Penny Hofstadter Stories

9,091 results
Orientation
Length
Source
Infinite Scroll

The Adventures of Modesty Girl Pt. 02

by AnonymousPerv on Nov 21, 2017
Exhibitionist & Voyeur

Check out Chapter One if you want this to make any sense. Even then, it still doesn't make much sense, but it's been damn fun writing. Thanks for all the kind words. I'll keep at this story-line if you guys are digging it. ***** It took Penny almost two weeks to fashion a mask from various fabrics, creating a form-fitting hood that wrapped her head and sna...

In For a Penny...

by Rod Hardwick on Sep 26, 2017
Group Sex

Penny finished off her drink and set it down on the table. She eased herself off the stool, mindful that her short skirt didn't rise too high on her slender legs. Picking up her empty glass, Penny turned to make her way through the other partygoers towards the wet bar. Along the way, the pretty blonde girl scanned the room for her friend, Jenna, who had brou...

The Housekeeper

by albert1er on Dec 10, 2018
Mature

Paul and Penny Marshall lived in a huge six bedroom detached house in a village forty minutes by train into London. Paul was twenty six years old and his wife Penny, twenty three. Paul was self-employed and developed computer games as well as designing Apps for mobile phones. This had enabled the young couple to move into their expensive new home. He was...

Strands of Gray

by JimBob44 on Sep 13, 2017
Loving Wives

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: Yes I need an editor. No, I do not want an editor. Yes there's too many people to keep track of. Yes it jumps around too much. Yes it's too long. Yes, it's too short. Yes, it is in the wrong category. Yes this is stupid shit. And yes, I am a...

The Adventures of Modesty Girl Pt. 04

by AnonymousPerv on Dec 26, 2017
Exhibitionist & Voyeur

For those unfamiliar with the series, it is best to go back and read the first few chapters to make sense of this. Forgive the grammatical errors in those, as I did rush them. I'm trying to be more careful. Anyway, lots of requests came in to continue this story, and it's so unique and challenging, I decided to march on. I think this is the first series that...

Modified Ch. 04

by KegRoller on Sep 12, 2017
Transsexuals & Crossdressers

Penny awakens, finding she again is tied to her bed and Jasmine is sitting next to her. In one of Jasmine's hands is a tape measure; in her other hand is Penny's hard cock, which she is slowly stroking. Memories of yesterday flood her thoughts; the teasing first thing in the morning by Jasmine; licking Jasmine's pussy; cumming down April's throat in the show...

Things to Do with My Slut Ch. 14

by icumonyourshoes on Sep 14, 2017
Loving Wives

Chapter 14 – Christmas Present The holiday season was upon us. Last's week's encounter with Emma at Portobello's was still fresh in my mind, as was the next morning when she surprised me at home. I assumed with the recent back-to-back encounters, coupled with the hectic nature of the season, that Emma would not be calling me until some point after the New Y...

Modified Ch. 05

by KegRoller on Sep 12, 2017
Transsexuals & Crossdressers

Penny is sitting in her biology class, tired and sore, trying to make sense of what just happened to her. She went to the campus nurse's office hoping to take control of her situation, but instead was dominated by an insane doctor. The doctor tied her to the examination table and then proceeded to ram a huge dildo into her pussy, all the while telling her ho...

Penny's Progress

by pandsal on Sep 1, 2017
Group Sex

This story is dedicated to the real Penny who requested it, inspired it and helped to shape it. The people and events portrayed, however, are the product of the authors' imagination. ************************* Most women have a secret indulgence: chocolate, maybe, or shoes; jewellery for some, soap operas or magazines for others. Penny's indulgence was ling...

The Lingerie Club Ch. 02

by maxxmann81 on Sep 1, 2017
Group Sex

Thursday, August 24, 2000, 7:00 PM. The temperature stopped rising as the sun finally headed toward the west on another 100-degree day. Penny had fixed a light meal since it was still so hot. Then she showered and for her dinner attire put on the teal-blue teddy outfit that she had received that morning and waited for Mark, her husband, to get home. Mark...