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Videos 1 - 60 of 65 Starring: Jessie Montgomery

Touch: Noah White & Jessie Montgomery Jessie Montgomery, Noah White in Touch: Noah White & Jessie Montgomery by
4,031 views
Bareback Twink Slumber Party Brad Chase, Grayson Lange, Jessie Montgomery in Bareback Twink Slumber Party by
2,939 views
Elliot Grey & Jessie Montgomery Elliott Grey, Jessie Montgomery in Elliot Grey & Jessie Montgomery by
1,940 views
Jessie Montgomery Fucks Jackson Clark Jackson Clark, Jessie Montgomery in Jessie Montgomery Fucks Jackson Clark by
3,176 views
Lukas Grande Barebacks Jesse Montgomery Jessie Montgomery, Lukas Grande in Lukas Grande Barebacks Jesse Montgomery by
1,877 views
Jessie Montgomery Barebacks Kaleb Marshall Jessie Montgomery, Kaleb Marshall in Jessie Montgomery Barebacks Kaleb Marshall by
2,361 views
Justin Owen Fucks Jessie Montgomery Jessie Montgomery, Justin Owen in Justin Owen Fucks Jessie Montgomery by
3,044 views
Aiden Garcia Pounds Jessie Montgomery Aiden Garcia, Jessie Montgomery in Aiden Garcia Pounds Jessie Montgomery by
3,386 views
Jessie & Grayson Breed Each Other Grayson Lange, Jessie Montgomery in Jessie & Grayson Breed Each Other by
2,174 views
Jessie Montgomery Breeds Logan Cross Jessie Montgomery, Logan Cross in Jessie Montgomery Breeds Logan Cross by
1,615 views
Evan Parker Fucks Jessie Montgomery Evan Parker, Jessie Montgomery in Evan Parker Fucks Jessie Montgomery by
5,829 views
Jessie Montgomery Tops Tyler Hill Jessie Montgomery, Tyler Hill in Jessie Montgomery Tops Tyler Hill by
2,183 views
Jessie Breeds Brad Brad Chase, Jessie Montgomery in Jessie Breeds Brad by
1,702 views
Jessie Montgomery & Greco Rai Greco Rai, Jessie Montgomery in Jessie Montgomery & Greco Rai by
3,646 views
Jessie Montgomery & Max Ryder: Raw Jessie Montgomery, Max Carter in Jessie Montgomery & Max Ryder: Raw by
1,900 views
Jessie & Jasper Flip-Fuck Bareback Jasper Robinson, Jessie Montgomery in Jessie & Jasper Flip-Fuck Bareback by
2,670 views
Jessie Montgomery's First Barebacking Aiden Summers, Jessie Montgomery in Jessie Montgomery's First Barebacking by
2,328 views
Jessie Montgomery's Interracial Flip Fuck Jessie Montgomery, Matthew James in Jessie Montgomery's Interracial Flip Fuck by
2,853 views
Casey, Gabriel, & Jessie Casey Tanner, Gabriel West, Jessie Montgomery in Casey, Gabriel, & Jessie by
4,425 views
Jessie Montgomery Goes Interracial Deepdicc, Jessie Montgomery, Luke Allen in Jessie Montgomery Goes Interracial by
3,920 views
Cooper Steel & Jessie Montgomery Cooper Steel, Jessie Montgomery in Cooper Steel & Jessie Montgomery by
2,279 views
Blond Boys Matt & Jessie Jessie Montgomery, Matt Klein in Blond Boys Matt & Jessie by
2,901 views
Jessie Montgomery Spit-Roasted Jessie Montgomery, Kody Knight, Tyler Hill in Jessie Montgomery Spit-Roasted by
1,900 views
Jessie & Blake: Eager to Fuck Blake Mitchell, Jessie Montgomery in Jessie & Blake: Eager to Fuck by
3,243 views
Jessie Gives a Lap Dance Jessie Montgomery, Max Carter in Jessie Gives a Lap Dance by
4,497 views
Jessie's Flirty Fuck Evan Parker, Jessie Montgomery in Jessie's Flirty Fuck by
3,590 views
Troy Ryan Tops Jessie Jessie Montgomery, Troy Ryan in Troy Ryan Tops Jessie by
6,083 views
