Jack Bailey (2,456)

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This Little Spider Can Really Take Some Raw DICKS -- GANGBANG [PART 1] 81% HD 31:16

This Little Spider Can Really Take Some Raw DICKS -- GANGBANG [PART 1]

3 weeks ago
BoyFriendTV
Lake Need 70% HD 1:35:21

Lake Need

3 months ago
2BGay
Jack and Leo 90% HD 24:13

Jack and Leo

1 year ago
BoyFriendTV
Jack Bailey 81%58:19

Jack Bailey

9 months ago
Eporner
Disruptive Films - Be - (Jack Bailey & Greg McKeon 720P) 76% HD 45:44

Disruptive Films - Be - (Jack Bailey & Greg McKeon 720P)

7 months ago
UrGayPorn
Threesome With Daddy5:44

Threesome With Daddy

2 weeks ago
LovePorn
Jack Bailey 76%45:12

Jack Bailey

6 months ago
Eporner
Jack Bailey Bottoms For Dan Saxon 80% HD 27:19

Jack Bailey Bottoms For Dan Saxon

4 months ago
BoyFriendTV
LucaMarenzio-WORSHIPPING YOUR WHITE ASS - Two HOT interracial scenes 85% HD 52:51

LucaMarenzio-WORSHIPPING YOUR WHITE ASS - Two HOT interracial scenes

1 year ago
BoyFriendTV
Family Dick - Athletic Hunk Step Father Pounds His Innocent Boy And Fills His Tight Asshole With Cum 66% HD 34:56

Family Dick - Athletic Hunk Step Father Pounds His Innocent Boy And Fills His Tight Asshole With Cum

4 months ago
GaySearch
Fill me up HD 25:43

Fill me up

1 week ago
BoyFriendTV
Tristan Jaxx and Jack Bailey (RFC) 59%20:26

Tristan Jaxx and Jack Bailey (RFC)

3 weeks ago
BoyFriendTV
Hot Twink Accidentally Caught His Horny Stepbrother Jerking Off13:26

Hot Twink Accidentally Caught His Horny Stepbrother Jerking Off

1 month ago
LovePorn
At The Park With Jack Bailey 69% HD 8:11

At The Park With Jack Bailey

2 months ago
429Men
Step-dad Is Into Footjobs So Step-son Is Happy To Oblige - DadCreep HD 17:04

Step-dad Is Into Footjobs So Step-son Is Happy To Oblige - DadCreep

2 months ago
TwinkVideos
Good looking gay chaps are having fun in this hot gay video HD 30:27

Good looking gay chaps are having fun in this hot gay video

1 year ago
GaySearch
Pump and dump 78%20:18

Pump and dump

1 year ago
BoyFriendTV
Jack Bailey & Trent Marx are enjoying in some hot group shag 79% HD 15:17

Jack Bailey & Trent Marx are enjoying in some hot group shag

11 months ago
AllBoner
Brother Crush - Handsome Boy Gets Ready For The Prom 74% HD 13:23

Brother Crush - Handsome Boy Gets Ready For The Prom

1 year ago
429Men
FamilyDick - Jack Bailey & Derek Allen Feels Kinky & Have A Passionate Sex Outdoor 68% HD 17:01

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

1 year ago
Fapnado
ManRoyale College Girl Plumbs Teacher To Get Out Of Detention 55% HD 8:18

ManRoyale College Girl Plumbs Teacher To Get Out Of Detention

6 months ago
GayVids
Spoiled Twink Seduces Older Handyman - DisruptiveFilms 75% HD 14:02

Spoiled Twink Seduces Older Handyman - DisruptiveFilms

6 months ago
AllBoner
Jack Bailey's Muscle Daddy Gang Bang Full 78% HD 26:23

Jack Bailey's Muscle Daddy Gang Bang Full

1 year ago
BoyFriendTV
White twink is shared between two hung black studs in 3some HD 27:56

White twink is shared between two hung black studs in 3some

Cute Twink Boy Stepson Rough Fucked By Hunk Stepdad For Bad Report Card 75% HD 8:00

Cute Twink Boy Stepson Rough Fucked By Hunk Stepdad For Bad Report Card

2 years ago
BoyFriendTV
Master Charger, Master Houser And The Boy Marcus In Crazy Sex Movie Homosexual Bareback Unbelievable Uncut 59% HD 9:00

Master Charger, Master Houser And The Boy Marcus In Crazy Sex Movie Homosexual Bareback Unbelievable Uncut

7 months ago
MrGay
Pool party turns into a wild ass fucking marathon! 69% HD 8:01

Pool party turns into a wild ass fucking marathon!

