Literotica Video
On Demand

Related tags

tagStory Tagsplayboy

Active Tags

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


Playboy Magazine My Daughter And Me Ch. 02

 — Daughter comes over after hometown photo shoot to dads. by barrysmithin  Incest/Taboo03/21/144.17

Office Manager Is a Playboy Playmate

 — A Playboy Playmate who was office manager. by barrysmithin  Celebrities03/21/144.40

Lai Ch. 01: Barb

 — Elegant beauty seduces wealthy bachelor on first date. by rcwaitin  Romance03/07/143.83

She was My Neighbor

 — The meeting of a lonely bachelor and Sara Jean Underwood... by whatthebuck9087in  Celebrities12/26/134.69HOT

From Self Love to Playmate Love

 — Ms. October 1985 Cynthia Brimhall walks in on me by MasturbationSuperstarin  Celebrities11/10/134.60HOT

Erica's Journey of Discovery Ch. 03

 — Fro the 1st time Erica comes alive in front of the cameras. by Oupa99in  Exhibitionist & Voyeur09/09/133.88

One Glorious Day

 — A special day in the life of a handsome, promiscuous playboy by RARenein  Erotic Couplings09/02/134.24

A Miracle at the Cabin Ch. 12

 — What do you mean funny? This is not funny. by memorable_eventin  Novels and Novellas07/08/134.81HOT

A Miracle at the Cabin Ch. 08

 — I always wanted to meet a Playboy model. by memorable_eventin  Novels and Novellas07/04/134.73HOT

A Hot And Steamy Daydream

 — A roof workers daydreams about an ebony beauty next door. by runningonbladein  Interracial Love09/30/123.32

Three Men, a Boat, and Naked Women

 — Be careful what you wish for, because you may get your wish. by SusanJillParkerin  Erotic Couplings06/26/123.65

What is Rabies of a Marriage? Ch. 03

 — Need waits with longing... by Pultoyin  Loving Wives06/10/124.18

My Playmate, My Sister Ch. 02

 — Parents return, Sara and her brother have a car trip. by Braindardin  Celebrities04/26/124.72HOT

My Playmate, My Sister

 — Brother beds his sister, the playmate Sara Jean Underwood. by Braindardin  Celebrities04/16/124.70HOT

He Meets His Match

 — Henry meets a fiery woman. by PrincessRayvinein  Romance01/30/123.18

Black Women and Me

 — My fantasy of black women, from childhood to reality. by mgwauthorin  Interracial Love06/15/114.38

Paul Ironwood Ch. 02

 — Paul fucks a 'secretary' hard up the ass. by Jack_Lovein  Anal05/25/104.19

Holly's World

 — Holly Madison and Kim Kardashian teach a slut a lesson. by five_dollar_shakein  Celebrities02/22/102.85

Dream About Me

 — She visits a wealthy gentleman known for his playboy habits. by backdoor22in  Erotic Couplings01/17/103.40

America's Playboy Ch. 05

 — Anthony finds out what he must do for Boss Russo. by BOSTONFICTIONWRITERin  Non-Erotic11/10/083.36

America's Playboy Ch. 01

 — An old man get beautiful, buxom, big boob, blonde bombshells. by BOSTONFICTIONWRITERin  Mind Control11/06/083.28

Playboy Files: Nurse Gets Treatment

 — WWE diva has sex with playboy employee. by dfg1980in  Celebrities09/21/083.93

The Getting Lucky Guy

 — A video gone viral changes his life - big time. by juanwildonein  Humor & Satire07/21/084.60HOT

Earth Day, Sioux Indian Style Ch. 11

 — Earth Day party turns into a CFNM review. by BOSTONFICTIONWRITERin  Group Sex04/09/084.27

C43 Ch. 01

 — When a mysterious card arrived in a brown envelope... by NightWarriorin  Exhibitionist & Voyeur07/30/073.68

Playboy Files: Sable Gets Her Wish

 — He gets a perk as horny Playmate seeks company. by dfg1980in  Celebrities07/25/074.56

Iris Jinger-Santos

 — P.B Model Iris Jinger-Santos plays an eager to help stylist. by Primer_Cordin  Celebrities07/09/074.11

Me and the College Playboy Model

 — He meets a student who poses for Playboy. by pattyboyin  Exhibitionist & Voyeur12/24/064.30

My Playmate Ch. 01

 — Trying to keep up with my wild nymphomaniac. by bluedragonauthorin  Group Sex12/14/064.68HOT

The Pissboy Mansion Ch. 03

 — Wet lesbian lovers - the next stage. by leaky_onein  Fetish08/07/064.38

The Pissboy Mansion Ch. 02

 — Her first lesbian eperience is all wet. by leaky_onein  Fetish06/12/064.53HOT

Playboy Magazine My Daughter And Me

 — Daughter wants Dad's advice. by barrysmithin  Incest/Taboo02/05/064.57HOT

Daughter Is The Centerfold Ch. 02

 — She asks Dad to help edit nude photos. by barrysmithin  Incest/Taboo01/18/064.59HOT

