Jessie Montgomery | Actor | Actress

Profile

Jessie Montgomery

Born : Unknown

Movie Credits

Twink Wet Dream

Drift off into a sex charged dreamland where Fantasy Boys Evan Parker, Anderson Lovell, Casey Tanner and Jessie Montgomery act out your deepest desires. Fall asleep with naked pool boys tanning their smooth skin, join a slippery hot tub threesome, float by chiseled bodies grinding under heavenly white sheets and gawk over handsome new jock Gabriel West as he makes his Helix debut shooting a creamy load on Aiden Summer's satisfied face.
Released : 7th-Oct-2013

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Out in the Open 2

There’s nothing like a good fuck outdoors! It’s a hot summer and these twinks love to let it all hang out...in public. After a dip in the pool Evan Parker and Stefan Nash flip fuck on the pool deck for all the peeping eyes to enjoy. Max Carter looses a friendly tennis game and pays up by giving his ass to tall, dark and handsome Gabriel West. Find out why Jock vs. Twink sex is hotter OUT IN THE OPEN!
Released : 4th-Nov-2013

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Morning Wood 2

Start your day off hot and horny with the thick dick twinks of MORNING WOOD 2. Andy Taylor’s cock has a mind of its own and when his throbbing erection rises early with the sun he can’t wait to indulge his wildest dreams. The smooth stud obliges his dick’s demands and wakes Evan Parker for a good morning blow job. Treat yourself to one of life’s finer things with teen boys having a sunrise fuckfest, easy like Sunday morning.
Released : 30th-Dec-2013

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Helix Academy

The finest boys in America travel across the country to enroll at Helix Academy for it’s rich fraternal traditions, wholesome student body and classic Prep School education. Academy features a smooth twink student body of the hottest and youngest Helix stars. There's something for every schoolboy loving fan: flirty class clowns, first crushes on the hot jock, horny heartthrobs making out in the halls and even a dark subversive secret lurking under the idyllic surroundings. These boarding school twinks look smoother and sexier then ever as Helix Studios once again raises the bar on production and quality beyond anything else in gay porn. Fresh meat Jessie Montgomery seems to like his new classmates and idyllic surroundings but when Luke Allen, Evan Parker, Chase Young and Anderson Lovell show up in his dorm room late one night Helix Academy’s devious underbelly is revealed…
Released : 22nd-Sep-2013

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Bareback Night & Day

These boys love bareback any time of day! There’s definitely no room for a condom when Kyle Ross takes two twink cocks up his tender bareback hole for an amazing five star Double Penetration. And when Jessie Montgomery gets horny and gives Blade Woods a daytime sensual massage the two tan blond boys end up fucking into the evening.
Released : 23rd-Jul-2013

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Twink Fap Solos

Even after fucking all the beautiful boys at Helix Studios these horny twinks still need a good fap. Casey Tanner, Christian Collins and Jordan Thomas prove that the art of making love to yourself can be even more intimate than sex! Join the smooth boys as they stroke their big thick cocks and hit all the right spots better than a partner. These smooth fantasy solos are Gay Male Erotica at its best with the boys rubbing out their hot loads for climax after explosive climax.
Released : 7th-Apr-2014

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Bareback Boys

There’s plenty of new bareback boys to break in as Shane Hicks, Damon Archer, Adrian Rivers and Seth Andrews all make their Helix debuts. Join the fresh faced teens as they bring their raw youthful energy and appetite to impress to these five hard pounding scenes. And with Helix studs Matthew Keading, Dylan Hall, Daniel Bishop and Jacob Dixon showing the young guns how it’s done with a couple of thick dick flip-fucks the bareback battle with the new boys is well and truly on!
Released : 7th-May-2014

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Working Stiff

All work and no play? That’s not the Helix Way! When sweaty working men need to relax their stiff dicks they employ the tightest twink assholes around for some sexy over time. Muscled gardener Conner Kline might be on the clock but he can’t resist Spanish houseboy Anderson Lovell. Meanwhile buff banquet hunk Hayden Clark seduces blond bombshell Jessie Montgomery for a little after hours anal. Pounding twinks is all in a day’s work for these Helix hot jocks in WORKING STIFF!
Released : 29th-Jul-2013

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Matthew Keading: Bareback

Dream boy Matthew Keading is a fan favorite for his insatiable sex drive and passionate performances in six of Helix’s Top Rated scenes ever! The versatile and sultry superstar reveals his sexy nerdy side in an intimate interview before indulging every fan’s ultimate fantasy in a five-way school boy gangbang. The hypersexual young man will leave you begging for more as he takes every inch of Adrian Rivers and Jacob Dixon’s 9” bareback cocks.
Released : 26th-May-2014

