Jessie Montgomery

ActingBorn August 28, 1993 · Estherville, Iowa, USA

Known For (49)

8.6

Scandal at Helix Academy

2014 · Movie

Scandal at Helix Academy

8.6·2014

8.7

Hung & Horny

2015 · Movie

Hung & Horny

8.7·2015

9.5

Helix Academy

2013 · Movie

Helix Academy

9.5·2013

8.0

California Boys 2

2016 · Movie

California Boys 2

8.0·2016

9.5

Horny Heartthrobs

2016 · Movie

Horny Heartthrobs

9.5·2016

10.0

Haunted Holes

2021 · Movie

Haunted Holes

10.0·2021

7.0

Out in the Open

2013 · Movie

Out in the Open

7.0·2013

10.0

Twink Wet Dream

2013 · Movie

Twink Wet Dream

10.0·2013

6.0

Twink Fap Solos

2014 · Movie

Twink Fap Solos

6.0·2014

9.0

Matthew Keading: Bareback

2014 · Movie

Matthew Keading: Bareback

9.0·2014

10.0

Helix Academy 2

2014 · Movie

Helix Academy 2

10.0·2014

7.0

Helix Real Cam: Bareback Boyfriends

2015 · Movie

Helix Real Cam: Bareback Boyfriends

7.0·2015

10.0

Live Twink Orgy

2013 · Movie

Live Twink Orgy

10.0·2013

10.0

Dirty Blonds

2015 · Movie

Dirty Blonds

10.0·2015

10.0

Bubble Butts

2015 · Movie

Bubble Butts

10.0·2015

9.0

Bareback Passion

2016 · Movie

Bareback Passion

9.0·2016

10.0

Triple Twink

2017 · Movie

Triple Twink

10.0·2017

Twink House Party

2013 · Movie

Twink House Party

2013

Bareback Night & Day

2013 · Movie

Bareback Night & Day

2013

Morning Wood 2

2013 · Movie

Morning Wood 2

2013

Out in the Open 2

2013 · Movie

Out in the Open 2

2013

California Boys

2013 · Movie

California Boys

2013

Luke & Jessie's Twinkmas

2013 · Movie

Luke & Jessie's Twinkmas

2013

Bareback Boys

2013 · Movie

Bareback Boys

2013

Bareback Twink Tales

2014 · Movie

Bareback Twink Tales

2014

Working Stiff

2013 · Movie

Working Stiff

2013

Velo

2014 · Movie

Velo

2014

Horny Schoolboys

2015 · Movie

Horny Schoolboys

2015

Bang My Twink Hole

2014 · Movie

Bang My Twink Hole

2014

Bareback Boys 3

2014 · Movie

Bareback Boys 3

2014

Big Dick Bareback

2015 · Movie

Big Dick Bareback

2015

Boy Stories 3: Bareback

2015 · Movie

Boy Stories 3: Bareback

2015

Boy Next Door

2015 · Movie

Boy Next Door

2015

Boy Stories 2

2014 · Movie

Boy Stories 2

2014

First Time Remembered 2

2013 · Movie

First Time Remembered 2

2013

Man on Twink

2014 · Movie

Man on Twink

2014

Pleasing the Boy

2015 · Movie

Pleasing the Boy

2015

Twink 3 Ways

2015 · Movie

Twink 3 Ways

2015

Young Lust

2014 · Movie

Young Lust

2014

Bareback Boys 4

2016 · Movie

Bareback Boys 4

2016

Bare Youth

2016 · Movie

Bare Youth

2016

Raw Teen Love

2013 · Movie

Raw Teen Love

2013

Twink on Twink

2016 · Movie

Twink on Twink

2016

Riding Raw

2016 · Movie

Riding Raw

2016

Bottoms Battle

2016 · Movie

Bottoms Battle

2016

Twink Confessions 3

2017 · Movie

Twink Confessions 3

2017

Horny Harmony

2020 · Movie

Horny Harmony

2020

Interracial Man-tasies 2

2015 · Movie

Interracial Man-tasies 2

2015

Interracial Man-tasies

2019 · Movie

Interracial Man-tasies

2019