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Jack Bailey

Jack Bailey

Jack Bailey Porn Star Picture
Rating:
73%
(288)
Twink porn star, Jack Bailey, is a gorgeous young man from Missouri with a smooth and sexy body and a great cock and ass. He's a real confident young man with an adventurous streak. He's into a few kinky things from bondage to being gang banged by a few dudes. I think a lot of guys would love to be one of those tops owning his hot little ass.
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  • Height: 5'10"
  • Weight: 140
  • Hair: Brown
  • Eyes: Blue
  • Ethnicity: White
  • Cock size: 7
  • Circumcision: Cut

Watch Jack Bailey At The Following Studios:

Next Door Twink Next Door Twink
Lucas Entertainment Lucas Entertainment
Cocky Boys Cocky Boys
Boy Crush Boy Crush
Hot House Hot House
Maverick Men Maverick Men
Naked Sword Naked Sword
Jason Sparks Live Jason Sparks Live
Raw Fuck Club Raw Fuck Club
GayRoom GayRoom
Sketchy Sex Sketchy Sex
Next Door Studios Next Door Studios
Boys Halfway House Boys Halfway House
Jock Pussy Jock Pussy
Raunchy Bastards Raunchy Bastards
Missionary Boys Missionary Boys
Family Dick Family Dick
HIMEROS.tv HIMEROS.tv
Brother Crush Brother Crush
Boy For Sale Boy For Sale
Gaycest Gaycest
NextDoorTaboo NextDoorTaboo
JohnnyRapid.com JohnnyRapid.com
Colby Knox Colby Knox
Blacks On Boys Blacks On Boys
RawFuckBoys RawFuckBoys
Twink Top Twink Top
Dad Creep Dad Creep
ScoutBoys.com ScoutBoys.com
TwinkTrade TwinkTrade
Doctor Tapes Doctor Tapes
Twink Loads Twink Loads
Family Cuckolds Family Cuckolds
Boys at Camp Boys at Camp
Disruptive Films Disruptive Films
TopFanVids TopFanVids
TherapyDick TherapyDick
Adult Time Adult Time
Jock Breeders Jock Breeders
SHOW MORE STUDIOS SHOW LESS

143 Videos Featuring: Jack Bailey

First Time Sharing a Bed First Time Sharing a Bed Jack Bailey, Damian Rose by: Brother Crush Jul 03, 2024 71%
A Full Moon Ritual: Purple A Full Moon Ritual: Purple Derek Cline, Jack Bailey, Tanner Thomas by: HIMEROS.tv Apr 22, 2024 55%
Penetrated & Pounded, Scene 2 Penetrated & Pounded, Scene 2 Jack Bailey, Gustavo Cruz by: Lucas Entertainment Feb 26, 2024 57%
Luke Hudson and Jack Bailey Chapter 6 Luke Hudson and Jack Bailey Chapter 6 Luke Hudson, Jack Bailey by: Jock Pussy Feb 18, 2024 35%
Lake Need, Scene 1 Lake Need, Scene 1 Johnny Rapid, Jack Bailey by: JohnnyRapid.com Jan 05, 2024 38%
A Brat and A Gentleman A Brat and A Gentleman Jack Bailey, Colt Spence by: Disruptive Films Dec 24, 2023 40%
11-Inch Stuffing 11-Inch Stuffing Jack Bailey, 11inchking by: Raw Fuck Club Nov 24, 2023 71%
Trick or Treat Gangbang: Part 2 Trick or Treat Gangbang: Part 2 Jack Bailey, Owen Hawk, CockSwingFarmer, Rick Gonzales by: Raw Fuck Club Nov 06, 2023 62%
Trick or Treat Gangbang Trick or Treat Gangbang Jack Bailey, Owen Hawk, CockSwingFarmer, Rick Gonzales, 11inchking by: Raw Fuck Club Oct 29, 2023 36%
