Category Archives: pain

Pain Slut Juliette March In Predicament Bondage And Suffering

We book Juliette for her Hogtied shoot, and within a few days she sends her ideas for the shoot to The Pope. This is not the usual way things happen, but she knows she has a special place under his boot. He decides that she is enough of a loyal slut, t…

Muscular Leather Daddy Smokes Cigars & Brutally Fucks Submissive Boy

This is Jack Dixon’s Dungeon. His muscular presence dominates every inch of this dark space. Dressed in full leathers on his throne he lights up a cigar. This hairy leather daddy fills the room with thick cigar smoke. Jack Dixon calls his submissive bo…

KinkMen Presents CONSTRAINED: Athletic Men Bound, Punished, and Edged

KinkMen Presents CONSTRAINED. Powerful Athletic Muscle Stud Alex Mecum and handsome newcomer Casey Jacks are both bound in tight restrictive rope bondage in Sebastian Keys Dungeon. Alex is fully suspended in black rope predicament bondage and blindfold…

New Boyfriend Roped into Anally Punishing Mommy’s Bad Girl

Kacie Castle is a sexy and mischievous little slut with sparkling brown eyes that spell trouble, and a petite frame that begs to be bound and fucked. It is these exact qualities that lead Rob Piper to follow Kacie from a couple dates to a road trip to her Step-Mother’s mansion. Kacie is all flirtation and batting eyelashes as she explains that her Step-Mother is definitely out of the country and that Rob and her have the run of the house, as well as all the kinky BDSM toys hidden under the pastel decor. Rob has been waiting to really dig into all the submissive potential and filthy sex he knows Kacie needs. A pair of handcuffs and tight metal nipple clamps provide the perfect catalyst and soon Rob has this perverted little whore gagging on his massive cock, moaning from heavy face slaps, and gushing squirt as he holds her down and makes her cum all over her Mommy’s bedroom floor. A harsh punishment for cumming without permission includes ripping off her clamps and a flogging her bouncy ass until she can’t take it anymore. She begs to be his little fuck puppet and Rob pounds her into the mattress in metal bondage. Unbeknownst to Rob, he is now a pawn in a perverse game of lesbian desire between Kacie and her Mother. Kacie has alerted her Mommy with a text that they are in her home, with the hopes that this transgression will rekindle their old taboo D/s dynamic that Kacie still dreams about. When Helena comes striding into her home she takes no pause at the sounds of fucking in her bedroom, but goes right out to the bedroom window to spy on her step-daughter and her strapping new boyfriend fucking. She gets her voyeuristic orgasm by rubbing her wet pussy with
one hand, keeping her eyes trained on her daughter getting pounded out. After her orgasm
Helena marches back into the house and feigns a fake discovery of the young couple.
The game is on, and Rob is sent upstairs to clean up while Helena and Kacie go head to head. Kacie wants Helena to still be her strict BDSM Domme and taboo lesbian lover, and Helena has decided Kacie needs to grow up and learn to serve someone else. But not before she has taken one last strict over the knee spanking and licked her Mommy’s pussy like a good girl. Rob is invited to join them so Helena can really train Kacie to be the anal whore she was meant to be. Drooling and begging on her new boyfriend’s dick, Kacie couldn’t look happier as Helena circles behind her with a hard flogging and crop to the pussy. Spit swapping, deep-throat training, and lesbian cuckolding are just a few tactics Helena brings to her daughters final test. Holding trays, as well as her orgasms, while having a zipper ripped off her nubile skin is a lesson in pain and service before pleasure. Canes further underline the point, leading to an insane double penetration scene with Helena ramming her huge strap on in Kacie’s already stretched asshole that is full with Rob’s hard dick straining against the walls of her pussy. Choked and cumming like an anal slut, Helena decides Kacie has proven herself and asks Rob to accept her slut step-daughter as his sexual servant.

Spanish Punk Princess Liz Rainbow tormented by Cadence Lux!

Is Liz Rainbow a good girl or a bad girl?! We find out when Cadence Lux makes her debut as a voracious domme lurking in alleyways for the perfect victim. She has Liz Rainbow in tight leather arm bondage as she fondles her and rips orgasms from her achi…

Caged: Max Ferro Locks Up And Abuses Joseph Banks

Joseph Banks is new to KinkMen, so Max Ferro uses him for all he’s worth. He locks him in a body cage, crops him and flogs him, then fucks his smooth ass with his big cock. We start with Joseph in the cage on the floor, face-up, completely vulnerable a…