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Bareback Twink Tales

Twinks have a way of finding themselves in sexy serendipitous situations. Evan Parker’s lazy day turns into a booty call to his bottom boy Jamie Sanders while an afternoon at the dog park brings blond boys Dylan Hall and Jessie Montgomery together to satisfy their puppy lust. There’s a surprise in every story as any seemingly innocent interaction or chance reunion leads to these big dick bareback teens going home with a new tall tale.
Released : 24th-Mar-2014

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Helix Academy 2

The drama at the All-American Boys Academy continues with star-crossed lovers Scotty Clarke and Jessie Montgomery navigating study hall threesomes, High School heartthrobs jerking around in class and sexy secret crushes sneaking out at night. There's plenty of fresh faces added to Helix Academy's smooth twink student body for sophomore year which promises to be the most boisterous yet!
Released : 10th-Mar-2014

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Velo

The Velo bike messenger boys work long hours navigating new relationships, overbearing bosses and upset customers in an unforgiving urban environment. Our hero Matthew Keading is forced to pay the consequences for sleeping in with boyfriend Jessie Montgomery when hot jock Ty Roderick accepts Matthew’s ass as payment for his late delivery. Bad boy Jacob Dixon knows how to be fast on the bike and smooth with the boys as he seduces pampered millionaire Damon Archer and plows his ass bareback for all it’s worth. The daily grind doesn’t stop until Matthew finally returns home to Jessie for an exhilarating flip-fuck with his big dick blond boy toy.
Released : 21st-Apr-2014

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Helix Real Cam: Bareback Boyfriends

The GoPro cameras are back to capture more amateur Porn Star action with the Helix Real Cam™. Experience the love life of Max & Kyle as they give an honest and vulnerable interview about their relationship before retreating to the privacy and comfort of their bedroom for some hard pounding action captured from every angle. Southern boyfriends Zac & Scotty are next to share the secrets that have helped keep them together before a bareback flip fuck that only true lovers could deliver. Join all the boyfriends as they document their most intimate moments in beautiful HD because love this deep is made to be admired.
Released : 12th-Jan-2015

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Bareback Boys 3

Join us for the third, hottest-yet installment of Bareback Boys. This time around, we’re hitting you with even more ass-pounding encounters featuring your favorite Helix Twinks going in deep, hard, and raw. Nothing comes between these massively thick cocks and tight, hungry holes. Just bare skin-on-skin for your pleasure.
Released : 18th-Nov-2014

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Bang My Twink Hole

Jordan Thomas is the first twink to get his hole rocked as he loses his cherry on-screen bottoming for the adorable Evan Parker. Andy Taylor is next up to offer his ass and tight teen hole to his fuck buddy before blowing a sweet load all over his smooth skin and athletic abs. Each young boy eagerly awaits his turn to see if he can take the thick dicks of the Helix Studios studs in these six exhilarating scenes. Bang bang that twink hole baby!
Released : 23rd-Jun-2014

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Live Twink Orgy

Are you ready for the hottest LIVE boy Sex Show in gay porn history? This all-star cast of boys ravage each other in a fuck and suckfest that will leave you dripping with satisfaction. And just when you think you have seen it all, we have added a bonus scene with our cum hungry cutie Kyle Ross taking it like a good boy from his sexy buddy Kyler Ash.
Released : 1st-Jul-2013

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Big Dick Bareback

Calling all size queens, big dick worshipers, and hung-hungry pole-chasers! If you enjoy nothing more than colossal-sized cocks making raw, deep impact inside ready and willing bubble butts, lube up and get ready to be totally overwhelmed. Watch Helix’s "biggest" stars struggle to squeeze their massive manhood into some of the tightest holes in the business, then unleash epic, ass-stretching, bareback poundings upon them. It might hurt a bit at first, but you know what they say: no pain, no gain!
Released : 18th-May-2015

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Boy Stories 3: Bareback

Welcum to our third installment of Boy Stories. In this collection of jizztastic twink "tails", we find that all different types of chemistry can lead to a phenomenal fuck. From lust at first sight to intimate asscapades with a friend or partner to balling down with the boss man, these semen filled shafting stories all have one thing in common: They're 100% raw! Watch the jimmy-free juniors of Helix Studios in a bareback bonanza you won't soon forget.
Released : 21st-Sep-2015

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Boy Next Door

The boy next door is the one you’ll always dream about. He gave you your first kiss, confided in you his deepest secrets, showed you unforgettable new experiences, and made you feel wild, out of control, and free. Helix Studios brings you five sizzling stories of young love and lust. What begins as innocent fun evolves into explosive episodes of unrestrained sexual exploration. Join Helix Studios and get to know the boy next door.
Released : 23rd-Apr-2015

