A version of this has been posted before, but I took it down for an extensive rewrite.
Harry is a bit of a hapless hero, one to whom things happen rather than the other way around. He's easily distracted, especially by a good looking woman. Women seem drawn to him, so he gets a lot of distraction! 'Naked Summer' covers the time between his leaving school and all his friends spreading across the country to got to Unversity. Like most 19 year old males, he is as horny as hell so spends the summer getting as much sex as he can. There is a lot of sex in this story. some explicit, some less so. Harry is wanting to try everything and pretty much succeeds. Everything is in it -- first time, older woman, threesomes (MMF and MFF), a hint of incest (not acted upon), anal sex, oral sex, voyeurism. The threesomes include MM, and FF sex as well as the obvious.
Later stories will cover his first year working, and his time in a most unusual job... (No spoilers, but watch this space...)
My first time
I've never had a problem finding sexual partners. I started early, when I was still at school. It was then too that I developed my taste for older women. I really got going though a little bit later. It was mid July, my 'A' levels were over and I was done with school. I was hanging around with my friend Ann in her garden. We had been friends since we were about 8 or 9 years old. Her Dad was long gone. There had been some scandal at the school where he taught and he had disappeared from view when she was only about five. All the time I knew her, she lived with her mother in a huge house only a few streets over from me. The garden was huge too, especially for two 9 year old kids.
Even at 9 she had an 'I don't give a shit' attitude, which I was immediately attracted to. Most of the scrapes we got into in those early years were her idea, but I always seemed to catch the blame. Her pretty smile and big green eyes usually managed to give the impression of innocence without actually having to lie. She got away with a lot over the years with that smile of hers.
Despite all the usual problems of puberty we stayed friends. Her attitude to life meant she didn't get caught up in the usual angst of teenage girls. She was a great athlete too, representing the school in both athletics and football, which gave her some standing with the teenage boys independent of her being drop dead gorgeous.
We had snogged a bit over the years, but somehow it had never gone past that to dating. Neither of us had ever had proper sex. Well, technically I had, once. That was with a recently divorced friend of my mothers at a barbecue party soon after my 18th. She was drunk and started groping me, then dragged me back into the house and jumped me. I didn't know how to react, so I let her make all the running. I came very quickly, so it wasn't very satisfactory for either of us. When I came she whimpered in frustration, then pushed me away and fell asleep on the bed. I rearranged her clothing as best I could then left her to sleep it off. I told Ann about it, without saying who the woman was. Beyond that I had never got past a couple of clumsy hand jobs. Ann's experience was I think even less, although she was never short of boys trying to get into her knickers.
Now though, things were changing. She was off to University in September and we would be separated for the first time in years. I wasn't entirely sure if University was for me so I had decided to take a year out first. We were sitting in the garden talking about what lay ahead when she dropped the bombshell.
"I'm off to Cambridge in September. You'll be off working. We won't see each other for long periods. That's going to be really odd and I'll miss you, but I want to make the most of my time away from Mum's beady eyes and that means sex. I'm a virgin as you know, but I don't want to lose my virginity in some drunken fumble after a party. I want to do it carefully and deliberately with someone I trust, someone who won't send me home with my knickers in my pocket once they've got what they wanted. I'm not going to go through university closeted away.
She took a deep breath.
"Harry, will you be my first? I trust you, we get on well and you have never tried to take advantage of our closeness. In fact you have never shown any sign that you even find me attractive. I know I am, so I guess I'm not your type. Neither of us have ever been jealous have we, when we've gone out with other people? Oh god, I'm rambling on, I was just going to come out with it."
I didn't quite know how to respond. My first thought was of course, 'hell, yes!' When my brain caught up with my cock, though I realised there was a real possibility of ruining our friendship by bringing sex into it. She saw me hesitate.
"I'm sorry Harry, I've ruined things haven't I? You don't fancy me at all do you? That's why we've never gone out together."
