Search
Literotica Video
On Demand

Related tags

Active Tags


Click tags to the right to narrow your search. Unclick tags to remove.

Stories

Doug Ellis Ch. 02

 — Absolutely nobody is left unchanged by long term imprisonment by muffinbodin  Gay Male12/15/143.47NEW

Doug Ellis Ch. 01

 — We meet Ellis and visit his environment in Prison. by muffinbodin  Gay Male12/14/144.10NEW

Prison Redefined Ch. 02

 — Part 2 of the Saga. by sfsdadain  Exhibitionist & Voyeur11/14/143.93

Becky - Finally

 — Two co-workers in a prison finally get together... by Fantastiguyin  Erotic Couplings10/30/144.17

Prison Pet Pt. 05

 — Erica's next teacher Toni has a shocking secret. by GayTripperin  NonConsent/Reluctance10/28/144.24

Perfect Intentions

 — White boy counsels inmate and falls for BBC. by Ewriter111in  Gay Male10/17/144.16

Prison Pet Pt. 04

 — Erica faces her most difficult test yet: A night with Blair. by GayTripperin  NonConsent/Reluctance10/11/144.29

Katie's Place Pt. 02

 — He becomes her partner and falls further into her web. by AndreaJordanin  BDSM09/26/144.31

Timmy's Prison Cavity Search Ch. 04

 — Timmy takes the HGH mutated prison daddy monster cock. by smutnutin  NonConsent/Reluctance09/16/144.45

Clarissa Gets Served

 — A Sheriff Pat Quinn Story. by soldierboy50401in  Loving Wives09/10/144.50HOT

Timmy's Prison Cavity Search Ch. 03

 — Timmy meets the prison daddy and his main bottom bitch. by smutnutin  NonConsent/Reluctance09/06/144.23

Timmy's Prison Cavity Search Ch. 02

 — Timmy is reunited with an old buddy from the streets. by smutnutin  NonConsent/Reluctance08/31/144.19

Prison Pet Pt. 03

 — Avette teaches Erica the wonders of anal sex. by GayTripperin  NonConsent/Reluctance08/28/144.54HOT

Timmy's Prison Cavity Search

 — A white boy goes to prison and finds out he isn't so tough. by smutnutin  NonConsent/Reluctance08/27/144.26

Prison Pet Pt. 02

 — Erica begins her first day of training. by GayTripperin  NonConsent/Reluctance08/21/144.69HOT

The Captive Flame

 — Prison is not the place to pick a fight in the name of love. by TwistedMiseryin  Gay Male08/19/144.60HOT

Prison Pet Pt. 01

 — Erica draws Roxie's attention at all all-girl prison. by GayTripperin  NonConsent/Reluctance08/15/144.47

The Nightmare Is Always the Same

 — Straight man finds unlikely love in prison. by Redbirdfreein  Transsexuals & Crossdressers08/07/144.66HOT

Prison Redefined Ch. 01

 — Katie, Juliet, and Lily get arrested by a new government by sfsdadain  Fetish08/04/143.23

Fresh Out

 — Neville starts his new life. by 1DurtyMuthain  Gay Male07/22/144.40

The Prisoner

 — A dangerous prisoner is held in Whiterun's dungeons... by MandyLolin  Sci-Fi & Fantasy07/09/143.53

Prison School Ch. 03

 — The next chapter... teacher is threatened by a student. by bawidgetcomsin  Romance06/28/143.87

A Couple Brought Together Act 02

 — M/f submissive couple begin their new life. by realvelvetglovein  BDSM06/20/144.20

Beast and the Beauties Ch. 01

 — Wives get impregnated by a human hybrid. by kingbooruwain  NonConsent/Reluctance05/10/144.59HOT

F4: Maiden's Wait

 — A maiden not so young lands a grateful young lover. by sr71pltin  Mature05/10/143.89

In The Slammer Ch. 03

 — The girls have their period. by HectorBidonin  Exhibitionist & Voyeur04/26/144.25

The Toybox Ch. 02

 — Teen twink whipped and jerked off against his will in prison. by charleebeckin  Gay Male04/24/143.26

The Toybox Ch. 01

 — Teen twink Noah is forced to suck his first dick in prison. by charleebeckin  Gay Male04/23/143.65

Oasis Ch. 02

 — Foreigner's punishment continues. by The_Balveniein  NonConsent/Reluctance04/09/143.90

Katie, Class President Ch. 04

 — Is escape on the horizon? by Zechs195in  Exhibitionist & Voyeur03/25/144.04

Katie, Class President Ch. 03

 — Katie undergoes the ritual and meets her worst nightmare. by Zechs195in  Lesbian Sex03/13/144.05

Semi-Fresh Meat

 — A two-time murderess is cruelly abused by her prison guards. by Smokey125in  NonConsent/Reluctance03/10/143.78

