‘jail’ stories

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jail 

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Prince Gyllen Ch. 16.1

A case of mistaken identity lands Gyllen in prison!

3.86
4.4k
1
0
5

The Experience Ch. 05

Emma's prison simulation experience reaches its conclusion.

4.31
9k
2
2
3

The Experience Ch. 04

Emma receives her first conjugal visit.

4.29
8.5k
3
0
5

Amy vs. The Strippers

Through a misunderstanding, Amy is locked in with strippers.

4.39
33.9k
36
9
62
0

The Experience Ch. 03

Emma's prison simulation experience continues.

4.41
10.1k
1
1
2

The Experience Ch. 02

Emma's prison simulation experience begins.

4.07
17k
3
1
5

The Experience Ch. 01

Emma explores spending some time in a prison-emulation.

4.15
15.1k
5
2
15

Detained and Defeated

He gets into deeper trouble with Katherine.

4.35
14.6k
8
2
11
0

Sarah's Joy

She exists to be His, even when she's not supposed to be.

4.18
17.1k
8
1
24
0

Lexi Leviathan Goes to Jail

A high heavy-metal Diva gets humiliated in the jail dorm.

4.05
26.9k
12
1
24
0

Jailed Cuckold & Bullied BETA Son

Jailed dad cuckolded by MILF stepmom & buddy's younger bro.

2.89
50.2k
45
18
82
0

Becoming His Prison Bitch Pt. 03

Lexi must choose between his freedom and Darian.

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4.61
26.6k
34
5
45

Becoming His Prison Bitch

Lexus learns his place behind bars.

4.44
81.9k
110
10
160

UCLA to Big D Ch. 11

Corrupt cop cuts deal to ensnare buddie's big-titted wife.

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4.6
75.1k
34
7
57

Tooth and Claw

A prisoner gets her comeuppance from a domme...

4.47
19.7k
8
0
18
0

Sex or Jail

A MILF has a choice during a hurricane.

3.85
40.3k
25
2
34
0

Seduction at the Old Gaol Ch. 10

She unlocks James from the box, takes him to meet her family.

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4.52
15.8k
4
0
8

Seduction at the Old Gaol Ch. 09

Belinda teases, fucks and leaves him locked in a box.

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4.58
15.4k
3
0
9

Imprisoned by My Fantasy Ch. 04

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

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4.57
42.1k
34
8
41

Imprisoned by My Fantasy Ch. 03

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

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4.5
53.6k
44
10
53

Imprisoned by My Fantasy Ch. 02

We go forward with her plan to have me arrested as a hooker.

4.49
51.1k
46
11
51

Seduction at the Old Gaol Ch. 08

Incarceration and sex: life as a prisoner in Belinda's gaol.

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4.54
14.9k
4
1
7

Imprisoned by My Fantasy Ch. 01

A feminized cuckold's wife wants to fulfill his fantasy.

4.46
87.5k
87
6
134

Seduction at the Old Gaol Ch. 07

Infatuated with Belinda, James moves into his jail cell.

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4.53
13.6k
1
1
3

Seduction at the Old Gaol Ch. 06

James is naked, handcuffed and taken advantage of by Kate.

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4.52
22.5k
7
0
10

Seduction at the Old Gaol Ch. 05

Belinda uses rivets to permanently lock his shackles.

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4.54
20.4k
2
0
4

Seduction at the Old Gaol Ch. 04

The lovers are locked in the cell for the night.

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4.55
17.6k
1
1
4

Seduction at the Old Gaol Ch. 03

Belinda turns James into part of the gaol's exhibit.

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4.62
17.6k
3
1
6

Seduction at the Old Gaol Ch. 02

Belinda and James explore the gaol's torture devices.

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4.66
29.8k
9
1
16

Prison Life Ch. 01

Steven goes from frat boy to Prison Bitch.

4.1
94.3k
38
12
65
0

Seduction at the Old Gaol

Flirting, Seduction, Imprisonment on a visit to the Old Gaol.

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4.63
35.5k
42
2
73

My Training In Prison

Trained in a cell jail to please a prisoner.

3.73
64.6k
14
8
24
0

Sarah's Prisoner

Stealing panties, masturbation, getting caught & doing time!

3.44
65k
31
10
45
0

On the Chain

Mistaken identity puts a man on a brutal chain gang.

3.19
13.4k
0
6
2
0

Leanna

Stuck-up schoolgirl spends a night in jail.

4.15
133.5k
87
5
132

Undercovers Pt. 02

Rookie Officer gets to work.

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4.58
28.2k
21
7
25

Hard Time in Prison Pt. 01

White boy Brad goes to prison.

4.2
63.9k
47
8
65
0

Neighborly Gesture Ch. 02

Ben and Keisha get closer during a night of passion.

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4.56
15.6k
4
0
7

Bad Boy Next Door

Love with thy neighbour.

4.19
35.6k
11
4
16
0

Roxie & Erica: Blair's Victory Pt. 01

An alternate version of Prison Pet where Blair wins.

4.45
45.9k
23
3
35

Uncle Finds a Worthy Task Pt. 01

BDSM, Incest, Golden Shower.

4.32
48k
42
9
50

The Queen Inmate's Pet Ch. 01

A human guard starts working at an all-female alien prison.

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4.59
78.3k
187
28
245
0

Prison Pet Pt. 06

Erica's story of submission comes to its conclusion.

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4.53
55.5k
37
6
46

Prison Pet Pt. 05

Erica's next teacher Toni has a shocking secret.

