Kink 'and Judas' starring Dylan Ryan (Photo 1)

Dylan Ryan,Judass in 'Kink' - Dylan Ryan and Judas (Men In Pain)

Dylan makes Her pathetic boy toy pay when he gets the prison treatment by his cellmates on the same day as her conjugal visit. She beats, ass fucks and ball slaps him into a squirming, whimpering puddle of prison meat.

Released : October 20th, 2005
Tags : Athletic, BDSM, Blonde, Bondage, Boot, Brunet, CBT, Corporal Punishment, Dominatrix, Facesitting, Femdom, Fingering, Humiliation, Male Sub, Natural boobs, Orgasm Denial, Pegging, Pussy Eating, Rope Bondage, Slave, Slim, Straight, Tattoo, Uniform, White




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Scenes from other sites featuring Dylan Ryan,Judass

Dylan Ryan in 'Squirtout'

Dylan Ryan - Squirtout

Daisy Ducati & Dylan Ryan meet each other while working out in the park. They go home together for some smoothies but we all know it means SEX.

Dylan Ryan in 'Under His Boot'

Dylan Ryan - Under His Boot

Dylan begins in an ankle suspension with her arms stretched out to render her completely helpless. The Pope begins his assault on her flesh instantly and uses her up like the good little whore that she is. Her toned body starts to glow red as she is tormented with floggers and crops. Her pussy is tenderized before fucking it with a massive dildo. Next Dylan is locked into the scavenger's daughter, which is tormenting on it's own especially if you're tall. Then comes the nipple suction and torment, then her body is beaten with a baton. She screams and tries to get away, but the cols hard steel defeats her attempts. She is made to cum more before moving on to the final scene. She is locked into a doggy position with her magnificent ass in the air. Again Dylan is abused and tormented until she can no longer stand it, and then The Pope fucks her ass. Dylan is finished off where she craves to be most, which is under her Master's boot for her final orgasms.

Dylan Ryan in 'Squirting Screaming Orgasms and Anal Machine Fucking'

Dylan Ryan - Squirting Screaming Orgasms and Anal Machine Fucking

Dylan is no stranger to our site and as expected she is here to get fucked and squirt everywhere. After a very seductive strip tease, she lays back and tease her pussy to multiple orgasms. Next we get her set up with her first machine and within no time, she is squirting all over the studio. She is then standing over the crystal palace and as the machine increases in speed her pussy begins to quiver. Shortly after that her pussy begins to squirt again and we couldn't be happier about that. We move into the final set up are aiming to fuck her sexy ass. We line up the machine and, insert the dildo, and then start the fucking. We may not get anymore squirting but the orgasms are just as powerful.

Dylan Ryan in 'Blonde Goddess is Destroyed in Devastating Predicament Bondage'

Dylan Ryan - Blonde Goddess is Destroyed in Devastating Predicament Bondage

Dylan has is back and hotter then ever. She has a different kind of glow about her today, and is feeling a little more frisky than usual. The Pope suggests going more extreme with the bondage and she is ready for the challenge. The bondage will be part of the torment in every scene, and in one of them it's the only torment she can handle. This is one of the most grueling shoots that Dylan has had to endure, and you can easily understand why upon watching it. Her muscles are stretched to spread her legs as far and wide as they will go to expose her dripping wet pussy. The pain comes in strict and unstoppable. Her skin turns to a bright shade of red almost instantly as she is tormented. Her feet are going to be a main focus in this first scene, as well as the rest. Her pussy is filled with cock and then emptied with squirting orgasms. The second position will test her on every level. She is held up with one point to the sky and made to balance on her head and toes. Her mouth is tied to her ankles to ensure the most brutal experience of the day. She is then suspended in a side hogtie and tormented more before draining her pussy with more squirting orgasms.The final scene we bend her over a wooden horse and have our way with her one last time, fucking her pussy and finger banging her tight little ass hole.