Making Daddy Proud Making Daddy Proud Nate Grimes, Nico Nova, Bama Romello, Jack Bailey, Chase Steele by: HIMEROS.tv Sep 18, 2023 67%
Relaxin' With Jax Relaxin' With Jax Jax Thirio, Jack Bailey by: Dad Creep Aug 04, 2023 27%
Bareback Auditions 24: Thrusted And Pumped, Scene 3 Bareback Auditions 24: Thrusted And Pumped, Scene 3 Dan Saxon, Jack Bailey by: Lucas Entertainment Jul 24, 2023 64%
Head in the Clouds with Jack Bailey Head in the Clouds with Jack Bailey Mickey Knox, Jack Bailey by: Colby Knox Jun 28, 2023 40%
Luke Hudson & Jack Bailey Chapter 4 Luke Hudson & Jack Bailey Chapter 4 Luke Hudson, Jack Bailey by: Jock Pussy Jun 08, 2023 36%
Namaste and Play Namaste and Play Colby Chambers, Jack Bailey by: Colby Knox May 31, 2023 67%
A Bonding Moment A Bonding Moment Jax Thirio, Jack Bailey, Max Romano, Andy Adler by: TwinkTrade Apr 18, 2023 67%
Jack Bailey & Killian Knox Chapter 2 Jack Bailey & Killian Knox Chapter 2 Killian Knox, Jack Bailey by: Jock Breeders Mar 08, 2023 43%
Lucas Men Extravaganza: Gay Porn Orgy, Part 02 Lucas Men Extravaganza: Gay Porn Orgy, Part 02 Brian Bonds, Jack Bailey, Gustavo Cruz, Kosta Viking, Babylon Prince, Chad Driver, Derek Kage, Harold Lopez, Bruno Galvez by: Lucas Entertainment Feb 25, 2023 40%
Lucas Men Extravaganza: Gay Porn Orgy, Part 01 Lucas Men Extravaganza: Gay Porn Orgy, Part 01 Brian Bonds, Jack Bailey, Gustavo Cruz, Kosta Viking, Babylon Prince, Chad Driver, Derek Kage, Harold Lopez, Bruno Galvez by: Lucas Entertainment Feb 25, 2023 38%
At The Park With Jack Bailey At The Park With Jack Bailey Darron Bluu, Jack Bailey by: GayRoom Feb 04, 2023 78%
The Best Of Roman Todd The Best Of Roman Todd Roman Todd, Lance Ford, Elye Black, Princeton Price, Greyson Lane, Dale Savage, Trent Summers, Trevor Harris, Jack Bailey, Carter DelRey by: NextDoorTaboo Jan 28, 2023 50%
Too Horny Too Horny Jack Bailey, Liam Addison by: Raunchy Bastards Dec 19, 2022 60%
Jack Bailey, Killian Knox Bottoms: Encounter 2 Jack Bailey, Killian Knox Bottoms: Encounter 2 Killian Knox, Jack Bailey by: Twink Loads Dec 16, 2022 43%
Virgin No More: Retaliation Virgin No More: Retaliation Dale Savage, Trevor Harris, Jack Bailey by: Disruptive Films Nov 25, 2022 50%
Writer's Block Writer's Block Jack Bailey, Nico Coopa by: Next Door Studios Nov 19, 2022 100%
Camp CockyBoys: Outdoor Fuckfest Camp CockyBoys: Outdoor Fuckfest Jacob Acosta, Jack Bailey by: Cocky Boys Nov 03, 2022 64%
Sluts On Parade Sluts On Parade Clay, Masyn Thorne, Jack Bailey by: Raunchy Bastards Nov 01, 2022 63%
Virgin Stepbrother Virgin Stepbrother Jack Bailey, Jordan Starr by: NextDoorTaboo Oct 03, 2022 71%
A STEAMY Cruising Adventure A STEAMY Cruising Adventure Jack Bailey, Lane Colten by: Cocky Boys Sep 28, 2022 80%
Chock-full Of Jocks Chock-full Of Jocks Jack Bailey, Trent Marx, Amone Bane, Dereck Defendi, Tony Genius, Michael Seraph by: Adult Time Aug 26, 2022 75%
