Strapon Mistress Cassy has a new deliciously wicked way to torment her chastity locked up latex sissy. She decides to bring a Sex Doll into their play. As Cassy fucks sissy Molly with her long strap-on cock, sissy must lick the Sex Doll’s pussy. The only pussy sissy will ever get close to. Then Mistress releases Molly from the chastity cage so sissy can fuck the sex doll. As Molly slowly enters the Sex Doll’s wet pussy, Mistress takes her from behind, sandwiching sissy right in the middle. Once Mistress is satisfied, she ejaculates, shooting cum all over sissies face and inside her mouth.

In Jay Sin's outrageous 'Strap-On Anal Lesbians 3,' eager butt-sluts explore amazingly elastic buttholes using curious fingers, probing tongues -- and the most massive, rectum-wrecking, sphincter-stretching dildos available with or without a proctologist's prescription! Sultry blondes Ashley Fires and Holly Hanna take turns with an enormous fake cock, getting brutally reamed in every overstretched hole. Legendary anal stunt ladies Isabella Clark, Billie Star and Alysa have a threesome with plenty of intense girl rimming, ass-to-mouth flavor and ass-to-pussy action. French stunner Jessie Volt can't wait to invade the luscious bubble booty of striking, shorthaired supermodel Halona Vog, who then plows Jessie's sweet asshole to gaping. Asshole-obsessed Lea Lexis, Proxy Paige and Raisa Wetsx, dolled up in old-fashioned sheer stockings, feathers and lace, enjoy extreme anal fun including nasty pussy prolapsing by Raisa. Busty MILF beauties Ava Addams and Phoenix Marie happily suck their fake cock ass-to-mouth, savoring the sweet, addictive funk of female crack.

Director Jay Sin, renowned master of massive toys, nasty ass hijinks and monster butthole gaping, presents "Strap On Anal Lesbians 2." In five marathon scenes, hot, anally flexible sluts don dongs, trade strap-on sodomy, tongue bunghole and suck dildo ass-to-mouth. Fleshy blonde Danielle Delaunay's righteous, natural jugs jut from her leather body suit; tattooed redhead Audrey Hollander's pink innards are as visible as her farting is audible. Asian Jayden Lee, tattooed Tori Avano and brick house Phoenix Marie's glam strap-on orgy brings flooding ejaculations from Jayden and a dildo DP for Phoenix. Even in a trashy cap with a behemoth dong strapped on, Chanel Preston is gorgeous. Alana Rains joins her for barnyard behavior behind a junky country shack. Little minxes Kristina Rose and Gabriella Paltrova share wicked but cute strap-on sodomy. With Russian gape queens Alysa and Isabella Clark, American blonde Roxy Raye retains her title as the international queen of GIGANTIC ass gaping.

Porn original Joey Silvera is a master of quirky sex that pushes the envelope of safe, straight smut. In “Strap For Teacher,” Joey’s collection of all-new education-themed vignettes, gorgeous students learn the thrill of wielding a big strap-on cock... and using it to make their poor male teachers submit! First is stunning Skin Diamond, to be punished for damaging school property. But when she discovers her kinky instructor’s stash of ass toys and a huge strap-on dildo, the balance of power shifts dramatically! The dark-skinned beauty plunders the naughty professor’s tender backside and makes him mouth-clean her fake cock and lick his own goo from her fingers! Next, nubile blonde Tracey Sweet gets some private training from her gym coach, then blackmails him into a nasty pegging session that leaves the muscular dude’s asshole stretched and raw. Coach then pays a visit to his psychiatrist, busty beauty Chanel Preston. She compounds his humiliation and pounds his abused rectum with her own snap-on tool. Tanned, blonde Alexis Monroe has a breakthrough in her acting class — she butt-fucks her hunky tutor. Lastly, super-cute brunette Pressley Carter is dominating a male classmate with her pretty bare feet when Principal Gia DiMarco walks in and turns their “study” time into a ferocious three-way of strap-on buggery. Too cool for school, the selfish sluts of “Strap For Teacher” have got it bad, bad, bad — they’ve turned educational discipline upside-down!

