Playboy Stories

4,151 results
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Infinite Scroll

Adventures of Jenny McCarthy Ch. 2

by jzelger on Sep 16, 2017
Celebrities & Fan Fiction

Chapter 2: Singled Out [The following is the second part in a series of excerpts from an interview with Jenny McCarthy. These segments were never published anywhere, and are being revealed here for the first time.] So, my time at Playboy ended after I had been Playmate of the Year. A lot of people hope Playboy will be their big break, and it sure was for...

Mona, the Uber Ride Home

by Treated2 on Oct 14, 2017
Fetish

Mona was my mom's best friend for as long as I can remember. It seems that she'd always been part of my life; there for graduations, birthdays, and holidays over the years. She was a petite brunette with sparkling green eyes and a short bob cut. Her breasts were average, I guess, but her ass and legs were phenomenal. She spent a lot of time doing aerobics an...

Angelina and I

by RedHairedandFriendly on Sep 17, 2017
Celebrities & Fan Fiction

Author's Note: Enjoy this short fantasy of one of Hollywood's sexiest ladies. If I did a woman . . . she'd be the one. ~ Red * If I did a Woman that was the assignment my boyfriend had given me. I was supposed to write a paper for extra credit. Since I was fucking him and he was my English professor, I pretty much had to do what he said or take an 'F'. I...

Kaley Cuoco - Accidental AVN Host

by 123z on Mar 11, 2019
Celebrities & Fan Fiction

Note- Not a true account of events, only inspired by those mentioned and the occasion. xxx Nevada, January, 2006. x Kaley was in Paradise, Nevada at the Premier of the 23rd annual AVN award ceremony as an accidental reporter for New Sensations. The Playboy TV televised gala was being held at the Venetian Hotel Grand Ballroom in January and was the pinna...

Caught Playing in the Pool Room

by fsas20 on Sep 19, 2017
Toys & Masturbation

I pulled my car into the dirt driveway of my father-in-law's rural California property, and smiled as I scanned the yard. Other than the old truck parked in the same spot off to the side that it had been in for decades, no other vehicle was around. He likely was off at a doctor's appointment for him or his wife. It was 3 o'clock in the afternoon on a Thurs...

Tricked Chicks: Vanessa

by Dream Greed on Sep 12, 2017
Erotic Couplings

Episode 3: January 11th, 1998 Lester Graves, owner and founder of the up and coming Tricked Chicks magazine and all around failure in life, was driving a rented emerald green Lexus. It pulled off the street, passed a countless entourage of parked cars, pick up, station wagons, vans and occasional motorcycles, drove past a jewelry store, a book store, a pet...

My Playmate Ch. 04

by bluedragonauthor on Sep 11, 2017
Group Sex

PART 4: California *** I looked out the window, observing white wispy clouds glide past my view of the brilliantly blue ocean beneath. And then the coastline came back into sight. We were almost there. Months after graduation. Months of enduring the mental torture inside my own conscience. Months of dreaming about Courtney's face. And now we were almost t...

Erica's Journey of Discovery Ch. 01

by Oupa99 on Sep 26, 2017
Loving Wives

This is a sequel to "Erica's Awakening". I want to thank my editor "Navaura" because she convinced me that we couldn't let Erica's story end with her awakening. All the characters in the previous story return along with a new bad guy that tries to make his fortune by using Erica. This will be at least 9 long chapters with the bad guys only showing their hand...

Little Red Riding Whore

by suitep on Sep 1, 2017
Group Sex

"Want some candy, little girl?" asked the doorman. David's Halloween parties were usually worth the campy ceremonies and silliness. Laurie rolled her eyes and gave the answer from the flyer. "Yes, master. May I have another?" "But, of course!" he smiled, and opened the door. Looking around, no one seemed familiar. Between the guests, the neighbors, and t...

Death By Fucking Ch. 16

by thebullet on Sep 15, 2017
Romance

Chapter 16: Concerns of the Progenitor The Year Five Andrew’s Story Our little head-to-head confrontation with the government, fleeting and ethereal as it was, has finally opened my eyes. Emmy almost brought down the entire US government and she didn’t even try hard. I asked her to zap the A.G. and zap him she did. In the meantime she was still trying t...