All of Jack Bailey (70 videos)

• Teaching My Grandson – Tape 3 – Hard Lessons | Jack Bailey & Lance Charger | Bareback
• Loser has to Bottom (2023) | Full Movie
• Troop Time Chapter 15 – After Camping | Jack Bailey, Marcus Rivers, Troye Jacobs & Scoutmaster Smith | Bareback
• Virgin Stepbrother | Jack Bailey, Jordan Starr | Bareback
• Chock-Full Of Jocks | Trent Marx, Amone Bane, Jack Bailey, Tony Genius, Michael Seraph & Dereck Defendi
• Let’s Share A Bath | Jax Thirio, Jack Bailey & Max Lorde | Bareback
• The Garden Boys | Jesse Bolton, Jack Bailey & Jax Thirio | Bareback
• Inseam | Full Movie | 2022 | Chris Damned, Devin Franco, Jack Bailey, Jay Tee, Shane Cook, Adrian Hart, Austin Avery, Cole Connor
• Jack Bailey & Sean Xavier | Bareback
• Twinkology 101 | Dakota Payne, Jack Bailey, Carter DelRey, Trevor Harris | Bareback
• The Worthiness Review | Johnny B & Jack Bailey | Bareback
• The Perfect Pool Day, Pt 2 | Isaac Parker, Jack Bailey, Derek Allen | Bareback
• Stepdad Joins The Show | Jack Bailey & Brian Bonds | Bareback
• Jack Bailey & Kane Fox | Bareback
• Cannonball Contest | Jack Bailey & Taylor Reign | Bareback
• Workout on the Balcony | Jack Bailey & Jax Thirio | Bareback
• Cannonball Contest | Jack Bailey & Taylor Reign | Bareback
• The Boy Cole Chapter 9 – The Master’s Grandson | Cole Blue, Jack Bailey & Lance Charger | Bareback
• An Obedient Ordination | Johnny B & Jack Bailey | Bareback
• Washboard Worship | Damien White, Jack Bailey, Trevor Harris | Bareback
• I’ll Do Anything Else | Jack Bailey, Jesse Bolton | Bareback
• Troop Time Chapter 12 – Boys Will Be Boys | Jack Bailey, Marcus Rivers & Legrand Wolf | Bareback
• Authority Granted | Ashton Silvers , Jack Bailey | Bareback
• Bad Grades, Bad Boy | Jack Bailey & Brian Bonds | Bareback
• My Stepbro’s Dildo | Justin Matthews & Jack Bailey | Bareback