4.37
51.7k
32
9
38

Payback - Ten Fold and Then Some

Even a wimp has his limits.

4.28
200.8k
66
117
118
0

Prison Pet Pt. 04

Erica faces her most difficult test yet: A night with Blair.

4.18
56.1k
34
7
42

Wrongful Revenge Ch. 02 - FTDS

A wrongful revenge retaliation.

4.1
178.7k
82
126
134
0

Timmy's Prison Cavity Search Ch. 04

Timmy takes the HGH mutated prison daddy monster cock.

4.45
103.6k
57
4
80

Timmy's Prison Cavity Search Ch. 02

Timmy is reunited with an old buddy from the streets.

4.27
66.1k
48
4
56

Prison Pet Pt. 03

Avette teaches Erica the wonders of anal sex.

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4.6
67.5k
44
1
53

Prison Pet Pt. 01

Erica draws Roxie's attention at all all-girl prison.

4.45
117.6k
145
5
209

Prison Redefined Ch. 01

Katie, Juliet, and Lily get arrested by a new government

3.7
33.8k
7
0
19

The Prisoner

A dangerous prisoner is held in Whiterun's dungeons...

3.3
42.8k
11
5
19
0

Lacey's Arrest

Lacey's first time as a hooker doesn't go as planned.

4.16
23.8k
6
0
11
0

High Society to Chain Gang

Wall Street crash- a jailed socialite sells herself to eat.

3.96
35.5k
13
2
19
0

The Toybox Ch. 01

Teen twink Noah is forced to suck his first dick in prison.

3.78
92.8k
50
1
68

Revenge Works Both Ways - FTDS

Stupid Revenge Rebounds. Sequel to kajiralyma's Revenge

4.29
51.2k
11
26
15
0

Suffocating Darkness

Marie is visited in jail by a demon with an offer.

4.38
27.2k
11
2
20
0

Addicted Ch. 02 - FTDS

Costly Addiction - my ending to CuckStudent's Addicted

4.33
125.1k
54
92
97
0

How High A Price - Anon

Susan's Choice - Sequel to Troubador's How High A Price

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4.54
170.3k
202
232
306
0

Alice is Arrested and Goes to Jail

To get an A she goes to jail to experience what it is like.

3.66
45.8k
13
3
18
0

Nic(k)ed

A woman gets taken by her butch cellmate.

4.16
82.8k
25
5
30
0

I'm not an Evil Man

What was her intent?

4.18
145.2k
66
65
86
0

Sweet Revenge Ch. 03

Conclusion. Jonathan gets sent to jail.

3.52
30.5k
5
17
9

21st Century Slave Ch. 01

Wife is jailed and punished in a far away place.

3.64
217.5k
62
6
84

Jail Time Ch. 02

A meeting on the street.

4.21
88.5k
36
7
42

Money, Sex, Wife & Daughter Ch. 01

Mike steals money and gives his wife and daughter as payback.

4.03
132.2k
87
5
137

Jail Time Ch. 01

Caught and dominated by powerful black guys.

4.2
238.4k
68
11
96

Native American Nympho Stoner Ch. 03

She smokes weed until passing out, aims at keeping Butch.

4.29
20.9k
6
1
8

John and Jane

Letters between a loving couple.

3
8.2k
0
1
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Happy Endings

Desiree learns the tricks of the trade.

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4.56
67.6k
17
4
21

Cobra Crew: Freeing Escobar Ch. 06

Last round of fun with the hostages before the exit.

4.41
37.8k
3
8
6

Cobra Crew: Freeing Escobar Ch. 04

A new victim falls into the hands of the Cobra Crew.

4.45
41.3k
7
1
14

Is That How You Saw It Matt?

There was a few things Matt left out of the story.

3.92
133.3k
35
58
54
0

The Storyteller

A writer finds himself in gaol in rather rough company.

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4.6
11.5k
3
4
3
0

Conjugal

I walked into the Jergenson Correctional Facility.

0
19.7k
2
0
4
0

Shortening His Sentence Ch. 02

More shemale inmates enter the mix.

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4.67
131.6k
149
33
170

Swift Sword of Justice

A judge has it his way in Mississippi.

4.24
47.7k
11
2
15
0

Shortening His Sentence

All he has to do is date the worst shemale inmate.

H
4.65
185.1k
249
20
313

Sexy Cop Traffic Stop

Sexy brunette takes it up the ass to avoid a ticket and jail.

4.22
111.2k
52
6
68
0

The Inheritance

Cheating, Betrayal, Jail, Treasure and True Love.

H
4.56
136.9k
163
75
219
0

Cleaning Job

A job cleaning a school is much more fun that it sounds.

3.98
23.6k
3
0
4
0

It's All My Fault Ch. 02

After all thats happened she want to get her husband back.

4.08
199.5k
70
99
107
0

Julia Meets A New Guard

Guard shows another the benefits of working nights.

4.29
52.8k
22
1
29
0

Caught Masturbating in Prison

Guard catches her and discovers her love for cocksucking.

4.2
83.5k
45
4
59
0

Accused Ch. 02

Betty's motives against Mary are revealed.

3.73
29.9k
4
2
7

Hellsgate Prison

Her own fantasies create her prison.

3.79
27k
8
0
11
0

A Lesson in Imprisonment Ch. 01

A hot young teacher spends a weekend in jail.

4.01
77.3k
14
6
25
0
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