Out of My Way Out of My Way Killian Knox, Jack Bailey by: Disruptive Films Aug 18, 2022 33%
Stepdad Seduction Compilation Stepdad Seduction Compilation Brandon Anderson, Roman Todd, Damien Stone, Andy Taylor, Will Braun, Christian Cayden, David Kadera, JJ Knight, Trent Summers, Jesse Zeppelin, Jesse Bolton, Jack Bailey by: NextDoorTaboo Aug 18, 2022 63%
Raunchy Rainy Day Fuckfest! Raunchy Rainy Day Fuckfest! Jack Bailey, Leo Louis by: Cocky Boys Jul 21, 2022 88%
The Perfect Pool Day, PT.3 The Perfect Pool Day, PT.3 Isaac Parker, Jack Bailey, Derek Allen by: Family Dick Jul 20, 2022 83%
Getting Daddy Off Getting Daddy Off Clay, Jack Bailey by: Raunchy Bastards Jul 15, 2022 25%
Camp Guessing Games Camp Guessing Games Colton McKeon, Greg McKeon, Jack Bailey, Grey Gold by: Boys at Camp Jul 14, 2022 100%
The Perfect Pool Day Pt 2 The Perfect Pool Day Pt 2 Isaac Parker, Jack Bailey, Derek Allen by: Family Dick Jul 09, 2022 100%
Cannonball Contest Cannonball Contest Taylor Reign, Jack Bailey by: Brother Crush Jul 07, 2022 100%
The Perfect Pool Day The Perfect Pool Day Taylor Reign, Isaac Parker, Jack Bailey, Derek Allen by: Family Dick Jul 02, 2022 89%
Too Horny To Behave Too Horny To Behave Taylor Reign, Derek Allan, Jack Bailey by: Family Dick Jun 26, 2022 38%
Full-On Nympho Maniacs Full-On Nympho Maniacs Clay, Jack Bailey, Liam Addison by: Raunchy Bastards Jun 17, 2022 50%
Turn For The Worse Turn For The Worse Clay, Jack Bailey by: Boys Halfway House Jun 17, 2022 63%
STORY, Jack Bailey: Romeo Davis Bottoms: Encounter 3 STORY, Jack Bailey: Romeo Davis Bottoms: Encounter 3 Romeo Davis, Jack Bailey by: Twink Loads Jun 08, 2022 60%
Troop Time, CHAPTER 16: Catching Scoutmaster Troop Time, CHAPTER 16: Catching Scoutmaster Jack Bailey, Troye Jacobs, Lance Charger by: ScoutBoys.com Jun 08, 2022 60%
Sloppy Slut Bags Sloppy Slut Bags Ethan Steel, Jack Bailey, Grey Gold, Langley Gold, Johnny Reckless by: Sketchy Sex May 27, 2022 67%
Troop Time, CHAPTER 15: After Camping Troop Time, CHAPTER 15: After Camping Marcus Rivers, Jack Bailey, Troye Jacobs, Patriarch Smith by: ScoutBoys.com May 25, 2022 50%
Date With Stepdad Date With Stepdad Michael Roman, Jack Bailey by: NextDoorTaboo May 22, 2022 75%
Breeding Jack Bailey Breeding Jack Bailey Masyn Thorne, Jack Bailey by: Raunchy Bastards May 19, 2022 75%
PUMP and DUMP PUMP and DUMP Jack Bailey, Grey Gold, Langley Gold, Johnny Reckless by: Sketchy Sex May 12, 2022 86%
Getting In Touch With Nature Getting In Touch With Nature Colton McKeon, Greg McKeon, Jack Bailey by: Boys at Camp May 02, 2022 50%
DUMPSTER FILL DUMPSTER FILL Jack Bailey, Austin Glores, Langley Gold, Johnny Reckless by: Sketchy Sex Apr 28, 2022 83%
Remember When We Used To Do This? Remember When We Used To Do This? Jack Bailey, Max Lorde by: Brother Crush Apr 25, 2022 100%
