24:48 What About Your Roomate? Jessie, Tyler & Kody With Jessie Montgomery, Tyler Hill And Kody Knight 22 Jul 2021 TheGay
05:25 Jessie Montgomery & Scotty Clarke in Helix Academy 2 - Episode 7: Secret Crush - HelixStudios 10 Aug 2021 TXXX
05:13 Jessie Montgomery & Greco Rai in #helix: Jessie Montgomery and Greco Rai - HelixStudios 11 Aug 2021 TXXX
07:13 Jessie Montgomery & Jamie Sanders in Real Cam: Jessie Montgomery and Jamie Sanders - HelixStudios 12 Aug 2021 TXXX
02:24 Jessie Montgomery & Alex Jordan in Real Cam: Jessie and Alex Bareback - HelixStudios 21 Aug 2021 TXXX
01:08 Jessie Montgomery & Jackson Clark in Spoiler Alert: Jessie Fucks Jackson - HelixStudios 25 Aug 2021 TXXX
02:28 Jessie Montgomery & Dominic Jones in Jessie's Boy Hole Pounded Live - HelixStudios 03 Sep 2021 TXXX
19:49 Fabulous Adult Movie Homo Blonde Exotic , Take A Look With Jessie Montgomery And Scotty Clarke 27 Jul 2022 TheGay
06:29 Jessie Montgomery In Jessie Bends Alejandro Over The Bench And Eases Into His Ass 03 Jun 2023 TheGay