Search results - Jack Bailey

Total found: 319 videos (page 2)

TwinkLoads Cute twink top Jack Bailey breeds beefy bottomJax Thirio10:05
1 year ago xHamster

TwinkLoads Cute twink top Jack Bailey breeds beefy bottomJax Thirio

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Pierce Paris and Jack Bailey get creative in a threesome12:00
1 year ago Homo XXX

Pierce Paris and Jack Bailey get creative in a threesome

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Jack Bailey moans and coos as Romeo Davis buries his face in his sexy ass to eat it out8:01
1 year ago Gay Ck

Jack Bailey moans and coos as Romeo Davis buries his face in his sexy ass to eat it out

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The veteran Jax Thirio pounds and breeds the tight and eager bottom Jack Bailey8:00
1 year ago Gay Ck

The veteran Jax Thirio pounds and breeds the tight and eager bottom Jack Bailey

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Jack Bailey and Damian Rose fuck on all fours happily12:01
1 year ago Homo XXX

Jack Bailey and Damian Rose fuck on all fours happily

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Nerd Jack Bailey gets gang-banged just like he needed12:00
1 year ago Homo XXX

Nerd Jack Bailey gets gang-banged just like he needed

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Muscle stud Jax Thirio deepthroats his favorite jock daddy twink athlete Jack Bailey8:00
11 months ago Gay Ck

Muscle stud Jax Thirio deepthroats his favorite jock daddy twink athlete Jack Bailey

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Interracial passions of Jack Bailey and Blaine Porter12:01
11 months ago Homo XXX

Interracial passions of Jack Bailey and Blaine Porter

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Johnny Rapid is now a top or something - Jack Bailey BANGED12:00
11 months ago Homo XXX

Johnny Rapid is now a top or something - Jack Bailey BANGED

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TwinkLoads Horny twink Jack Bailey makes DILF moan with huge dick8:05
11 months ago xHamster

TwinkLoads Horny twink Jack Bailey makes DILF moan with huge dick

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Old daddy gives smooth twink Jack Bailey rimming lesson 1018:46
11 months ago Gay Ck

Old daddy gives smooth twink Jack Bailey rimming lesson 101

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Strong anal connection featuring Jack Bailey and Damian Rose12:00
11 months ago Homo XXX

Strong anal connection featuring Jack Bailey and Damian Rose

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Badass DILF gets hard bareback fuck from smooth twink Jack Bailey8:29
11 months ago Gay Ck

Badass DILF gets hard bareback fuck from smooth twink Jack Bailey

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The hunk scoutmaster fucked Jack Bailey in hardcore bareback and cum inside his ass8:46
11 months ago Gay Ck

The hunk scoutmaster fucked Jack Bailey in hardcore bareback and cum inside his ass

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TwinkLoads Horny twink Jack Bailey makes DILF moan with huge dick8:05
11 months ago xHamster

TwinkLoads Horny twink Jack Bailey makes DILF moan with huge dick

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Smooth twunk Jack Bailey raw fucks mature daddy Romeo Davis on TwinkLoad10:26
10 months ago Gay Bingo

Smooth twunk Jack Bailey raw fucks mature daddy Romeo Davis on TwinkLoad

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JasonSparksLive Jack Bailey wears jockstrap and fucked by hung stud10:09
10 months ago xHamster

JasonSparksLive Jack Bailey wears jockstrap and fucked by hung stud

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Muscled man Jax Thirio enjoys raw anal with Jesse Bolton and Jack Bailey8:41
10 months ago Gay Bingo

Muscled man Jax Thirio enjoys raw anal with Jesse Bolton and Jack Bailey

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TwinkLoad Smooth twink bottom Jack Bailey rides sexy tattooed DILF10:11
10 months ago xHamster

TwinkLoad Smooth twink bottom Jack Bailey rides sexy tattooed DILF

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TwinkLoad Hung ginger vers twink Jack Bailey wrecks raw DILF hole8:08
10 months ago xHamster

