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‘prison’ stories

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Judicial Punishment Lottery Pt. 07

Margo's misadventures continue in prison.

by Gortmundy in BDSM 06/14/2023
H
4.81
11.8k
7
7
16

Prison Bitch Ch. 06

Dylan feels the heat, Riley steps up.

by daemondhart in Gay Male 06/07/2023
H
4.73
5.2k
6
0
7

Demon's Alter-Ego Ch. 26-28

The Prison Inside the Mind.

by akbunny in NonHuman 06/06/2023
H
4.94
1.3k
2
2
3

Prison Bitch Ch. 05

Riley claims Dylan. Danger looms.

by daemondhart in Gay Male 05/30/2023
H
4.87
5.5k
6
0
9

Prison Bitch Ch. 04

Dylan earns his place.

by daemondhart in Gay Male 05/24/2023
H
4.81
7.3k
11
3
13

Escape from Altera Ch. 06

Idaho Took struggles to survive in Labor Reform Camp 94.

by CliffordCroft in Sci-Fi & Fantasy 05/19/2023
H
4.71
2.2k
2
1
5

Escape from Altera Ch. 05

Idaho Took plots revenge against a sadistic guard.

by CliffordCroft in Sci-Fi & Fantasy 05/18/2023
H
4.77
2k
1
1
3

Warden's Wife Pays His Debt Ch. 08

Stockholm syndrome or slut wife? Changes occur...

by FifthEstate in NonConsent/Reluctance 05/15/2023
H
4.77
66.9k
92
95
139

Prison Bitch Ch. 03

Fun in lockdown.

by daemondhart in Gay Male 05/15/2023
H
4.73
12.7k
12
1
17

My First Day in a Hellish Prison

A respected woman goes to prison, unaware of what await her.

by Ely1987 in NonConsent/Reluctance 05/06/2023
3.67
20.5k
8
2
28
0

Prison Bitch Ch. 02

Riley starts noticing things about Dylan.

by daemondhart in Gay Male 05/06/2023
H
4.67
10.8k
15
0
21

The Women of Custer City Ch. 19-22

Sadie's Clues, Meet Emma everybody, The Worst One.

by SaucyChunks in Sci-Fi & Fantasy 04/26/2023
H
4.76
2.2k
3
3
8

Women's Bondage Prison Pt. 14

Lucy earns time in another punishment cell.

by palm09 in BDSM 04/24/2023
4.41
11.6k
2
1
5

Prison Ship - Dreadnought Ch. 06

Chapter 6 of poor Commander Josie and her crew's torment.

by natlang7001 in NonConsent/Reluctance 04/22/2023
4.26
10.3k
5
4
14

Prison Ship - Dreadnought Ch. 05

Chapter 5 of poor Commander Josie and her crew's torment.

by natlang7001 in NonConsent/Reluctance 04/21/2023
4.45
8.7k
7
1
12

Prison Ship - Dreadnought Ch. 04

Chapter 4 of poor Commander Josie and her crew's torment.

by natlang7001 in NonConsent/Reluctance 04/20/2023
4.49
10k
6
0
12

Women's Bondage Prison Pt. 13

Lucy prepares and begins for prison exercise.

by palm09 in BDSM 04/18/2023
4.48
7.8k
1
0
6

The Prisoner Pt. 20

Tuesday comes to an end ... and Martin has something to eat.

by Jamie77917 in BDSM 04/17/2023
4.16
6.4k
1
10
3

The Experiment Ch. 01

Mary participates in an experiment with corporal punishment.

by Kindafun in NonConsent/Reluctance 04/15/2023
4.14
13.4k
4
1
28
0

Seduction at Belinda's House Ch. 23

James handcuffs Sophie but then gets caught in the humbler.

by AndreaJordan in BDSM 04/14/2023
H
4.64
7.7k
3
1
7

Prison Ship - Dreadnought Ch. 03

Chapter 3 of poor Commander Josie and her crew's torment.

by natlang7001 in NonConsent/Reluctance 04/10/2023
4.45
16.7k
13
2
23

Ron's Redemption

A good man fucked over by fate, he comes back.

by JimmyThePlunger in Loving Wives 04/06/2023
4.34
83.4k
103
88
195
0

Prison Makes Me a Sissy Pt. 01

Young feminine guy turns into a sissy in prison.

by ExploreAll in Gay Male 04/05/2023
H
4.53
32.6k
43
3
77

Prison Ship - Dreadnought Ch. 02

Chapter 2 of poor Commander Josie and her crew's torment.

