Jack Bailey

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GayDemon's Videos: The model and gay porn star Jack Bailey appears in 151 videos on GayDemon, watch them for free now!

Gay Husbands Fuck a Pair of Twinks 00:05:05

Gay Husbands Fuck a Pair of Twinks
Black Stud Fucks Twink on Back Until He Empties His Nuts 00:01:16

Black Stud Fucks Twink on Back Until He Empties His Nuts
Jack Bailey fucked bareback by Dan Saxon 00:00:27

Jack Bailey fucked bareback by Dan Saxon
Grey-Haired Muscle Daddy Plows Twink Hole 00:00:42

Grey-Haired Muscle Daddy Plows Twink Hole
Hung Scout Hammers Troop Member's Hot Little Ass in Tent 00:01:14

Hung Scout Hammers Troop Member's Hot Little Ass in Tent
Patient Practices Blowjob Skills on his Therapist 00:01:51

Patient Practices Blowjob Skills on his Therapist
Top Loves Snapping Twink's Jockstrap While Fucking Him 00:05:05

Top Loves Snapping Twink's Jockstrap While Fucking Him
Blond Twink Gets Ass Stuffed by Beefy Inked Hunk 00:01:00

Blond Twink Gets Ass Stuffed by Beefy Inked Hunk
Competitive Swimmers Get Heated up Poolside 00:02:01

Competitive Swimmers Get Heated up Poolside
Daddy Fucks with Two Twinks in Threeway 00:05:43

Daddy Fucks with Two Twinks in Threeway
Stepbrothers Jesse Bolton & Jack Bailey Fucking on the Job 00:08:20

Stepbrothers Jesse Bolton & Jack Bailey Fucking on the Job
you like getting milked? 00:01:47

you like getting milked?
Man's Stepson Services His Boss' Cock in Threeway 00:01:33

Man's Stepson Services His Boss' Cock in Threeway
man fucks stepson's feet before pounding him 00:02:02

man fucks stepson's feet before pounding him
Toned-up twink eats trans guy's pussy on kitchen counter 00:01:00

Toned-up twink eats trans guy's pussy on kitchen counter
Playful Twink Wrestling Goes to Pound Town 00:00:32

Playful Twink Wrestling Goes to Pound Town
Sexy Jock Fucks Blond's Ass & Gives Him Creampie 00:06:16

Sexy Jock Fucks Blond's Ass & Gives Him Creampie
Man Tells Blond Cocksucker to Finger His Ass While He Sucks 00:03:34

Man Tells Blond Cocksucker to Finger His Ass While He Sucks
Asian Wrestler Wraps Legs Around Twink in Hot Hold 00:00:31

Asian Wrestler Wraps Legs Around Twink in Hot Hold
Twinks Fucking on Outdoor Bed in the Woods 00:01:48

Twinks Fucking on Outdoor Bed in the Woods
trans guy slurps down every inch then sits on stud's cock 00:00:58

trans guy slurps down every inch then sits on stud's cock
College Boy's Dinner with Stepdad Takes Horny Turn 00:01:04

College Boy's Dinner with Stepdad Takes Horny Turn
Twink Shows He's Trained His Throat for This Moment 00:01:00

Twink Shows He's Trained His Throat for This Moment
Gay Couple Pick up Hung Hitchhiker 00:00:49

Gay Couple Pick up Hung Hitchhiker
Hung Stud Fucks His Friend's Stepbrother 00:02:14

Hung Stud Fucks His Friend's Stepbrother
Muscle Dad Bottoms for Hung Twink 00:01:00

Muscle Dad Bottoms for Hung Twink
Lake Need with Johnny Rapid Fucking Jack Bailey 00:01:36

Lake Need with Johnny Rapid Fucking Jack Bailey
Blond Lad Gets Tooled for Disobeying House Rules 00:00:53

Blond Lad Gets Tooled for Disobeying House Rules
Two Young Porn Studs Have Threeway with Older Man 00:05:50

Two Young Porn Studs Have Threeway with Older Man
Blond Twink Sucks His Black Lover's Cock in SUV 00:00:58

Blond Twink Sucks His Black Lover's Cock in SUV
Daddy Loves Making Twink Smile with His Fat Cock 00:00:31

Daddy Loves Making Twink Smile with His Fat Cock
Man's Stepson Services His Boss at Pool Party 00:01:26

Man's Stepson Services His Boss at Pool Party
Inked Hairy Top Stuffs Huge Fat Cock in Twink's Bare Hole 00:01:00

Inked Hairy Top Stuffs Huge Fat Cock in Twink's Bare Hole
Collaborators Will Be Filled with the Manager's Cock 00:00:46

Collaborators Will Be Filled with the Manager's Cock
Blond-Hair ,Blue-Eyed Twink Pounded by Two Daddies 00:02:53

Blond-Hair ,Blue-Eyed Twink Pounded by Two Daddies
Twink Practically Wears out His Legs Riding Buddy's Cock 00:05:54