TwinkLoad Hung ginger vers twink Jack Bailey wrecks raw DILF hole

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Jack Bailey looked down as his handsome and old grandfather devoured is hardon cock8:18
10 months ago Gay Ck

Jack Bailey looked down as his handsome and old grandfather devoured is hardon cock

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Luke's mouth and bonus holeares thoroughly tongued and devoured by Jack Bailey8:00
9 months ago Gay Ck

Luke's mouth and bonus holeares thoroughly tongued and devoured by Jack Bailey

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Stepdad delight, Jack Bailey and Michael Roman8:08
8 months ago AnyGay

Stepdad delight, Jack Bailey and Michael Roman

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Justin Matthews finding the dildo toy of Jack Bailey8:07
9 months ago AnyGay

Justin Matthews finding the dildo toy of Jack Bailey

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BrotherCrush - Handsome Fit Stepbrothers Taylor Reign And Jack Bailey Breeding By The Pool17:04
8 months ago xHamster

BrotherCrush - Handsome Fit Stepbrothers Taylor Reign And Jack Bailey Breeding By The Pool

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Jack Bailey and Trevor Harris fixing up a wild fucking threesome7:00
7 months ago Homo XXX

Jack Bailey and Trevor Harris fixing up a wild fucking threesome

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Anal on the leather couch with Jesse Bolton and Jack Bailey7:52
7 months ago AnyGay

Anal on the leather couch with Jesse Bolton and Jack Bailey

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Boner Jack Bailey pumps and pounds the eager ass of hot daddy Killian Knox8:20
7 months ago Gay Ck

Boner Jack Bailey pumps and pounds the eager ass of hot daddy Killian Knox

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ScoutBoys Hung silver haired daddy fucks hot screaming Jack Bailey8:20
7 months ago xHamster

ScoutBoys Hung silver haired daddy fucks hot screaming Jack Bailey

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TwinkBreeding.com - Romeo Davis takes Jack Bailey's long thick dick8:21
7 months ago Gay Ck

TwinkBreeding.com - Romeo Davis takes Jack Bailey's long thick dick

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TwinkBreeding.com - Jax Thirio spreads legs for Jack Bailey's hardcore pounding8:21
7 months ago Gay Ck

TwinkBreeding.com - Jax Thirio spreads legs for Jack Bailey's hardcore pounding

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Inked Romeo Davis groaned in getting ass rammed by young Jack Bailey8:20
7 months ago Gay Ck

Inked Romeo Davis groaned in getting ass rammed by young Jack Bailey

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Submissive twink Jack Bailey has himself demolished raw and hard by Latino Romeo Davis8:27
7 months ago Gay Ck

Submissive twink Jack Bailey has himself demolished raw and hard by Latino Romeo Davis

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TwinkBreeding.com - Killian Knox strokes cock while getting banged by Jack Bailey8:21
7 months ago Gay Ck

TwinkBreeding.com - Killian Knox strokes cock while getting banged by Jack Bailey

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Hairy stud Romeo Davis moaned out as he took the long thick dick of hot Jack Bailey8:20
7 months ago Gay Ck

Hairy stud Romeo Davis moaned out as he took the long thick dick of hot Jack Bailey

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Lustful daddy Killian Knox strokes cock while getting banged by hot handsome Jack Bailey8:20
7 months ago Gay Ck

Lustful daddy Killian Knox strokes cock while getting banged by hot handsome Jack Bailey

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DisruptiveMovie.com - Greg McKeon's massive cock fucks blond twink Jack Bailey's tight hole7:00
7 months ago Gay Ck

DisruptiveMovie.com - Greg McKeon's massive cock fucks blond twink Jack Bailey's tight hole

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Jack Bailey, ginger lad from JockBreeders, receives rim job and hardcore pounding from jock Romeo Davis8:09
7 months ago Gay Bingo

Jack Bailey, ginger lad from JockBreeders, receives rim job and hardcore pounding from jock Romeo Davis

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Muscular studs Romeo Davis and Jack Bailey - intense anal action with ass licking and rimming!8:10
7 months ago Gay Bingo

Muscular studs Romeo Davis and Jack Bailey - intense anal action with ass licking and rimming!

