Holly Willoughby Stories

2,793 results
Orientation
Length
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Infinite Scroll

Help Around the House Pt. 02

by Azrael95 on Jul 23, 2018
Erotic Couplings

Daniel showered and thought back on the amazing morning he had had. The house phone rang as he left the shower. He warily answered it. "Hello." he wheezed. "Mr. Masters?" a voice asked. Daniel froze. It was Holly Grayson from next door. She must have been home. He regained his composure and said "Yes?" "Mr. Masters. Can you call over here? I need...

Holly and (What's Left of) the City Pt. 03

by neolim on Jun 8, 2020
Fetish

Holly lived in a skyscraper on the edge of the central city. Holly and Maria walked silently for an hour before arriving at the lobby. As they walked in Holly called an elevator. "Taking a refreshing walk outside was nice and all, but I don't think either of us is eager to climb forty floors on foot, right? Holly said as they waited. "Are you sure the elev...

Holly and (What's Left of) the City Pt. 01

by neolim on May 4, 2020
Fetish

"Thank you for the Screwdriver, Ashley," Holly said, her voice pleasant on the ear. She shifted around in her chair until she found a position that supported her neck. In her ivory arm was a highball glass containing an orange tincture. She sipped a little with her ruby lips and sent a seductive smile to her hostess. "You're quite welcome Holly, it's an hon...

Mrs. Vale's Secret Ch. 04

by WilliamsDream on Sep 14, 2017
Erotic Couplings

8 "Welcome to Olive's Boutique. You must be Ms. Rousseau," smiled the young lady behind the reception desk. Holly hesitated. She was still uncertain as to how this could be a dress shop. Located on the 39th floor of the Petersen Building, its lobby resembled that of Roberts and Elkins, P.C., the law firm across the hall. Furthermore, there wasn't a single...

Holly and (What's Left of) the City Pt. 06

by neolim on Sep 29, 2020
Fetish

The days since Holly's adventures at "The 1000 Lays" were mostly peaceful. Maria even managed to take Holly to a movie theater and watch a whole movie. To Maria's surprise, Holly kept it together and made it through the whole thing with no difficulty at all. "It's because of that night, Maria," Holly explained, "I came so much back then that my body is focu...

Cruel Bitches

by chatbug on Sep 17, 2017
Fetish

Bert kneels on the floor in front of the sofa, nearly naked. A cock cage encloses his soft, limp dick, and keeps it that way. His hands, handcuffed in front of him, were cupped under a large glass ashtray. His ankles were locked together with metal ankle cuffs. He gazes up at Shauna, the young goddess tormenting him. He loved looking at her shoulder length b...

Holly and (What's Left of) the City Pt. 02

by neolim on May 12, 2020
Fetish

Holly walked out of Ashley's house and hung a left down the street. She loved the feeling of cool air on her bare skin. Sirens still sounded in the distance while she walked to the bus station. On her way there, she noticed the street was mostly empty. Every now and then she noticed some random person running in the direction she just came from while screami...

Hollene - A Day at the Beach

by neolim on Oct 6, 2020
Fetish

Holly planned on spending the day with Maria, but life got in the way and Maria had to take care of a ton of paperwork at city hall after Holly's last sex adventure. Holly didn't mind going herself but after her last visit there, the mayor of Titania issued a restraining order preventing Holly from visiting there again. Feeling her body needing some additio...

Jay's Sex Club Adventures Ch. 23

by WhiskeyIsGood on Sep 14, 2017
Transsexuals & Crossdressers

"Lisa...what are you doing here?" I couldn't believe my eyes. It had been such a long time, I had honestly almost forgotten all about her. I never expected to ever see her again, and I don't think anyone else expected it either. Despite what we all expected, she was standing right in front of me and she looked exactly the same as she had before. "I just go...

Make Me

by emmav on May 15, 2019
Humor & Satire

His powerful hands gripped firmly to Holly's hips as he drew back and pushed immense pleasure deep into her. An aching moan slipped from her shuddering lips while her back arched with each plunge. The taut cords of his broad chest and tempered abs tensed as he drew back, and again, entered her tight warmth. Holly's eyes rolled and shut tight; never had she e...