Jessie Montgomery

Jessie Montgomery

Acting

Born August 28, 1993 · Estherville, Iowa, USA

Known for

Haunted Holes

Haunted Holes

2021

Twink House Party

Twink House Party

2013

Helix Academy

Helix Academy

2013

Out in the Open

Out in the Open

2013

Bareback Night & Day

Bareback Night & Day

2013

Twink Wet Dream

Twink Wet Dream

2013

Out in the Open 2

Out in the Open 2

2013

Morning Wood 2

Morning Wood 2

2013

Acting(48)

2021Haunted Holes

2020Horny Harmony

2017Twink Confessions 3

Jessie Montgomery — Watchpile | Watchpile

2017Triple Twink

2016Bottoms Battle

2016Twink on Twink

2016Bareback Boys 4

2016California Boys 2

2016Bareback Passion

2016Horny Heartthrobs

2015Interracial Man-tasies 2

2015Boy Stories 3: Bareback

2015Dirty Blonds

2015Bubble Butts

2015Horny Schoolboys

2015Twink 3 Ways

2015Hung & Horny

2015Big Dick Bareback

2015Boy Next Door

2015Pleasing the Boy

2015Helix Real Cam: Bareback Boyfriends

2014Boy Stories 2

2014Bareback Boys 3

2014Man on Twink

2014Scandal at Helix Academy

2014Bang My Twink Hole

2014Matthew Keading: Bareback(archive footage)

2014Twink Fap Solos

2014Bareback Twink Tales

2014Helix Academy 2

2013Morning Wood 2

2013Raw Teen Love

2013Luke & Jessie's Twinkmas

2013Out in the Open 2

2013Twink Wet Dream

2013Helix Academy

2013California Boys

2013Working Stiff

2013Bareback Night & Day

2013Twink House Party

2013Live Twink Orgy

2013Out in the Open

2013First Time Remembered 2

2013Bareback Boys