Jessie Montgomery New Videos

Latest
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...
3 months ago
70
Jessie Montgomery In Yoga Thunder
20m:02s
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Jessie Montgomery In Yoga Thunder
3 months ago
48
Jessie Montgomery, Andy Taylor And Daniel Bishop - Bareback Twink Tales
116m:03s
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Jessie Montgomery, Andy Taylor And Daniel Bishop - B...
3 months ago
60
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...
3 months ago
44
Jessie Montgomery And Greco Rai
33m:33s
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Jessie Montgomery And Greco Rai
3 months ago
72
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...
4 months ago
93
Daydream With Cream With Tyler Hill And Jessie Montgomery
22m:19s
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Daydream With Cream With Tyler Hill And Jessie Montg...
4 months ago
77
Bare Pool Party And - Jessie Montgomery And Damon Archer
16m:23s
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Bare Pool Party And - Jessie Montgomery And Damon Ar...
4 months ago
46
Bareback Pool Party - Jessie Montgomery and Damon Archer
15m:53s
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Bareback Pool Party - Jessie Montgomery and Damon Ar...
4 months ago
105
Jessie Montgomery And Matthew Keading - Velo The Boyfriend
23m:07s
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Jessie Montgomery And Matthew Keading - Velo The Boy...
4 months ago
58
Jessie Montgomery And Matt Klein - Blond Twinks Banging
20m:25s
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Jessie Montgomery And Matt Klein - Blond Twinks Banging
4 months ago
47
Jessie Montgomery, Brad Chase And Grayson Lange - Slumber Party
28m:51s
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Jessie Montgomery, Brad Chase And Grayson Lange - Sl...
4 months ago
60
Jessie Montgomery And Andy Taylor - Boyz Lust For Fame
27m:35s
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Jessie Montgomery And Andy Taylor - Boyz Lust For Fame
6 months ago
164
Jessie Montgomery And Evan Parker In Start Me Up
17m:24s
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Jessie Montgomery And Evan Parker In Start Me Up
9 months ago
120
Jessie Montgomery & Matthew James Movie - BlacksonBoys
6m:15s
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Jessie Montgomery & Matthew James Movie - BlacksonBoys
10 months ago
116
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...
11 months ago
214
[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...
11 months ago
180
Young Toys Action Ass Job - Jessie Montgomery
11m:50s
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Young Toys Action Ass Job - Jessie Montgomery
11 months ago
155
Jessie Montgomery And Jasper Robinson In Music Brings Them Together
21m:18s
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Jessie Montgomery And Jasper Robinson In Music Bring...
12 months ago
176
Morning Bareback
2m:17s
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Morning Bareback
2 years ago
632
Outdoor Bump & Grind
2m:14s
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Outdoor Bump & Grind
2 years ago
776
Destined to Fuck
1m:02s
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Destined to Fuck
2 years ago
660
Start Me Up
1m:04s
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Start Me Up
2 years ago
647
Blade and Jessie Live
2m:18s
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Blade and Jessie Live
2 years ago
605
Bareback Pool Party
2m:18s
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Bareback Pool Party
2 years ago
583
Austin Dribbles Jessie's Balls
1m:45s
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Austin Dribbles Jessie's Balls
2 years ago
666
Bareback Flip Fuck
6m:38s
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Bareback Flip Fuck
2 years ago
872
The Great Outdoor Banging
3m:16s
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The Great Outdoor Banging
2 years ago
691
Yoga Thunder
6m:34s
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Yoga Thunder
2 years ago
611
Blonds by the Bay
5m:28s
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Blonds by the Bay
2 years ago
613
Bareback Twink Laundry Day
4m:50s
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Bareback Twink Laundry Day
2 years ago
587
Cum Here Often?
1m:00s
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Cum Here Often?
