Jessie Montgomery New Videos

Latest
Jessie Montgomery And Evan Parker In Start Me Up
17m:24s
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Jessie Montgomery And Evan Parker In Start Me Up
2 months ago
32
Jessie Montgomery & Matthew James Movie - BlacksonBoys
6m:15s
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Jessie Montgomery & Matthew James Movie - BlacksonBoys
3 months ago
40
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...
4 months ago
83
[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...
4 months ago
71
Young Toys Action Ass Job - Jessie Montgomery
11m:50s
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Young Toys Action Ass Job - Jessie Montgomery
5 months ago
51
Jessie Montgomery And Jasper Robinson In Music Brings Them Together
21m:18s
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Jessie Montgomery And Jasper Robinson In Music Bring...
5 months ago
79
Morning Bareback
2m:17s
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Morning Bareback
2 years ago
515
Outdoor Bump & Grind
2m:14s
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Outdoor Bump & Grind
2 years ago
658
Destined to Fuck
1m:02s
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Destined to Fuck
2 years ago
541
Start Me Up
1m:04s
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Start Me Up
2 years ago
558
Blade and Jessie Live
2m:18s
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Blade and Jessie Live
2 years ago
508
Bareback Pool Party
2m:18s
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Bareback Pool Party
2 years ago
456
Austin Dribbles Jessie's Balls
1m:45s
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Austin Dribbles Jessie's Balls
2 years ago
540
Bareback Flip Fuck
6m:38s
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Bareback Flip Fuck
2 years ago
752
The Great Outdoor Banging
3m:16s
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The Great Outdoor Banging
2 years ago
553
Yoga Thunder
6m:34s
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Yoga Thunder
2 years ago
507
Blonds by the Bay
5m:28s
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Blonds by the Bay
2 years ago
546
Bareback Twink Laundry Day
4m:50s
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Bareback Twink Laundry Day
2 years ago
465
Cum Here Often?
1m:00s
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Cum Here Often?
2 years ago
517
Touch
3m:46s
100%
Touch
2 years ago
690
Real Cam: Jessie and Alex Bareback
2m:24s
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Real Cam: Jessie and Alex Bareback
2 years ago
374
Slumber Party 3 Way
1m:19s
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Slumber Party 3 Way
2 years ago
676
First There Was Light
3m:25s
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First There Was Light
2 years ago
582
Cum With Me
4m:33s
100%
Cum With Me
2 years ago
609
Jessie's Flirty Fuck
2m:29s
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Jessie's Flirty Fuck
2 years ago
485
Blond Boy's Ass fucked hard
1m:59s
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Blond Boy's Ass fucked hard
2 years ago
651
Helix Academy 2 - Episode 7: Secret Crush
5m:25s
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Helix Academy 2 - Episode 7: Secret Crush
2 years ago
831
Helix Academy - Episode 2: Peeping Through the Trees
2m:45s
100%
Helix Academy - Episode 2: Peeping Through the Trees
2 years ago
617
Scandal at Helix Academy: Chapter III
5m:26s
100%
Scandal at Helix Academy: Chapter III
2 years ago
1 046
Helix Academy 2 - Episode 8: Looking Back
6m:12s
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Helix Academy 2 - Episode 8: Looking Back
2 years ago
550
Puppy Lovin'
7m:01s
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Puppy Lovin'
2 years ago
597
Helix Academy - Episode 3: Detention
3m:09s
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Helix Academy - Episode 3: Detention
2 years ago
690
Live Show Orgy
2m:50s
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Live Show Orgy
2 years ago
587
The Party Continues...
2m:24s
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The Party Continues...
2 years ago
552
Jessie and Sage
2m:11s
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Jessie and Sage
2 years ago
805
What About Your Roommate?
5m:26s
100%
What About Your Roommate?
2 years ago
710
A Twilight Bareback DP
1m:58s
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A Twilight Bareback DP
2 years ago
921
Luke and Jessie's Twinkmas
10m:34s
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Luke and Jessie's Twinkmas
2 years ago
452
Better Laid Than Never
1m:00s
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Better Laid Than Never
2 years ago
557
Rock Out with Your Cock Out
6m:35s
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Rock Out with Your Cock Out
2 years ago
489
VELO - Part One: The Architect
8m:12s
100%
VELO - Part One: The Architect
2 years ago
635
Horny Hikers
5m:13s
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Horny Hikers
2 years ago
519
Boys doing what Boys do
6m:51s
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Boys doing what Boys do
2 years ago
567
Phoenix Heat for Three
2m:53s
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Phoenix Heat for Three
2 years ago
475
Wardrobe Strange
1m:00s
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Wardrobe Strange
2 years ago
489
Coming Home
7m:24s
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Coming Home
2 years ago
489
Tub for Two
7m:47s
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Tub for Two
2 years ago
625
Jessie's Boy
5m:13s
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Jessie's Boy
2 years ago
560
Banging Blonds
5m:18s
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Banging Blonds
2 years ago
394
Swapping Selfies
3m:56s
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Swapping Selfies
2 years ago
477
Inside Corbin
3m:21s
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Inside Corbin
2 years ago
511
Christmas Cums Early
4m:55s
100%
Christmas Cums Early
2 years ago
509
VELO - Part Five: The Boyfriend
4m:30s
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VELO - Part Five: The Boyfriend
2 years ago
712
Real Cam: Jessie Montgomery and Jamie Sanders
7m:13s
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Real Cam: Jessie Montgomery and Jamie Sanders
2 years ago
621
Eager To Fuck
5m:20s
100%
Eager To Fuck
2 years ago
556
Rooftop Hotties
5m:27s
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Rooftop Hotties
2 years ago
602
Daydream with Cream
5m:19s
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Daydream with Cream
2 years ago
547
From the Bath to the Bed
1m:46s
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From the Bath to the Bed
2 years ago
473
Helix Academy - Episode 4: The Crescent Club
2m:25s
100%
Helix Academy - Episode 4: The Crescent Club
2 years ago
2 055
Spank Bank
5m:06s
100%
Spank Bank
2 years ago
609
Bareback Massage
2m:24s
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Bareback Massage
2 years ago
615
Helix Academy - Episode 1: The New Gay-Twink
2m:07s
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Helix Academy - Episode 1: The New Gay-Twink
2 years ago
610
#helix: Jessie Montgomery and Greco Rai
5m:13s
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#helix: Jessie Montgomery and Greco Rai
2 years ago
532
Excellent Service
1m:06s
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Excellent Service
2 years ago
508
In the Flesh
1m:01s
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In the Flesh
2 years ago
492
Spoiler Alert: Jessie Fucks Jackson
1m:08s
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Spoiler Alert: Jessie Fucks Jackson
2 years ago
678
Running Through My Mind
1m:06s
100%
Running Through My Mind
2 years ago
1 604
Spooked
5m:10s
100%
Spooked
2 years ago
616