All of Jack Bailey (70 videos) - page 2

• Bad Grades, Bad Boy | Jack Bailey & Brian Bonds | Bareback
• My Stepbro’s Dildo | Justin Matthews & Jack Bailey | Bareback
• Remember When We Used To Do This | Max Lorde & Jack Bailey | Bareback
• Jock Jax Pounds Jack Bailey | Bareback
• Fighting For His Attention | Jax Thirio, Jack Bailey & Max Lorde | Bareback
• Troop Time Chapter 16 – Catching Scoutmaster | Jack Bailey, Troye Jacobs & Lance Charge | Bareback
• First Time Sharing a Bed | Jack Bailey, Damian Rose
• A Bonding Moment | Jax Thirio, Jack Bailey, Max Romano, Andy Adler | Bareback
• Flying the Nest | Jack Bailey & Jax Thirio | Bareback
• Bored StepBros | Jack Bailey & Alex Meyer | Bareback
• Top Training – Jack Bailey, Chapter 1 – with Coach Charger | Jack Bailey, Lance Charger | Bareback
• Whip ‘Em Out | Greg McKeon, Jack Bailey & Grey Gold | Bareback
• Writer’s Block | Jack Bailey, Nico Coopa | Bareback
• Lucas Men Extravaganza | Gay Porn Orgy | Part 02 | Bareback
• Jack Bailey & Leo Louis | Bareback
• Out Of My Way | Jack Bailey & Killian Knox | Bareback
• A Cowboy And A Gentleman | Cliff Jensen & Jack Bailey | Bareback
• Teaching My Gradson, Tape 2 | Jack Bailey & Lance Charger | Bareback
• Jack Bailey Bottoms For Dan Saxon | Bareback
• Am I Qualified | David Skylar & Jack Bailey | Bareback
• Inseam | Chris Damned, Jack Bailey | Bareback
• Rough Enough (2023) | Full Movie
• The Perfect Pool Day, Part 3 | Isaac Parker, Jack Bailey, Derek Allen | Bareback
• Encounter 2 – Romeo Davis Bottoms for Jack Bailey | Bareback
• Jack & Jesse’s Couch Fuck | Jesse Bolton & Jack Bailey | Bareback