8 months ago
4KPorn
Family Cuckolds Orgy 77% HD 16:23

Family Cuckolds Orgy

1 year ago
BoyFriendTV
Secret Sexcapades: Stepdad With Benefits - Roman Todd & Jack 78% HD 37:19

Secret Sexcapades: Stepdad With Benefits - Roman Todd & Jack

1 year ago
UrGayPorn
Virgin Twink Shares The Bed With Older Friend Of The Family 83% HD 56:14

Virgin Twink Shares The Bed With Older Friend Of The Family

2 years ago
xHamster
twink twunked 81% HD 24:40

twink twunked

2 years ago
BoyFriendTV
MissionaryBoys The Worthiness Review 82% HD 25:45

MissionaryBoys The Worthiness Review

2 years ago
AllBoner
Bare Boys Morning Pleasure - Jack Bailey & Carter Ford 82% HD 30:02

Bare Boys Morning Pleasure - Jack Bailey & Carter Ford

1 year ago
BoyFriendTV
Jack Bailey and his bud are bonking in this interracial scene 80% HD 36:50

Jack Bailey and his bud are bonking in this interracial scene

2 years ago
AllBoner
Ranch hand Cliff fucks twink Jack Bailey 69% HD 6:15

Ranch hand Cliff fucks twink Jack Bailey

7 months ago
PornGem
Jack Bailey & Killian Knox doing it sensually & hard aswell 65% HD 7:00

Jack Bailey & Killian Knox doing it sensually & hard aswell

1 year ago
Fapnow
Jack bailey and grey gold in sketchysex pump and dump 65% HD 20:18

Jack bailey and grey gold in sketchysex pump and dump

2 months ago
ManPorn
Daddy Tristan Jaxx gave stepson Jack Bailey ass-drilling to remember HD 20:27

Daddy Tristan Jaxx gave stepson Jack Bailey ass-drilling to remember

2 years ago
TwinkVideos
Physician Tapes - Fit And Sumptuous Medic Tucks In His Rock Hard Man Rod Into Patient And Injects Him With Protein 60% HD 13:23

Physician Tapes - Fit And Sumptuous Medic Tucks In His Rock Hard Man Rod Into Patient And Injects Him With Protein

3 months ago
2BGay
Twink With Two BBC 79%27:55

Twink With Two BBC

5 months ago
BoyFriendTV
FamilyDick - Naughty Horny Stud Jack Bailey Begs Derek Allen To Fuck And Help Him Cum HD 17:06

FamilyDick - Naughty Horny Stud Jack Bailey Begs Derek Allen To Fuck And Help Him Cum

4 months ago
GaySearch
Jack Gets Anal Gangbang Inside the Classroom 64% HD 6:15

Jack Gets Anal Gangbang Inside the Classroom

7 months ago
Yeswegays
Cliff and Jack have hardcore anal sex! 77% HD 7:00

Cliff and Jack have hardcore anal sex!

4 months ago
FetishShrine
White guy is plowed with a massive black cock on live webcam HD 29:49

White guy is plowed with a massive black cock on live webcam

2 years ago
TwinkVideos
Colby Chambers & Jack Bailey 87% HD 33:22

Colby Chambers & Jack Bailey

2 years ago
TheGay
Stepfam 3some with Isaac Parker, Jack Bailey, Derek Allen 80% HD 12:00

Stepfam 3some with Isaac Parker, Jack Bailey, Derek Allen

1 year ago
HOMO.XXX
Y*ung white ass vs black cock 78%52:51

Y*ung white ass vs black cock

1 year ago
BoyFriendTV
Jack Bailey, Owen Hawk & Sean Duran fuck in 3some 71% HD 26:21

Jack Bailey, Owen Hawk & Sean Duran fuck in 3some

2 years ago
AllBoner
LucaMarenzio - SWALLOW IT - Leo Louis makes happy Jack Bailey 83% HD 25:53

