Holly Willoughby Stories

2,793 results
Orientation
Length
Source
Infinite Scroll

Holly Makes Me Jolly Pt. 01

by ObsessedWithWomen19 on Jul 30, 2019
Celebrities & Fan Fiction

*WARNING!! This story is in no way based on anything real and is completely fiction. Do not take this story seriously as it is only for your enjoyment. Anyone below the age of 18 is not allowed to read as it is rather explicit, leave reviews please and I hope you enjoy* ------- "You what!?" I shouted. "You heard me. I'm falling in love with you." Holly...

The Meetings

by anonymous3 on May 1, 2018
Fetish

This story is entirely a work of fiction. ***** The meeting was winding down again. But I came as I had been doing for the last several weeks, to people-watch, and there she was, standing across the room, talking to a pretty blonde woman with a healthy figure. It was hard to say whether she was in charge. But I spent a lot of time tracking Holly around...

The Babysitter Ch. 03

by erotic_bubbles on Sep 13, 2017
Mature

Holly knew she couldn't tell anyone what happened last month when she was babysitting. She couldn't even tell her best friend. It was getting harder and harder to keep her affair with Mr. McKay a secret... especially with the added stress of her High School Finals, and her recent break up with her boyfriend, Kyle. They broke up last week because he had to go...

Holly's Breeding Ch. 03

by engywwok on Sep 19, 2017
Interracial Love

This is the third and final installment to Holly's breeding. It's an interracial cuckold story so if this subject offends please pass this one by. Final I met Larry at a company party. His law firm is a client of ours and even after our work was complete he and I kept in touch. He was the one I sought out for advice and now I'm glad I did. After a quick c...

Holly's Day of Dreams 02

by hrshie40 on Sep 1, 2017
Group Sex

Under Howard's tutelage, Holly had become a recognized leader on the Ohio University campus. As the dean of the school of education she had changed the department from one mired in tradition and on the borderline between inadequacy and nonexistence to one known by every teaching professional in the United States and most of the world. She had became known on...

The Boss's Office

by hotdoll on Sep 17, 2017
Group Sex

I was thinking about my sexy new friends, Jessica and Holly. I began thinking about the sex I had with them, and remembered what Holly had said to me, about joining her and Jessica for a threesome. I wondered if she meant it, or was she just leading me on? I thought about it and came to the conclusion that Holly would be up for it, and the fact that her and...

Mick the Dick Ch. 25

by mysteriousquill on Sep 15, 2017
Novels and Novellas

©2005 All Rights Reserved Dinner was exceptional. Even with all of the distractions, the steaks were done just right. The dessert I mentioned earlier was another of my own little creations. I took custard, even though it was instant, put a scoop of vanilla ice cream on top of it, sprinkled some sugar on it and melted the sugar on top of the ice cream with t...

A Trip to America for Sex Pt. 01

by ObsessedWithWomen19 on Aug 5, 2019
Celebrities & Fan Fiction

*WARNING!! This story is in no way based on anything real and is completely fiction. Do not take this story seriously as it is only for your enjoyment. Anyone below the age of 18 is not allowed to read as it is rather explicit, leave reviews please and I hope you enjoy* ***** "What about her?" Holly asked going through the celebrity's numbers on my phone...

Living Up to Her Name

by demon160 on Mar 17, 2020
BDSM

Holly Griffiths returned home to her apartment after a long day at University. There was only so many lectures and tutorials that one person could take for a day. Dropping her bags down once inside, Holly decided to have a shower and then relax with a bottle of wine. At 5'1" tall, the 26 year old English girl could best be described as diminutive. Holly had...

Holly on the Clock Ch. 01

by Moxon4 on Sep 13, 2017
Transsexuals & Crossdressers

Holden had become accustomed to being the woman of the house. He had always been very neat and clean, and didn't mind cleaning the house for his wife. It was a Friday night, and he was already in his maid outfit and feeling like Holly, his alter ego. The outfit had frilly lace edges and white stockings with black heels that were now 4" high. Tricia came home...