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Dirty Blonds

Blonds come in all shades and sizes. This film highlights one particular variety: the young, hung, and full of cum. In the title scene, Lukas Grande and Stefan Nash get more than what they bargained for as a steamy one night stand turns into something more. It's the kind of "love at first load" story we all dream about. Watch as Jessie Montgomery & Cooper Steel prove that the only thing more beautiful than a sunny day on the water are these two boys at full mast. Helix Superstar Andy Taylor show us everything, including the best cure for morning wood as the angelic Matt Klein serves up a delicious bowl of breakfast booty. Scene after scene is pornographic gold as yellow haired perfection like Dalton Briggs, Ian Levine, & more settle the score once and for all... Dirty Blonds have more fun!
Released : 26th-Aug-2015

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Young Lust

Young Lust is a fiery and uncontrollable craving, an appetite to touch and devour every inch of smooth skin. With wild desires that demand to be filled, these horny teen boys throw themselves at each other with youthful exuberance. The nearest twink becomes the immediate object of their arousal as they fuck in the morning before breakfast, after riding bikes in the afternoon and anytime that overwhelming sensation takes control. Casual sex has never been so intense as in these six hard pounding scenes of vigor and vitality.
Released : 8th-Dec-2014

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Boy Stories 2

What happens when ordinary everyday situations take a turn and lead to mind-blowing, ass-pounding sex? Join us for the second installment of Boy Stories. A road trip to the beach; a midday run in the park; even a simple case of writer’s block can be the catalyst for the most memorable fuck sessions. These salacious stories are sure to draw you in and make you cum like you were right there in the middle of the action.
Released : 22nd-Dec-2014

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Twink 3 Ways

It’s been said that “two’s company, three’s a crowd”, but this collection of explosive twink 3 ways proves that when it comes to sex, “the more, the merrier”. Two hungry cock-sucking mouths are better than one, and the only thing more fun than a thick, hard dick in a twink’s ass is another one in his mouth at the same time. At Helix Studios we tend to think three's not a crowd; it's a party, and this DVD is jam-packed with hot boy-on-boy-on-boy action.
Released : 29th-Jun-2015

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Bubble Butts

What’s round, juicy, and smooth all over? This is no riddle. It’s Bubble Butts, our big-ass compilation overstuffed with the bounciest apple-bottom backsides in the business. Go in deep with the hard cocks of Helix as they explore the endlessly inviting appeal of perfectly plump cheeks. Calling all cake-lovers! With this DVD, we guarantee you’ll get your fill.
Released : 5th-Aug-2015

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Man on Twink

Man on Twink brings together legendary Director Dominic Ford and his hung superhunks Tommy Defendi & Landon Conrad with Helix Studios own power bottom twinks for a series of dynamic fantasy scenes based on each models’ deepest sexual desires. From seducing a hunky stranger at the art gallery to putting the moves on an older man in the doctor's office, the Helix Boys live out their ultimate secret fantasies in these hard pounding dream sequences that leave both the mature muscle studs and the smooth young boys drenched in Man & Twink cum.
Released : 16th-Oct-2014

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Pleasing the Boy

There’s more than one way to please a boy. You can whisper dirty thoughts into his ear, slip your hand under his pants and grab his smooth, firm bubble butt, or slide your lips around his swollen, throbbing cock. You can probe his tight, willing hole until, unable to hold out any longer, he explodes a hot, creamy load. Join Helix Studios as we explore the endless possibilities. The pleasure will be all yours.
Released : 12th-Mar-2015

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First Time Remembered 2

Do you remember your first time? More of our hottest Helix Boys recall their first teenage escapades of cherry popping experiences including intimate confessionals and boner-afide reenactments. Don’t miss Aiden Summers and Jessie Montgomery’s steamy skin-on-skin bareback action! If volume one got you hot, then volume two is sure to make you explode with double the penetration of boy-on-boy action.
Released : 20th-May-2013

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Hung & Horny

Up for a challenge? Let’s see who can handle the most well-hung and horny Helix hunks as they bury their jumbo-sized boners into the tightest twink holes. No desires will go unfulfilled; no cocks will go un-milked; no holes will be left unplowed. When big dicks get hard and horny, all you can do is lube up, spread those cheeks wide, and brace yourself for a wild ride.
Released : 15th-Jun-2015

