A Bareback Rider – Pt 03 – Ayla

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by Cristiano Caffieri

The one great thing about being a writer is that you can write yourself into any story, make love to the most beautiful women, live any lifestyle you please, you can even be a time traveler if you so desire. That’s what I’ve decided to do, write myself into a continuing story where I delve deeply into my past and make it a lot more interesting than it really was. The women who ignored me, rejected me and embarrassed me better watch out – I’m cumming for you!  

The Story Begins

It’s hard for those who did not live through the fifties to understand the way people regarded sex. I don’t think one guy in my high school had had actual intercourse. As a young man in those days, it wouldn’t have been easy to go into a Drug Store and ask for a packet of condoms. They weren’t kept on display, it meant having to ask for them and they were put into a plain paper bag before they were handed to you.

Girls were terrified of getting pregnant, there was a real stigma attached to it, and parents would be shamed by all the family and neighbors. To counteract this couples who did cross that forbidden line were quickly married off and seven months later a “premature baby would be born,” and face was saved – well to some extent.

My mother was very strict and preached to me all the time. It was not considered proper to be alone with a girl and even at school we had separate areas for recess and ate at separate tables for lunch. Consequently, in spite of being desperate to cum, boys were almost as paranoid as girls.

When I was quite young my mother and I used to spend the odd weekend at her friend’s house who lived some distance away. She had the one daughter Ayla, who for some reason we’d called Brim. I loved Brim in , on one hand,  way, she was full of life and laughter, but a bit oversexed.

She was about four years older than me and very curious about the pleasures of the flesh. Her mother, seeing no danger in our relationship used to bed me down in Brim’s room. Although we were in separate beds on opposite sides of the room Brim would start whispering dirty things, asking me to feel her vagina and wanting me to slip it in her.

Although I did sneak a feel, and she fondled my balls a couple of times, I was scared shitless. As a matter of propriety, the door was always left open and I was aware that my mother might peek in at any time, this was not the right atmosphere to embark upon your first piece of ass. However, years later I felt almost guilty at turning down the advances of such a wonderful girl. She must have felt quite slighted. When they moved to another area quite a distance from us I didn’t see her again until she was in her late twenties, engaged to be married and as beautiful as ever.

Now at an age where I regret every opportunity for sex I ever missed, I thought it only fitting that I should travel back in time to that night when as a teenager, I’d missed what might have been, the greatest fuck I’d ever had. That’s something I just couldn’t continue to live with.

The house was quite that night, apart from my mother’s snoring.  She was sharing a room with Brim’s mom a short distance down the hall and I knew from experience that she was a sound sleeper.  I though as long as Brim and I didn’t create too much noise we were safe.

“Would you like to feel my crack?” whispered Brim in the darkness.

“I don’t think that would be a good idea, someone might wake up.”

“I can shut the door, I don’t have to worry about my mother she’s a sound sleeper – what about yours?”

“She sleeps like the dead I,” I said.

Brim tiptoed across the room and very quietly closed the door, then she came over to my bed. I sat up and ran my hand under her nightdress until I reached her small perky tits. She took a deep breath, caressed my head and kissed it.

When I began the process of taking off her nightdress so that I could suck on her nipples she helped and then wriggled out of her panties. As I sucked and fondled with one hand I moved the other between her things rubbed gently on her hairy mound, she opened her legs a little so that I could explore her with my finger. I inserted it very slowly into her tight little cunt and grabbed onto my shoulders as if her legs were getting weak and she needed support.

Still licking furiously I poked my finger deep inside of her and moved it around in a circular motion, then I just eased it out and gently played with the lips. Her crack was very wet and I had the urge to run my tongue in it. I turned around on my back, put my feet up the wall and slipped my face between her thighs,

It was a strange position but she didn’t complain and I flicked my tongue up, down and sideways until she began to tremble, and breathing heavy, in a very low voice she said,

“Cris, I’m cumming.”

The next thing I know she’s rubbing her cunt across my face, even my nose was sliding in amongst her pink folds and I was having difficulty in breathing. I was still in my PJs but she quickly leaned over, pulled the cord and took hold of my dick, then she knelt on the bed with her ass in my face and plunge my it into her mouth. My foreskin rolled all the way back as my cock disappeared down her throat. With her finger and thumb on one hand working my cock her other played with my balls, I was in a complete state of ecstasy, I wanted to cry out, “That is so fucking good,” but I had to remain silent. If my mother had walked into the room at that time she would have had a stroke.

Brim let me cum in her mouth, I wasn’t expecting that, I really didn’t know what to expect from her. I wasn’t sure if this was her first experience and I wasn’t going to waste time asking.

Once I regained my composure I struggled out of my PJs and we lay naked side by side, kissing and fondling each other. When she grabbed onto my dick and whispered, “Do you want to fuck me Cris?” I said, “Yes, Yes, Yes, and laying her on her back I parted her legs and prepared myself for that wonderful feeling you get when you slip it into a warm, well-lubricated hole for the first time. It’s like driving a new car off the lot, and in this case, it turned out to be a Rolls Royce.

Even though I had always managed to navigate into a new pussy I had a bit of a job finding my way through the hair and into her tight little quim, it was like fucking a mouse’s ear, in the end, I guided it in with my hand.

I’d often dreamed about what it would be like to fuck my pretty vivacious friend, now after countless years I had turned the clock back and I was living the dream. I began slowly, hardly burying the head of my cock in her crack then I paused and bent over to kiss her tits and rammed it all the way in. It’s crazy when your dick’s encased in that heavenly recess you think you’d like to keep it there forever but your need to cum outweighs all other considerations.

Brim obviously felt the same way and started rubbing the cheeks of my ass vigorously as if she was impatient. Placing my hands on her tiny tits I began to pound her pussy mercilessly. The bed head started to bang against the wall and without breaking pace I grabbed a pillow and stuck it behind the rail. It worked and I continued to ram my dick into her until I could feel my balls beginning to stir and the next moment my cum is moving up and shooting into her tight little cunt.

The next day I fucked her again leaning on a tree in some woods at the back of the house, and then we carved our names in it. And, although these time travel experiences are erased from the people I come in contact with I was tempted to go back to that spot some years later, and there a plain as ever I could see the names Brim and Cris, the only difference was, someone had drawn a heart around them. THE END OF PART 3

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The characters portrayed in these stories are fictional and any similarity with persons living or dead is purely a product of your own imagination.

Copyright Cristiano Caffieri 2017. You may not sell, license, sub-license, rent, transfer or distribute any part of these stories or the photographs herein in any format, or claim ownership.

 

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