Dylan Ryan in 'Athletic, Blonde Nympho Dylan Ryan Squirts and Gets An Anal Machine Fucking!'

Dylan Ryan - Athletic, Blonde Nympho Dylan Ryan Squirts and Gets An Anal Machine Fucking!

It is hard to believe that has been two years since the long legs and athletic body of Dylan Ryan graced our set with her raw sexual prowess. And was she ever hungry!! She first purrs as she slowly removes her lacy panty's and bra and teases us with peeks of her tight pink pussy and her natural perky tits. Her short blonde hair shines as she rubs her swollen and hungry clit through thin fabric of her panties. Dylan builds up to a huge orgasm that makes her whole body quiver before she has even taken off all her clothes. She slowly spreads her legs and points the toes of her high heels towards the floor as she ever so slightly touches her clit with a Hitachi. Dylan smiles and knows that her fun has only just begun! She digs in and grinds her hungry pussy on the head of the vibrator and makes the first of her many squirts all over herself. She is a messy girl and delights in the smell, taste, and feel of her pussy juices. Once fully warmed up she opens her legs wide for her first vaginal penetration of the day. A pretty pink dildo slowly begins to slide in and out of her hungry cunt. She begs for the machine to go faster. She can hardly breath as the fucking machine begins to pound her pussy into submission. Her back arches and sweat glistens off her body as she squirts all over the machine. The steam rises and Dylan only wants more. She then rolls over and offers her perfect ass to be devoured by the machine. On her hands and knees the dildo slides effortlessly in and out of her tight pink pussy. She cums with such explosive energy that she collapses onto the couch unable to support her own weight as the fucking machine relentlessly fucks her into breathless ecstasy. After briefly catching her breath she then stands over the machine lets us drool over the entirety of her long luscious legs and toned abdomen. Dylan squirts again and again before offering her hungry asshole to be pleasured with relentless anal penetration. She then has multiple orgasms as her tight ass gets plowed and her clits gets stimulated with a Hitachi. She can't take another moment and explodes one last gigantic orgasm all over herself and the drenched floor. Dylan Ryan gets machined fucked in the ass and squirts all over our fucking machines!!

Chanel Preston in 'Tough Electroslut Dylan Ryan Returns!'

Chanel Preston - Tough Electroslut Dylan Ryan Returns!

Tough electroslut Dylan Ryan is in a predicament inside Chanel Preston's lesbian electro-dungeon! If Dylan puts her foot down, the plug inside her pussy will shock her. Dylan struggles to maintain her balance while Chanel flogs her and uses the violet wand all over her gorgeous body. Next, Dylan is bound and gagged with e-stim sticky pads on her legs and abs. Chanel torments Dylan with pleasure and pain, and fucks her to multiple orgasms with an electrified dildo. More orgasms ensue as Dylan licks Chanel's pussy, and gets finger-banged while wearing an electric butt plug. Chanel continues to crank the electricity up as Dylan comes over and over again!

Dylan Ryan in 'Teacher's Pet'

Dylan Ryan - Teacher's Pet

Dylan is as sexy as she is tough. She exudes that femme fatale sexiness and can be tormented like the bad ass she portrays with her image. She is trapped in hard cold steel and knows that there is no escaping this bondage. Dylan waits patently for her punishment and suffers like a true masochist. Her reward for all of her suffering is mind blowing squirting orgasms that soak the entire room.

Dylan Ryan in 'Electro Squirt Fest!'

Dylan Ryan - Electro Squirt Fest!

Daisy Ducati and Dylan Ryan drench each other in an orgasmic electrosex scene filled with predicament bondage, a wired ass hook, finger banging, pussy licking, face sitting, the violet wand, a vibrating electro cock, and a hard electro strap-on!


Dylan Ryan in 'Rope Slut Begs to Suffer in Extreme Bondage'

Dylan Ryan - Rope Slut Begs to Suffer in Extreme Bondage

Dylan Ryan is a tall drink of champagne. She is as sexy as they come and her beauty is accentuated when she is made helpless in The Pope's ropes. She is put is grueling predicament bondage that is punishment in itself, then her body is abused and tormented and then her pussy is made to cum with squirting explosions.