by natlang7001 in BDSM 04/02/2023
4.47
13.3k
12
0
15

Prison Ship - Dreadnought Ch. 01

Chapter 1 of poor Commander Josie and her crew's torment.

by natlang7001 in BDSM 04/02/2023
4.19
23.3k
33
3
79

Prison Sissy Cuckboy Ch. 01

Beta bitch joins a gang as a sissy cuckboy.

by MiddleKoala in Transgender & Crossdressers 03/28/2023
H
4.53
35.3k
65
7
114
0

A Prisoner’s Release

Anna will prove her love on the day of her father's release.

by JohnTom10 in Incest/Taboo 03/27/2023
4.39
26.6k
66
3
136
0

The Good Soldier Pt. 05

Corporal Jones has her loyalty tested.

by mish2mash in NonConsent/Reluctance 03/16/2023
4.36
9.2k
2
1
10

Bottom Bunk Bitch Ch. 04

Brenda performs tricks for her master in the prison yard.

by Elixurgurl in Transgender & Crossdressers 03/08/2023
H
4.68
22.9k
31
10
36

Saving My Virginity for Father

Turning my Daddy after prison stretch.

by trueorfalse78 in Incest/Taboo 03/08/2023
4.08
24.4k
24
2
50
0

Women's Bondage Prison Pt. 12

Lucy goes on a prison inspection tour.

by palm09 in BDSM 02/22/2023
H
4.51
9.1k
3
0
13

The Prison of Pain Ch. 05

Christon Mann is now permanently branded as a prisoner!

by IncubusStories in BDSM 02/18/2023
4.26
8.9k
5
4
9

Bottom Bunk Bitch Ch. 03

Brenda sinks further into feminization as a prison whore.

by Elixurgurl in Transgender & Crossdressers 02/15/2023
H
4.71
33.9k
39
5
48

A Price Worth Paying

What a young man is willing to endure for his family.

by UltimateSin in Incest/Taboo 02/09/2023
H
4.79
65.4k
239
89
479
0

The Prison of Pain Ch. 04

Christon is inverted, fucked and punished with electricity!!

by IncubusStories in BDSM 02/02/2023
4.03
12.8k
3
3
10

The Prison of Pain Ch. 03

For his first day, Christon’s balls are kicked and punched!!

by IncubusStories in BDSM 01/31/2023
3.78
11.3k
2
3
5

The Prison of Pain Ch. 02

Christon meets Gino and the punishment begins with whipping!

by IncubusStories in BDSM 01/28/2023
3.97
7.9k
2
2
4

Prison Wife

Femboy in prison, gets turned into a Black Man's wife.

by wolf_hunt in Gay Male 01/28/2023
H
4.77
77.6k
154
45
246
0

Photoshopped - Julie's Story

Why Julie's anger drove her to extremes.

by chymera in Loving Wives 01/27/2023
3.06
24.6k
16
27
49

Women's Bondage Prison Pt. 02.5

Lucy learns to be a better prisoner.

by palm09 in BDSM 01/26/2023
4.3
8.6k
3
1
7

Bottom Bunk Bitch Ch. 02

Brendan continues his feminization as Brenda in prison.

by Elixurgurl in Transgender & Crossdressers 01/23/2023
H
4.59
36k
49
5
64

The Prisoner Pt. 18

Tuesday continues ... and Martin is in for a shock!

by Jamie77917 in BDSM 01/23/2023
4.47
7.6k
3
2
5

The Prison of Pain Ch. 01

Christon Mann is sent to the Prison of Pain to be punished!!

by IncubusStories in BDSM 01/21/2023
3.57
13k
2
4
16

The New Republic

The Republic has a very different type of justice system.

by mish2mash in BDSM 01/17/2023
4.47
14.8k
3
0
19
0

The Prisoner Pt. 17

Tuesday continues ... as Martin's absence is noticed.

by Jamie77917 in BDSM 01/10/2023
4.12
6.4k
4
10
5

Who Played Who? (A Prison Story)

A fiction about taking charge in prison, kinda…

by ChannelingBillySantoro in NonConsent/Reluctance 01/08/2023
4.44
9.5k
6
2
13
0

Blacked in Prison

This is my fantasy of going to prison becoming a prison bitch.

by pink4bbc in Interracial Love 01/04/2023
4.01
34.5k
24
4
57
0

Women's Bondage Prison Pt. 02

Lucy progresses in her prison training

by palm09 in BDSM 12/30/2022
4.49
16.3k
6
0
14

Birthday Wishes Ch. 01

T-girl gets the best present on her birthday: JAIL TIME

by Prisongirl in Transgender & Crossdressers 12/30/2022
4.3
5.2k
2
0
4

The Prisoner Pt. 15

Monday comes to an end... and Martin goes into lockdown!

