Jay Sin

16 scenes, 3 discs, 10 hours! This fundraising DVD set is our first ever company-wide compilation to include scenes from every current Evil Angel...

Irrepressible director Jay Sin presents 10 scenes of feminine beauty, flashy sexuality and intriguing TS seduction. The three-hour movie's arousing...

In the eight bewitching scenes of "Big, Hard And Beautiful 2," director Jay Sin pays homage to TS beauty, arousal and play. The movie delivers over...

Big, Hard And Beautiful

Ball-blasting anal sluts. Kinky anal-stretching fun. Big toys + big gages = chronic masturbation. Cute babes with acrobatic assholes.

The boldest sexual adventurers require something extra, and the TS beauties in this package pack intriguing packages! When a pretty, flashy girl can...

Jay Sin's homage to his spit fetish continues, but in Pretty Sloppy 4 we get to salivate for a virtual who's who of gonzo porn, including the cover...

You may occasionally find yourself wondering about the capacities of the human asshole. If you do, Jay Sin is here to answer your questions in Anal...

Jay Sings "Anal Acrobats 4" features five scenes full of more amazing feats of anal derring-do, more sexy, colorful costumes, as well as the Jay Sin...

Jay's follow-up to his hugely popular Anal Acrobats features some of the smut world's finest female talents, demonstrating sphincter control, wild...

You've seen lesbian lust, probing toys, butthole gaping. And now the filthy-minded pornographers at Anal Acrobats present some of filmmaker Luis'...

Jay Sin must be the only director perverted enough to create 'Pretty Sloppy 5,' an all-girl marathon drenched with relentless spit play, and deep rim...

For saliva aficionados, there's nothing sexier than a beautiful slut swapping spit with her messy girlfriends. This mouth-watering perversity doesn't...

There's anal lust, there's gaping talent, and then there's "Outrageous Roxy Raye." Her drive for butthole full-fillment is exceeded only by her...

Red Label by Evil Angel presents top-shelf hardcore action compiled according to specific sexual themes -- body types, dirty acts, favorite stars...

Cute-but-kinky backdoor girls open their cheeky rears for Anal Toys and Games. When it comes to cumming, this video is the toy department: Butt plugs...

Four total scenes and with each one is so wild. Lili and Geona star with two men and they are definite milk junkies. They include an enema kit, a...

Hot-looking, sexually adventurous, physically flexible starlets show their deviant lust as vivid videography captures sick thrills, including freaky...

The king of extreme ass play, director Jay Sin, is back with an outrageous collection of brand new scenes featuring gorgeous ladies in graphic...

The new "Cream Dreams," from kinky anal auteur Jay Sin, is definitely not for the lactose intolerant! Jay's two-disc bunghole party features a bevy...

With his playfully dirty mind, vivid camera work and hot girls both morally and anatomically flexible, Jay Sin is showing the world the wide-eyed...

Jay Sin's new Lil' Gaping Lesbians 3 re-establishes his preeminence in the area of all-girl toys-and-anal gaping parties. The five luxurious scenes...

Jay Sin's Lil' Gaping Lesbians 4 merges the fun and sweetness of girl-girl teen porn with the perversity of all-anal toys and never-ending rim jobs...

Supreme anal auteur Jay Sin is back in the backyard, directing a bevy of gorgeous, Sapphic butt-sluts in his new double-disc ass adventure, Lil'...

Imaginatively nasty Jay Sin presents six diverse scenes of she-male lust in “TS Playground 10.”

Ass-obsessed director Jay Sin is a legend among devotees of extreme anal antics. He brings that nasty yet fun sensibility to his she-male porn as...

Gorgeous, ultra-feminine, super-functional she-males have a field day in director Jay Sin’s “TS Playground 17.”

In “TS Playground 18,” director Jay Sin showcases a multi-ethnic cast of beautiful ladyboys doing whatever cums naturally with their...

Globetrotting thrill seeker Jay Sin’s recent adventures have uncovered gorgeous she-males that combine petite femininity with hard-charging...

Anal mastermind Jay Sin is the director behind “Lil’ Gaping Lesbians 6,” a lewd celebration of girl-girl backdoor fun featuring...

In “Lil’ Gaping Lesbians 7,” anal-obsessive director Jay Sin shows us all the nasty rectal rimming and sphincter-stretching fun...