Daughter Is The Centerfold Ch. 01

 — Daughter asks his advice about posing nude. by barrysmithin  Incest/Taboo01/10/064.48

Miki Garcia

 — Miss January 1973 conquers D.C. in the Love Machine. by hopeolsonfanin  Celebrities09/06/054.71HOT

Raquel Gibson

 — Miss November, 2005. by hopeolsonfanin  Celebrities09/05/054.22

Marilyn Cole and Cyndi Wood

 — Two playmates of the year, one bed. by hopeolsonfanin  Celebrities09/02/054.35

Heather Kozar

 — Playmate, sexy nun's costume, trick or treat. by hopeolsonfanin  Celebrities09/01/054.63HOT

Gaye Rennie

 — The beautiful Miss April 1968. by hopeolsonfanin  Celebrities08/29/054.76HOT

Amber Campisi and Tiffany Fallon

 — Two playmates share their boyfriends. by hopeolsonfanin  Celebrities08/29/054.20

Corinna Harney

 — Miss August, 1991 wins at cards. by hopeolsonfanin  Celebrities08/16/054.69HOT

Lisa Baker & Dianne Chandler

 — Two classic playmates, one bunny costume, and a horny guy. by hopeolsonfanin  Celebrities08/16/054.60HOT

Doing Anna Nicole Smith

 — The buxom blonde takes a bath. by hopeolsonfanin  Celebrities08/16/054.67HOT

Tamara Witmer, Miss August 2005

 — A new Playmate goes bowling. by hopeolsonfanin  Celebrities08/13/054.45

Beth Entertains Another Party Ch. 02

 — Conclusion of Beth, Playboy model, entertaining a party. by jaydice2003in  Loving Wives08/10/054.22

Dolly Read

 — British playmate and bunny conquers America. by hopeolsonfanin  Celebrities08/10/054.88HOT

Julia Schultz & Tiffany Taylor

 — Two playmates, a pair of cuffs, an angry cop. by hopeolsonfanin  Celebrities07/26/054.61HOT

Million Dollar Baby

 — Playmate Karen Price in the gym. by hopeolsonfanin  Celebrities07/26/054.43

Amber Campisi

 — Miss February 2005 makes a conquest. by hopeolsonfanin  Celebrities07/23/054.03

The Playmates of 1969

 — 12 beautiful girls have a party; Wilt Chamberlain scores. by hopeolsonfanin  Celebrities07/22/054.45

Candy Loving in White

 — The playmate models a sheer white outfit. by hopeolsonfanin  Celebrities05/27/054.67HOT

Kimberly Mcarthur's Wet Tee Shirt

 — Kim has adventures in Texas. by hopeolsonfanin  Celebrities05/25/054.62HOT

Stella Stevens

 — A Southern Belle spreads her charms. by hopeolsonfanin  Celebrities05/20/054.67HOT

Candy Loving

 — Candy makes the grade. by hopeolsonfanin  Celebrities05/17/054.67HOT

Lillian Muller

 — Playmate of the Year's movie audition. by hopeolsonfanin  Celebrities05/07/054.36

Kathy Shower

 — The beautiful blonde comes out of the rain. by hopeolsonfanin  Celebrities04/29/054.45

Nancy Cameron's Prom Night

 — Young buxom beauty loses her virginity. by hopeolsonfanin  Celebrities04/18/054.56HOT

Hope Olson Ch. 03

 — Hope meets a famous publisher. by hopeolsonfanin  Celebrities04/13/054.65HOT

Lindsey Vuolo

 — She's a little drunk and very horny. by hopeolsonfanin  Celebrities04/12/054.28

Kimberly McArthur Meets a Fan

 — Kim McArthur has a chance encounter in NYC. by hopeolsonfanin  Celebrities04/12/054.61HOT

Hope Olson Ch. 02

 — Hope continues her sexual awakening. by hopeolsonfanin  Celebrities04/12/054.82HOT

Kim McArthur's Busy Day

 — Kim is kidnapped on her birthday. by hopeolsonfanin  Celebrities04/12/054.80HOT

Hope Olson Ch. 01

 — Hope loses her virginity. by hopeolsonfanin  Celebrities03/27/054.53HOT

Kelly Monaco

 — Sexy model makes a call. by hopeolsonfanin  Celebrities03/27/054.49

Shannon Stewart

 — Playmate takes fan on a wild ride. by hopeolsonfanin  Celebrities03/27/054.57HOT

Her Bad College Days

 — He finds out wife liked to do more than show off her ass. by jaydice2003in  Exhibitionist & Voyeur07/28/034.48

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.