Jessie Montgomery New Videos

Latest
Max Carter & Jessie Montgomery in A Fun-Filled Pride XXX Video - NextdoorTwink
5m:59s
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Max Carter & Jessie Montgomery in A Fun-Filled Pride...
7 months ago
100
Boys Doing What Boys Do With Max Carter, Jessie Montgomery And Christian Collins
37m:52s
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Boys Doing What Boys Do With Max Carter, Jessie Mont...
1 year ago
154
Jessie Montgomery In Yoga Thunder
20m:02s
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Jessie Montgomery In Yoga Thunder
1 year ago
89
Jessie Montgomery, Andy Taylor And Daniel Bishop - Bareback Twink Tales
116m:03s
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Jessie Montgomery, Andy Taylor And Daniel Bishop - B...
1 year ago
102
It Started With A Kiss - Daniel Bishop And Jessie Montgomery
18m:55s
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It Started With A Kiss - Daniel Bishop And Jessie Mo...
1 year ago
97
Jessie Montgomery And Greco Rai
33m:33s
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Jessie Montgomery And Greco Rai
1 year ago
124
Excellent Adult Movie Homo American Try To Watch For Will Enslaves Your Mind With Jessie Montgomery, Deep Dicc And Luke Allen
34m:29s
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Excellent Adult Movie Homo American Try To Watch For...
1 year ago
142
Daydream With Cream With Tyler Hill And Jessie Montgomery
22m:19s
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Daydream With Cream With Tyler Hill And Jessie Montg...
1 year ago
207
Bare Pool Party And - Jessie Montgomery And Damon Archer
16m:23s
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Bare Pool Party And - Jessie Montgomery And Damon Ar...
1 year ago
87
Bareback Pool Party - Jessie Montgomery and Damon Archer
15m:53s
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Bareback Pool Party - Jessie Montgomery and Damon Ar...
1 year ago
225
Jessie Montgomery And Matthew Keading - Velo The Boyfriend
23m:07s
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Jessie Montgomery And Matthew Keading - Velo The Boy...
1 year ago
102
Jessie Montgomery And Matt Klein - Blond Twinks Banging
20m:25s
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Jessie Montgomery And Matt Klein - Blond Twinks Banging
1 year ago
90
Jessie Montgomery, Brad Chase And Grayson Lange - Slumber Party
28m:51s
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Jessie Montgomery, Brad Chase And Grayson Lange - Sl...
1 year ago
95
Jessie Montgomery And Andy Taylor - Boyz Lust For Fame
27m:35s
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Jessie Montgomery And Andy Taylor - Boyz Lust For Fame
1 year ago
221
Jessie Montgomery And Evan Parker In Start Me Up
17m:24s
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Jessie Montgomery And Evan Parker In Start Me Up
1 year ago
175
Jessie Montgomery & Matthew James Movie - BlacksonBoys
6m:15s
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Jessie Montgomery & Matthew James Movie - BlacksonBoys
1 year ago
152
Jessie Montgomery, Dalton Briggs And Spank Bank - Amazing Xxx Movie Gay Blonde Try To Watch For Ever Seen
16m:38s
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Jessie Montgomery, Dalton Briggs And Spank Bank - Am...
2 years ago
268
[helix] First Time Remembered Vol.2 - Luke Allen, Chase Young And Jessie Montgomery
119m:39s
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[helix] First Time Remembered Vol.2 - Luke Allen, Ch...
2 years ago
242
Young Toys Action Ass Job - Jessie Montgomery
11m:50s
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Young Toys Action Ass Job - Jessie Montgomery
2 years ago
193
Jessie Montgomery And Jasper Robinson In Music Brings Them Together
21m:18s
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Jessie Montgomery And Jasper Robinson In Music Bring...
2 years ago
231
Morning Bareback
2m:17s
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Morning Bareback
3 years ago
716
Outdoor Bump & Grind
2m:14s
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Outdoor Bump & Grind
3 years ago
876
Destined to Fuck
1m:02s
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Destined to Fuck
3 years ago
738
Start Me Up
1m:04s
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Start Me Up
3 years ago
710
Blade and Jessie Live
2m:18s
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Blade and Jessie Live
3 years ago
698
Bareback Pool Party
2m:18s
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Bareback Pool Party
3 years ago
679
Austin Dribbles Jessie's Balls
1m:45s
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Austin Dribbles Jessie's Balls
3 years ago
853
Bareback Flip Fuck
6m:38s
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Bareback Flip Fuck
3 years ago
956
The Great Outdoor Banging
3m:16s
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The Great Outdoor Banging
3 years ago
798
Yoga Thunder
6m:34s
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Yoga Thunder
3 years ago
686
Blonds by the Bay
5m:28s
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Blonds by the Bay
3 years ago
672
Bareback Twink Laundry Day
4m:50s
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Bareback Twink Laundry Day
3 years ago
646
Cum Here Often?
1m:00s
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Cum Here Often?