Jay Sin's eye for booty is infamous. Wherever he goes, the kinky anal renegade seeks out the kind of girls who love filling their assholes to the...

Get ready to be swallowed up by outrageous rectal phenomena! With "Deep Anal Abyss 5," ass-crazed director Jay Sin's explorations of the female colon...

To say that director Jay Sin is fascinated with female buttholes is an understatement. He's made a career of capturing rim jobs, rectal gapes and...

Anal maniac Jay Sin has engineered characteristically bizarre sexual perversions in “Cream Dreams 2,” which features sexy sluts that love...

Director Jay Sin has made a career out of perverse gonzo scenes showcasing the most extreme anal antics. In “Cream Dreams 3,” Jay brings...

In director Jay Sin's ass-packed two-disc butt bonanza "Anal Acrobats 7," his infamously extreme anal stunt work raises the rectal stakes for a...

Jay Sin takes anal porn to the next level. Throughout his career, the rectally obsessed director has made his mark on the smut world by turning a...

A biology teacher might define "peristalsis" as waves of contraction along a hollow muscular structure (such as a rectum) that squeeze the contents...

Combine the fresh tang of ocean air and monster gapes, and you get Jay Sin's anal-centric version of a day at the beach! Anal Beach Buns 2 finds no...

When director Jay Sin merges his infamous style of anal porn with the naked eroticism of beautiful, gender-bending she-creatures, the results are...

Gorgeous Billie Star loves to fuck super anal queens Alysa & Isabella Clark. Slutty, horny blones Ashley Fires and Holly Hanna fuck each other's...

Get ready for an all-you-can-eat banquet of butt-stretching anal sex, girl-on-girl rim jobs and ass-to-mouth fun! Rectal Renaissance man Jay Sin...

Fans of the anally extreme love the sensational work of director Jay Sin. This ass-obsessed pornographer constantly pushes the boundaries of the...

Jay Sin is showcasing the most extreme vaginal stunts imaginable. 'Pussy Acrobats 2' features a cast of supersluts with very specialized talents --...

Blue-eyed redhead Penny Pax's labia are puffy even before Jays clear, tubular suction device swells the big, pink lips into a thick knot of purple...

Director Jay Sin is known for fun loving but graphically nasty porn. Capturing dirty girls blasting milk enemas from their bungholes is one of his...

Come into Jay Sin's Big Top - the irrepressibly kinky director has created some of the freakiest fun in XXX entertainment!

Director Jay Sin combines huge dildos, deep rim jobs with glamorous porn starlets,

Jay Sin's Gape Lovers 6 is an all-anal celebration of the most extreme ass play imaginable! Endless ass-to-mouth fun, girl-on-girl rimming, gigantic...

The master of anal perversity, director Jay Sin, presents a collection of all-new scenes featuring expansion of the female butthole. Gape Lovers 9...

Director Jay Sin has a distinctive flair for eye-catching, fun-loving TS entertainment. He presents "Big, Hard And Beautiful 4" for lovers of...

Creatively twisted, butthole-obsessed pornographer Jay Sin has a keen eye and a perverse passion for gorgeously feminine she-males. His new,...

Anally motivated director Jay Sin focuses on the gender-bending world of she-males in his new "TS Playground 3." It's full of gorgeous, feminine...

After a nearly three-year hiatus, director Jay Sin revisits a fan favorite, his signature, rectum-wrecking series: In "Anal Acrobats 10," the kinky...

Anally obsessed director Jay Sin and his adventurous cast explore the sensual pleasures of ultra-feminine, fully functional Thai T-girls in 'TS...

Director Jay Sin has a special way with sweet, young porn girls - he's able to inspire their playful spirit and lust as they explore their nubile...

Feminine, functional, well-hung she-males get off with hard, horny men (and in one case, a hot genetic girl) in director Jay Sin's TS Playground 13.

Exotic Asian trans chicks seek adventure in outrageous director Jay Sin's "TS Playground 37 Ladyboy Edition. " The cute gender benders enjoy orgasmic...

With his sphincter-stretching hetero porn, director Jay Sin is an infamous pioneer of nasty-yet-playful anal extremes. The king of the colon explores...

Anal explorer Jay Sin continues his journey into an exotic, hidden sexual world in his new lady-boy adventure, TS Playground 4. Jays signature style...

