‘jail’ stories

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jail 

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My Son, The New Man of the House

Husband goes to jail; sex-razed mother turns to her son.

H
4.53
863.8k
811
36
1.1k
0

A Ticket to Lust Ch. 02

Vicki bargains her way out of jail.

4.42
783k
62
0
70

Mom Gets Strip Searched Pt. 02

He watches cops abuse mom.

H
4.53
535.9k
305
0
369

Jail Bird Dad

Dad has his way with daughter.

4.37
523.1k
528
47
639
0

A Bad Day At The Jail: Lesbian Version

Convict has fun with Her new cellmate.

4.13
332.2k
115
16
131

A Bad Day At The Jail

Convict has fun with his new cellmate.

4.26
287.3k
170
11
194

Anger Management

I'm not really that bad, "Am I"

4.43
253k
202
146
274
0

TV News Babe in Jail

TV journalist goes to jail to earn ratings points.

3.14
252k
47
0
71
0

Jail Time Ch. 01

Caught and dominated by powerful black guys.

4.2
238.4k
68
11
96

Cock Sucking Jail Whore

He goes to jail to get gang banged.

4.12
235k
62
16
80
0

Marriage On The Rocks

Wife's drinking paves the way for disaster.

3.95
233k
75
141
116
0

Jessica Gay Goes To Jail Ch. 01

Guards have fun at young newscaster's expense.

3.95
230k
22
0
35

21st Century Slave Ch. 01

Wife is jailed and punished in a far away place.

3.64
217.5k
62
6
84

Run For Your Life

Man gets between a woman and her boyfriend, and suffers.

4.34
204.1k
59
112
78
0

Payback - Ten Fold and Then Some

Even a wimp has his limits.

4.28
200.9k
66
117
118
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

Feeding Them to the Lions Ch. 01

Stranded coeds are picked up by busload of prisoners.

4.28
197.5k
65
9
103

JailBait

His first experience after prom night.

3.98
197k
27
8
41
0

Fallout 02: Prime Suspect

A long-term affair has dire consequences.

H
4.62
191.8k
273
245
388

Shortening His Sentence

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

H
4.65
185.1k
249
20
313

Wrongful Revenge Ch. 02 - FTDS

A wrongful revenge retaliation.

4.1
178.7k
82
126
134
0

Caught in a Spider's Web

Pretty girl's night in jail is a memorable one.

4.45
178.2k
63
10
91
0

One Question Too Many

Investigative journalist Terri London wants an "inside look".

4.16
176.5k
49
19
71
0

Soft Baby

Drunk-driving yuppie lives a new life in jail.

H
4.62
174.5k
90
20
111
0

Unusual, Butt Not Quite Cruel

An evil career criminal gets an unorthodox interrogation...

H
4.59
173.4k
67
13
81
0

How High A Price - Anon

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

H
4.54
170.3k
202
232
306
0

Conjugal Visit

Son has a conjugal visit, but doesn't know who with.

4.17
166.7k
73
13
94
0

Brought to Her Knees for Guard

Strip search leads to her sucking the guard off.

3.74
154k
44
6
62
0

Spanked in Jail

Lauren's spanking while serving a jail sentence.

4.17
152.9k
29
9
40
0

I'm not an Evil Man

What was her intent?

4.18
145.2k
66
65
86
0

Serie Noire 01

The power outage that blacked out my life.

4.18
143k
47
75
69

Hard Time

A jailhouse conversion of a different sort.

4.17
140.8k
32
7
46
0

Those Who Cuckold Get Paid Back

Her horny admirers have plans for pretty wife.

4.06
139.6k
53
43
77

The Inheritance

Cheating, Betrayal, Jail, Treasure and True Love.

H
4.56
136.9k
163
75
219
0

Leanna

Stuck-up schoolgirl spends a night in jail.

4.15
133.5k
87
5
132

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

Money, Sex, Wife & Daughter Ch. 01

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

4.03
132.2k
87
5
137

Addicted Ch. 02 - FTDS

Costly Addiction - my ending to CuckStudent's Addicted

4.33
125.1k
54
92
97
0

Fiancée Gets Strip Searched

Virgin fiancée gets strip searched in a small town jail.

4.34
123.7k
84
18
161
0

Prison Pet Pt. 01

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

4.45
117.6k
145
5
209

Jail Time

Her Intro to the darker sides of jail.

4
115.2k
13
1
17
0

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

Timmy's Prison Cavity Search Ch. 04

Timmy takes the HGH mutated prison daddy monster cock.

4.45
103.6k
57
4
80

Prison Sex

It's so forbidden she can't resist.

3.99
98.5k
14
2
16
0

Lord Oakes' Daughter Ch. 01

Cast out publicly whipped sold into servitude and ravished.

4.42
94.9k
32
0
69

Prison Life Ch. 01

Steven goes from frat boy to Prison Bitch.

4.1
94.3k
38
12
65
0

The Toybox Ch. 01

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

3.78
92.8k
50
1
68

Tammy Suffers In Jail

Steve's slut does anything to keep her secret.