3 years ago
636
Touch
3m:46s
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Touch
3 years ago
861
Real Cam: Jessie and Alex Bareback
2m:24s
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Real Cam: Jessie and Alex Bareback
3 years ago
584
Slumber Party 3 Way
1m:19s
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Slumber Party 3 Way
3 years ago
1 054
First There Was Light
3m:25s
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First There Was Light
3 years ago
744
Cum With Me
4m:33s
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Cum With Me
3 years ago
740
Jessie's Flirty Fuck
2m:29s
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Jessie's Flirty Fuck
3 years ago
625
Blond Boy's Ass fucked hard
1m:59s
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Blond Boy's Ass fucked hard
3 years ago
866
Helix Academy 2 - Episode 7: Secret Crush
5m:25s
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Helix Academy 2 - Episode 7: Secret Crush
3 years ago
1 026
Helix Academy - Episode 2: Peeping Through the Trees
2m:45s
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Helix Academy - Episode 2: Peeping Through the Trees
3 years ago
948
Scandal at Helix Academy: Chapter III
5m:26s
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Scandal at Helix Academy: Chapter III
3 years ago
1 411
Helix Academy 2 - Episode 8: Looking Back
6m:12s
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Helix Academy 2 - Episode 8: Looking Back
3 years ago
704
Puppy Lovin'
7m:01s
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Puppy Lovin'
3 years ago
794
Helix Academy - Episode 3: Detention
3m:09s
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Helix Academy - Episode 3: Detention
3 years ago
910
Live Show Orgy
2m:50s
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Live Show Orgy
3 years ago
789
The Party Continues...
2m:24s
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The Party Continues...
3 years ago
678
Jessie and Sage
2m:11s
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Jessie and Sage
3 years ago
1 227
What About Your Roommate?
5m:26s
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What About Your Roommate?
3 years ago
1 231
A Twilight Bareback DP
1m:58s
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A Twilight Bareback DP
3 years ago
1 636
Luke and Jessie's Twinkmas
10m:34s
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Luke and Jessie's Twinkmas
3 years ago
630
Better Laid Than Never
1m:00s
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Better Laid Than Never
3 years ago
776
Rock Out with Your Cock Out
6m:35s
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Rock Out with Your Cock Out
3 years ago
640
VELO - Part One: The Architect
8m:12s
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VELO - Part One: The Architect
3 years ago
785
Horny Hikers
5m:13s
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Horny Hikers
3 years ago
657
Boys doing what Boys do
6m:51s
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Boys doing what Boys do
3 years ago
767
Phoenix Heat for Three
2m:53s
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Phoenix Heat for Three
3 years ago
719
Wardrobe Strange
1m:00s
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Wardrobe Strange
3 years ago
644
Coming Home
7m:24s
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Coming Home
3 years ago
644
Tub for Two
7m:47s
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Tub for Two
3 years ago
814
Jessie's Boy
5m:13s
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Jessie's Boy
3 years ago
682
Banging Blonds
5m:18s
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Banging Blonds
3 years ago
523
Swapping Selfies
3m:56s
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Swapping Selfies
3 years ago
616
Inside Corbin
3m:21s
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Inside Corbin
3 years ago
688
Christmas Cums Early
4m:55s
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Christmas Cums Early
3 years ago
660
VELO - Part Five: The Boyfriend
4m:30s
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VELO - Part Five: The Boyfriend
3 years ago
896
Real Cam: Jessie Montgomery and Jamie Sanders
7m:13s
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Real Cam: Jessie Montgomery and Jamie Sanders
3 years ago
817
Eager To Fuck
5m:20s
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Eager To Fuck
3 years ago
709
Rooftop Hotties
5m:27s
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Rooftop Hotties
3 years ago
778
Daydream with Cream
5m:19s
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Daydream with Cream
3 years ago
809
From the Bath to the Bed
1m:46s
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From the Bath to the Bed
3 years ago
671
Helix Academy - Episode 4: The Crescent Club
2m:25s
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Helix Academy - Episode 4: The Crescent Club
3 years ago
2 391
Spank Bank
5m:06s
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Spank Bank
4 years ago
791
Bareback Massage
2m:24s
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Bareback Massage
4 years ago
793
Helix Academy - Episode 1: The New Gay-Twink
2m:07s
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Helix Academy - Episode 1: The New Gay-Twink
4 years ago
927
#helix: Jessie Montgomery and Greco Rai
5m:13s
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#helix: Jessie Montgomery and Greco Rai
4 years ago
675
Excellent Service
1m:06s
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Excellent Service
4 years ago
664
In the Flesh
1m:01s
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In the Flesh
4 years ago
760
Spoiler Alert: Jessie Fucks Jackson
1m:08s
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Spoiler Alert: Jessie Fucks Jackson
4 years ago
861
Running Through My Mind
1m:06s
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Running Through My Mind
4 years ago
1 805
Spooked
5m:10s
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Spooked
4 years ago
745