With the obsessive, hard-core eroticism and unique camerawork that make his straight movies hits with anal fanatics, director Jay Sin presents "TS...

Perversion pioneer Jay Sin takes the single-minded obsession of his spectacular anal porn and applies it to the sensuous world of she-males. In TS...

In TS Playground 9, transsexual aficionado Jay Sin presents she-male shenanigans in five lusty varieties.

Kinky porn pioneer Jay Sin has won ass-obsessed hearts through an amazing career of documenting extreme rectal perversity with the most anally...

Jay Sin, porn's anal adventurer, likes taking his direction in different directions, and one perverse pleasure he explores is transgender attraction....

"TS Playground 12" continues creative pornographer Jay Sin's wildly successful series with sexy, offbeat trans-girl scenario.

In his TS Playground series, crazy Jay Sin captures beautifully femme but shockingly hung, hard transsexuals doing outrageously dirty deeds. For "TS...

Traveling adventurers, sex tourists and fans aroused by exotic porn love Thailand, the world-renowned home of the transsexual temptresses known as...

Superhero to the anus-obsessed, Jay Sin has been amassing a huge following with his lighthearted but extremely hardcore movies. His Deep Anal Abyss...

Before director Jay Sin became one of Evil Angel's best loved and kinkiest artists of anal sexuality, he honed his messy, depraved craft by seeking...

Jay Sin introduces you to the wide, wide world of wide open buttholes!

Director Jay Sin returns to a classic series with "Lil' Gaping Lesbians 8," an epic of extreme, girl-girl ass play. It's a smorgasbord of giant anal...

Anal Buffet 5 continues the Sin tradition of creative anal perversions, with plenty of girl-on-girl ass-licking and massive sex toys as well as...

Four total scenes of nothing but milk junkies. See them squirt milk right out of their pussies and asses. It's incredible to watch. Milk is poured...

The king of nasty anal antics, director Jay Sin, turns his probing camera on the forbidden world of she-male sex. Jay's "TS Playground" features the...

Ass-crazed director Jay Sin has created the eighth edition of his infamous series exploring the seemingly limitless capacity of the female anus....

The latest installment of Jay Sin's signature line takes him around the world to Russia and parts of Eastern Europe, where he stalks the wild gape...

Director Jay Sin, renowned master of massive toys, nasty ass hijinks and monster butthole gaping, presents “Strap On Anal Lesbians 2.” In...

Artistic Evil Angel filmmaker Jay Sin is notorious for his playful yet filthy anal porn, heavy on girl-girl rimming, ass-to-mouth perversion and...

Pioneering anal pervert Jay Sin serves up a steaming selection of rim jobs, anal gapes, hard-core ass fucking, sphincter-stretching toys and nasty...

Director Jay Sin spotlights the sexiest trans talent from Brazil and the U.S. in "TS Playground 27." Femme but very functional beauties tease the...

Dirty-minded director Jay Sin’s “TS Playground 11” delivers exotic she-male shenanigans in various scenarios and combinations.

Ass fiend Jay Sin has revolutionized anal porn with his over-the-top shooting style and single-minded rectal fetishism. The two-disc Anal Buffet 6 is...

The King of the Gapes, Jay Sin, returns with his latest asshole-stretching epic, featuring a blend of Eastern European and American buttholes.

Director Jay Sin serves up Anal Buffet 3, his latest smorgasbord of gorgeous asses reverently photographed, with energetic butt-fucking, lewd...

ay Sin's anus-obsessed movies are renowned for their focus on sensual girl/girl rimming and unbelievably hot chicks doing impossible tricks with...

Gape nuts eagerly awaiting a second visit to Jay Sin's Anal Buffet will delight in watching volume two's assortment of exotic and enticing sirens get...

The wild, no-limits approach to video that helped veteran director Jay Sin mastermind a revolution in anal porn has made him a beloved player in the...

Director Jay Sin’s signature style — extreme anal perversions presented with an inviting sense of playful delight — is the perfect...

Groundbreaking, butt-busting director Jay Sin takes extreme ass play to the next level in the long-awaited Anal Acrobats 9. A gorgeous cast featuring...

Director Jay Sin serves up a sumptuous gourmet feast for ass fetishists: "Anal Buffet 13" delivers over four hours of kinky sodomy and outrageous...