0
92.3k
14
0
24
0

Don't Drink and Drive

I get punished for drinking driving and lying about it.

3.96
91.2k
18
3
23
0

Jail Time Ch. 02

A meeting on the street.

4.21
88.5k
36
7
42

Imprisoned by My Fantasy Ch. 01

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

4.46
87.5k
87
6
134

Scarlett's DUI

Scarlett Johansson is arrested for drunk driving.

3.89
84.7k
42
1
52
0

Prison Time

Protecting Hayden turned into more than KT wanted.

H
4.52
83.8k
62
7
74

Caught Masturbating in Prison

Guard catches her and discovers her love for cocksucking.

4.2
83.5k
45
4
59
0

Big House

She's thrown into jail and a lesbian relationship.

3.96
83k
21
1
31
0

Nic(k)ed

A woman gets taken by her butch cellmate.

4.16
82.8k
25
5
30
0

Becoming His Prison Bitch

Lexus learns his place behind bars.

4.44
82k
110
10
160

Homecoming

After a long time away, childhood sweetheart returns.

HW
4.64
81.6k
70
13
82

The Queen Inmate's Pet Ch. 01

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

H
4.59
78.3k
187
28
245
0

The Warden

Girlfriend finds out what it's like to go to jail.

3.45
77.6k
5
4
9
0

A Lesson in Imprisonment Ch. 01

A hot young teacher spends a weekend in jail.

4.01
77.3k
14
6
25
0

UCLA to Big D Ch. 11

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

H
4.6
75.1k
34
7
57

Happy Endings

Desiree learns the tricks of the trade.

H
4.56
67.6k
17
4
21

Prison Pet Pt. 03

Avette teaches Erica the wonders of anal sex.

H
4.6
67.5k
44
1
53

Family Disrupted Pt. 01

Cuckolds beware: prisoners are coming for your hot wives!

3.83
67.2k
110
40
217

Big Molly

He bribed the judge to send him to the women's penitentiary.

4.22
66.2k
40
4
52
0

Timmy's Prison Cavity Search Ch. 02

Timmy is reunited with an old buddy from the streets.

4.27
66.1k
48
4
56

Sarah's Prisoner

Stealing panties, masturbation, getting caught & doing time!

3.44
65k
31
10
45
0

My Training In Prison

Trained in a cell jail to please a prisoner.

3.73
64.6k
14
8
24
0

Hard Time in Prison Pt. 01

White boy Brad goes to prison.

4.2
63.9k
47
8
65
0

Diddle the Prison Bird

Inmate's needs need attention.

3.77
62.8k
4
1
7
0

Manny Ch. 01

Losing her virginity in an unexpected way.

3.63
62.8k
5
8
10

Women's Bondage Prison

A bondage theme prison tests Lucy and her fellow prisoners.

4.37
62.3k
46
3
96

The King's Harem Pt. 04

The King breeds Abrielle then deals with an intruder.

4.49
58.8k
41
4
70

Prison Pet Pt. 04

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

4.18
56.1k
34
7
42

Prison Pet Pt. 06

Erica's story of submission comes to its conclusion.

H
4.53
55.5k
37
6
46

Janie Goes to Jail

Janie accepts a dare that leads to trouble.

4.41
55.4k
40
1
59
0

Holly's Story Ch. 03

Holly is sent to debtor's jail.

3.77
55.3k
2
1
4

Imprisoned by My Fantasy Ch. 03

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

H
4.5
53.6k
44
10
53

Julia Meets A New Guard

Guard shows another the benefits of working nights.

4.29
52.8k
22
1
29
0

Lilly Ch. 04

Lilly gets arrested.

4.28
52.7k
19
0
26

Prison Pet Pt. 05

Erica's next teacher Toni has a shocking secret.

4.37
51.7k
32
9
38

Diary of a Jailbird

Unlucky girl writing about her unfortunately situation.

3.5
51.2k
7
2
12
0

Revenge Works Both Ways - FTDS

Stupid Revenge Rebounds. Sequel to kajiralyma's Revenge

4.29
51.2k
11
26
15
0

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

Clayton Gives Head

Something special to show his appreciation for his cell mate

4.35
50.9k
14
2
22
0

The Prison Tour

A prison story about visiting college girls.

3.27
50.6k
3
3
7
0

Jailed Cuckold & Bullied BETA Son

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

2.89
50.2k
45
18
82
0

The Exhibitionist Pt. 03

The continuing story of a MILF exhibitionist.

4.44
48.7k
14
0
18

Uncle Finds a Worthy Task Pt. 01

BDSM, Incest, Golden Shower.

4.32
48.1k
42
9
50

A Halloween Prisoner

Jennifer let her friend choose Halloween costumes. Big oops.

4.37
47.8k
58
9
107

Swift Sword of Justice

A judge has it his way in Mississippi.

4.24
47.7k
11
2
15
0

Welcome to Jail Sky!

Sky gets a rousing welcome to Jail.

4.16
46.9k
13
2
16
0
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Active tags
jail
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