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HungFuckers Cute horny sub Jack Bailey spitroasted by muscle DILFs10:24
7 months ago xHamster

HungFuckers Cute horny sub Jack Bailey spitroasted by muscle DILFs

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Scoutmaster Smith barebacks young Jack Bailey in the woods8:24
7 months ago Gay Bingo

Scoutmaster Smith barebacks young Jack Bailey in the woods

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Twink destruction with Johnny Ford and Jack Bailey7:51
6 months ago AnyGay

Twink destruction with Johnny Ford and Jack Bailey

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My gay stepgrandson Jack Bailey tops me and pleasures my beefy ass8:20
6 months ago Gay Ck

My gay stepgrandson Jack Bailey tops me and pleasures my beefy ass

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Jack Bailey pumps and pounds Killian Knox's eager ass8:21
6 months ago Gay Ck

Jack Bailey pumps and pounds Killian Knox's eager ass

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Slim Jack Bailey oozed cum after getting fingered by hot daddy Lance Charger8:29
6 months ago Gay Ck

Slim Jack Bailey oozed cum after getting fingered by hot daddy Lance Charger

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The scoutmasters anal fuck Jack Bailey and Marcus Rivers plus another boy scout fucki7:55
10 months ago MenGem

The scoutmasters anal fuck Jack Bailey and Marcus Rivers plus another boy scout fucki

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Carter DelRay with Jack Bailey and Trevor Harris got in a hot scholastic foursome6:59
8 months ago MenGem

Carter DelRay with Jack Bailey and Trevor Harris got in a hot scholastic foursome

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Jock stepuncle Dale Savage pounds twinks Jack Bailey and Trevor Harris raw asses7:00
2 years ago MenGem

Jock stepuncle Dale Savage pounds twinks Jack Bailey and Trevor Harris raw asses

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The hunk scoutmaster fucked Jack Bailey in hardcore bareback and cum inside his ass8:46
11 months ago MenGem

The hunk scoutmaster fucked Jack Bailey in hardcore bareback and cum inside his ass

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Jack Bailey grins and coos as he pounds Luke bareback while Luke moans and begs for a8:00
11 months ago MenGem

Jack Bailey grins and coos as he pounds Luke bareback while Luke moans and begs for a

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Gay twink Jack Bailey rimmed deep by stepdad Derek Allen8:01
9 months ago MenGem

Gay twink Jack Bailey rimmed deep by stepdad Derek Allen

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Stepdad Michael Roman pounds Jack Bailey tight asshole6:59
1 year ago MenGem

Stepdad Michael Roman pounds Jack Bailey tight asshole

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Jack Bailey moans and coos as Romeo Davis buries his face in his sexy ass to eat it o8:01
1 year ago MenGem

Jack Bailey moans and coos as Romeo Davis buries his face in his sexy ass to eat it o

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Stepuncle Dale Savage ravages virgin twinks Jack Bailey and Scott Finns asses6:59
2 years ago MenGem

Stepuncle Dale Savage ravages virgin twinks Jack Bailey and Scott Finns asses

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Jack Bailey inserts a dildo in his asshole before his stepbrother Justin Mathews bree6:59
7 months ago MenGem

Jack Bailey inserts a dildo in his asshole before his stepbrother Justin Mathews bree

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Pale twink Jack Bailey barefucked by jock boss Isaac Parker8:01
1 year ago MenGem

Pale twink Jack Bailey barefucked by jock boss Isaac Parker

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English teacher Greg McKeon fuck his student Jack Bailey6:15
2 years ago MenGem

English teacher Greg McKeon fuck his student Jack Bailey

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Queer Jack Bailey starts to probe the tattooed otter hunk's tight hole with his talen8:01
11 months ago MenGem