LucaMarenzio - SWALLOW IT - Leo Louis makes happy Jack Bailey

1 year ago
BoyFriendTV
2 twinks in action-361 88% HD 29:12

2 twinks in action-361

1 year ago
BoyFriendTV
TwinkTrade--Horny-Horror-Movie-Night--Jack-Bailey-Max-Romano-Jax-Thirio--Andy-Adler 85%26:58

TwinkTrade--Horny-Horror-Movie-Night--Jack-Bailey-Max-Romano-Jax-Thirio--Andy-Adler

6 months ago
BoyFriendTV
RawFuckBoys: Domination choke and Jack Davis HD 9:00

RawFuckBoys: Domination choke and Jack Davis

4 months ago
GayPorn.video
EXTRAVAGANZA ORGY 2 87%26:52

EXTRAVAGANZA ORGY 2

8 months ago
BoyFriendTV
Naughty Horny Stud Jack Bailey Begs Derek Allen To Fuck And Help Him Cum 66%17:01

Naughty Horny Stud Jack Bailey Begs Derek Allen To Fuck And Help Him Cum

3 weeks ago
LovePorn
Stepfamily poolside fucking with Taylor Reign and Isaac Parker 86% HD 12:01

Stepfamily poolside fucking with Taylor Reign and Isaac Parker

1 year ago
HOMO.XXX
GayRoom - Darron Bluu pummeled rock rock hard in park HD 10:08

GayRoom - Darron Bluu pummeled rock rock hard in park

2 weeks ago
UrGayPorn
Brother Crush - Sexy Twink Accidentally Caught His Lustful Stepbrother Jerking Off In The Living Room 78% HD 13:26

Brother Crush - Sexy Twink Accidentally Caught His Lustful Stepbrother Jerking Off In The Living Room

1 year ago
429Men
Family Dick - Athletic Hunk Step Father Pounds His Innocent Boy And Fills His Tight Asshole With Cum 79% HD 34:56

Family Dick - Athletic Hunk Step Father Pounds His Innocent Boy And Fills His Tight Asshole With Cum

5 months ago
xHamster
Jack bailey & romeo davis: jockbreeders ginger twink sits on jocks face before fuck HD 7:56

Jack bailey & romeo davis: jockbreeders ginger twink sits on jocks face before fuck

2 weeks ago
SexTubeSpot
Greg Mckeon, Hoss Kado & Jack Bailey enjoy in some hard fuck 63% HD 25:49

Greg Mckeon, Hoss Kado & Jack Bailey enjoy in some hard fuck

11 months ago
AllBoner
Jack Bailey Makes His Racy Debut With Kane Fox 87% HD 32:36

Jack Bailey Makes His Racy Debut With Kane Fox

1 year ago
BoyFriendTV
Kane Turns Jack Into His Little Bitch 81% HD 32:36

Kane Turns Jack Into His Little Bitch

7 months ago
BoyFriendTV
Stepbrothers Alex Meyer and Jack Bailey Need Some Fun HD 12:22

Stepbrothers Alex Meyer and Jack Bailey Need Some Fun

2 years ago
TXXX
Jack Bailey,Michael Roman,Owen Hawk,Sean Duran,Tyler Roberts 65% HD 26:23

Jack Bailey,Michael Roman,Owen Hawk,Sean Duran,Tyler Roberts

2 years ago
GaySearch
Jack Bailey Is Too Horny For His Str8 Twink Friend5:54

Jack Bailey Is Too Horny For His Str8 Twink Friend

1 week ago
LovePorn
Doc Tapes - Fit & Hot Doc Sticks In His Hard Shaft Into Patient 70% HD 13:21

Doc Tapes - Fit & Hot Doc Sticks In His Hard Shaft Into Patient

3 months ago
Faptor
Jack Bailey 76%33:19

Jack Bailey

7 months ago
Eporner
Hot twinks. Jack Bailey and Kane Fox 70%29:01

Hot twinks. Jack Bailey and Kane Fox

2 weeks ago
BoyFriendTV
Jack Bailey & Killian Knox doing it sensually & hard aswell 62% HD 7:00

Jack Bailey & Killian Knox doing it sensually & hard aswell

2 weeks ago
Faptor
Jack Bailey & step-dad, Michael Roman, have romantic fuck HD 6:56

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

6 months ago
Faptor
Curious Teen Step Son Cannot Resist To His Handsome Step Dad Jax Thirio In Speedo 81% HD 16:55

Curious Teen Step Son Cannot Resist To His Handsome Step Dad Jax Thirio In Speedo