Horny Hikers: Jessie & Elijah Elijah West, Jessie Montgomery in Horny Hikers: Jessie & Elijah by
2,636 views
Jesse & Dalton: Spank Bank Dalton Briggs, Jessie Montgomery in Jesse & Dalton: Spank Bank by
2,653 views
Spooked! Corbin Webber, Jessie Montgomery in Spooked! by
4,501 views
Yoga Thunder: Jessie & Zac Jessie Montgomery, Zac Stevens in Yoga Thunder: Jessie & Zac by
2,424 views
Barebacking on Laundry Day Jessie Montgomery, Luke Allen in Barebacking on Laundry Day by
5,090 views
Blade's Bareback Massage Blade Woods, Jessie Montgomery in Blade's Bareback Massage by
2,442 views
Seducing a Basketball Jock Austin Ried, Jessie Montgomery in Seducing a Basketball Jock by
4,386 views
Helix Academy's Voyeur Casey Tanner, Jessie Montgomery, Kellan Parker in Helix Academy's Voyeur by
3,593 views
Man On Twink: Landon & Jesse Jessie Montgomery, Landon Conrad in Man On Twink: Landon & Jesse by
2,204 views
Jessie Montgomery: Behind-the-Scenes Jamie Sanders, Jessie Montgomery in Jessie Montgomery: Behind-the-Scenes by
2,663 views
Secret Crush Gavin Bradley, Gavin Stone, German Beltran, Glenn Motes, Jessie Montgomery, Scotty Clarke in Secret Crush by
30,893 views
Phoenix Heat for Three Andy Taylor, Jessie Montgomery, Kody Knight in Phoenix Heat for Three by
3,113 views
Rooftop Hotties Jessie Montgomery, Travis Walker in Rooftop Hotties by
10,075 views
Twinks' Real Cam Bareback Alex Jordan, Jessie Montgomery in Twinks' Real Cam Bareback by
1,938 views
Outdoor Bump & Grind Jessie Montgomery, Jordan Thomas in Outdoor Bump & Grind by
1,747 views
Swapping Selfies Alex Jordan, Jessie Montgomery in Swapping Selfies by
1,923 views
Jessie Montgomery & Sage Porter Jessie Montgomery, Sage Porter in Jessie Montgomery & Sage Porter by
3,210 views
Real Cam: Jessie & Jamie Jamie Sanders, Jessie Montgomery in Real Cam: Jessie & Jamie by
3,855 views
Jessie's Ass Gets Used Connor Maguire, Jessie Montgomery in Jessie's Ass Gets Used by
2,660 views
Scandal at Helix Academy: Chapter III Evan Parker, Jessie Montgomery, Zayne Donovan in Scandal at Helix Academy: Chapter III by
2,818 views
Blade and Jessie Live Blade Woods, Jessie Montgomery in Blade and Jessie Live by
1,919 views
Pounding Jessie on Live Cam Dominic Jones, Jessie Montgomery in Pounding Jessie on Live Cam by
8,396 views
The Crescent Club Anderson Lovell, Chase Young, Evan Parker, Jessie Montgomery, Luke Allen in The Crescent Club by
7,464 views
Tub for Two Andy Taylor, Jessie Montgomery in Tub for Two by
7,733 views
Study Group Aiden Summers, Jacob Dixon, Jessie Montgomery, Matthew Keading, Mitch Hudson in Study Group by
5,941 views
Christmas Cums Early Christian Collins, Jessie Montgomery in Christmas Cums Early by
3,639 views
VELO: The Boyfriend Jessie Montgomery, Matthew Keading in VELO: The Boyfriend by
3,011 views
Twinkmas Jessie Montgomery, Luke Allen in Twinkmas by
2,713 views
First There Was Light Jessie Montgomery in First There Was Light by
1,881 views
VELO: Teaser Jessie Montgomery, Matthew Keading in VELO: Teaser by
2,056 views
Costume Party Jasper Robinson, Jessie Montgomery in Costume Party by
6,076 views
Bareback Pool Party Damon Archer, Jessie Montgomery in Bareback Pool Party by
3,077 views
Coming Home Jacob Dixon, Jessie Montgomery in Coming Home by
7,796 views

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