2 years ago
586
Touch
3m:46s
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Touch
2 years ago
783
Real Cam: Jessie and Alex Bareback
2m:24s
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Real Cam: Jessie and Alex Bareback
2 years ago
500
Slumber Party 3 Way
1m:19s
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Slumber Party 3 Way
2 years ago
997
First There Was Light
3m:25s
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First There Was Light
2 years ago
677
Cum With Me
4m:33s
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Cum With Me
2 years ago
689
Jessie's Flirty Fuck
2m:29s
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Jessie's Flirty Fuck
2 years ago
568
Blond Boy's Ass fucked hard
1m:59s
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Blond Boy's Ass fucked hard
2 years ago
766
Helix Academy 2 - Episode 7: Secret Crush
5m:25s
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Helix Academy 2 - Episode 7: Secret Crush
2 years ago
944
Helix Academy - Episode 2: Peeping Through the Trees
2m:45s
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Helix Academy - Episode 2: Peeping Through the Trees
2 years ago
755
Scandal at Helix Academy: Chapter III
5m:26s
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Scandal at Helix Academy: Chapter III
2 years ago
1 211
Helix Academy 2 - Episode 8: Looking Back
6m:12s
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Helix Academy 2 - Episode 8: Looking Back
2 years ago
649
Puppy Lovin'
7m:01s
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Puppy Lovin'
2 years ago
722
Helix Academy - Episode 3: Detention
3m:09s
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Helix Academy - Episode 3: Detention
2 years ago
808
Live Show Orgy
2m:50s
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Live Show Orgy
2 years ago
704
The Party Continues...
2m:24s
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The Party Continues...
2 years ago
630
Jessie and Sage
2m:11s
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Jessie and Sage
2 years ago
1 096
What About Your Roommate?
5m:26s
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What About Your Roommate?
2 years ago
936
A Twilight Bareback DP
1m:58s
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A Twilight Bareback DP
2 years ago
1 225
Luke and Jessie's Twinkmas
10m:34s
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Luke and Jessie's Twinkmas
2 years ago
565
Better Laid Than Never
1m:00s
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Better Laid Than Never
2 years ago
678
Rock Out with Your Cock Out
6m:35s
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Rock Out with Your Cock Out
2 years ago
590
VELO - Part One: The Architect
8m:12s
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VELO - Part One: The Architect
2 years ago
728
Horny Hikers
5m:13s
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Horny Hikers
2 years ago
608
Boys doing what Boys do
6m:51s
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Boys doing what Boys do
2 years ago
696
Phoenix Heat for Three
2m:53s
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Phoenix Heat for Three
2 years ago
577
Wardrobe Strange
1m:00s
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Wardrobe Strange
2 years ago
607
Coming Home
7m:24s
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Coming Home
2 years ago
571
Tub for Two
7m:47s
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Tub for Two
2 years ago
736
Jessie's Boy
5m:13s
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Jessie's Boy
2 years ago
635
Banging Blonds
5m:18s
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Banging Blonds
2 years ago
481
Swapping Selfies
3m:56s
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Swapping Selfies
2 years ago
565
Inside Corbin
3m:21s
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Inside Corbin
2 years ago
632
Christmas Cums Early
4m:55s
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Christmas Cums Early
2 years ago
593
VELO - Part Five: The Boyfriend
4m:30s
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VELO - Part Five: The Boyfriend
2 years ago
818
Real Cam: Jessie Montgomery and Jamie Sanders
7m:13s
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Real Cam: Jessie Montgomery and Jamie Sanders
2 years ago
727
Eager To Fuck
5m:20s
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Eager To Fuck
2 years ago
659
Rooftop Hotties
5m:27s
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Rooftop Hotties
2 years ago
684
Daydream with Cream
5m:19s
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Daydream with Cream
2 years ago
680
From the Bath to the Bed
1m:46s
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From the Bath to the Bed
2 years ago
586
Helix Academy - Episode 4: The Crescent Club
2m:25s
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Helix Academy - Episode 4: The Crescent Club
2 years ago
2 219
Spank Bank
5m:06s
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Spank Bank
2 years ago
720
Bareback Massage
2m:24s
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Bareback Massage
2 years ago
737
Helix Academy - Episode 1: The New Gay-Twink
2m:07s
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Helix Academy - Episode 1: The New Gay-Twink
3 years ago
782
#helix: Jessie Montgomery and Greco Rai
5m:13s
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#helix: Jessie Montgomery and Greco Rai
3 years ago
615
Excellent Service
1m:06s
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Excellent Service
3 years ago
605
In the Flesh
1m:01s
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In the Flesh
3 years ago
600
Spoiler Alert: Jessie Fucks Jackson
1m:08s
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Spoiler Alert: Jessie Fucks Jackson
3 years ago
775
Running Through My Mind
1m:06s
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Running Through My Mind
3 years ago
1 722
Spooked
5m:10s
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Spooked
3 years ago
707