9 months ago
BoyFriendTV
Cute Fem Twink Fucked POV By Thick Cock 59%8:11

Cute Fem Twink Fucked POV By Thick Cock

1 month ago
PornSigma
Teenage couple fuck in front seat of truck 74%13:50

Teenage couple fuck in front seat of truck

1 year ago
BoyFriendTV
Arrogant Twink Gets Fucked by Writer with Impressive Cock 77% HD 19:12

Arrogant Twink Gets Fucked by Writer with Impressive Cock

2 weeks ago
XXXShake
FamilyDick - Wholesome Backyard Pool Party That Turns Into Gangbang Fun 49% HD 17:00

FamilyDick - Wholesome Backyard Pool Party That Turns Into Gangbang Fun

1 year ago
429Men
Writer Nico Coopa demands Jack Bailey for inspiration HD 6:48

Writer Nico Coopa demands Jack Bailey for inspiration

3 weeks ago
429Men
Daddy fucks his stepson in the garage while mommy is at home 66% HD 30:54

Daddy fucks his stepson in the garage while mommy is at home

2 years ago
TwinkVideos
Old Father Teaching his Son, Jack Balley, Jax Thirio 55% HD 8:00

Old Father Teaching his Son, Jack Balley, Jax Thirio

1 year ago
BoyFriendTV
Secret Sexcapades - Service Top: Johnny Ford & Jack Bailey 79% HD 30:54

Secret Sexcapades - Service Top: Johnny Ford & Jack Bailey

1 year ago
AllBoner
Jack Bailey, Roman Todd & Trevor Harris in a raw gay 3some HD 37:19

Jack Bailey, Roman Todd & Trevor Harris in a raw gay 3some

2 years ago
GaySearch
A Cowboy And A Gentleman 84% HD 41:14

A Cowboy And A Gentleman

6 months ago
PornOne
Bare Boys Morning Pleasure - Jack Bailey & Carter Ford 71%30:03

Bare Boys Morning Pleasure - Jack Bailey & Carter Ford

7 months ago
GayGo
Johnny B undresses twink Jack Bailey and barebacks him deeply 69% HD 14:34

Johnny B undresses twink Jack Bailey and barebacks him deeply

FamilyDick - Wholesome Backyard Pool Party That Turns Into Gangbang Fun 69% HD 17:00

FamilyDick - Wholesome Backyard Pool Party That Turns Into Gangbang Fun

5 months ago
Faptor
FamilyDick - Naughty Lustful Stud Jack Bailey Begs Derek Allen To Fuck 47% HD 17:01

FamilyDick - Naughty Lustful Stud Jack Bailey Begs Derek Allen To Fuck

1 year ago
429Men
Scout Boys - Troop Time Chapter 15 - After Camping - Jack Bailey, Marcus Rivers, Troye Jacob 81% HD 30:58

Scout Boys - Troop Time Chapter 15 - After Camping - Jack Bailey, Marcus Rivers, Troye Jacob

4 months ago
BoyFriendTV
Andre Donovan, Dillon Diaz And Jack Bailey In Political Party Bottom HD 18:36

Andre Donovan, Dillon Diaz And Jack Bailey In Political Party Bottom

2 years ago
TXXX
Spoiled Twink Seduces Older Handyman - Jack Bailey, Cliff Jensen - DisruptiveFilms HD 13:57

Spoiled Twink Seduces Older Handyman - Jack Bailey, Cliff Jensen - DisruptiveFilms

5 months ago
GaySearch
This Little Spider Can Really Take Some Raw DICKS -- GANGBANG [PART 2] 75% HD 31:07

This Little Spider Can Really Take Some Raw DICKS -- GANGBANG [PART 2]

2 weeks ago
BoyFriendTV
A Virgin No More 70% HD 56:13

A Virgin No More

4 months ago
Eporner
Youngster Trade: Max Romano in company with Jax Thirio 4-way 66% HD 12:08

Youngster Trade: Max Romano in company with Jax Thirio 4-way

2 weeks ago
UrGayPorn
Sexy Stepfather Hires Twink Stepson To 'Work' At His Firm 60%12:48

Sexy Stepfather Hires Twink Stepson To 'Work' At His Firm

4 weeks ago
LovePorn
Dale Savage, Trevor Harris and Jack Bailey 82%39:29

Dale Savage, Trevor Harris and Jack Bailey

11 months ago
BoyFriendTV
JockBreeders: Bentley wearing underwear as well as Tom Bentley HD 9:00