Twink Practically Wears out His Legs Riding Buddy's Cock
Scout Leader Orders Two Scouts to Pull Out Their Dicks 00:01:25

Scout Leader Orders Two Scouts to Pull Out Their Dicks
Hung Men Take Turns Fucking Jockstrap Bottom 00:00:41

Hung Men Take Turns Fucking Jockstrap Bottom
Homemade Porn Video with Jesse Bolton & Jack Bailey 00:01:23

Homemade Porn Video with Jesse Bolton & Jack Bailey
Hung Black Top Feasts on Twink's Cummy Butt Hole 00:00:36

Hung Black Top Feasts on Twink's Cummy Butt Hole
bodybuilder wrestler squashes twink opponent 00:00:30

bodybuilder wrestler squashes twink opponent
twink spiderman meets his match in this gang bang 00:01:26

twink spiderman meets his match in this gang bang
Hung Top Colby Chambers Fucks New Blond Boy Jack Bailey 00:04:57

Hung Top Colby Chambers Fucks New Blond Boy Jack Bailey
Trans Jock & Top Twink Climax Together 00:01:00

Trans Jock & Top Twink Climax Together
Bearded Daddy Going Down on Cute Twink-Next-Door 00:01:00

Bearded Daddy Going Down on Cute Twink-Next-Door
Twink Gets Plowed by Hung Stud Outdoors 00:05:10

Twink Gets Plowed by Hung Stud Outdoors
Blond Twink Plunges His Heavy Dick in Tattooed Man's Pucker 00:01:00

Blond Twink Plunges His Heavy Dick in Tattooed Man's Pucker
twink gets fucks on a boat in the middle of nowhere 00:01:43

twink gets fucks on a boat in the middle of nowhere
Thick Bearded Daddy Fucks Twink-Next-Door 00:01:00

Thick Bearded Daddy Fucks Twink-Next-Door
Fourway Raunchy Fun by The Pool 00:01:33

Fourway Raunchy Fun by The Pool
Rough Fuck with Jack Bailey & Chase Steele 00:00:38

Rough Fuck with Jack Bailey & Chase Steele
Roomie Wants to Top so Blond Gets Ass Breeding 00:05:23

Roomie Wants to Top so Blond Gets Ass Breeding
Teacher & Former Student Hit the Sack for Tender Sex 00:01:37

Teacher & Former Student Hit the Sack for Tender Sex
Daddy-Boy Movie Night Turns to Fourway Fuck Fest 00:01:52

Daddy-Boy Movie Night Turns to Fourway Fuck Fest
Twink in Jockstrap Gets His Ass Stretched by Large Fat Cock 00:01:00

Twink in Jockstrap Gets His Ass Stretched by Large Fat Cock
Hungry Blond Sub Begs to Swallow Top's Cum Load 00:01:05

Hungry Blond Sub Begs to Swallow Top's Cum Load
Scout Leader Fucks Two Boys Caught Blowing Each Other 00:01:21

Scout Leader Fucks Two Boys Caught Blowing Each Other
Blond Twink Orders Stepfather to Pull Out His Cock 00:01:21

Blond Twink Orders Stepfather to Pull Out His Cock
wrestler ties up twink & roughs him up 00:00:39

wrestler ties up twink & roughs him up
Blond Twink Can't Get Enough of Stud's Massive Dick 00:01:42

Blond Twink Can't Get Enough of Stud's Massive Dick
Twink's Eyes Pop as His Hole Stretches for Giant Dick 00:01:00

Twink's Eyes Pop as His Hole Stretches for Giant Dick
Twink Jack Bailey Gets Gang Bang of His Dreams 00:01:19

Twink Jack Bailey Gets Gang Bang of His Dreams
Blond Twink Sucks Meaty Cock in POV Session 00:08:11

Blond Twink Sucks Meaty Cock in POV Session
3 Boys Suck & Fuck After Morning Piss 00:00:50

3 Boys Suck & Fuck After Morning Piss
Young Friend Trick Old Man Into Having Sex with Them 00:00:49

Young Friend Trick Old Man Into Having Sex with Them
A Virgin No More with Jack Bailey 00:01:26

A Virgin No More with Jack Bailey
Ranch Hand Fucks Spoiled Twink to Set Him Right 00:01:48

Ranch Hand Fucks Spoiled Twink to Set Him Right
How Many Times Can One Muscle Daddy Cum? 00:01:00

How Many Times Can One Muscle Daddy Cum?
Car Sex with Andre Donovan & Jack Bailey 00:00:41

Car Sex with Andre Donovan & Jack Bailey
hung twink licks trans guy's pussy till it's ready to fuck 00:08:00

hung twink licks trans guy's pussy till it's ready to fuck
Three Men in the Tub Turns to Threeway Fucking in Bed 00:01:23

Three Men in the Tub Turns to Threeway Fucking in Bed
Guy Parks in Secluded Spot Known to Have Cocksuckers 00:01:25

Guy Parks in Secluded Spot Known to Have Cocksuckers