Penny’s Anal Embezzlement

When Penny Pax is confronted by her employer’s security officer for suspected embezzlement of funds, she denies any wrong till she is cuffed, frisked and fucked by Stirling Cooper. Includes tight bondage, gags, nipple clamps, beautiful anal, deep throat fucking, zappers, vibes and all of Penny’s favorite things.
After tearing Penny’s clothes off and frisking her big tits and sexy ass Stirling offers her a choice between going to prison or coming to a special agreement. Well Penny can’t deny she is curious about what’s going on inside Stirling’s trousers so maybe just a quick blow job to find out. With hands cuffed behind her back and drool dripping down her tits Penny gets a deep sloppy throat fucking with Stirling’s big hard shaft and Penny can suck cock like a champ. Wearing sexy fishnet stockings Penny is gagged and tied up perched on a stool with ass spread high in the air for easy access. He teaches her a lesson about stealing first with the flogger, then the crop and then his big dick! Stirling fucks Penny’s puffy pussy and then slides it inside her tight ass for a deep pounding which she loves. Finally tied up on her back with legs spread wide open and clothes pins on her nipples Stirling zaps Penny’s tits, sensitive pussy and thighs and gets her to admit she is a thieving slut! But the pain turns to pleasure when Stirling hammers both Penny’s slutty holes one after the other with his grade A prime man meat until she is begging to cum. With the vibrator on her pussy and his dick pounding her ass she is loosing it but Stirling makes her wait which makes it all the sweeter when she can let it rip and Stirling shoots his white hot load all over Penny’s pussy. Pleasure doing business with you Mr Stirling!

BOUND PRISON Part 3: Paying The Piper

Officer Michael DelRay waits impatiently in an open, empty jail cell. Officer Jeremy Spreadums is late for their meet-up to split the money that Officer Spreadums has collected. When Officer DelRay suspects that Spreadums is holding out on him, DelRay …

She Smiles When The Pain Comes

There are a lot of beautiful women in this world, and The Pope is one lucky SOB to be able to work with so many of them. This, however, is the first time that he’s able to walk up to one of them and they can look him directly in the eye. At a towering …

She Smiles When The Pain Comes

There are a lot of beautiful women in this world, and The Pope is one lucky SOB to be able to work with so many of them. This, however, is the first time that he’s able to walk up to one of them and they can look him directly in the eye. At a towering …

Dungeon Muscle Challenge: Two Pain Sluts Pushed To Their Limits

Welcome back to Master Keys Dungeon. Today on the menu we have two submissive pain sluts ready for torment. Draven Navarro is 200 pounds of thick muscle meat suspended in fully restrictive rope bondage. Every muscle bulge makes the bondage tighter. And…

Beefcakes Pierce Paris and Blake Hunter Battle for Dominance!

Leather men Pierce Paris and Blake Hunter stumble into the dungeon in a heavy make out session. Their muscles ripple and flex as they wrestle for dominance. Finally, Pierce gets the upper hand and slams Blake into the wall. Hand around his throat, Blak…

Bad Boy Toy

Lounging on the couch, talking on the phone, Mistress Arabelle Raphael rests her feet up on the back of her piece of human furniture, DJ. Through his leather mask, he tries to slyly lick the tips of Arabelle’s high heels and she notices. She digs her h…

Executive Discipline: Cherie DeVille Humiliates Her Boss Mike Panic

The beautiful blonde MILF Cherie DeVille is a very hard worker. In fact this strong woman has worked soo hard on this last assignment for her boss, she did all the damn work. She has devoted all her important and valuable time to his company but patria…

Sexy Blonde Cougar is Destroyed in Device Bondage

Helena has proven that she can handle the most diabolical bondage and torment, but can she take what comes next? Her first showing was impressive and we know that The Pope isn’t going to stop there. He is going to take it deep into the next level, and …

Hard Up Hole: Max Adonis gives up holes for protection

Max Adonis doesn’t know how he’s going to survive in prison. He narrowly escapes his first shower with his holes untouched. Luckily Max’s bunkmate, Dominic Pacifico, is a man no one will mess with. Dominic offers Max protection for a price — exclusive…

Statuesque Blonde, Ashley Lane, Drenched, Defiled, and Shamed

Ashley Lane is truly beautiful, but nothing is more exciting to Mistress Kara than the beauty that pain brings to her submissive. As the elegant blonde is led through the town square she sees the edge of a breaker wall that falls into the sea and Mistr…

Lonely for your pain: Aiden Starr dominates partner Sebastian Keys

Aiden Starr and Sebastian Keys star in this special update of Divine Bitches. When these two long time BDSM practitioners and current partners get going, things get hot fast! Sebastian starts in an inverted ankle suspension with his hands tied behind h…

Pierce Paris Manhandles Tony Orlando

With his face covered by a leather hood, a ball gag in his mouth, and completely bound in rope, Tony Orlando is dragged across the floor by Pierce Paris into his lair. They settle under a bright light and Pierce flips Tony over, takes down his jeans, c…

Buck Wright Bound and Beaten

Standing on a wooden box, shirtless and wearing black leather pants, Buck Wright is bound in red rope. Both of his wrists are tied to the ceiling and both ankles are secured to the wooden platform on which he stands. He waits, smiling in anticipation a…

New Male Dom Made to Submit and Take Pain from Goddess Bella Rossi

Bella Rossi finds male dom Dozer in her dungeon confined in strict bondage! Electricity pulses through his cock as he kneels with his hands tied above him. Dozer is a typical male dom — he’s arrogant, mouthy, and needs to be put in his place. Nothing …

New boy Tom Bentley fucked by leather doctor Trenton Ducati

Tom Bentley awakes to find himself chained down to a metal table in a bizarre operating room. His calls for help summon mad leather doctor Trenton Ducati, masked and wearing a leather apron. Dr. Ducati has plans for his newest specimen. He can’t wait t…