‘prison bitch’ stories

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prison bitch 

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The Prison of Pain Ch. 02

Christon meets Gino and the punishment begins with whipping!

3.94
7.6k
2
2
4

Imprisoned by My Fantasy Ch. 05

I'm finally released from jail, but a new experience awaits.

H
4.61
38.6k
30
10
38

Prison Possession Ch. 03

Sam and James are betrayed.

4.29
16.2k
9
3
15

Minimum Security Prison Bitch

TransWoman is sent to a facility modeled after Bastoy Prison.

4.47
26.3k
24
2
31
0

Prison Possession Ch. 02

James continues to bend Sam to his will.

H
4.53
53.2k
50
13
72

Prison Possession

Sam becomes his cellmates play thing.

4.34
105.3k
103
18
168

Imprisoned by My Fantasy Ch. 04

As the night ends, I have to choose; cumming or leaving?

H
4.57
42.2k
34
8
41

Imprisoned by My Fantasy Ch. 03

After being arrested, I'm taken to jail in my hooker-wear.

H
4.5
53.7k
44
10
53

Nate's Evil Exploits Pt. 11

Nate finds himself in prison with a bunch of hungry sadists.

0
27.3k
7
8
9

Prison Bitch Ch. 03: Guards, Guards!

James realises that the Guards aren't going to help him.

4.31
87.9k
56
11
73

Prison Bitch Ch. 02: First Fuck

Kyle finally fucks the new prison bitch's virgin asshole.

4.41
117.4k
84
4
113

Prison Bitch Ch. 01

Kyle meets his new bitch - a cute college kid.

4.26
108.3k
81
9
125

Two-Year Stretch

Young reporter goes undercover in a prison.

4.31
57.9k
29
3
36
0

Dangerous Road Ahead

Slutty would be girlfriend tricks him into gay sex.

3.97
138.1k
56
0
74
0

Paying your Dues

A new inmate has to pay her dues.

4.32
61.6k
7
3
12
0
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