Holly Willoughby Stories

2,793 results
Orientation
Length
Source
Infinite Scroll

Dear Jim Ch. 06

by Atrampboy on Jan 31, 2018
Group Sex

Hi Jim Another great visit with Lori, I was a bit concerned with the way she sort of pushed you out of the bedroom and made you wait outside while we played, but she was clearly driving the boat again so I wasn't going to protest, I hope she made it up to you. Boy, her friend Holly is a knockout isn't she, nice full tits and an ass made for a thong! And t...

Jehovah's Witness Romance Ch. 02

by RetroFan on Oct 5, 2020
Erotic Couplings

INTRODUCTION & DISCLAIMER - In this second installment of this teen romance, Adam woos pretty albino Holly, while his Sapphic sister Andrea fantasizes about African-American Samantha, while taking advantage of being a girl to engage in voyeurism with her classmates and friends. There is plenty to like in this chapter for readers who love panties, feet, voy...

The Trapeze Club

by StevenCin on Sep 13, 2017
Group Sex

An edited copy of my 2011 story. I want to thank my terrific editor "Midtown Kitten" for her story editing. I hope you enjoy. ------------------------------------------------------------- It was a Thursday evening and I was just finishing choir rehearsal, where we were practicing for our upcoming spring concert. After leaving the church where we rehearsed...

Expanding an Awakening

by EnjoyBoth on Mar 25, 2019
Group Sex

Holly called me at work that next afternoon to let me know that she would be by the house at eight that evening. She had reminded me that seeing a couple of women fuck her husband with a strap-on at their initiation had her interest and after our fuck session the night before, she really wanted to try out the strap-on. Of course, that is if I was up to it. N...

Dirty Dawg - Holly McMichael

by mondotoken on Dec 3, 2019
Interracial Love

Saturday Morning, 2:30 AM I was awakened from exhausted slumber by the distant buzzing of my phone across the room. Martha had wrecked me in the worst way as I laid there in my birthday suit staring up at the ceiling. The phone continued ringing from my pants pocket for what seemed forever before it started to annoy me. I began to worry that maybe there was...

Holly's Night Out

by Moxon4 on Sep 13, 2017
Illustrated

Thanks to FallenangelsSlut for the idea for this story, as well as the pics. Also thanks to Fallenangel3 for allowing me to use her pics. * Since Tricia and her friend first fed Holden's fantasy of dressing their relationship had totally changed. Holden would turn into Holly almost daily now, and Tricia loved it. She could take her out shopping and they ha...

Hog Wild Ch. 03

by oohsexypenguin on Sep 16, 2017
Romance

Holly sat on Alex's couch, her mind abuzz with the day's events. As soon as she had agreed to stay with him, Alex had practically swooped her back down those dreaded stairs, only allowing her enough time to grab a pair of jeans and a sweater. In between assurances that his place "was plenty big enough" for the two of them and that he'd help her pack all her...

Summer Students

by lomar2 on Sep 13, 2017
Erotic Couplings

I work for a retail company and one of my responsibilities is performing regular audits of our retail stores. I know what your thinking, there's a fun job, and your right the job itself is boring and sometimes the travel gets to be a pain in the ass but the pays good and as I found out last summer there can be some other benefits to the job. My boss came to...

Last Will and Testament Ch. 02

by TheHiddenPen on Sep 16, 2017
Novels and Novellas

It was 6am. Holly lay there, unable to sleep. It was hardly surprising, given the last 24 hours. Firstly it had been revealed to her that she had inherited a million pounds, but subject to the condition that she must visit each of her five ex-boyfriends and complete a mystery task with them. Then she had returned to catch her then boyfriend Ryan in bed with...

The Sales Associate Ch. 08-09

by dlsloan on Sep 13, 2017
Exhibitionist & Voyeur

PART 8: TAKING A GAMBLE When they landed in Las Vegas, Garsden reluctantly watched Holly and Martin walk away, though he certainly did enjoy the view. While he went on about his way, Martin and Holly took a cab to their hotel. Here, Holly was a little less conspicuous. Sure, she was a stunner who got plenty of looks, but skimpy outfits and hot women weren't...