Harry Is A Playboy Fanfic Stories

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Helping Harry Help Me

by DickThePimp on Aug 20, 2019
Celebrities & Fan Fiction

This Story Introduces My Newest Character Harold Hump... The Sleazy, Egotistical, Self Serving, Grandstanding Mayor Of Los Angeles... Not The Real One... The Fake One... He's A Totally Made Up Fake Character... "Come Get Humped By Harry." "Baby... When do Charlotte and I need to be at the dinner party?" "7:30." "Ok... Thank you baby." "You're welcome sw...

A Best Man's Duties Pt. 02

by dalton_rick on Sep 2, 2017
Exhibitionist & Voyeur

This second part focuses on the bachelor party and a comparison of the old porno films and the new ones. It is also about the generational differences and what was considered sexy through recent history. And of course, what is a good bachelor party without a little teasing of the groom? It is a bit twisted. I liked to rile up Steve. He got mad easily but...

June Draws To An End

by Tom Mandy on Aug 18, 2017
First Time

It is the summer of discontent, and this is assumed by the conclusion of the sloth- sloth being the angry pre-years of high school. Graduation day brings sincerity of glee in the minds of all the seniors (still ‘technically’ unable to buy a beer) at the handshake administered by the administrator and the paper, diploma stuffed in the other hand. Caps fly hig...

Severance FanFic

by Zekar on Apr 22, 2025

Advancement in modern science has led to the ability to severe a person into a separate person. A person who has no memory of who they were originally, but can perform tasks that the "outie" does not wish to do. In the context of the TV show, Severance, this was limited to the workplace, but it was also hinted that others use this technology for pe...

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The Seventies, Deep Throat & Harry Reems

by MungoParkIII on Sep 16, 2017
Reviews & Essays

For college students, the mid-seventies proved to be a confusing and difficult time as suddenly, after watching the flower children and student activists so successfully protest the war in Viet Nam and seemingly change the world, when the time came to grab the torch and continue the revolution there suddenly was no real issue to gather and protest. America's...

Lewd Nude Dudes

by vixen88 on Sep 16, 2017
Toys & Masturbation

It was a hot summer's day and the house was buzzing with activity since it was the beginning of a new year at varsity. Jason sat on his bed while Alex sat infront of his laptop surfing the net. "Dude, like I was saying, after the movies we went to the lookout point for some serious fucking, but Sally..." "Sammy." Alex corrected him. "Whatever, Sandy got re...

Grim's FanFic

by grimbous on Mar 11, 2021
Fan Fiction

Very, VERY, rarely I might write a fanfic short just for fun. This is a place to put them. All characters are 18+.What's next? Animated Shows Sci Fi & Fantasy Shows...

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Coming About

by BlueByrd on Sep 14, 2017
Erotic Couplings

Wynn and I made ready to go to the regatta, per our usual, loading the camper and securing the boat to the trailer. Harriman "Harry" Whitcliff, our third crewmember, heir of the Whitcliff Sail Corporation family and long-time friend of Wynn's, said he would meet us there. He never stayed in the camper. He always drove his MG and took a room at a nearby motel...

Swinging In Rooms 233 And 234

by MaryAnn678 on Sep 17, 2017
Loving Wives

Harry and Gladys were going at it hard. Soon the headboard on their bed was banging against the wall. That didn't stop them or slow them down. Gladys cried, "Give it to me lover. I don't care if you knock the wall down. Shove it to me." They were celebrating their twentieth wedding anniversary and were still in love. It had been a good twenty years, unique...

The Echo of Demise(I) - An (Established Fictions Only) Reality Warp Fanfic Collection

by ArnosSylvanian113 on Apr 29, 2025

A wave of dark energy has swept through the (Fictional) multiverse. Warping everything and everyone at a fundimental level, without any of them even realising what is happening. Histories are altered, species changed, even the very laws of physics themselves are twisted at the foundations. Some changes are gradual and manifest over time. Others are instantan...

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