Dylan Ryan in 'Squirting Pussy and Anal Pounding Drenches Fucking Machines!'

Dylan Ryan - Squirting Pussy and Anal Pounding Drenches Fucking Machines!

It had been far too long since the mighty and awesome pussy of Dylan Ryan graced the set of Fucking Machines with their presence. Dylan never disappoints and coats our set with never ending squirting pussy delight! And if that is not enough, she takes our biggest, strongest machine in the ass which of course makes her cum hole squirt over and over! Dylan Ryan is a Fucking Machine Queen!!!

Dylan Ryan in 'Dylan Ryan's most depraved gangbang fantasy'

Dylan Ryan - Dylan Ryan's most depraved gangbang fantasy

Dylan Ryan is frightened of her deepest, darkest fantasies. She dreams of being dominated, fucked hard, stuffed full and drenched in strangers cum. When Dylan decides to seek a way to make her fantasies come to life, she arrives on the doorstep of an underground business who is making women's most twisted sexual fantasies come to life! Dylan is man handled by anonymous strangers, takes 5 cocks down her hungry throat, has her pussy filled with two giant hard dicks, is DP'd and stuffed airtight. She also takes a fist deep in her cunt and can't stop squirting all over. Watch as this depraved fantasy becomes a reality for Dylan Ryan!

Dylan Ryan in 'Electric First Date'

Dylan Ryan - Electric First Date

Andre Shakti goes on a first date with a hot tall blonde, Dylan Ryan, when her dirtiest fantasies are trumped by the electro sex reality that unfolds! Bound to a St. Andrews cross, Dylan fucks, licks and electro torments Andre until she comes hard from the sweet combination of pleasure and pain. Tied to the ceiling with multiple tens pads attached to her ass and thighs, Andre get's fucked with an electrified dildo (The Samurai) and comes multiple times before Dylan demands a pussy licking and orgasm of her own. More pussy licking ensues when Dylan sits on Andre's face while wielding her faithful electric companion (The Violet Wand). With all five fingers in Andre's cunt, Dylan makes Andre shock herself to earn her pleasure. Dylan's squirting orgasm puts the cherry on top of a hot lesbian electro sex date!

Dylan Ryan in 'Pussy Assault'

Dylan Ryan - Pussy Assault

Dylan is tormented in strict bondage and then her pussy is destroyed with overwhelming orgasms.

TS Foxxy in 'Nurse Sex - Girl on Ts Girl Action in the Hospital'

TS Foxxy - Nurse Sex - Girl on Ts Girl Action in the Hospital

Foxxy and Dylan want the same thing - hot sex and messy orgasms. It's a match made for these two who rip each other's clothes off and get down to the physical. Foxxy takes charge of Dylan and makes her squirt and swallow cum. Foxxy fucks in all her big booty glory and with her cardio stamina and desire to get her dick as far inside Dylan as possible and then try to go further. When Foxxy pulls out, Dylan gushes an impressive load of her own girlie squirt.




Dylan Ryan in 'Stefanos' Brunch'

Dylan Ryan - Stefanos' Brunch

It is a lovely afternoon for debauchery on the Upper Floor. Come join us in the lap of luxury and help discipline the House slaves.

Dylan Ryan in 'Stefanos' Brunch'

Dylan Ryan - Stefanos' Brunch

The House has another Brunch filled with amazing BDSM debauchery. Tramp and pistol are punished in front of the guests by the Steward, and tramp is made an example of. The party moves to the lounge, pistol is put in a cage and the guests are allowed to have their way with her while tramp services another guest.