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California Boys

The summer sunshine is here and that means it’s open season on fucking California’s hottest tanned twinks! There’s plenty of unscripted blond-on-blond action as Casey Tanner gives sandy blond twink Kyle Ross and platinum blond party boy Max Carter road head while Jessie Montgomery and his golden locks love the live action anal from Christian and Max in one of Helix Studios’ highest rated scenes ever! If you wish they all could be California Boys then this is your lucky day!
Released : 12th-Aug-2013

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Bareback Boys 4

It's barely legal bareback at it's best in this all new, full-length & condom free fuck flick from Helix Studios! From super sexy boyfriends boning to a red-hot rendezvous affair or a junior jock taking one from his teammate, this totally twink & completely raw ride is full of fine young & hung horn-dogs that you come to expect from Helix. Catch all of your favorite beautiful bottom boys & big-dicked dreamboats in scene after steamy scene of bare, unbridled passion & naughty condomless raw-dogging action!
Released : 26th-Jun-2016

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Bareback Passion

It's barely legal bareback at it's best in this all new feature-length & condom free fuck flick from Helix Studios! Whether it's a sizzling summertime adventure, birthday booty breakfast-in-bed or just the first time working out or breaking in a new gym buddy, these fit & fine, young & hung, rock hard romeos with their insatiable erotic urges & super-sized sex drives find stimulation inspiration in every situation. Don't miss all your favorite Helix heartthrobs in scene after steamy scene of wanton & sultry bareback bliss.
Released : 18th-Apr-2016

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Twink House Party

When the cat’s away the twinks will play. This is a party you don’t want to miss! Hot boys get together at Evan Parker’s house for a night of drinking, games and good old fashioned fucking. Evan starts the games off right by taking advantage of innocent Jessie Montgomery and Kyler Ash’s sweet butt holes! After everyone gets loosened up it’s balls out fun and a cum splashing good time! If you want to join the party the secret password is ‘FUCK ME PLEASE’.
Released : 22nd-Jul-2013

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Bare Youth

They're young, hung and full of cum in an all new feature-length and condom free cock-buster from Helix Studios! From the classic teenage first time to extremely gifted lads showing off their super-sized swollen spots, to all around incredibly beautiful boys and their deliciously magnetic and irresistibly sexy twink fuck magic, this bareback and barely legal bone show has all of the fresh faced, jock-rocking jailbait you've come to expect from your home for the cutest newbies. Don't miss these juicy juniors and gorgeous spunk-filled youngsters in a hot, new dick-flick that's guaranteed to be a jaw-dropping teen-jerker.
Released : 2nd-Jun-2016

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Scandal at Helix Academy

The third installment of the Award-Winning twink schoolboy series adds another layer of drama and intrigue to the story of the All-American Boys Academy. It’s the start of a new semester and Ryker Madison is quick to learn about the lying, blackmail, scheming and secret screwing indulged by the sexy student body. But it’s not until senior studs Evan Parker and Casey Tanner stumble upon the extracurricular activities of Ryker and the new teacher Mr. Acre that the scandal is truly set in motion. Welcome back Helix Hellcats!
Released : 14th-Jul-2014

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Horny Schoolboys

Homework can be boring enough on its own, but it’s totally impossible to focus on solving math problems or memorize historical dates when you’ve got a raging boner stabbing the inside of your pants. Watch as these young Helix academics contend with uncontrollable after-school horniness, and close their textbooks to find sweet cum-soaked relief with the help of each other’s fat swollen cocks and tight little holes. Even though the study sessions are cut short, rest assured these horny schoolboys receive an in-depth lesson in anatomy.
Released : 13th-Jul-2015

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Out in the Open

Sometimes fucking is more fun out IN THE OPEN! Let your inner voyeur out to play because these young boys enjoy an audience. Evan Parker pulls over one hot summer day to rev up his beautiful cock and stroke it to eruption. Christian Collins takes Max Carter’s dick balls deep into his boy hole under a shady tree. Whether it’s bent over the back of a truck or getting their asses eaten in a graffitied storm drain these Helix boys love to let it all hang out for your viewing pleasure.
Released : 10th-Jun-2013

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California Boys 2

In this latest sizzling summertime release from Helix Studios, we return to sunny California and the wild wild boys of the wild wild west! From sexy skater boys to comic book cuties, to the classic tale of an adorable small town twink transplant's big move to the big city, these gorgeous golden state sweeties prove from scene to smoldering scene that underneath the studly jock wear, hot broey attire or precious preppy duds, the beautiful boys of Cali are all the same and by "the same", we mean absolutely angelic and dreamy perfection! Don't miss a minute of this steamy sequel & fap-tastic feature film as all of your favorite jailbait bottoms & barely legal tops prove once again that the west coast is the best coast.
Released : 16th-Jun-2016

