Category - Prison Sex

Sex Maniacs In Prison

The Hookup 9

Prison Break

Ride Or Die: Slippery When Wet - Golden Edition

Twink Prisoners Get Ass Punished

Ride Or Die: Hard Time - Director's Cut

Ace In The Hole

The Screw

Ride Or Die: Slippery When Wet - Director's Cut

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Scene 1, Ride Or Die: Slippery When Wet - Director's Cut

Ride Or Die: Slippery When Wet - Director's Cut - Scene 1
23:51
Play Scene 1
Ride Or Die: Slippery When Wet - Director's Cut

Scene 3, Ride Or Die: Hard Time - Director's Cut

Ride Or Die: Hard Time - Director's Cut - Scene 3
31:39
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Ride Or Die: Hard Time - Director's Cut

Scene 5, Inmates

Inmates - Scene 5
46:23
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Inmates

Scene 1, Ride Or Die: Slippery When Wet - Golden Edition

Ride Or Die: Slippery When Wet - Golden Edition - Scene 1
25:30
Play Scene 1
Ride Or Die: Slippery When Wet - Golden Edition

Scene 1, Inmates

Inmates - Scene 1
24:53
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Inmates

Scene 4, Ride Or Die: Hard Time - Director's Cut

Ride Or Die: Hard Time - Director's Cut - Scene 4
28:48
Play Scene 4
Ride Or Die: Hard Time - Director's Cut
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Ride Or Die: Hard Time - Director's Cut

The Hookup 9

Rocco Steele's Dad Goes To Prison

Rocco Steele's Cell Block D

Ride Or Die: The Gangs All Here - Director's Cut

Bound Prison: Bad Boy Inmate Cliff Jensen Breaks In New Guard DelRay

Incarceration

Prison Shower

Ride Or Die: Slippery When Wet - Golden Edition

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Scene 2, Sex Maniacs In Prison

Sex Maniacs In Prison - Scene 2
15:50
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Sex Maniacs In Prison

Scene 3, Jailhouse Cock 2

Jailhouse Cock 2 - Scene 3
22:57
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Jailhouse Cock 2

Scene 1, The Hookup 9

The Hookup 9 - Scene 1
37:40
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The Hookup 9

Scene 2, In The Hole

In The Hole - Scene 2
08:57
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In The Hole

Scene 1, Bound Prison: Bad Boy Inmate Cliff Jensen Breaks In New Guard DelRay

Bound Prison: Bad Boy Inmate Cliff Jensen Breaks In New Guard DelRay - Scene 1
50:44
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Bound Prison: Bad Boy Inmate Cliff Jensen Breaks In New Guard DelRay

Scene 3, Young Bastards 8: Prison Camp 2 Anal Assault

Young Bastards 8: Prison Camp 2 Anal Assault - Scene 3
15:45
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Young Bastards 8: Prison Camp 2 Anal Assault

Scene 1, Prison Sex 4

Prison Sex 4 - Scene 1
15:43
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Prison Sex 4

Scene 8, Deep

Deep - Scene 8
12:28
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Deep

Scene 7, Deep

Deep - Scene 7
04:51
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Deep

Scene 1, More Cocky Pupils

More Cocky Pupils - Scene 1
32:56
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More Cocky Pupils

Scene 3, Inmates

Inmates - Scene 3
09:46
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Inmates

Scene 3, Chain Kidz

Chain Kidz - Scene 3
27:13
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Chain Kidz

Scene 2, Rocco Steele's Dad Goes To Prison

Rocco Steele's Dad Goes To Prison - Scene 2
20:44
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Rocco Steele's Dad Goes To Prison

Scene 5, Bear Trap

Bear Trap - Scene 5
12:02
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Bear Trap

Scene 1, Doin' Time 2069

Doin' Time 2069 - Scene 1
12:52
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Doin' Time 2069

Scene 5, Shoot The Chute

Shoot The Chute - Scene 5
06:03
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Shoot The Chute

Scene 2, Bear Trap

Bear Trap - Scene 2
08:52
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Bear Trap

Scene 4, Long Arm Of The Law 2

Long Arm Of The Law 2 - Scene 4
16:26
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Long Arm Of The Law 2

Scene 1, Prison Doctor

Prison Doctor - Scene 1
18:54
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Prison Doctor

Scene 4, Prisoners of Sex

Prisoners of Sex - Scene 4
21:26
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Prisoners of Sex

Scene 1, In The Hole

In The Hole - Scene 1
16:26
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In The Hole

Scene 3, More Cocky Pupils

More Cocky Pupils - Scene 3
22:34
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More Cocky Pupils

Scene 4, Prison

Prison - Scene 4
16:37
Play Scene 4
Prison

Scene 1, Jailhouse Cock 2

Jailhouse Cock 2 - Scene 1
19:33
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Jailhouse Cock 2

Scared Str8 XXX Parody

Officer Daddy

Innocents

Bound In Public: Lockup, Cell Extraction And Prison Gang Fuck

In The Hole

Sentenced 2: Punished

Porn Prison

Submission Prison

Russian Prison

Prison Bitch Cellblock 13

Busted And Abused

Fugitive Fuckers

Ride Or Die: Slippery When Wet - Director's Cut

Prison Mecs

Banged Up Hard

Prison Break

Escape In Chains

Lawless

Stiff Sentence

Doin' Time 2069 2

Arabian Prison

Bear Trap

Prison

Deep