Queer Jack Bailey starts to probe the tattooed otter hunk's tight hole with his talen

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Twink nerd Jack Bailey roughfucked in classroom gangbang6:59
1 year ago MenGem

Twink nerd Jack Bailey roughfucked in classroom gangbang

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Luke's mouth and bonus holeares thoroughly tongued and devoured by Jack Bailey8:00
10 months ago MenGem

Luke's mouth and bonus holeares thoroughly tongued and devoured by Jack Bailey

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Boner Jack Bailey pumps and pounds the eager ass of hot daddy Killian Knox8:20
8 months ago MenGem

Boner Jack Bailey pumps and pounds the eager ass of hot daddy Killian Knox

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Pretty twink Jack Bailey anal drilled bareback after blowjob8:01
8 months ago MenGem

Pretty twink Jack Bailey anal drilled bareback after blowjob

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College twink Jack Bailey rides straight stepdaddy Killian Knoxs big dick6:59
2 years ago MenGem

College twink Jack Bailey rides straight stepdaddy Killian Knoxs big dick

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Badass DILF gets hard bareback fuck from smooth twink Jack Bailey8:29
11 months ago MenGem

Badass DILF gets hard bareback fuck from smooth twink Jack Bailey

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Jack Bailey and Tom playfully make out with each other first before diving into a hot8:00
10 months ago MenGem

Jack Bailey and Tom playfully make out with each other first before diving into a hot

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Jack Bailey pushes Jax down onto the bed and begins to prep his ass for a hard and ra8:01
11 months ago MenGem

Jack Bailey pushes Jax down onto the bed and begins to prep his ass for a hard and ra

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The veteran Jax Thirio pounds and breeds the tight and eager bottom Jack Bailey8:00
1 year ago MenGem

The veteran Jax Thirio pounds and breeds the tight and eager bottom Jack Bailey

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Muscle stud Jax Thirio deepthroats his favorite jock daddy twink athlete Jack Bailey8:00
1 year ago MenGem

Muscle stud Jax Thirio deepthroats his favorite jock daddy twink athlete Jack Bailey

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Teen Jack Bailey fucking former professor, Greg McKeon7:00
2 years ago MenGem

Teen Jack Bailey fucking former professor, Greg McKeon

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Jack Bailey gratefully fucked Greg McKeons tight ass6:59
3 years ago MenGem

Jack Bailey gratefully fucked Greg McKeons tight ass

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Blond twink Jack Bailey seduced and fucked by Greg McKeon6:59
2 years ago MenGem

Blond twink Jack Bailey seduced and fucked by Greg McKeon

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Stepuncle Dale Savage warms up virgin twink Jack Bailey with big load6:59
1 year ago MenGem

Stepuncle Dale Savage warms up virgin twink Jack Bailey with big load

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Gorgeous jock Taylor Reign nailed by horny twink Jack Bailey8:01
1 year ago MenGem

Gorgeous jock Taylor Reign nailed by horny twink Jack Bailey

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Jack Bailey and Trevor Harris are thirsty and their hot roommate Damien White7:01
3 years ago MenGem

Jack Bailey and Trevor Harris are thirsty and their hot roommate Damien White

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Jack Bailey fucked by his former teacher Greg McKeon6:15
2 years ago MenGem

Jack Bailey fucked by his former teacher Greg McKeon

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Greg McKeon and Jack Bailey in a hot gay sex scene6:15
2 years ago MenGem

Greg McKeon and Jack Bailey in a hot gay sex scene

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Twink Jack Bailey moaned in pleasure as David Skylar rim jobs him before breeding his6:59
8 months ago MenGem

Twink Jack Bailey moaned in pleasure as David Skylar rim jobs him before breeding his

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Jack Bailey filmed himself fucking the DILF while eager to dump his load inside Daddy8:01
10 months ago MenGem

Jack Bailey filmed himself fucking the DILF while eager to dump his load inside Daddy