Tom Bentley & Jack Bailey Chapter 2 Tom Bentley & Jack Bailey Chapter 2 Tom Bentley, Jack Bailey by: Jason Sparks Live Apr 15, 2022 33%
MOUTH BREEDER MOUTH BREEDER Jack Bailey, Grey Gold, Austin Glores, Langley Gold, Johnny Reckless by: Sketchy Sex Mar 30, 2022 67%
Buddy Check, CHAPTER 6: Horsing Around Buddy Check, CHAPTER 6: Horsing Around Cole Blue, Jack Bailey by: ScoutBoys.com Mar 30, 2022 100%
Mouth Breeder [Extended Clip] Mouth Breeder [Extended Clip] Jack Bailey, Grey Gold, Austin Glores, Langley Gold, Johnny Reckless by: Sketchy Sex Mar 30, 2022 83%
The Doctor's Orders The Doctor's Orders Johnny Ford, Jack Bailey by: Doctor Tapes Mar 25, 2022 100%
This Is How It Feels This Is How It Feels Jack Bailey, Max Lorde by: Brother Crush Mar 25, 2022 67%
A Virgin No More: The Offering A Virgin No More: The Offering Scott Finn, Dale Savage, Jack Bailey by: Disruptive Films Mar 23, 2022 100%
Troop Time, CHAPTER 12: Boys Will Be Boys Troop Time, CHAPTER 12: Boys Will Be Boys Marcus Rivers, Legrand Wolf, Jack Bailey by: ScoutBoys.com Mar 17, 2022 67%
Sub Boy Jack Bailey Sub Boy Jack Bailey Jack Bailey, Owen Hawk, David Eck by: TopFanVids Mar 17, 2022 0%
DUMB DUMPSTER DUMB DUMPSTER Jack Bailey, Grey Gold, Langley Gold by: Sketchy Sex Mar 16, 2022 100%
Dumb Dumpster [Extended Clip] Dumb Dumpster [Extended Clip] Ethan Steel, Jack Bailey, Grey Gold, Austin Glores, Langley Gold by: Sketchy Sex Mar 16, 2022 100%
Johnny Rapid's Pretty Little Twink Threesome Johnny Rapid's Pretty Little Twink Threesome Johnny Rapid, Alex Meyer, Jack Bailey by: TopFanVids Mar 03, 2022 43%
DICK & DASH DICK & DASH Ethan Steel, Jack Bailey, Grey Gold, Langley Gold by: Sketchy Sex Mar 02, 2022 100%
DICK & DASH [Extended Clip] DICK & DASH [Extended Clip] Ethan Steel, Jack Bailey, Grey Gold, Langley Gold by: Sketchy Sex Mar 02, 2022 100%
The Buyer's Group : Chapter 9: The Master’s Grandson The Buyer's Group : Chapter 9: The Master’s Grandson Cole Blue, Jack Bailey, Lance Charger by: Boy For Sale Feb 27, 2022 100%
Stepdad Seduction Compilation Stepdad Seduction Compilation Brandon Anderson, Roman Todd, Andy Taylor, Will Braun, Christian Cayden, JJ Knight, Damien Stone (II), Johnny B II (AD), Trent Summers, Jesse Zeppelin, Jesse Bolton, Jack Bailey by: NextDoorTaboo Feb 18, 2022 75%
DRIPPING DUMPS DRIPPING DUMPS Jack Bailey, Grey Gold, Langley Gold by: Sketchy Sex Feb 16, 2022 100%
DRIPPING DUMPS [Extended Clip] DRIPPING DUMPS [Extended Clip] Jack Bailey, Grey Gold, Langley Gold by: Sketchy Sex Feb 16, 2022 100%
Let's Share A Bath Let's Share A Bath Jax Thirio, Jack Bailey, Max Lorde by: Family Dick Feb 10, 2022 0%
The Perfect Roleplay The Perfect Roleplay Johnny Ford, Jack Bailey by: TherapyDick Feb 10, 2022 50%
Fighting For His Attention Fighting For His Attention Jax Thirio, Jack Bailey, Max Lorde by: Family Dick Feb 05, 2022 100%
