Jack Bailey

Biography

With his sweet face and slim, sexy body, Jack Bailey is a twink who caused a stir amongst porn fans when he arrived on the scene in 2020. You can enjoy one of his earliest performances in Himeros TV’s “Good Game, Bro,” sucking and riding Andre Donovan. This interracial scene is based on the popular fantasy of two hot jocks embracing their gay desires.

Jack soon followed this up with “Meet Jack Bailey” and “Colby Chambers Fucks Jack Bailey” from Colby Knox.

Known for

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That Summer

2024 ⭐ 10.0

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Asses Topped Off With Cum

2023 ⭐ 10.0

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Butt Slut Tag Team

2023 ⭐ 10.0

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Open Up

2023 ⭐ 10.0

Career timeline

2025

Scoutmaster's Discipline: Chapters 1-4

Scout Jack · 2025

Twink Swap Party 9

2025

Twink Swap Party 8

2025

2024

Lead by Example

2024

Camp Bareback Boys 4

2024

Dig Deeper

2024

2023

Asses Topped Off With Cum Notable

2023

⭐ 10.0

Butt Slut Tag Team Notable

2023

⭐ 10.0

No More Virgin

2023

⭐ 1.0

2022

Back in Town

Sam Romero · 2022

Learning His Place

2022

Bond With Me Stepdaddy

2022

2021

Secret Sexcapades

2021

Inseam

2021

A Virgin No More

Toby · 2021

⭐ 1.0

Frequently appears with

Scott Finn

Jayden Marcos

Carter Woods

Country-boy

Ryder Owens

City-boy

Nico Coopa

Carter Ford

Colby Klein

Full filmography

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Scoutmaster's Discipline: Chapters 1-4

2025

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Twink Swap Party 9

2025

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Twink Swap Party 8

2025

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Be My Bitch

2025

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Camp Bareback Boys 5

2025

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Lead by Example

2024

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Camp Bareback Boys 4

2024

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Dig Deeper

2024

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Penetrated & Pounded

2024

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A Brat and a Gentleman

2024

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That Summer

2024 ⭐ 10.0

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A Cowboy and a Gentleman

2024

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Lessons in Discretion: Chapters 1-5

2024

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Brother Crush Vol. 23

2024

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The Recruit

2024

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Asses Topped Off With Cum

2023 ⭐ 10.0

HD

Butt Slut Tag Team

2023 ⭐ 10.0

HD

No More Virgin

2023 ⭐ 1.0

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Bareback Auditions 24: Thrusted & Pumped

2023

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Open Up

2023 ⭐ 10.0