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I caught my stepson Jack Bailey ejaculating so I joined him and sucked his dick8:01
9 months ago MenGem

I caught my stepson Jack Bailey ejaculating so I joined him and sucked his dick

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Old daddy gives smooth twink Jack Bailey rimming lesson 1018:46
11 months ago MenGem

Old daddy gives smooth twink Jack Bailey rimming lesson 101

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Jack Bailey Jerking Nico Coopa12:00
8 months ago AB Gay

Jack Bailey Jerking Nico Coopa

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Getting Stepdaddy Off - Clay & Jack Bailey16:38
9 months ago AB Gay

Getting Stepdaddy Off - Clay & Jack Bailey

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Hard Ramming With Johnny B And Jack Bailey12:00
8 months ago AB Gay

Hard Ramming With Johnny B And Jack Bailey

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Secret Sexcapades: Stepdad With Benefits – Roman Todd & Jack Bailey36:50
1 year ago AB Gay

Secret Sexcapades: Stepdad With Benefits – Roman Todd & Jack Bailey

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Jack Bailey Beside Tom In The Underwear Pumping9:00
8 months ago AB Gay

Jack Bailey Beside Tom In The Underwear Pumping

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Lake Need With Johnny Rapid, Jack Bailey And Blaine Porter1:35:20
1 year ago AB Gay

Lake Need With Johnny Rapid, Jack Bailey And Blaine Porter

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Screaming Whore Jack Bailey Really Enjoys Orgasm9:00
8 months ago AB Gay

Screaming Whore Jack Bailey Really Enjoys Orgasm

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Lustful daddy Jax Thirio swallowed the long rod of gorgeous Jack Bailey in a hot sex8:20
6 months ago MenGem

Lustful daddy Jax Thirio swallowed the long rod of gorgeous Jack Bailey in a hot sex

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Horny Cole Blue rides big cock in a passionate group sex session with daddy Jack Bailey 28:20
6 months ago Gay Ck

Horny Cole Blue rides big cock in a passionate group sex session with daddy Jack Bailey 2

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Jack Bailey receives deep throat action from Killian Knox in intense anal pounding8:31
6 months ago Gay Bingo

Jack Bailey receives deep throat action from Killian Knox in intense anal pounding

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Slim Jack Bailey oozed cum after getting fingered by hot daddy Lance Charger8:29
6 months ago MenGem

Slim Jack Bailey oozed cum after getting fingered by hot daddy Lance Charger

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Sexy Blonde Twink Jack Bailey Gets Pounded Bareback By Colby Chambers4:30
5 months ago AB Gay

Sexy Blonde Twink Jack Bailey Gets Pounded Bareback By Colby Chambers

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Twink Jack Bailey drilled hard the muscular ass of hunky Jax Thirio8:20
5 months ago MenGem

Twink Jack Bailey drilled hard the muscular ass of hunky Jax Thirio

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PussyJocks.com - LukeHudson spreads for Jack Bailey's dick8:25
5 months ago Gay Ck

PussyJocks.com - LukeHudson spreads for Jack Bailey's dick

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Colby Chambers & Jack Bailey33:22
5 months ago AB Gay

Colby Chambers & Jack Bailey

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Jack Bailey eyes roll back in pleasure as DILF takes control8:25
5 months ago MenGem

Jack Bailey eyes roll back in pleasure as DILF takes control

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Jack Bailey eyes roll back in pleasure as DILF takes control8:25
5 months ago Gay Ck

Jack Bailey eyes roll back in pleasure as DILF takes control

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Intense Jack Bailey pov hookup from MenPov8:17
5 months ago Gay Bingo

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5 months ago Gay Bingo

Sir Charger trains teenage jack bailey in the art of masturbation

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Dude surrenders his virginity to his buddy - Dale Savage, Jack Bailey6:25
5 months ago Gay Bingo

Dude surrenders his virginity to his buddy - Dale Savage, Jack Bailey

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Hunk Johnny Ford shows Jack Bailey a new procedure involving a willing ass to cure im8:01
4 months ago MenGem