Whip ‘em Out Whip ‘em Out Greg McKeon, Jack Bailey, Grey Gold by: Boys at Camp Feb 05, 2022 100%
Fighting For His Attention Fighting For His Attention Jax Thirio, Jack Bailey, Max Lorde by: Family Dick Feb 04, 2022 75%
MOUTH AROUND MOUTH AROUND Ethan Steel, Jack Bailey, Grey Gold, Langley Gold by: Sketchy Sex Feb 02, 2022 100%
Mouth Around [Extended Clip] Mouth Around [Extended Clip] Ethan Steel, Jack Bailey, Grey Gold, Langley Gold by: Sketchy Sex Feb 02, 2022 100%
Twinkology 101 Twinkology 101 Dakota Payne, Trevor Harris, Jack Bailey, Carter DelRey by: Next Door Twink Jan 29, 2022 75%
BE BE Greg McKeon, Jack Bailey by: Disruptive Films Jan 20, 2022 50%
Twink Domination Twink Domination Jack Bailey, Cole Maverick, Hunter Maverick by: Maverick Men Jan 19, 2022 75%
Jack Bailey, Romeo Davis Bottoms: Encounter 2 Jack Bailey, Romeo Davis Bottoms: Encounter 2 Romeo Davis, Jack Bailey by: Twink Loads Jan 12, 2022 33%
Authority Granted Authority Granted Ashton Silvers, Jack Bailey by: Missionary Boys Dec 26, 2021 100%
Jack Bailey and Romeo Davis Chapter 1 Jack Bailey and Romeo Davis Chapter 1 Romeo Davis, Jack Bailey by: RawFuckBoys Dec 22, 2021 0%
We Met at The PrEP Clinic 2 We Met at The PrEP Clinic 2 Jax Thirio, Jack Valor, Jack Bailey by: Next Door Studios Dec 22, 2021 100%
Jack Bailey, Killian Knox Bottoms: Encounter 1 Jack Bailey, Killian Knox Bottoms: Encounter 1 Killian Knox, Jack Bailey by: Twink Loads Dec 17, 2021 0%
Two Horny Bastards Two Horny Bastards Jack Bailey, Matt Moss by: Raunchy Bastards Dec 16, 2021 100%
Jack Bailey, Chapter 2: Getting Pumped Jack Bailey, Chapter 2: Getting Pumped Dolf Dietrich, Jack Bailey by: Twink Top Dec 14, 2021 0%
Assigned Companions Assigned Companions Ashton Silvers, Jack Bailey by: Missionary Boys Dec 13, 2021 100%
Scout Jack Bailey, CHAPTER 2: Lessons in Discretion Scout Jack Bailey, CHAPTER 2: Lessons in Discretion Jack Bailey, Patriarch Smith by: ScoutBoys.com Dec 08, 2021 100%
Jack Bailey's Steamy Debut with Stud Kane Fox Jack Bailey's Steamy Debut with Stud Kane Fox Kane Fox, Jack Bailey by: Cocky Boys Dec 07, 2021 100%
Washboard Worship Washboard Worship Trevor Harris, Damien White, Jack Bailey by: Next Door Twink Dec 06, 2021 83%
Teaching My Grandson, Tape 3: Hard Lessons Teaching My Grandson, Tape 3: Hard Lessons Jack Bailey, Lance Charger by: Gaycest Dec 04, 2021 100%
Party Favor: The Buyer's Group Party Favor: The Buyer's Group Legrand Wolf, Jack Bailey, Lance Charger, Patriarch Smith by: Boy For Sale Dec 04, 2021 100%
Tag Teaming Sub Faggot, Part 1 Tag Teaming Sub Faggot, Part 1 Tyler Roberts, Jack Bailey, Owen Hawk, David Eck by: Raw Fuck Club Dec 03, 2021 100%
Jack & Luke Chapter 1 Jack & Luke Chapter 1 Luke Hudson, Jack Bailey by: Jock Pussy Nov 25, 2021 63%
Boy Jack Bailey, CHAPTER 1: The Grooming Boy Jack Bailey, CHAPTER 1: The Grooming Jack Bailey, Lance Charger by: Boy For Sale Nov 25, 2021 0%