Director Joey Silvera likes to remind us that in the battle of the sexes, the rules have changed. Today’s girl likes to take charge of her pleasure and she isn’t afraid to use special tools to get the job done. And in the case of “Strap Attack 16,” the most favored instrument is a big, ass-pounding strap-on dildo!

Director Joey Silvera reignites the perverse passions behind his popular girl-on-man pegging series: “Strap Attack 15” is chock-full of gorgeous, young ladies flipping the sodomy script on several lucky, submissive males. First, fiery, voluptuous Latina bombshell Franceska Jaimes conducts a class in ass fucking with her skinny pupil, Deviant Kade.

Joey Silvera once more guides a collection of uninhibited young men and women through the taboo world of "man-fucking." Strap Attack 11 features both experienced dick-wielders such as Francesca Lei and blushing newbies Malia Kelly and Kristina Rose. The gals verbally abuse the guys and push them around, but still grant them lavish blowjobs, rimjobs and the occasional pussy-fuck in five adventurous and frisky scenes that put the ladies in the driver's seat.

Just when you thought Part 1 of Gimp Entertainment couldn't get any hotter you stumbled onto Part 2. Temptress Pixie, Raquel Roper and I were just getting started with TheTsSlayer when we decided to unhook our gimps arms and bend him over our spanking bench for another round of aggressively deep pegging with our massive strap-on cocks. Each of us rotate as we gang bang our little fuck toy making sure he's nice and worn out by the time we're through with him. It's a sluts dream come true to receive this level of attention from 3 power Dominatrix's and as you can tell by the end of the clip he is left beyond repair.

Nicole Doshi is bound in cuffs and chains. She awaits her domme, Sophia Burns. Sophia enters and slaps Nicole’s tits and clit over and over again. She opens Nicole’s ass with glass toys and a long plug, stretching her submissive’s hole and spreading that gape wide-open. Next, Nicole is on her back with her wrists and ankles cuffed together. Sophia delivers a hard strap-on fucking with ass-to- mouth. Nicole spits in her mouth and begs for more and so Sophia gives her a fist in her ass. Sophia then gets pleasured by her submissive and orders Nicole to to eat her ass and pleasure her with a glass toy. After receiving anal stretching and fingering, Nicole shows off her impressive deep-throating skills with the slink.

Skin Diamond gets dominated and sodomized by Francesca Le and Mark Davis is this all anal kinky update with lots of punishment and S &M sex. Skin gets her asshole fisted for the first time by Francesca in a very intense scene. Then Francesca's ass is almost fisted but she gets off hard from the sensation. We also get strap-on sex and speculum play before Mr. Davis enters to give the girls what they truly crave, hard anal sex!

Danny's wife caught him rummaging through her panty drawer and decided it was time he learn a thing or two about being feminine. A few semesters at Head Mistress Lexi Sindel's Sissy Slut Training Academy should do the trick! The Head Mistress turns Danny boy into Dani, the new girl at school. He'll... well she'll have to wear a short slutty school girl skirt, eight inch babydoll heels, and a nice big red buttplug. A night on the treadmill should get the slut used to those pretty shoes, but this is only the beginning of Dani's higher education.

White stockings, high heels, a bit of make-up and a sexy wig turn this guy into feminized Melissa who badly needs to have something hard in the ass. To make him look even more feminine his girl brings him some lingerie, a skirt and a blouse. Once he puts them on, the game begins. The sissy guy and his girl change roles as Busy reveals her huge black strap-on toy and shoves it first into Melissa's mouth and then up the bum

Sissy Enema And Anal Training – Forced By Step-MommyThis was my first enema custom clip. I cleaned out my sissy by making her take an entire 2 liter enema. Then I used a speculum to hold her sissy hole open so I could administer some lube deep in inside. Once she was lubed up I slid my new 9 inch strapon into her quivering sissy hole. I sank all 9 inches into her and milked out her sissy cream while she moaned for step-mommy!

"Interrupting The Lesbians" Added: August 15, 2009

Dear Diary, Caitlyn, Abby, Zoey & Janeen swing in bed in the new