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Videos 1 - 60 of 65 Starring: Jessie Montgomery
Touch: Noah White & Jessie Montgomery
4,046 views
Bareback Twink Slumber Party
2,955 views
Elliot Grey & Jessie Montgomery
1,952 views
Jessie Montgomery Fucks Jackson Clark
3,190 views
Lukas Grande Barebacks Jesse Montgomery
1,888 views
Jessie Montgomery Barebacks Kaleb Marshall
2,374 views
Justin Owen Fucks Jessie Montgomery
3,057 views
Aiden Garcia Pounds Jessie Montgomery
3,398 views
Jessie & Grayson Breed Each Other
2,183 views
Jessie Montgomery Breeds Logan Cross
1,624 views
Evan Parker Fucks Jessie Montgomery
5,850 views
Jessie Montgomery Tops Tyler Hill
2,195 views
Jessie Breeds Brad
1,716 views
Jessie Montgomery & Greco Rai
3,658 views
Jessie Montgomery & Max Ryder: Raw
1,911 views
Jessie & Jasper Flip-Fuck Bareback
2,682 views
Jessie Montgomery's First Barebacking
2,338 views
Jessie Montgomery's Interracial Flip Fuck
2,867 views
Casey, Gabriel, & Jessie
4,439 views
Jessie Montgomery Goes Interracial
3,932 views
Cooper Steel & Jessie Montgomery
2,288 views
Blond Boys Matt & Jessie
2,911 views
Jessie Montgomery Spit-Roasted
1,910 views
Jessie & Blake: Eager to Fuck
3,256 views
Jessie Gives a Lap Dance
4,514 views
Jessie's Flirty Fuck
3,601 views
Troy Ryan Tops Jessie
6,095 views
Horny Hikers: Jessie & Elijah
2,648 views
Jesse & Dalton: Spank Bank
2,665 views
Spooked!
4,516 views
Yoga Thunder: Jessie & Zac
2,434 views
Barebacking on Laundry Day
5,105 views
Blade's Bareback Massage
2,454 views
Seducing a Basketball Jock
4,396 views
Helix Academy's Voyeur
3,603 views
Man On Twink: Landon & Jesse
2,216 views
Jessie Montgomery: Behind-the-Scenes
2,673 views
Secret Crush
30,911 views
Phoenix Heat for Three
3,127 views
Rooftop Hotties
10,087 views
Twinks' Real Cam Bareback
1,955 views
Outdoor Bump & Grind
1,760 views
Swapping Selfies
1,940 views
Jessie Montgomery & Sage Porter
3,224 views
Real Cam: Jessie & Jamie
3,868 views
Jessie's Ass Gets Used
2,675 views
Scandal at Helix Academy: Chapter III
2,829 views
Blade and Jessie Live
1,933 views
Pounding Jessie on Live Cam
8,409 views
The Crescent Club
7,477 views
Tub for Two
7,747 views
Study Group
5,955 views
Christmas Cums Early
3,649 views
VELO: The Boyfriend
3,022 views
Twinkmas
2,725 views
First There Was Light
1,891 views
VELO: Teaser
2,070 views
Costume Party
6,090 views
Bareback Pool Party
3,085 views
Coming Home
7,807 views
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