Lesbian Holly Willoughby Stories

175 results
Orientation
Length
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Infinite Scroll

Holly Day

by Many Feathers on Sep 13, 2017
Lesbian Sex

It was her father's idea to name her that, since his last name was Day. Back then, it was a cutesy thing to do, though in the beginning Holly wasn't too sure about that. Eventually, however, she liked it as it always reminded her of better days and a happier way of life. Holly and I had been best friends ever since grade school. With reddish brown hair tha...

Holly Joins the Team Ch. 2

by jessijessi34 on Sep 13, 2017
Lesbian Sex

When Holly got back to her room, Melissa was there with another girl. They were sitting close together, looking at Melissa's computer. They were both wearing loose shorts and t-shirts. Melissa turned to Holly, and said, "Hi, Holly, this is Kami. She and I are on V-ball together." Kami is very pretty, with bright red hair, long and wavy in a pony tail. Sh...

The Slave Ch. 08

by hydrangealawrence on Nov 18, 2019
Lesbian Sex

Holly tethers my limbs to the four corners of our bed and checks the tightness of the hold. The air is cool on my naked skin. She sits down gingerly so she doesn't wrinkle her trousers. "So, the guests should be arriving soon. Do you need anything?" I flex my wrists and look up at my wife. "I need you." "Too bad, toots." "Mmm. You're getting me all hot...

Holly's Story - Day 04

by Merganser20 on Jul 30, 2019
Lesbian Sex

DAY 4 - SATURDAY At breakfast Holly hesitantly said "I think Emma knows something is going on." "Why?" "It began the first day I didn't wear panties. I was real nervous and she noticed. She's been watching me and asking questions ever since. I'm kind of running out of excuses." "What do you want to do about it?" "Can I tell her? Not about the sex or pee...

Evening Falls

by ungenderless on Sep 16, 2017
Lesbian Sex

"Did you have to be so rude?" Thea asked with annoyance. "I wasn't the rude one, I was simply retaliating." Holly shot back, "it's what he gets for rubbing up against me." Thea sighed in frustration, blowing her shoulder-length, blonde locks out of her face. "Don't you think that maybe it was an accident caused by the store being so crowded?" "Look, you c...

Green Man Pt. 06

by Microbevel8 on Jul 13, 2020
Lesbian Sex

With their husbands away, Libby and Holly become closer, their initial intention to get better acquainted. They wind up sharing themselves with one another intimately. ********************** It was a lovely day at the market. The scene at Green's stall excited both women. They felt they had been included in a secret. They thought Green liked them and trust...

Christmas Candy

by jadeQ on Sep 12, 2017
Lesbian Sex

Holly was lonely. Most of the time this was fine. Most of the time she preferred life that way. But the holidays got to her. It started with Thanksgiving and all the family togetherness. True, not everyone gathered joyously to fabulously prepared dinners, but we all pretended we did. Other people had to eat dry turkey and repeat old arguments too. At least...

Camp Severson

by GymTeacherYouDeserve on Sep 19, 2017
Lesbian Sex

Holly Maddox was infatuated by powerful women for most of her short life. She always admired the sort of woman who possessed the innate ability to frighten and intimidate people in any situation. Holly adored the sort of woman who didn't shy away from appearing strong and somewhat masculine to others. It was a bonus if the woman had the generosity to reveal...

Holly Joins The Team

by jessijessi34 on Sep 13, 2017
Lesbian Sex

It was a big day for Holly Anderson. She had been in college for about a month, but today was the first official day of practice with the basketball team. She was attending a very prestigious university, known both for its excellent academics as well as its athletics. Holly was on a "full-ride" scholarship, based on the fact that she was all-State in two spo...

Holly's Story - Day 11

by Merganser20 on Sep 23, 2019
Lesbian Sex

Day 11 -- SATURDAY Holly woke up early. Emma was sound asleep. They had been up late performing for Uncle Jack’s sex club. And stayed up even later playing with each other. Holly smiled and looked at Emma. “I’m engaged!” she thought, “To my best friend.” The idea was still new to her and made her burst with emotion. She smelled Emma’s hair and licked beh...