Odile in 'Stefanos' Brunch'

Odile - Stefanos' Brunch

The slaves are here to serve the House, but not always through basic service. Today they are serving as entertainment for the guests. Stefanos takes turns playing with the slaves, and eventually makes them put on a a sexual display for our guests. One of our slaves, o, has never been fisted, and kaos makes a valiant attempt, but does not succeed. Later, tramp is put on a table and brutally fucked by kaos, while Stefanos punishes her. She squirts all over the table once allowed to have the final orgasm of the day.



Lyla Storm in 'Slave Initiation: chrome'

Lyla Storm - Slave Initiation: chrome

Lyla Storm is initiated as the new House slave, but not before she is fucked into oblivion by Mark Davis, Stefanos, and the House slaves.

Krysta Kaos in 'Slave Initiation: pistol'

Krysta Kaos - Slave Initiation: pistol

The finale kicks off with a wicked zipper and ends with slave pistol airtight, slave cock in her pussy and ass, and The Steward in her mouth.


Dylan Ryan in 'Stefanos' Brunch'

Dylan Ryan - Stefanos' Brunch

Stefanos introduces slave pistol to the Sunday brunch crowd, groping her naked body and making her crawl across the table to display herself. Though she has a reputation as an excellent sex slave, pistol is made to place her head under the table top and allow her holes to be violated by another slave before she will be deemed worthy for use by a guest. Slutty slave tramp is more than happy to fuck pistol mercilessly with a strap on while the guests cheer.Once the party moves into the lounge, real life D/s couple Alpha and omega get into a deep disciplinary scene in which omega is reduced to sorrowful apologies while Alpha corrects her with a strict paddling and a tazer. Hot little bonnie gets horny and curious about the upper floor fucking machine, and soon finds herself cumming uncontrollably with the machine on high. Josh and pynki enjoy the finer points of the violet wand, fucking pynki with a glowing hot electrical wand and making her lick her juices off. The afternoon concludes with mickey mod shoving his cock down nerines throat and using his belt to hold her tight against him.

Krysta Kaos in 'Slave Competition Party'

Krysta Kaos - Slave Competition Party

a beautiful house guest decides to challenge both slaves and jumps on Derricks cock while they are both busy eating each others pussies

Dylan Ryan in 'Bobbi Violates San Francisco'

Dylan Ryan - Bobbi Violates San Francisco

After a word association game, glamorous Dylan Ryan is ready for a different kind of play - a nasty anal threesome with gorgeous brunette director Bobbi Starr and her pal Jon Jon. Bobbi dominates the red-lipped blonde with passionate kissing, tonguing and fingering her sweet butthole while the pale, submissive slut sucks on Jon Jon's big, black bone. Bobbi yanks Dylan by the hair, pushing her face down on the black stud's raging dick. The submissive blonde orally services Bobbi while getting her asshole fucked. After an interracial rollercoaster ride of rough debauchery, Dylan kneels for a mouthful of hot jism.

Dylan Ryan in 'Penny Pax'

Dylan Ryan - Penny Pax

Adorable unassuming all natural blonde gets spanked, whipped, made to worship feet and strap-on ass fucked by statuesque lesbian dominatrix.


Aiden Starr in 'A Divine Giantess'

Aiden Starr - A Divine Giantess

Beautiful giantess commands 21 year old slaveboy into ass worship, trampling, pegging, humiliation, CBT and a cruel ruined orgasm.


Odile in 'Cocktail Party: Squirting'

Odile - Cocktail Party: Squirting

Tight-bodied odile is strung up in a tight suspension while tramp is punished for squirting all over the bar instead of making drinks.

Dylan Ryan in 'Service Session'

Dylan Ryan - Service Session

This is a day of testing our tramp with electric zappers, smothering leather face masks, and brutal squirting orgasms torn from her sensitive pussy.

Alexxa Bound in 'Community Dinner'

Alexxa Bound - Community Dinner

The evening turns into a raucous girl on girl wrestling match for The Stewards cock. Everyone wins and is fucked in the end.

Skin Diamond in 'Reminding Ash'

Skin Diamond - Reminding Ash

A brutal and elegant instance of discipline and submission. Ash is degraded in front of the other slaves, flogged, made to beg, and punished.