Seeds Origin [Extended Clip] Seeds Origin [Extended Clip] Jack Bailey, Finn (FX) by: Family Cuckolds Nov 23, 2021 88%
Troop Time, CHAPTER 10: Hands-On Scouting Troop Time, CHAPTER 10: Hands-On Scouting Cole Blue, Jax Thirio, Jack Bailey by: ScoutBoys.com Nov 10, 2021 100%
Seeds Origin Seeds Origin Jack Bailey, Finn (FX) by: Family Cuckolds Nov 10, 2021 83%
Jack Bailey, Romeo Davis Bottoms: Encounter 1 Jack Bailey, Romeo Davis Bottoms: Encounter 1 Romeo Davis, Jack Bailey by: Twink Loads Nov 03, 2021 100%
INSEAM, Scene 1 INSEAM, Scene 1 Chris Damned, Jack Bailey by: Hot House Oct 28, 2021 100%
Teaching My Grandson, TAPE #2: Interview Prep Teaching My Grandson, TAPE #2: Interview Prep Jack Bailey, Lance Charger by: Gaycest Oct 27, 2021 100%
Keeping Good Company Keeping Good Company Jack Bailey, TJ Hughes by: Raunchy Bastards Oct 20, 2021 100%
Jack Bailey, Chapter 1: Top Training Jack Bailey, Chapter 1: Top Training Jack Bailey, Lance Charger by: Twink Top Oct 17, 2021 75%
A Walk In The Woods A Walk In The Woods Dolf Dietrich, Jack Bailey by: ScoutBoys.com Oct 08, 2021 100%
Jack Bailey, Jax Thirio Bottoms: Encounter 1 Jack Bailey, Jax Thirio Bottoms: Encounter 1 Jax Thirio, Jack Bailey by: Twink Loads Oct 06, 2021 100%
Flying the Nest Flying the Nest Jax Thirio, Jack Bailey by: Family Dick Oct 06, 2021 0%
Workout on the Balcony Workout on the Balcony Jax Thirio, Jack Bailey by: Family Dick Oct 03, 2021 100%
Rabbit Hole: Recent Widower and His Two Beautiful Boys Rabbit Hole: Recent Widower and His Two Beautiful Boys Jack Bailey, Finn (FX) by: Family Cuckolds Sep 24, 2021 67%
Tom Bentley & Jack Bailey BAREBACK Tom Bentley & Jack Bailey BAREBACK Tom Bentley, Jack Bailey by: Jason Sparks Live Sep 08, 2021 100%
I'm Not Gay, But His Ass Made Me Cum I'm Not Gay, But His Ass Made Me Cum Jack Bailey, Daniel Dean by: Raunchy Bastards Aug 25, 2021 100%
My Stepbro's Dildo My Stepbro's Dildo Justin Matthews, Jack Bailey by: NextDoorTaboo Aug 25, 2021 75%
A Virgin No More A Virgin No More Dale Savage, Jack Bailey by: Disruptive Films Aug 24, 2021 100%
Am I Qualified? Am I Qualified? David Skylar, Jack Bailey by: Next Door Twink Aug 07, 2021 67%
Treesome Treesome Nico Nova, Jack Bailey by: HIMEROS.tv Aug 05, 2021 57%
Jax Stacks Troye & Jack Jax Stacks Troye & Jack Jax Thirio, Jack Bailey, Troye Jacobs by: Next Door Studios Jul 25, 2021 0%
Collaborators Will Be Fucked Collaborators Will Be Fucked Clay, Jack Bailey by: Boys Halfway House Jul 23, 2021 100%
Welcome To The Party Welcome To The Party Clay, Jack Bailey, TJ Hughes by: Raunchy Bastards Jul 07, 2021 50%
After The Sex - Secret Sexcapades: Scene 3: Service Top After The Sex - Secret Sexcapades: Scene 3: Service Top Johnny Ford, Jack Bailey by: NextDoorTaboo Apr 15, 2021 100%