Hunk Johnny Ford shows Jack Bailey a new procedure involving a willing ass to cure im

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Jack Bailey and Romeo Davis fuck like crazy until the last drops10:05
4 months ago AnyGay

Jack Bailey and Romeo Davis fuck like crazy until the last drops

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Cliff Jensen And Jack Bailey Have Hardcore Anal Sex!! 7 Min6:26
4 months ago AB Gay

Cliff Jensen And Jack Bailey Have Hardcore Anal Sex!! 7 Min

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Twinkload Raw Sex Chemistry As Twink Jack Bailey Wrecks Romeo Davis7:39
4 months ago AB Gay

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Twinkload Smooth Twink Boy Jack Bailey Barebacks Dilf Romeo Davis9:47
4 months ago AB Gay

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First Time Sharing A Bed Jack Bailey, Damian Rose26:39
4 months ago AB Gay

First Time Sharing A Bed Jack Bailey, Damian Rose

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Shoes & meat shined by Jack Bailey feat. Chris Damned7:00
3 years ago 429men

Shoes & meat shined by Jack Bailey feat. Chris Damned

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Jack Bailey & step-dad, Michael Roman, have romantic fuck6:56
2 years ago 429men

Jack Bailey & step-dad, Michael Roman, have romantic fuck

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A BRAT & A GENTLEMAN - Jack Bailey, Colt Spence6:56
1 year ago 429men

A BRAT & A GENTLEMAN - Jack Bailey, Colt Spence

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FamilyDick - Cute Teen Jack Bailey Takes Two Cocks In His Tight Asshole At The Same Time Part317:01
2 years ago 429men

FamilyDick - Cute Teen Jack Bailey Takes Two Cocks In His Tight Asshole At The Same Time Part3

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Writer Nico Coopa demands Jack Bailey for inspiration6:48
1 year ago 429men

Writer Nico Coopa demands Jack Bailey for inspiration

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BLACKS ON BOYS Jack Bailey, Deepdicc & Ray Diesel6:14
3 years ago 429men

BLACKS ON BOYS Jack Bailey, Deepdicc & Ray Diesel

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Gay friends seducing naive Uncle Carl - Jack Bailey , Trevor Harris & Dale Savage6:56
2 years ago 429men

Gay friends seducing naive Uncle Carl - Jack Bailey , Trevor Harris & Dale Savage

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Greg McKeon & Jack Bailey in a sexy gay sex scene5:48
2 years ago 429men

Greg McKeon & Jack Bailey in a sexy gay sex scene

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Awesome step dad drilling the step son - Roman Todd, Jack Bailey6:15
3 years ago 429men

Awesome step dad drilling the step son - Roman Todd, Jack Bailey

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Brother Crush - Stepbrothers Alex Meyer & Jack Bailey Need Some Fun12:22
2 years ago 429men

Brother Crush - Stepbrothers Alex Meyer & Jack Bailey Need Some Fun

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FamilyDick - Cute Blonde Teen Jack Bailey Takes Two Cocks In His Tight Asshole At The Same Time16:59
2 years ago 429men

FamilyDick - Cute Blonde Teen Jack Bailey Takes Two Cocks In His Tight Asshole At The Same Time

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FamilyDick - Jack Bailey & Derek Allen Feels Kinky & Have A Passionate Sex Outdoor17:01
2 years ago 429men

FamilyDick - Jack Bailey & Derek Allen Feels Kinky & Have A Passionate Sex Outdoor

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BrotherCrush - Handsome Fit Stepbrothers Taylor Reign & Jack Bailey Breeding By The Pool17:00
2 years ago 429men

BrotherCrush - Handsome Fit Stepbrothers Taylor Reign & Jack Bailey Breeding By The Pool

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Blond twink Jack Bailey seduced & ravaged by Greg McKeon6:58
1 year ago 429men

Blond twink Jack Bailey seduced & ravaged by Greg McKeon

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