Isis Love in 'Dylan Returns'

Isis Love - Dylan Returns

Dylan Ryan returns to WP to overcome her fear of electrical play! Lesbian domination, bondage, and more!


Dylan Ryan in 'Locker Room Fantasy'

Dylan Ryan - Locker Room Fantasy

Dylan Ryan lives out her fantasy of being gangbanged in the locker room by 5 guys. Tied up, surrounded by cock, and covered in cum.

Dylan Ryan in 'Filthy Filthy Whore'

Dylan Ryan - Filthy Filthy Whore

Dylan Ryan is fucked in every hole in a dirty auto repair shop while the mechanics fondle her tits and big round ass

Dylan Ryan in 'and Johnny Sins in Naughty Office'

Dylan Ryan - Naughty Office

Dylan Ryan is the new girl at the office and the higher-ups really want her to join the office basketball team since she played in college. But Dylan has to decline because she blew out her knee and that's why she's working in an office. But her manager plays hardball and goes as far as to lick her pussy to get her on the team. Now that pussy licking is on the table, Dylan doesn't mind negotiating with his cock in her mouth!!!


Dylan Ryan in '- Interracial Blowbang'

Dylan Ryan - Interracial Blowbang

What's a girl got to do in order to get the most black cock for her time? I go to rap concerts, liquor stores, and other places I know I'll have a hefty helping of black dick waiting for my consumption. The stories of a lair where white girls get their black cock quotas met were stirring in my head. I had to see what the big deal was and I got myself dolled up, put on clothing which was barely street-legal, and made my way for a date with 9 fertile black men. They made me their little whore moments after Brother Cuntre Pipers laid down a sermon which was consisted of how the white man has kept him down. That was all the motivation I needed as my clothes soon hit the floor along with my knees. Stuffing, slurping, and jamming those big black dicks in my mouth was the only thing on my mind. Each dick I sucked I felt as if black/white relations were improving.....even if just a little. Their atitudes lightened up significantly as my white ass was being passed around like a cigar.

Dylan Ryan in '- Glory Hole'

Dylan Ryan - Glory Hole

Dylan is back in the Champagne Room giving a private show to her special customers. She strips down to her bright blue undies, then pops out her pert titties and then gives her customers a look at what they were paying extra for, her pink pussy. While she is doing her best to display her most private of parts, a surprize pops through the wall in the form of a huge black dick. She isn't supposed to do anything like this in this venue, but she can't resist, so she proceeds to give her audience a real show as she first sucks, then fucks this massive missle through the wall. She finishes the show by jacking the huge black rod into her mouth and eating his load!


Judass in 'Judas and DragonLily'

Judass - Judas and DragonLily

In a hot objectification scene, Dragonlilly reduces judas to a footstool. Lot?s of painful nipple twisting and ball slapping ensues and Her sadistic demands are met only by compliant ?thank you?s.Then, an inflatable butt plug and whipping complicates judas? already difficult bondage position, only to be relieved by a choice between Her lips or Her teeth wrapped around his hardening cock and balls.She eventually fucks his ass with Her strap on before allowing him to worship Her beautiful feet through torn stockings while She cums inches from his begging face.

Tory Lane in 'and Judas'

Tory Lane - and Judas

Tory comes home to find her boyfriend in her lingerie, heels and stockings. She treats him like a princess by spanking his ass, fucking him and even using a mechanical pussy to make him cum.

Lorelei Lee in 'Dylan Ryan, Lorelei Lee, Jenni Lee, Dana DeArmond and Keeani Lei'

Lorelei Lee - Dylan Ryan, Lorelei Lee, Jenni Lee, Dana DeArmond and Keeani Lei

The last update in the series finds our five stunning girls sitting pretty at an afternoon tea party until the eagerness to eat more than cake gets the best of them. Sipping tea and sampling petit fours quickly descends into a pussy licking, machine-fucking orgy. The quaint backyard echoes with orgasms as Jenni Lee screams in pleasure, Keaani squirts, Lorelei does double penetration with the predator, Dylan swallows huge cock and Dana takes the trespasser deep and hard in her ass. The party carries on well into the night leaving our tea party guests worn out and satisfied.