JockBreeders: Bentley wearing underwear as well as Tom Bentley

8 months ago
IceGayPorn
Meet Jack Bailey (unprotected) 63%20:42

Meet Jack Bailey (unprotected)

2 months ago
2BGay
Jack Bailey & Masyn Thorne - Breeding Jack Bailey 76%21:45

Jack Bailey & Masyn Thorne - Breeding Jack Bailey

4 months ago
UrGayPorn
Cute twink caught by his stepdad using a dildo and railed rough 81% HD 15:08

Cute twink caught by his stepdad using a dildo and railed rough

1 year ago
AllBoner
Romeo Davis Rimmed and fucked by his boy 85%8:05

Romeo Davis Rimmed and fucked by his boy

11 months ago
BoyFriendTV
Step Dads Jax Thirio and Max Romano Creampie Their Step Sons Jack Bailey & Andy Adler 86% HD 16:54

Step Dads Jax Thirio and Max Romano Creampie Their Step Sons Jack Bailey & Andy Adler

5 months ago
BoyFriendTV
hot amateur twink bbc bareback 82% HD 29:49

hot amateur twink bbc bareback

2 years ago
AllBoner
Sideways Goes Deeper 70% HD 1:06:33

Sideways Goes Deeper

11 months ago
BoyFriendTV
When You Catch Your Stepbrother Using Your Dildo 86% HD 15:08

When You Catch Your Stepbrother Using Your Dildo

2 years ago
xHamster
Handsome Fit Stepbrothers Taylor Reign And Jack Bailey Breeding By The Pool 72%17:00

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

2 weeks ago
LovePorn
Scout Jack Bailey 70% HD 22:29

Scout Jack Bailey

3 weeks ago
BoyFriendTV
A Virgin No More: The Offering 75% HD 49:16

A Virgin No More: The Offering

4 months ago
Eporner
Interracial threesome 78%27:55

Interracial threesome

6 months ago
BoyFriendTV
Mickey Knox Fucks Cock Hungry Bottom Jack Bailey RAW 69%4:57

Mickey Knox Fucks Cock Hungry Bottom Jack Bailey RAW

2 months ago
LovePorn
College slut fucks his hole with a thick dildo 66%7:16

College slut fucks his hole with a thick dildo

1 month ago
DeegX
Family Dick - Supportive Stepfather Lets His Inexperienced Boy To Train His Sexual Skills On His Ass 81% HD 38:00

Family Dick - Supportive Stepfather Lets His Inexperienced Boy To Train His Sexual Skills On His Ass

3 months ago
AllBoner
DILF Knox bareback his horny twink stepson Jack Bailey 76% HD 6:15

DILF Knox bareback his horny twink stepson Jack Bailey

1 year ago
Yeswegays
Bitchy Youngsters Andy Adler & Fap Bailey Get Pulverized By Super-Naughty stepfathers - TwinkTrade 66% HD 16:56

Bitchy Youngsters Andy Adler & Fap Bailey Get Pulverized By Super-Naughty stepfathers - TwinkTrade

6 months ago
MenGem
Family Dick - Athletic Hunk Step Father Pounds His Innocent Boy And Fills His Tight Asshole With Cum 66%34:56

Family Dick - Athletic Hunk Step Father Pounds His Innocent Boy And Fills His Tight Asshole With Cum

4 months ago
TwinkVideos
Family Dick - Supportive Stepfather Lets His Inexperienced Boy To Train His Sexual Skills On His Ass HD 38:00

Family Dick - Supportive Stepfather Lets His Inexperienced Boy To Train His Sexual Skills On His Ass

4 months ago
GaySearch
FamilyDick - Cute Blonde Teen Jack Bailey Takes Two Cocks In His Tight Asshole At The Same Time 75% HD 16:59

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

11 months ago
4Wank
Head In The Clouds 77%19:39

Head In The Clouds

4 months ago
BoyFriendTV
DILF Killian Knox pairs up with horny twink, Jack Bailey 63%8:00

DILF Killian Knox pairs up with horny twink, Jack Bailey

5 months ago
NakedTube
Twinkology 101 85% HD 12:00

Twinkology 101

1 year ago
HOMO.XXX
2,456 results found