Secret Sexcapades: Scene 3: Service Top Secret Sexcapades: Scene 3: Service Top Johnny Ford, Jack Bailey by: NextDoorTaboo Apr 14, 2021 100%
Jack Bailey, Deepdicc & Ray Diesel Jack Bailey, Deepdicc & Ray Diesel Deep Dic, Ray Diesel, Jack Bailey by: Blacks On Boys Apr 04, 2021 75%
A Mouth Made For Sucking A Mouth Made For Sucking Clay, Jack Bailey by: Boys Halfway House Apr 04, 2021 67%
Bored StepBros Bored StepBros Alex Meyer, Jack Bailey by: Brother Crush Apr 01, 2021 100%
Secret Sexcapades: Scene 1: Stepdad With Benefits Secret Sexcapades: Scene 1: Stepdad With Benefits Roman Todd, Jack Bailey by: NextDoorTaboo Mar 26, 2021 100%
Bored StepBros Bored StepBros Alex Meyer, Jack Bailey by: Brother Crush Mar 03, 2021 100%
Pretty Young Thang: Bareback Pretty Young Thang: Bareback Johnny Rapid, Alex Meyer, Jack Bailey by: JohnnyRapid.com Feb 26, 2021 50%
Ranger Danger Trailer Ranger Danger Trailer Andre Donovan, Jack Bailey, milkingCOACH by: HIMEROS.tv Feb 22, 2021 100%
Lake Need, Scene 1 Lake Need, Scene 1 Johnny Rapid, Jack Bailey by: Naked Sword Feb 19, 2021 80%
Colby on Jack Colby on Jack Colby Chambers, Jack Bailey by: Colby Knox Feb 05, 2021 100%
Bare Boys Morning Pleasure Bare Boys Morning Pleasure Carter Ford, Jack Bailey by: Boy Crush Feb 03, 2021 100%
Jock Jax Pounds Jack Jock Jax Pounds Jack Jax Thirio, Jack Bailey by: Next Door Studios Jan 27, 2021 100%
Meet Sexy Young Twink Jack Meet Sexy Young Twink Jack Jack Bailey by: Boy Crush Jan 15, 2021 100%
Meet Jack Bailey Meet Jack Bailey Mickey Knox, Jack Bailey by: Colby Knox Jan 11, 2021 100%
Getting My Stepbrother Wet Getting My Stepbrother Wet Daniel Hausser, Jack Bailey by: Brother Crush Jan 08, 2021 86%
Jack & Jesse's Couch Fuck Jack & Jesse's Couch Fuck Jesse Bolton, Jack Bailey by: Next Door Studios Dec 13, 2020 100%
I'll Do Anything Else I'll Do Anything Else Jesse Bolton, Jack Bailey by: Brother Crush Dec 10, 2020 100%
Lovin' That Straight Dick Lovin' That Straight Dick Jack Bailey, Matt Moss by: Raunchy Bastards Dec 01, 2020 88%
The Garden Boys The Garden Boys Jax Thirio, Jesse Bolton, Jack Bailey by: Brother Crush Nov 13, 2020 100%
Political Party Bottom [Official Trailer] Political Party Bottom [Official Trailer] Andre Donovan, Dillon Diaz, Jack Bailey, Peyton Key by: HIMEROS.tv Oct 26, 2020 50%
SUFFOCATING SEMEN SUFFOCATING SEMEN Jay Tee, Aiden Asher, Leo Silva, Jack Bailey, Andrew Powers, Danny Martinez by: Sketchy Sex Sep 02, 2020 73%
Vandalized Holes Vandalized Holes Jay Tee, Aiden Asher, Leo Silva, Jack Bailey, Andrew Powers, Danny Martinez by: Sketchy Sex Aug 19, 2020 100%
LOAD COUNT LOAD COUNT Jay Tee, Aiden Asher, Leo Silva, Jack Bailey, Andrew Powers, Danny Martinez by: Sketchy Sex Aug 06, 2020 100%
Split Breed Split Breed Jay Tee, Aiden Asher, Leo Silva, Jack Bailey, Andrew Powers, Danny Martinez by: Sketchy Sex Jul 22, 2020 100%

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