My First Time Stories

356,662 results
Orientation
Length
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Infinite Scroll

Popping Ronnie's Cherry

by Grey Beard on Sep 19, 2017
First Time

I was walking past a line of shiny antique automobiles at the Benton County Fair when I spotted a 1919 Model A Pan Automobile that was manufactured in Saint Cloud, Minnesota. It was very innovative for it's time and had a feature that allowed cross country travelers to fold down the seats into a bed for the night. As I looked into the windshield, I saw the r...

Five of Spades Ch. 04

by Willupboss on May 21, 2019
Loving Wives

Chapter 4 Ace of Hearts takes Five of Spades NOTE FROM AUTHOR: Here is the fourth and final chapter of my little tale. Originally it was five chapters but several readers told me that my chapters were too short so I combined the final three chapters into two making each of them a bit longer. Hope you enjoy reading it as much as I enjoyed the writing of it....

First Meeting: Her View

by Cute Joy on Sep 2, 2017
Erotic Couplings

This is one part of a two part work - one story looked at from the male and female perspective. The other part - First Meeting - His View - has been written by Bucksman. * I stop the car at the cottage gate, instantly recognizable from the photograph. The directions had been excellent and I had made good time on the journey, although I had set off early to...

Lost Virginity and Boy Did It Hurt

by Natalie3442 on Aug 31, 2017
First Time

My name is Natalie and this is the story of how I lost my virginity. I can best describe it as great pleasure followed by great pain. I was a virgin up until my second year in college when I had just turned 20. I hadn't even dated much, and when I did go out it was more of a platonic type date rather than something hot and heavy. I preferred to spend my time...

Two F***ing Years at University

by MrsJ on Sep 12, 2017
First Time

Hello, I'm Sarah. I'm a university student. A student almost at the end of her second year at university. I'm also quite sexually active - and not always from choice! I was thrilled to be accepted to university - one sited away from home, in a town that is predominantly a 'university town'. I was naïve when I enrolled - and probably still am. One of my f...

My First Time

by betterthanexpected on Sep 13, 2017
First Time

These are all true stories and everyone involved is of consenting age (18 years +) but names have been changed to protect those involved, including myself. These stories are accounts of my sexual experiences and will have some lead up before the good stuff to get the situation and mood just right. Please let me know what you think and rate it if you like the...

There's A First Time For Everything

by TheAgent on Sep 13, 2017
Erotic Couplings

Soft. That really was the only word I could use to describe how her forearms felt beneath the tips of my outstretched fingers, my arms wrapped around her body as we road the elevator up the two floors to her apartment. I smiled and leaned in to the curve of her neck, planting a single kiss on the top of her shoulder. I could've sworn I felt an actual spark...

You Never Forget Your First

by ReedRichards on Jul 27, 2020
Loving Wives

This story continues with the characters from my Angela series, in the Romance category, but you do not have to read those four chapters to understand this story. ___________________________ "OK, well, I'll see you this afternoon," Stephanie said as she got up from the table at the Student Center Cafeteria. We'd just had a late breakfast/early lunch, but s...

My Second Time

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

I hope you've been enjoying my previous stories thus far. As you know (unless you HAVEN'T read them) my stories are short, true, and to the point, so you may enjoy them that much quicker without reading long drawn out writings. So here is another true story for your enjoyment. This was my second time (well, technically my third, as the first guy fucked me...

My First Bottom Experience

by NoLongerCurious on Jun 4, 2019
First Time

I never thought of being with a man until I was 45. It was the internet that sparked my curiosity. I first discovered shemales on the internet and was very aroused by men sucking shemale cock. I realized that cock was really hot and I wondered if it might be fun to suck one. That lead to a nervous craigslist encounter with a very nice guy who lead me patie...