by Jamie77917 in BDSM 12/27/2022
4.4
6.9k
2
3
6

Jasmine's in Trouble Ch. 19

The end of the road.. or so it seems.

by SlaveGirl926 in NonConsent/Reluctance 12/24/2022
4.35
8.7k
2
5
8

College Students Humiliated in Jail

Eric, Wes and Kyle are strip searched and deloused in jail.

by HumiliatedMen in NonConsent/Reluctance 12/24/2022
3.85
16.6k
8
0
17

Bottom Bunk Bitch Ch. 01

Brendan enters prison and finds himself becoming Brenda.

by Elixurgurl in Transgender & Crossdressers 12/15/2022
H
4.51
60k
76
11
138

Correction Match Pt. 03

Joy prepares for her detention session.

by Firmhandluke1 in NonConsent/Reluctance 11/30/2022
4.29
11.1k
5
8
14

The Naked Prison Ch. 09

Steph's takes a cucumber up her ass.

by eroticauthor333 in NonConsent/Reluctance 11/28/2022
4.35
24.1k
11
3
21

My First Year in Prison Ch. 23

Tyler spends the day at the beach.

by Thomas_Lodge in Gay Male 11/26/2022
H
4.84
5k
5
10
10

Dyker's Island Ch. 09-10

A look at life inside the worst women's prison in the US.

by ConvictedBeauty in Lesbian Sex 11/16/2022
3.79
9.7k
10
3
19

Interrupted.... and Resumed

Two SSBBWs make the best of a bad situation.

by TweekeeKeekee in Erotic Couplings 11/13/2022
4.21
7.7k
9
1
13
0

Women's Bondage Prison Pt. 01

Lucy learns who in this bondage prison will violate her.

by palm09 in BDSM 11/06/2022
H
4.51
18.8k
9
1
23

My First Year in Prison Ch. 21

Tyler (re)discovers some old porn from his college days!

by Thomas_Lodge in Gay Male 10/28/2022
H
4.67
5.6k
6
6
9

Pegging Her Alpha Inmate

A female prison officer dominates a defiant hunky inmate.

by cheezecakey in NonConsent/Reluctance 10/24/2022
4.34
25.9k
39
3
68
0

A Sissy Goes to Jail

When the late night photoshoot goes 'wrong'.

by akinkyboydreams in Fetish 10/19/2022
4.27
12.1k
7
1
26
0

My Life Behind Bars Pt. 01

Young man turned out on his first night in prison by BBC.

by buckhardy in Gay Male 10/19/2022
4.43
35k
59
12
98
0

Keyholder Demoness Ch. 12

...ever again. No one will touch...

by syrynsmyth in Erotic Horror 10/18/2022
4.48
4.6k
2
4
4

My First Year in Prison Ch. 20

Tyler discovers mourning sex.

by Thomas_Lodge in Gay Male 10/17/2022
H
4.79
6.9k
4
3
8

My First Year in Prison Ch. 19

Shock. Denial. Anger. Bargaining. Guilt... SEX!

by Thomas_Lodge in Gay Male 10/08/2022
H
4.76
6.6k
5
4
9

Hot Neon - Segment 01.6

Caged birds still sing. Warm eyes and goodbyes. A new road.

by jamie_stasis in Transgender & Crossdressers 10/07/2022
H
4.94
2.1k
2
2
3

Hot Neon - Segment 01.5

Among the beasts. A light in the dark. A new pathway.

by jamie_stasis in Transgender & Crossdressers 09/29/2022
H
4.93
2.2k
0
2
2

Locked Up Autumn Ch. 03

Young woman reports to prison and strip searched thoroughly.

by capecodshark314 in NonConsent/Reluctance 09/28/2022
4.4
16.2k
9
2
16

My First Year in Prison Ch. 18

As a fight breaks down, not a single inmate is safe.

by Thomas_Lodge in Gay Male 09/26/2022
H
4.83
5.5k
3
10
6

Colony Pt. 02

Pennie recalls first interrogation & meets Officer Claude.

by rebelxcarpenter in NonConsent/Reluctance 09/22/2022
4.29
10.9k
5
2
19

Women's Territorial Bondage Prison

A new prison for female jailbirds keeps inmates from escape.