Director Jay Sin, the master of playfully nasty anal pornography, turns his camera toward the exotic world of glamorous T-girls and the kinky dudes...

Hot girls in skimpy swimsuits, crazy ass worship and lots of winking anuses await you in Jay Sin's new movie.

Veteran pornographer Jay Sin spotlights a stellar array of feminine, well-endowed Asian trans babes in "TS Playground 33 Ladyboy Edition." Six...

Outrageous porn pioneer Jay Sin spotlights tempting transsexual sweethearts from the exotic lands of southeast Asia in "TS Playground 35 Ladyboy...

Jay Sin is back and pushing the limits of the female sphincter further than ever with Pretty Sloppy #2! The emphasis is on lascivious libations, as...

In Deep Anal Abyss 3, director Jay Sin presents five scenes of wicked anal play culminating in a three-girl anal magic show where amazing things...

Some girls fear anal sex, but not the freaky, adventurous beauties here. They exercise their comely butts, flexible rectums and dirty libidos on...

Jay Sin calls Amber Rayne the Queen of Gapes, but her scene with Aurora Snow and Mya Nichole shows that they should share the title. Sean Michaels...

Calling fans of filthy butt sex and sick rim jobs: Anal artist Jay Sin has outdone himself with the insane asshole antics in the double-disc "Gape...

Slutty Bonnie gets double-dick-stuffed in all her holes till they unload all over her face. Big butt dirty blondes Candice & Layla enjoy a big black...

Jay Sin has become the fast rising star of porn directors and is now ready to raise the bar in the interracial market with Black Where You Belong a...

Director Jay Sin indulges his infinite appetite for edgy, boundary-busting sex with the intriguing beauties of "TS Playground 28." These feminine...

Tempting trans performers show off their kinky sexuality, pretty bodies and big, up-front bonuses in daring director Jay Sin's "TS Playground 29."...

Distinctive director Jay Sin's trademark has always been a cross between perverse fetish and lighthearted play. True to form, "TS Playground 30"...

Director Jay Sin, the purveyor of fun-loving filth, spotlights alluring she-starlets and decadent delights in "TS Playground 36." Jay's keen,...

Jay Sin returns to Russia in search of the world's greatest gapers - and you won't be disappointed with what he found! These girls shove massive toys...

Director Jay Sin, the artist of anal acrobatics, loves traveling Russia in search of fresh, unspoiled ass talent. To find out whether the girls he...

Winking 101 In Russia 4 was created, directed and shot by Jay Sin, a master of anal fetishes whose fun yet direct style sets the tone for delicious...

"Does this make my asshole look big?" Jay Sin's Winking 101 in Russia 5, from the Buttman Magazine Choice line of ass-oriented specialty videos,...

How many licks does it take to get to the center of one of these sweet things? Prepare for over four hours of all-girl treats that anyone would love...

In Pretty Sloppy 3, director Jay Sings masterfully shot visuals immerse in the slick and sloppy world of spit fetish. With stylized costuming and set...

Pretty Sloppy deals with many themes common to his oeuvre, like girl/girl, analingus, gapes and rear-entry toys. This movie adds a new element of...

From the master of extreme anal erotica, director Jay Sin, comes a showcase of sultry, feminine starlets sporting huge, throbbing she-cocks! The...

In 'TS Playground 24,' distinctive director Jay Sin spotlights feminine, fully functional trans beauties in solo sessions and gender-bent trysts with...

In “TS Playground 26,” outrageous director Jay Sin combines gender-bending transsexual erotica with extreme anal perversion: Four femme,...

Muscle stud Spencer Fox introduces slim, short haired TS Jenny. The cute, young Thai ladyboy strokes her she-dick as she gives Spencer a slobbery...

Director Jay Sin is a world-famous porn expressionist whose skill with anal spectacle brings out the best in feminine, well-hung T-girls. In "TS...

Aspen, Kyaa and Spencer have a kinky threesome with all kinds of twisted, nasty positions. Cum-hungry Milli loves to have Spencer's big cock up her...

Jay Sin's asshole-obsessed movies are renowned for their intense, nasty focus on unbelievably hot girls doing impossible tricks close up with their...

In Jay Sin's second release under the Buttman Magazine Choice line, the Gape Lovers use dildos, carrots and cucumbers to expand the asshole...