Naive Girlfriend Stories

59,899 results
Orientation
Length
Source
Infinite Scroll

My Slutty Prom Night

by writemarksmith on Sep 25, 2017
Group Sex

I had been a pretty popular girl my first three years at high school, but I never had a boyfriend. I had guy friends, but I was always more of a 'pal', part of the gang. Even though I was almost a year older than many of the kids in my class, I was rather naive. I thought about boys and sex, but really had no experience. This all changed when my tits develo...

A Morning Surprise Encounter

by MacHill on Sep 12, 2017
Erotic Couplings

Jack felt frustrated because his girlfriend did not want to have early morning sex with him before she went to work. At thirty-five years old his sex drive was still interminable as an average teenager, if not insatiable. They had sex frequently and last night was enough for her, since at six-thirty in the morning she still felt sore. June complained he was...

Groped at the Company Party

by ret123 on Sep 26, 2017
Exhibitionist & Voyeur

I was a senior in college at a small southern university when I met Donna. Donna was an eighteen year old freshman who had grown up on her father's farm and went to school in a tiny little town. I immediately fell in love with Donna. She was a slim girl with giant blue eyes and dark brown hair. She was smart, sweet and had big friendly smile. However, the fi...

In Olden Days

by robinhod on Aug 18, 2017
First Time

This is my first attempt at a stand alone story as previous efforts have been extensions to another writer's work. As I don't have a writer's imagination I've had to rely mostly on memory. I do like to hear from readers, even the illiterate uncouth idiots who proliferate on these pages. You know who you are. * My name is Tim, I was born in 1938 so this al...

New Wife Island

by Javalar on Aug 24, 2018
Miscellaneous

"A holiday?," you ask. "Yes, just for you. A whole month!" You flip the pages of the classy and elegant brochure and can't suppress gasping. As the young wife of a multi-billionaire, you are used to luxury, but the pictures you see are still breathtaking. The location looks beautiful, the sunsets are stunning, the resort seems to offer ev...

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What A Surprise!

by TrueByAdam on Dec 10, 2019
Group Sex

It was the deep winter of 1979 - and winters in Cleveland can be abysmal. And yet, there was a ray of hope, even though the spring flowers were weeks away. Backgammon was the game of the time, and I was playing by the fireplace against Brenda. Laura, my girlfriend, was a few feet away, moving the stones on the board against Brenda's husband, Jeff. The stake...

Andy to Amy

by JustPeekin on Sep 16, 2017
Transsexuals & Crossdressers

"Why are you staring at my knickers?" I jerked upright. God, I really had been staring at her knickers - not the ones she was wearing, sadly, but a pair on the floor, presumably yesterday's pair. They were perfectly normal white knickers with little pink flowers on them and a tiny satin bow on the front - unremarkable in every way other than they were right...

The Wedding Ch. 01

by kinglem on Sep 16, 2017
Transsexuals & Crossdressers

The characters in this story were introduced in another series "Cancelled Date Night". This story is designed to be self-contained so it is not essential to have read that series first. However, if you care to get a more rounded view of the characters and see what led to the events of this series then you should read that story first. ***** Dave was start...

Beebe and Petey Ch. 01

by Valendon on Sep 14, 2017
First Time

BeeBe and I lived out Aristotle's definition of friendship: "A friend is one soul which dwells in two bodies." For a bit over 6 decades we were best friends and best lovers-the kind that knew everything about each other. I'm not exaggerating a bit by using "everything!" We knew each other's best and worst moments, our embarrassments and joys our habits, our...

My First Wife

by davyred on Sep 15, 2017
Loving Wives

This story is about my first wife, it happen awhile ago so I told it as I remember it. We are no longer married, but this had nothing to do with our parting ways. I had been in the Navy for ten years when I met and married Shari, who was getting out of the Navy after doing three years. Shari was a 21yr. old cutie with shoulder length red wavy hair, pale ski...