Acting · b. 1993 · Estherville, Iowa, USA Jessie Montgomery Acting Haunted Holes 2021 Horny Harmony 2020 Triple Twink 2017 Twink Confessions 3 2017 Bareback Boys 4 2016 Bareback Passion 2016 Bare Youth 2016 California Boys 2 2016 Horny Heartthrobs 2016 Twink on Twink 2016 Riding Raw 2016 Bottoms Battle 2016 Helix Real Cam: Bareback Boyfriends 2015 Horny Schoolboys 2015 Big Dick Bareback 2015 Boy Stories 3: Bareback 2015 Dirty Blonds 2015 Boy Next Door 2015 Bubble Butts 2015 Pleasing the Boy 2015 Twink 3 Ways 2015 Hung & Horny 2015 Interracial Man-tasies 2 2015 Scandal at Helix Academy 2014 Twink Fap Solos 2014 Bareback Twink Tales 2014 Matthew Keading: Bareback (archive footage) 2014 Helix Academy 2 2014 Velo 2014 Bang My Twink Hole 2014 Agent-readable