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Raw Teen Love

These young lovers know how to loosen up a tight twink hole for some raw teen-on-teen riding. Cum loving boys know bareback is best for blowing their loads all over the smooth skin of their sexy twink boy toys in Raw Teen Love.
Released : 16th-Dec-2013

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Luke & Jessie's Twinkmas

Boys love their toys and at this Twinkmas Party everyone gets to give and receive! Christian begins the festivities by loosening up Jessie’s tight hole for seasonal stuffing while Hayden gives Luke and Ezra his hung stocking to play with. Max and Kyler unwrap a double ended dildo and put on a Live XXXMas Show.
Released : 2nd-Dec-2013

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Horny Heartthrobs

Watch as hunkzilla muscle bro Justin Owen takes on the fit and frisky jailbait juniors of Helix Studios in this sizzling hot, fap-tastic treasure trove of twink tails. He’s joined by all of your favorite fresh-faced young superstars like Evan Parker, Troy Ryan, and Aiden Garcia as these ultra sexy and sensual heatseeking hung tops leave their tight, smooth and horny barely legal bottom boys begging for more!
Released : 5th-Feb-2016

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Twink on Twink

Those titans of twink-tainment are at it again and this time, the beautiful and barely legal bad boys of Helix Studios just might have outdone themselves in their twinkiest tug-flick yet! 'Twink on Twink' contains scene after glorious scene of the youngest, smoothest and most delicious little squirts in the industry, newly ripened & shedding their innocence right before your very eyes. As has come to be expected from the Helix brand, 'Twink on Twink' is jam packed with only the sexiest super stars & juiciest jailbait imaginable and with names like Brad Chase, Tyler Hill, Jesse Montgomery, and Noah White, this sizzling, five scene, boy on boy nut-buster includes only the most popular teenage heartthrobs & college cuties.
Released : 20th-Jul-2016

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Riding Raw

Helix has ASSembled 10 of their HOTTEST models for a 5 star bareback fuck-fest! With the exception of some sexy shirtless gymnastics, these boys cut right to the chase and get down to the nitty gritty right quick! Hot raw, ass slamming, cock licking action from some of the biggest dicks on our roster! Beautiful, smooth asses taking raw, giant cocks in 5 sizzling scenes from the most beautiful young guys on the planet! Each scene CUMMING to an explosive conclusion with jumbo loads of hot jailbait joy juice in faces & tight smooth asses!
Released : 4th-Aug-2016

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Bottoms Battle

Big dicked twink bottoms are some of the most captivating boys to watch. Being young and pretty is a currency these hand picked Helix boys ALL have. The question is when we put them together, who is gonna get fucked?! Watch as Helix pairs our best bottoms WITH...our best bottoms! It's a tense experiment and a super sexy journey of discovery for these hot young studs that just wanna get their tight toned asses filled. But when you've got a big dick and a perfect back side, where do you put the goods? That question is answered and then some as Helix's best bottoms suck, fuck and figure it all out together in the ultimate collection of pretty boys!
Released : 8th-Sep-2016

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Twink Confessions 3

Helix is back and exploding with ass AND answers! The boys take twitter questions and requests, answer and act out honestly and in full dirty detail! The probing questions and fantasies you thought up in your dirty dreams are explored deeply and brought to life by our beautiful boys. Enjoy every inch as your dreams cum true!
Released : 23rd-Mar-2017

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Triple Twink

Triple your pleasure in this tantalizingly tasty collection of twink treasures! Every scene is overflowing with THREE of the HOTTEST twinks on the planet. We've even added one or two healthy young jocks to help stuff their twinkies with a yummy cream filling! Three times as much action! Three times as much ass! Salads are tossed, cocks are gobbled and every hole is filled three times over! Hot young asses get double dicked, bare backed, flip flopped and even ride trains to pure squirting ecstasy explosions! Watch our tender young twinks get into some tasty trouble in these throbbing threesomes!
Released : 1st-Mar-2017

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Horny Harmony

From tickling the ivories to tickling tonsils, from guitar hero, to hero hung hogs, these cock hungry composers, and dick destroying dancers put ALL their talents on display!
Released : 10th-Jul-2020

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Haunted Holes

BIG things go bump, AND grind in the night, in these spooky good tales of terrified twink’s getting their tight tails taught lusty lessons. Get ready for some big dicked tricks, and bubble bootied treats! Here, bad boys are given something good to eat; and, good boys get gooey with sticky, porn pleasure! These Halloween hijinks are so hot, they’ll haunt your wild, wet dreams for ages.
Released : 22nd-Oct-2021

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