Search results - Jack Bailey

Total found: 228 videos (page 2)

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

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

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Scoutmaster Smith barebacks young Jack Bailey in the woods8:24
10 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
10 months ago AnyGay

Twink destruction with Johnny Ford and Jack Bailey

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Tom Bentley and Jack Bailey get all playful10:08
6 months ago AnyGay

Tom Bentley and Jack Bailey get all playful

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POV anal pleasing with Darron Bluu and Jack Bailey5:11
4 months ago AnyGay

POV anal pleasing with Darron Bluu and Jack Bailey

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

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

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Slim Jack Bailey oozed cum after getting fingered by hot daddy Lance Charger8:29
9 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
1 year 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
11 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
1 year 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
1 year 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
1 year 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
2 years 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
10 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
2 years 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
1 year 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
1 year ago MenGem

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

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

Pretty twink Jack Bailey anal drilled bareback after blowjob

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

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

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

Old daddy gives smooth twink Jack Bailey rimming lesson 101

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

Jack Bailey Jerking Nico Coopa

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Getting Stepdaddy Off - Clay & Jack Bailey16:38
1 year ago AB Gay

Getting Stepdaddy Off - Clay & Jack Bailey

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Hard Ramming With Johnny B And Jack Bailey12:00
11 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
11 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
11 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
9 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
9 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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Slim Jack Bailey oozed cum after getting fingered by hot daddy Lance Charger8:29
9 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
9 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
9 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
8 months ago Gay Ck

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

Colby Chambers & Jack Bailey

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Jack Bailey eyes roll back in pleasure as DILF takes control8:25
8 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
8 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
8 months ago Gay Bingo

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Sir Charger trains teenage jack bailey in the art of masturbation8:10
8 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
8 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
8 months ago MenGem

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Jack Bailey and Romeo Davis fuck like crazy until the last drops10:05
7 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
7 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
7 months ago AB Gay

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

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

First Time Sharing A Bed Jack Bailey, Damian Rose

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Jack Bailey and Kane Fox in a wild gonzo showdown29:48
7 months ago Gay Bingo

Jack Bailey and Kane Fox in a wild gonzo showdown

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Jack Bailey Wears Jockstrap And Fucked By Hung Stud10:03
7 months ago AB Gay

Jack Bailey Wears Jockstrap And Fucked By Hung Stud

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Tom Bentley & Jack Bailey share naughty bareback sex at home10:03
7 months ago AnyGay

Tom Bentley & Jack Bailey share naughty bareback sex at home

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Twink bottom Jack Bailey feels so good while his hung lover Tom Bentley plows him raw8:27
6 months ago MenGem

Twink bottom Jack Bailey feels so good while his hung lover Tom Bentley plows him raw

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Gorgeous twink Jack Bailey has his asshole demolished raw by hung Tom Bentley8:27
6 months ago MenGem

Gorgeous twink Jack Bailey has his asshole demolished raw by hung Tom Bentley

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Adam Snow and Eddie Patrick take turns banging Jack Bailey8:26
6 months ago MenGem

Adam Snow and Eddie Patrick take turns banging Jack Bailey

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Petite twink Jack Bailey barely fits Romeo Davis Latino cock in his ass8:27
6 months ago MenGem

Petite twink Jack Bailey barely fits Romeo Davis Latino cock in his ass

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Jack Bailey got his ass stretched by Greg McKeon and Colton McKeon8:00
6 months ago MenGem

Jack Bailey got his ass stretched by Greg McKeon and Colton McKeon

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Jack Bailey allows Tom Bentley to pierce through his tight warm holes8:31
6 months ago MenGem

Jack Bailey allows Tom Bentley to pierce through his tight warm holes

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Jack Bailey and Grey Gold whip out their hard cock for Greg McKeon8:00
6 months ago MenGem

Jack Bailey and Grey Gold whip out their hard cock for Greg McKeon

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Bearded stepdad Derek Allen gets down with stepson Jack Bailey and Isaac Parker in a wild threeway8:05
6 months ago Gay Bingo

Bearded stepdad Derek Allen gets down with stepson Jack Bailey and Isaac Parker in a wild threeway

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Jack Bailey gets filled up in an intense gay gang-bang with Braxton Cruz, Eddie Patrick, and Kyler Drayke10:06
6 months ago Gay Bingo

Jack Bailey gets filled up in an intense gay gang-bang with Braxton Cruz, Eddie Patrick, and Kyler Drayke

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Tom Bentley and Jack Bailey get all playful10:08
6 months ago AnyGay

Tom Bentley and Jack Bailey get all playful

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Eager twink Lance Charger opens up for stepgrandpa Jack Bailey's lessons8:30
5 months ago Gay Bingo

Eager twink Lance Charger opens up for stepgrandpa Jack Bailey's lessons

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Slender lad Jack Bailey gets wild with Romeo Davis9:46
5 months ago ZB Porn

Slender lad Jack Bailey gets wild with Romeo Davis

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FTM jock Luke Hudson fucks jock Jack Bailey with his bonus hole8:30
5 months ago MenGem

