All of Jack Bailey (70 videos) - page 3

• Inseam | Chris Damned, Jack Bailey | Bareback
• Teaching My Gradson, Tape 2 | Jack Bailey & Lance Charger | Bareback
• Top Training – Jack Bailey, Chapter 1 – with Coach Charger | Jack Bailey, Lance Charger | Bareback
• Flying the Nest | Jack Bailey & Jax Thirio | Bareback
• Workout on the Balcony | Jack Bailey & Jax Thirio | Bareback
• My Stepbro’s Dildo | Justin Matthews & Jack Bailey | Bareback
• Bad Grades, Bad Boy | Jack Bailey & Brian Bonds | Bareback
• Am I Qualified | David Skylar & Jack Bailey | Bareback
• An Obedient Ordination | Johnny B & Jack Bailey | Bareback
• Stepdad Joins The Show | Jack Bailey & Brian Bonds | Bareback
• Jax Stacks Troye & Jack | Jax Thirio, Jack Bailey, Troye Jacobs | Bareback
• The Worthiness Review | Johnny B & Jack Bailey | Bareback
• Secret Sexcapades, Sc 3 – Service Top | Johnny Ford & Jack Bailey | Bareback
• Bored StepBros | Jack Bailey & Alex Meyer | Bareback
• Jock Jax Pounds Jack Bailey | Bareback
• Getting My Stepbrother Wet | Jack Bailey & Daniel Hausser | Bareback
• Jack & Jesse’s Couch Fuck | Jesse Bolton & Jack Bailey | Bareback
• Jack & Jesse’s Couch Fuck | Jesse Bolton & Jack Bailey | Bareback
• I’ll Do Anything Else | Jack Bailey, Jesse Bolton | Bareback
• The Garden Boys | Jesse Bolton, Jack Bailey & Jax Thirio | Bareback