How I lost my Virginity

This story is how I lost my virginity and to who.

Chapter1.

I was seventeen years old, shy, okay looking, no girlfriend ever, and wanking myself silly every chance I got while looking at my brothers old cunt mags, and especially the pics in the readers wives section.

I desperately wanted to lose my cherry but my shyness made it difficult for me to talk to girls my age to form friendships, and saying that a relationship was not my main goal at my age . Getting my hand inside a girls knickers was.

Then one day at work while in the canteen at break time I heard a guy on the next table talking about an escort site he had found on the internet where you could pay to get sex.

Needless to say I made a mental note of the name of the site and later in my bedroom I typed into the search bar the name, and up came the site, and he was right, there in front of me were pictures and profiles of women from eighteen to into their sixties advertising to supply sex for money.

I felt myself getting a hard on as I delved further into the site and realising this was how I was going to be able to go to bed with a woman and have my first real fuck.

The next evening I went on the site again with the intention of finding someone to fuck for money. I live some 7 miles from the city and knew it pretty well so used that as a filter to find an escort. Four pages of escorts came up offering different services and different prices and I started to go through them one by one till all of a sudden one profile picture literally stunned me. Not by the beauty, but the fact that I knew her.

I looked again, it surely could not be her, but it did look like her and my eyes inspected the face on the screen, seeing the bare cleavage and the outline of her bum as she lay looking into the camera.

I felt my heart pounding with excitement and my cock getting hard in my pants and I started fondling myself, rubbing my balls through my jeans as I clicked onto her gallery pics. Yes it surely was who I had thought. I was seeing pictures of my old school chum Stuart,s Mom. I had once been to their house and I remember her in the kitchen doing just Mom things.

I was one of the gang of mates there to pick him up and she hardly looked at us, just saying have a good time. I remember I wanked myself off that night remembering the sight of her arse in her jeans.

And now I am in my bedroom seeing her in leather high heeled thigh length boots, black bra and panties smiling at me. I unzipped my jeans and pulled my now almost fully hard cock out and started wanking myself as I clicked another pic of Mrs Gardner. This showed her on her knees, hips straight with her hands on them, legs apart fully naked.

I looked at her hanging tits,34B according to her profile and her dark protruding nipples facing me and imagined suckling on them. I started wanking myself harder automatically as my eyes wandered down over her belly that had stretch marks from giving birth, to the top of her thighs and I could see her outer cunt lips either side of her slit.

I then knew I wanted to have my first sexual experience with her and I ejaculated at that realisation, my sperm pumping out of the end of my cock as hard as I had ever cum at the thought of fucking my mates Mom..

Chapter 2.

2 Days passed as I planned how to do this then I was ready.

I went on the site and sent Mrs Gardner, or Chantelle as she calls herself on her profile a message asking if she was available the next day during the morning and waited. Several minutes later my phone pinged.

“Hi babe, how long for?” the text read.

I replied an hour.

“Free at 10” came the reply

“10 is good, where?” I sent back.

She sent back the postcode and said it was a hotel and to text her when outside and she would then send directions and room number.

I replied okay and also bravely for me, texted if she could be dressed in just panties when we meet.

The reply was “sure Hun” with a smiley emoji attached.

I felt faint with nervous excitement at what I had just done.