, and beat his cock with a wire hanger she will consider allowing him one orgasm.Helena is an absolute bombshell in red latex. She teases him with peeks of her glorious ass and pink pussy but then snatches it away as soon as his distraction affects his self flagellation. His desire cannot get in the way of the task at hand, entertaining Helena. The harder he hits himself the harder she laughs, taking delight in his whimpers and moans. This sub is so eager to please that he starts their session with a vibrating buttplug already switched on and in his butt. He thought Helena would be happy that he took initiative but he was sorely mistaken. Helena did not give him permission to think for himself. She has him fuck his own ass by riding a dildo with nipple clamps on. She tells him to put his hard cock on the chain attached to both clips. There will be no pleasure without pain today. He should know by now the very basic rules set for him. He is not to have free will or creative thought, If he is allowed to come he must eat it, and he goes back in his cage when she is done with him.

Jet Setting Jasmine has a date tonight with Dillon Diaz. They made plans to meet up at a popular nightclub. Jasmine is here but no Dillon. The club's owner, King Noire, can't help but notice a lovely lady sitting all alone in a dark corner. He offers her a drink to make her wait easier. Later, after the customers have gone and the club is closing, King is surprised to find Jasmine still waiting for her tardy date. One thing leads to another, and soon King is making Jasmine forget all about her date, that is until Dillon Diaz finally makes his appearance. Dillon begs for forgiveness, but his attitude only makes Jasmine angrier. If he truly wishes to make it up to Jasmine he will have to make amends. This is going to be a long night for Dillon, but for Jasmine the party is just getting started. First Dillon has to rub and lick and worship Jasmine's feet. She has him strip and then she attaches painful nipple clamps. With crop in hand, Dillon is exposed naked, suffering under the stinging blows. Jasmine uses a flogger on his ass, all the while King Noire watches with bemused interest. Next a leather strap. Dillon's humiliation is far from finished, as Jasmine attaches her strap-on dildo and penetrates Dillon's butt hole. As if he couldn't be humiliated further, Jasmine welcomes King's big hard cock while she pounds Dillon. King Noire fucks Jasmine from behind. Jasmine lets Dillon know how good King feels, how much he is pleasuring her, something Dillon had a chance to do but failed by arriving late. Jasmine's punishment knows no limits, now Dillon must get on his hands and knees, head bowed, while Jasmine lays on his back and spreads her legs wide for King Noire to fuck her long and hard. Jasmine screams with delight and beneath her Dillon can feel every shudder, every moan and every twitch of Jasmine's hot sexy body. Jasmine straddles poor Dillon while she sucks King's cock and Dillon can feel her wet pussy on his back, a pussy that will forever be denied him. The night is still young and now Dillon is tied up flat on his back. Jasmine hopes he's learned his lesson. His punishment is over and now she simply wants Dillon to see what he missed by making her wait all night. Jasmine straddles his head, doggy style, her pussy right over Dillon's face. King enters her from behind. Dillon has the best seat in the house for this late night humpfest. After a long hard fucking Jasmine slaps Dillon's useless dick. She frees one of his arms so he can jack off for her amusement, while she and King watch. The final insult comes when Jasmine licks King's cock until he cums, dropping his load right on Dillon's face. This is what happens when you waste Jet Setting Jasmine's time. And she even thinks Dillon is cute, can you imagine what she would do to your useless ass if you disappointed her like this?

Stunning Lauren Phillips leads her boyfriend Dillon Diaz, blindfolded into a mysterious room. Dressed in a black dress and stockings, she guides her boyfriend to a couch. Happy one month anniversary, she has a surprise for him. Teasing his senses, she undresses and zips into a corset and thigh high boots. The zipper sounds get him excited, but he has no idea what punishment and pleasure is in store. Are you ready to play. Lauren in her corset shows off her natural busty chest, she is about to show him her Dominant Femdom side. First he is made to strip down naked. But, there are rules. She is Miss Phillips and she will be respected in her dungeon. A hard slap across his face reminds him of the rules. Next is pain, nipple clamps come out and he screams as they are applied. His cock gets harder as the pull against the chains on his chest. He begs to have them come off, and she slaps him harder. Flipped over on all fours, she brings out the paddles and he takes a beating on his ass. Please Miss Phillips. Will he be a good boy for his Mistress. Tied up in rope bondage he begins to worship her feet and stockings. She shoves her foot down is mouth. Oh but what else could this good boy put down is mouth. How about this big strap on she is wearing. He gets it wet first, before taking a deep anal strapon fucking. She sits on his face and smothers him with her ass. Oh it's time for her pleasure, this isn't all about the good boy. Tied up in rope bondage suspension, he is made to eat her ass and pleasure her pussy with pussy licking. Now she will use his body, his hard cock. She fucks him hard and cums hard with the hitachi. Will this good boy get to cum too?