Male Prisoner XXX Scenes and Videos

Browse 36 scenes tagged with Male Prisoner on XXX Catalog. From here you can jump into matching performers, related studios and fresh clips connected to the same tag cluster.

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Serving Hard Time (Brazzers 2026)

Serving Hard Time

2026-04-12

Watch But Don't Touch! The Best Of Cucking (Brazzers 2025)

Watch But Don't Touch! The Best Of Cucking

2025-12-14

Best Of ZZ - Dani Daniels (Brazzers 2024)

Best Of ZZ - Dani Daniels

2024-10-29

House Arrest Hottie Works The Penal System (Brazzers 2024)

House Arrest Hottie Works The Penal System

2024-05-05

Break Out, Get In (Brazzers 2021)

Break Out, Get In

2021-11-23

Fucking The Hitchhiker And The Jailbird Part 2 (Brazzers 2021)

Fucking The Hitchhiker And The Jailbird Part 2

2021-11-18

Squirting On My Prisoner (Brazzers 2020)

Squirting On My Prisoner

2020-11-12

Lil Jailbird (RealityKings 2020)

Lil Jailbird

2020-06-11

Brazzibots: Uprising Part 2 (Brazzers 2019)

Brazzibots: Uprising Part 2

2019-08-20

Cock Locked Up (Brazzers 2017)

Cock Locked Up

2017-08-30

Jailhouse Fuck Three (Brazzers 2016)

Jailhouse Fuck Three

2016-12-29

La Puta Guardiana (Brazzers 2015)

La Puta Guardiana

2015-10-05

Jailhouse Fuck Two (Brazzers 2015)

Jailhouse Fuck Two

2015-09-27

Una Perra Litigante (Brazzers 2015)

Una Perra Litigante

2015-09-24

The Chain Gang(Bang) (Brazzers 2015)

The Chain Gang(Bang)

2015-06-28

Fuck Me Earthling (Brazzers 2015)

Fuck Me Earthling

2015-05-27

A Rough Pro Bono (Brazzers 2015)

A Rough Pro Bono

2015-04-22

Prison Sluts With Big Butts (Brazzers 2014)

Prison Sluts With Big Butts

2014-12-28

All or Nothing (Brazzers 2014)

All or Nothing

2014-09-24

Jailhouse Cock (Brazzers 2014)

Jailhouse Cock

2014-07-25

Dr. Rotten's Erotic Experiments (Brazzers 2014)

Dr. Rotten's Erotic Experiments

2014-06-07

Maximum Security MILF (Brazzers 2014)

Maximum Security MILF

2014-06-05

The Whorin' Warden (Brazzers 2014)

The Whorin' Warden

2014-03-19

Whorey Warden (Brazzers 2012)

Whorey Warden

2012-11-08