First Time Pegging Stories

351,034 results
Orientation
Length
Source
Infinite Scroll

Her Lessons Begin

by Genevra on Sep 13, 2017
BDSM

We've spoken on the phone, and you've told me that you want to meet me at a local hotel. "I want our first meeting to be somewhere neutral, so you're comfortable, but not TOO much so," you said. "Be there at 6pm -- sharp. There will be a key for you at the desk. Let yourself in, and follow the instructions I've left for you." I'm nervous, but I willingly a...

Furniture Store

by donaldd1963 on Sep 17, 2017
Loving Wives

We just bought a new house and my wife of 8 years is still excited. Along with the new house came promises of sex beyond a mans wildest dreams. My wife stopped at a high-end furniture store for a couch we had been looking for some time now. I was at the hardware store picking up paint when she called. "I found the couch I wanted, can you come in your pick-...

New Guy in my Life

by YoursSINSerely on Sep 17, 2017
Non-Erotic

I have a new guy in my life! Finally, I've met him and is he ever special. I've been divorced for 31 years, now. I've waited all this time for this perfect guy to show up. He's been like a dream come true. I met him on the internet, of all places. I had told my daughter I was going to start searching the web and signup on some of these dating websites. Ther...

Not My Type

by Faleena on Jul 14, 2020
First Time

I was sitting at my desk when I saw him walking towards me he smiled at me and I smiled back, he's kinda cute I thought, but definitely not my type, my type is tall, brown hair and a great mustache, the kind of mustache you want to feel brush up against the inside of your thigh. He was shorter than I like and blond, but he did have a sweet smile and a nice m...

Coma Ch. 02

by DG Hear on Sep 16, 2017
Romance

Coma: The Sequel At the end of my story 'Coma' there was a twist thrown in. I will begin the sequel from that point. If you haven't read 'Coma' you might want to read it first to better understand the story. A big 'Thank You' to Linda62953 for editing my stories. **** I woke up and suddenly realized I had no idea where I was. I looked around the room and...

Woodsman Ch. 02

by jott50 on Jun 4, 2018
Romance

Sault St. Marie isn't what is commonly known as a big city. It's main attraction is as a tourist attraction, the only throughway for shipping from Lake Superior to the rest of the Great Lakes and home to an engineering college. My reason for choosing it was that they had a small shopping center with a number of stores and boutiques that were away from curiou...

Letting the Genie Out of the Bottle

by DesignationWolf on Sep 11, 2017
Sci-Fi & Fantasy

As we began packing up my grandfather's things after the funeral I looked at his old bottle collection on the top of the mantle over the fire. For years he had collected all the obscure glass bottles from soft drinks and beers from around the country and world when he travelled. Some went back as far as WWII and while most would see them as junk I saw them a...

The Bastard Ch. 01

by H. Jekyll on Sep 14, 2017
Novels and Novellas

Chapter 1 : The Game I saw her again today, just this evening. It's a small world, I know, especially our little world, but that's twice now, in a week. If I didn't know better, I'd think she was setting them up, going to places she thinks I'll be, but I do know better. She can't stand me. I tried not to look at her, or even to notice her too much. I can...

Wife's first MFM becomes MFMM

by strycat on Sep 25, 2017
Loving Wives

Carol and I had just finished putting new exhaust manifold gaskets on the boat so we decided to take it out on the river for a test run. After years of helping me fix my toys, she has become a great helper with fixing my cars, motorcycles and the boat. Her first husband needed help changing a light bulb, so she was surprised that she understood how these thi...

Wylvren Apprentices Ch. 01

by Argon_of_Tithes on Dec 29, 2017
Sci-Fi & Fantasy

"It's not fair!" "What's not fair?" Bren's head appears upside down as he hangs from his bunk to see what his roommate found so unjust. Shae watches his grey eyes fall to bare dark nipples before drifting across her dark bronze skin to her crotch where her long brown fingers were entwined in her dark curly pubes. "You got to plough Dessa's sweet arse and a...