This is the first in a planned series of stories that will document my progression from being an innocent teenage virgin to the 45 year-old cock-crazed cum-slut that I am today. This is generally a true recollection with some minor embellishments.
Constructive criticism is welcome and if there is a positive response to this story I will follow up with some memories of my time at university.
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I will start my story a few weeks after my 18th birthday. I had dated various boys before then, but was still a totally inexperienced virgin.
I had started dating a new boyfriend, Alfie, and on our second date he had asked me to fondle his cock. I had felt it press against me when we started snogging on our first date, and I had rubbed my pussy to orgasm after returning home from that night, so I was quite turned-on by his request this time.
As his parents had gone out for the evening, we were in his bedroom having a kiss and a cuddle and I could feel his cock pressing against my thigh through our clothes.
I reached down and stroked the outline through the thin fabric of the shorts that he was wearing. I felt a familiar warm buzz in my pussy as I became bolder in my actions. Putting my hand inside his shorts, I closed my fingers around a hard cock for the first time. I was mesmerized by the way it felt, so delicate, yet so hard. I slowly stroked up and down, but it was still somewhat constrained by his shorts.
Alfie obviously sensed that things were moving forward, and had started stroking my inner thigh, pushing my short skirt upwards as he did so. I had involuntarily moved my legs apart, which he had taken as an invitation to move his hand further upwards. He reached my panties and started to rub my pussy through them. By this time they were very damp. As he pushed the fabric to the side, I felt a man's finger explore me for the very first time.
So it was that two inexperienced teenagers experimented with each other for the very first time. I pushed his shorts down and stroked his cock faster, interpreting his moans to mean that he was enjoying what I was doing. Whilst I was doing this, Alfie slid his finger in and out of my pussy, not realising that it was my clit that needed to be the centre of his attention. This situation was obviously not going to last long, and as he gave a loud groan, I looked down to see jet after jet of creamy white cum spurt from the throbbing purple head of his cock. He lay back on the bed, and I held onto his cock that was still dribbling more cum with each throb. Cum was everywhere, all over my hand, his t-shirt, my t-shirt, my thighs, his thighs and quite a pool on his bed.
We were both a little embarrassed about what had happened, but he then suggested that we clean the place up before his mum and dad returned. So quite a few tissues were used to get rid of the evidence.
That night, as I lay in bed, I thought through all that had happened and started playing with my pussy. I was soaking wet and pushed my finger deeper into myself than I had done before. At that moment I decided that I wanted to feel a cock inside me and started to work out my plan.
My friend Debbie had confided in me that she had lost her virginity about 3 months earlier, and since then she always had a packet of condoms - or rubber johnnies as they were known in England at the time - in her bag. After telling her of my plan to have sex with Alfie she readily agreed to give me a couple but with a promise that I share all of the gory details with her afterwards. I explained that my parents were going out on the next Friday evening and my brother was staying over at a friend's house that night, so it was going to be the ideal time to invite Alfie over for the evening.