Brent's Prep for the Prison Doc

 — Preparation for a thorough exam. by woofdaddy2in  Gay Male02/04/143.35

Same Crime Different Time

 — First time in prison for spoiled jock. by woofdaddy2in  Gay Male02/02/143.29

Earn your Debt to Society

 — Jock pays off cost of prison. by woofdaddy2in  Gay Male02/02/143.63

Jenna in Dambran Ch. 02

 — Jenna is punished. by Rilam_J_Oakertonin  NonConsent/Reluctance02/02/143.68

Quinn and Kimberly Harris

 — Betrayal of a most terrible sort. by Matt Moreauin  Loving Wives01/29/143.82

The Happiest Day of Her Life Ch. 10

 — Two weddings and some drama. by tangentjokerin  Novels and Novellas01/27/144.48

Prison of Cries Ch. 08

 — Captured agent meets the person behind her torment. by RamonaEin  NonConsent/Reluctance01/20/144.31

Sunyi Ch. 03

 — Sunyi in the Cybersex Prison. by Taunusin  Sci-Fi & Fantasy01/10/143.38

Sunyi Ch. 02

 — Taunus rents Sunyi on the Game Grid. by Taunusin  Sci-Fi & Fantasy01/05/144.00

Sunyi Ch. 01

 — Sunyi is Captured into a TPE prison. by Taunusin  Sci-Fi & Fantasy12/31/133.92

Jenola, Anita, and Debbie Ch. 01

 — I fuck Anita twice more and also fall hard for her daughter! by completeexperiencein  Fetish12/18/132.44

The Cliterati Ch. 02

 — Kylie happily gets naked for a story. by RodrigoTortillain  Lesbian Sex12/06/134.66HOT

The Chair

 — Murderer ends up where his lawyer said he would not by shoeslayerin  Non-Erotic12/03/134.00

Sex with My Stoner BBW Cousin Ch. 02

 — My first time licking her cunt and fucking her doggy style. by completeexperiencein  Incest/Taboo11/26/133.91

A Time to Heel

 — Exotic alien women keep humans as pets. by UnholyArenasin  Sci-Fi & Fantasy11/11/134.13

A Song For Hecate Ch. 01

 — A male and female prisoner face the rites of submission. by UnholyArenasin  Sci-Fi & Fantasy11/05/134.00

The Most Important Thing

 — A prisoner writes to a friend. by Sean Renaudin  Letters & Transcripts10/12/133.80

Serie Noire 03

 — A man lost in a sea of sorrow. by likegoodwinein  Loving Wives10/04/134.42

In The Slammer Ch. 01

 — Sent by mistake to the women's facility. by HectorBidonin  Exhibitionist & Voyeur09/20/133.80

A Cold Cell Full Of Burning Desires

 — Ruby is forced to enjoy her incarceration. by HannaHoneyPotin  NonConsent/Reluctance09/11/134.33

Gwen Ch. 03

 — Laura uses nails in Gwen's breasts. by Taunusin  BDSM09/10/133.67

A "Jewel" of a Wife Ch. 02

 — Austen gets answers about Arlene's cheating. by imhaplessin  Loving Wives09/09/134.23

Penitentiary PusssyButtBoy

 — How I became a prison naughty girl. by NaughtyBobbiein  NonConsent/Reluctance09/09/134.24

First Immortals Ch. 07

 — First contact, the unwanted hero fights back. by bb1212in  Sci-Fi & Fantasy09/06/134.72HOT

The Beaunies Tragedy Ch. 01

 — Intro to a sordid tale of murder and twisted relationships. by TOOL_BOYin  Humor & Satire09/02/134.14

Lady In The House - Reprised Ch. 18

 — Transvestite prison prostitute Michele continues her saga. by MicheleNylonsin  Transsexuals & Crossdressers08/30/134.73HOT

Gwen Ch. 02

 — Gwen is Punished by Laura. by Taunusin  BDSM08/25/134.13

First Immortals Ch. 06

 — First Contact, what happens when Earth does not want heroes? by bb1212in  Sci-Fi & Fantasy08/23/134.73HOT

Katie, Class President Ch. 02

 — Katie finds her life turned upside down. by Zechs195in  Exhibitionist & Voyeur08/14/133.86

The Island Of Penal Correction

 — American dominatrix accepts position at a foreign prison. by MISTRESSTRESSAin  BDSM07/17/133.23

Sex with My Stoner BBW Cousin Ch. 01

 — I give my virginity to my cousin, weed buddy, and sole queen. by completeexperiencein  Incest/Taboo07/15/134.04

Shimaro Ch. 02

 — Shimaro gets a Tattoo. by Taunusin  BDSM06/28/132.82

The Slammer Sluts

 — Male medic temping in womens prison gets used by inmates. by Millsyin  Erotic Couplings06/27/134.35

Just a Dream

 — When she's arrested for lying on her resume, what'll happen? by Xeloverin  Erotic Couplings06/27/133.56

Alice is Arrested and Goes to Jail

 — To get an A she goes to jail to experience what it is like. by sissymaidallysonin  Fetish06/14/132.98