Dylan Ryan in 'Dylan Ryan, Jenni Lee, Dana DeArmond, Keeani Lei and Princess Donna Dolore'

Dylan Ryan - Dylan Ryan, Jenni Lee, Dana DeArmond, Keeani Lei and Princess Donna Dolore

Two girls from my Collection, Dana and Jenni Lee get a break from the dungeon and a day to play in the woods with some newer bitches. First they fuck Keeani and Dylan with electric strap-ons, then I give Dana control of all the girls and let her have her way with them. She makes them suck her toes and pussy and ass till she cums, then I turn up the electricity till they squeal like pigs!


Judass in 'Judas and Isis Love'

Judass - Judas and Isis Love

When Mistress Isis takes a vacation, no cabana boy is safe! She dunks, fucks, flogs and punishes her way to total relaxation, complete with a tip for her slave.

Dana DeArmond in 'Dana DeArmond, Lorelei Lee and Dylan Ryan'

Dana DeArmond - Dana DeArmond, Lorelei Lee and Dylan Ryan

Picking flowers has never been so rewarding. Foxy Dana finds the minimite, has a dp session with the fucksall, and takes on the pussy wacker and predator? meanwhile Lorelei and Dylan finish their machine fucking session in the gym.

Judass in 'Judas, Dana DeArmond and James'

Judass - Judas, Dana DeArmond and James

Dana plays with judas cock and balls like a cat plays with a mouse - batting, slapping and smacking as he cries in pain. She pounds his ass, fucks his face and smothers him with Her beautiful ass.

Dylan Ryan in 'The Titan (0-0) vs. The Pirate (1-0)'

Dylan Ryan - The Titan (0-0) vs. The Pirate (1-0)

The Titan is big, strong, and is not used to getting pushed around. The Pirate takes command early and punishes the Titan. The Titan is made to say the humiliating words ?I submit? twice. The Titan just can?t seem to keep the Pirates? fingers out of her pussy. In Rd4 the Pirate takes it to the ungrateful Titan US style!iPod clips now available

Lorelei Lee in 'and Dylan Ryan'

Lorelei Lee - and Dylan Ryan

The quiet villa is a not so quiet get away for Lorelei Lee. After a stroll of the grounds she plunges into the pool only to emerge to find machines lining the deck, waiting for her. This strange little hideaway in the hills is full of all sorts of machine adventures and sexy guests. This is the first in a five part series of fucking machine adventures.

Dylan Ryan in 'Dylan Ryan'

Dylan Ryan - Dylan Ryan

Today I would like to introduce you to a hot local newbie, Dylan. Dylan had her introduction to bondage and electricity in the great outdoors. I tie her up throw her around in the mud like the little piggy she is, then I make her cum, shock her with the cattle prod, and hogtie her facedown in the dirt. Of course being the dirty whore she is, she loved every minute of the treatment I gave her.

Dylan Ryan in 'Dylan Ryan'

Dylan Ryan - Dylan Ryan

Sexy newcomer Dylan shows us how it?s done as she fucks her way to total orgasmic bliss right on top of our welder?s motorcycle! She takes the new intruder all the way up to top speed and likes it so much we just had to do it twice. The shaking knees and permagrin say it all. Dylan will be back.Also - the subclips are now entire scenes instead of two minute segments. Less downloading, same amount of porn!

DragonLily in 'Dylan Ryan and DragonLily'

DragonLily - Dylan Ryan and DragonLily

Dragonlily takes local girl Dylan on a journey of pleasure and pain. Dylan endures all the hard punishment and fucking that Dragonlily dishes out. Great interaction and chemistry in this very entertaining session!