by palm09 in BDSM 09/20/2022
4.42
16.5k
8
2
17
0

Trust Issues

A paranoid spouse is emotionally draining.

by amyyum in Loving Wives 09/19/2022
3.39
21.5k
14
28
44
0

My First Year in Prison Ch. 17

A bachelor's party in prison: things are bound to get wild!

by Thomas_Lodge in Gay Male 09/18/2022
H
4.71
6.4k
5
3
9

Colony Pt. 01

Pennie plays prisoner in a Penal Colony for kinksters.

by rebelxcarpenter in Sci-Fi & Fantasy 09/15/2022
4.4
10.6k
16
3
42

Prison Sissy Ch. 03

All I had to do was to find a daddy.

by amenarimix in Transgender & Crossdressers 09/14/2022
H
4.67
33.8k
40
10
62

My First Year in Prison Ch. 16

Tyler's cellmates find a great way to release the tension.

by Thomas_Lodge in Gay Male 09/05/2022
H
4.74
8.7k
5
4
9

David and Becky - Resolution Ch. 02

What really happened the day Elena brought me the laptop.

by OllyT in NonConsent/Reluctance 09/04/2022
H
4.64
7.5k
9
12
18

Becca XXX - Hard Time Ch. 06

Becca has a shock when she meets with her solicitor.

by Naughtybecca in Lesbian Sex 09/01/2022
H
4.86
10.9k
8
5
16

My First Year in Prison Ch. 15

Tyler plays with fire one time too many.

by Thomas_Lodge in Gay Male 08/27/2022
H
4.8
6.1k
9
4
12

Wrongfully Accused Ch. 01-06

The first 48 hours.

by mandingo1234 in Erotic Couplings 08/22/2022
H
4.8
130.5k
116
26
206

Locked Up Autumn Ch. 02

Morning sex for young woman before reporting to prison.

by capecodshark314 in Fetish 08/21/2022
H
4.55
5.4k
0
1
2

My First Year in Prison Ch. 14

Tyler reconnects with a former lover.

by Thomas_Lodge in Gay Male 08/20/2022
H
4.83
6.4k
6
7
11

Locked Up Autumn

Young woman online the day before she reports to prison.

by capecodshark314 in Fetish 08/19/2022
4.44
5.1k
2
3
10

Dyker's Island Ch. 01-08

A look at life inside the worst women's prison in the US.

by ConvictedBeauty in Lesbian Sex 08/19/2022
4.2
24.6k
30
10
72

My First Year in Prison Ch. 13

Tyler welcomes a new inmate in prison.

by Thomas_Lodge in Gay Male 08/07/2022
H
4.64
8.3k
5
5
8

Women's Bondage Prison Pt. 11

Lucy learn more about her prison and serving hard time.

by palm09 in BDSM 08/06/2022
H
4.63
15.7k
8
1
12

My First Year in Prison Ch. 12

Tyler is unsure if he should listen to his brain or his dick.

by Thomas_Lodge in Gay Male 07/29/2022
H
4.66
8.8k
5
4
11

My First Year in Prison Ch. 11

Tyler gets much closer to one of the inmates.

by Thomas_Lodge in Gay Male 07/20/2022
H
4.71
7.2k
7
4
12

Women's Bondage Reformatory School Pt. 04

Claire serves time in detention.

by palm09 in BDSM 07/13/2022
H
4.5
16.5k
3
2
13

My First Year in Prison Ch. 10

Tyler learns more about the prison (dirty) secrets.

by Thomas_Lodge in Gay Male 07/13/2022
H
4.56
7.9k
8
4
12

My First Year in Prison Ch. 09

A heatwave inside the prison makes some inmates go wild.

by Thomas_Lodge in Gay Male 07/04/2022
H
4.71
11.8k
10
5
17

Bailee’s Punishment Ch. 03

Bailee gets her first judicial whipping in prison.

by DianaRose98 in NonConsent/Reluctance 07/02/2022
3.93
14.8k
3
4
11

Bailee’s Punishment Ch. 02

Bailee meets the other inmates on the block.

by DianaRose98 in NonConsent/Reluctance 06/29/2022
4
12k
4
0
8

Bailee’s Punishment Ch. 01

Bailee goes to prison for having hairy arms.

by DianaRose98 in NonConsent/Reluctance 06/26/2022
3.92
12k
7
5
17

My First Year in Prison Ch. 08

Tyler reminds himself of the time he fucked with his patient.

by Thomas_Lodge in Gay Male 06/25/2022
4.45
8.7k
6
5
10
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