90 Days In Heaven

 — Hot jailouse sex. by bominogin  Gay Male05/30/134.00

Jenola and Anita Ch. 02

 — Anita and I get fucked up and fuck for the first time. by completeexperiencein  Romance05/19/134.00

Jade Sings Ch. 02

 — Oleg takes Jjade home after her concert. by Taunusin  BDSM05/14/134.43

Out of Africa

 — Man pays price for treatment of a wife. by Briteasein  Loving Wives05/13/134.23

Animal Crackers

 — Luckless imprisoned Mary faces a brutal choice. by xxPAPERBACKWRITERxxin  Erotic Horror05/12/133.61Editor's Pick

Jade Sings

 — Jade sings wearing Oleg's butt plug. by Taunusin  BDSM05/12/133.55

Jenola and Anita Ch. 01

 — Waiting for Jenola to be paroled, I find a BBW fill in lover. by completeexperiencein  Romance05/05/134.19

Prison School Ch. 01

 — Prisoner forced into school pushes back against teacher. by bawidgetcomsin  NonConsent/Reluctance04/29/133.98

My Hot Wife Katie Ch. 21

 — Katie's Atonement. by Freddyj881in  NonConsent/Reluctance04/25/134.48

Seventeen Ch. 01

 — A 19-year-old girl named Seventeen is in prison. by Taunusin  BDSM04/17/133.29

Convicted

 — He's a tough guy. She's a whore. Her lovers have a problem. by Matt Moreauin  Romance04/15/133.97

Jenola the Black Bi BBW

 — I fall hard for a large chocolate beauty who's in prison. by completeexperiencein  Romance04/09/134.13

Borrowed Wife

 — Since his wife left can Rob borrow another one? by imhaplessin  Loving Wives04/08/134.45

Nic(k)ed

 — A woman gets taken by her butch cellmate. by BitterIchorin  NonConsent/Reluctance03/21/134.15

Dystopia Ch. 02

 — The taking over of the prison continues. by roninbearin  Sci-Fi & Fantasy03/11/134.42

Dystopia Ch. 01

 — When the world changes, a woman makes the most of it. by roninbearin  Sci-Fi & Fantasy03/09/134.14

CFNM Prison Nurse

 — A young nurse gets a most interesting job observing men. by ann_bbwin  Exhibitionist & Voyeur03/05/133.58

A Big Shiny Blue Marble Ch. 52

 — You meet the nicest people when you're on the run. by TaLtos6in  NonHuman02/25/134.85HOT

A Caged Bird Sings Ch. 03

 — Odessa pays a prison debt and more. by YKN4949in  Transsexuals & Crossdressers02/20/134.75HOT

Lieutenant Towel-ewska

 — The nude prisoner, sound sleeper that she had come to be... by donnylajain  BDSM02/14/134.24

A Body Cavity Search Ch. 02

 — Body cavity searches on Lara and Emma. by Taunusin  NonConsent/Reluctance02/07/133.67

In the Dark

 — Is there a penalty for infidelity? by Saxon_Hartin  Loving Wives02/04/134.05

The Rebellious Slave Ch. 16

 — Unleashing the Fire, and Fanning the Flame. by HisPet21in  NonConsent/Reluctance01/18/134.76HOT

Scared Curious

 — My first weekend in prison. by conanthein  Gay Male01/15/134.10

The Rebellious Slave Ch. 15

 — Welcome to Bremmington. by HisPet21in  NonConsent/Reluctance01/11/134.69HOT

The Rebellious Slave Ch. 12

 — The Tale of Arlington: Part V. by HisPet21in  NonConsent/Reluctance01/03/134.62HOT

Bonnie and Clyde Armistead

 — Would everything but intercourse be enough for him? by Matt Moreauin  Loving Wives12/31/123.43

Not What It Seems Ch. 11

 — The end of one complication, the beginning of another. by Asciiin  Romance12/28/124.88HOT

Money, Sex, Wife & Daughter Ch. 03

 — The sexual fantasy of Michael's wife and daughter continues. by SusanJillParkerin  Incest/Taboo12/23/124.03

Money, Sex, Wife & Daughter Ch. 02

 — Dave entertains Michael with an incestuous, sexual fantasy. by SusanJillParkerin  Incest/Taboo12/15/123.88

The Foundry Pt. 01

 — Mysterious powers brought him "home" ... to prison. by thatonekiddin  Gay Male12/13/124.65HOT

Money, Sex, Wife & Daughter Ch. 01

 — Mike steals money and gives his wife and daughter as payback. by SusanJillParkerin  Incest/Taboo12/12/123.99

Yours Truly

 — A woman fantasizes about her penpal, a man in prison. by Cinnerin  Illustrated12/06/123.40
Next
Page:123

Active Tags


Click tags to the right to narrow your search. Unclick tags to remove.

Please, separate your tags with comma: anal orgasm, oral sex.

Read the Literotica Story Tag FAQ for more information on these tags.