FTM jock Luke Hudson fucks jock Jack Bailey with his bonus hole

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Reese Rideout wants Jack Bailey to take it up the ass8:15
5 months ago Homo XXX

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Twunk Jack Bailey enjoys some butt licking with raw dilf Romeo Davis8:10
5 months ago Gay Bingo

Twunk Jack Bailey enjoys some butt licking with raw dilf Romeo Davis

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Jack Bailey seduces his straight friend for some banging5:19
4 months ago ZB Porn

Jack Bailey seduces his straight friend for some banging

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StepsonXXX.com - Gay twink Jack Bailey rimmed deep by stepdad Derek Allen8:00
4 months ago Gay Ck

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DILF Jax Thirio gets his booty teased and filled by wild twink Jack Bailey10:04
4 months ago Gay Bingo

DILF Jax Thirio gets his booty teased and filled by wild twink Jack Bailey

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Naughty twunk Jack Bailey gets Jax Thirio moaning with his massive cock8:09
4 months ago Gay Bingo

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DILF Coach Charger in rough bareback with cute Jack Bailey8:20
4 months ago MenGem

DILF Coach Charger in rough bareback with cute Jack Bailey

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Eddie Patrick is going deep in the hole of Jack Bailey9:48
4 months ago ZB Porn

Eddie Patrick is going deep in the hole of Jack Bailey

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Jack Bailey and Romeo Davis in a video with deepthroating7:44
4 months ago ZB Porn

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Adorable bottom Jack Bailey keeps his jockstrap on while top Tom Bentley takes him raw10:28
4 months ago Gay Bingo

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Jack Bailey is getting dicked down by a dominant hunk10:41
4 months ago ZB Porn

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Vocal twunk fuckbuddy Jack Bailey gets drilled deep and filled by Tom Bentley8:30
4 months ago Gay Bingo

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Adorable bottom Jack Bailey keeps his jockstrap on while getting topped by Tom Bentley10:33
4 months ago Gay Bingo

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POV anal pleasing with Darron Bluu and Jack Bailey5:11
4 months ago AnyGay

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Lance Charger is banging Jack Bailey in the office6:05
4 months ago ZB Porn

Lance Charger is banging Jack Bailey in the office

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Jax Thirio giving a blowjob to his buddy Jack Bailey7:40
4 months ago ZB Porn

Jax Thirio giving a blowjob to his buddy Jack Bailey

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Nerdy lad Jack Bailey finds himself in the middle10:00
3 months ago ZB Porn

Nerdy lad Jack Bailey finds himself in the middle

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Jack Bailey receiving a blowjob from twink lad Romeo Davis7:41
3 months ago ZB Porn

Jack Bailey receiving a blowjob from twink lad Romeo Davis

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Jax Thirio is ready for some banging fun with Jack Bailey7:43
3 months ago ZB Porn

Jax Thirio is ready for some banging fun with Jack Bailey

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Jack Bailey and Romeo Davis know what they wanna do7:44
3 months ago ZB Porn

Jack Bailey and Romeo Davis know what they wanna do

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Passionate kissing and rough ass banging session by smooth Jack Bailey and inked Rome8:20
2 months ago MenGem

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Cole Blue's group sex ride with Daddy Jack Bailey8:20
2 months ago Gay Ck

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Inked Romeo Davis groaned in getting ass rammed by young Jack Bailey8:20
2 months ago MenGem

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

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Jack Bailey sucks dick and gets ass fucks in marvelous positions6:53
3 months ago GayPornHD

Jack Bailey sucks dick and gets ass fucks in marvelous positions

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David Skylar and Jack Bailey go hard and get naked7:54
4 months ago GayPornHD

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Tom Bentley & Jack Bailey are going to bareback hard6:54
4 months ago GayPornHD

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Jack Bailey and Nico Coopa want to unblock8:08
5 months ago GayPornHD

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Strong bedroom anal seduction between Jack Bailey & Romeo Davis6:43
5 months ago GayPornHD

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Smooth bedroom intimacy for naked Jack Bailey and Greg Mckeon7:57
5 months ago GayPornHD

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Bisexuals Jack Bailey and Trevor Harris hungrily devour and share hunk Damien Whites6:59
49 days ago MenGem

Bisexuals Jack Bailey and Trevor Harris hungrily devour and share hunk Damien Whites

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Twink Jack Bailey drilled hard the muscular ass of hunky Jax Thirio8:20
41 days ago Gay Ck

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Bored Stepbrothers Jesse Bolton & Jack Bailey Get Wild While Cleaning The Pool16:52
29 days ago AB Gay

Bored Stepbrothers Jesse Bolton & Jack Bailey Get Wild While Cleaning The Pool

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Twink stepbrother Jack Bailey seduces his step-sibling Damian Rose and tears up his tight ass while their parents are gone10:06
6 days ago Gay Bingo

Twink stepbrother Jack Bailey seduces his step-sibling Damian Rose and tears up his tight ass while their parents are gone

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Hairy stud Romeo Davis moaned out as he took the long thick dick of hot Jack Bailey8:20
1 day ago MenGem

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

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