Jessie Montgomery Movies

  • 2021
    Haunted Holes

    Haunted Holes

    Haunted Holes

    102021HD

    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...

    Haunted Holes
  • 2013
    Twink House Party

    Twink House Party

    Twink House Party

    02013HD

    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...

    Twink House Party
  • 2013
    Helix Academy

    Helix Academy

    Helix Academy

    9.52013HD

    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...

    Helix Academy
  • 2013
    Out in the Open

    Out in the Open

    Out in the Open

    72013HD

    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 on...

    Out in the Open
  • 2013
    Bareback Night & Day

    Bareback Night & Day

    Bareback Night & Day

    02013HD

    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...

    Bareback Night & Day
  • 2013
    Twink Wet Dream

    Twink Wet Dream

    Twink Wet Dream

    02013HD

    Drift off into a sex charged dreamland where Fantasy Boys Evan Parker, Anderson Lovell, Casey Tanner and Jessie Montgomery act out your deepest desire...

    Twink Wet Dream
  • 2013
    Out in the Open 2

    Out in the Open 2

    Out in the Open 2

    02013HD

    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 Pa...

    Out in the Open 2
  • 2013
    Morning Wood 2

    Morning Wood 2

    Morning Wood 2

    02013HD

    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 erectio...

    Morning Wood 2
  • 2013
    California Boys

    California Boys

    California Boys

    02013HD

    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...

    California Boys
  • 2013
    Luke & Jessie's Twinkmas

    Luke & Jessie's Twinkmas

    Luke & Jessie's Twinkmas

    02013HD

    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 hol...

    Luke & Jessie's Twinkmas
  • 2014
    Scandal at Helix Academy

    Scandal at Helix Academy

    Scandal at Helix Academy

    8.32014HD

    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 Acade...

    Scandal at Helix Academy
  • 2014
    Twink Fap Solos

    Twink Fap Solos

    Twink Fap Solos

    62014HD

    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...

    Twink Fap Solos
  • 2014
    Bareback Boys

    Bareback Boys

    Bareback Boys

    02014HD

    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 fre...

    Bareback Boys
  • 2014
    Bareback Twink Tales

    Bareback Twink Tales

    Bareback Twink Tales

    02014HD

    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 Sande...

    Bareback Twink Tales
  • 2014
    Helix Academy 2

    Helix Academy 2

    Helix Academy 2

    102014HD

    The drama at the All-American Boys Academy continues with star-crossed lovers Scotty Clarke and Jessie Montgomery navigating study hall threesomes, Hi...

    Helix Academy 2
  • 2014
    Matthew Keading: Bareback

    Matthew Keading: Bareback

    Matthew Keading: Bareback

    02014HD

    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 vers...

    Matthew Keading: Bareback
  • 2013
    Working Stiff

    Working Stiff

    Working Stiff

    02013HD

    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...

    Working Stiff
  • 2014
    Velo

    Velo

    Velo

    02014HD

    The Velo bike messenger boys work long hours navigating new relationships, overbearing bosses and upset customers in an unforgiving urban environment....

    Velo
  • 2015
    Helix Real Cam: Bareback Boyfriends

    Helix Real Cam: Bareback Boyfriends

    Helix Real Cam: Bareback Boyfriends

    72015HD

    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 h...

    Helix Real Cam: Bareback Boyfriends
  • 2015
    Horny Schoolboys

    Horny Schoolboys

    Horny Schoolboys

    02015HD

    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...

    Horny Schoolboys