Chapter One
I guess that I was slow to get into sex. Growing up as a teenager in the naughties, one would expect that I would be fucking away like a rabbit from the age of around 14. But it was on the eve of my 18
th
birthday before I found a fellow student willing to let me have access to her body. As first times go, it was nothing to write home about and our relationship faded away shortly after. But at least I got that male virgin thing out of the way.
Then followed many months more without actually fucking. Oh sure, I enjoyed some touchy-feely with several girls, but I just seemed to go out with females who were not about to put out without some sort of commitment.
It's kind of weird, but my first really meaningful sexual encounter was with an older woman ... she was my mum's best friend. In our family, to my siblings and I, she was always called Aunt Jane as we were growing up. She wasn't really my aunt, not a blood relative, thank goodness. But when we were kids, Jane and my mum thought Aunt Jane was a good moniker for a gregarious woman who was even closer to us than any real aunt would have been.
Aunt Jane is my mum's age, now just past forty, and they had been best friends since high school. Whenever we had a family function, Aunt Jane was the first there and the last to leave. When my brothers and sisters and I were pre-teens, she would lead the party games, getting down on the floor on her hands and knees, even unconsciously flashing an inner thigh, a triangle of panties without concern.
I was 20 when I came home from college for the holiday season. Mum and dad had a dinner party this Saturday night. I wasn't part of their dinner and I had gone out with friends, but it was a dull night. The guys that I grew up with were just goofing around, doing stupid stuff, so I was back home by 10.30.
I dropped by the living room to acknowledge the 8 people there. I knew most of them, all friends of my parents. They had finished dinner and were just sitting around chatting. I didn't linger, just said "Hi all" and disappeared up to my room.
I scanned a few porno sites on my laptop, then stripped off and clambered into bed, electing to beat off my by now solid core of meat, so I could relax enough to sleep. Now I don't claim to have one of those super sized cocks, but I have to admit to it being a very solid 8 inches erect ... and thick too.
It took me most of my teenage years before I realised that not all guys had that much length stored in their pants. Only a few months ago, I had been making out with one young woman and she had exclaimed shock when she felt it hard within my trousers and insisted on taking it out to check its size first hand. She set out to convince me that what I had was a gift that I should be proud of. From then on, I found myself sneaking a peek at the other jocks in the showers after sports training or at the gym.
After doing some surreptitious research, I decided that this observant young woman was quite right. Not many of the other guys in the sports teams measured up to my cock. It gave me the confidence to strut around naked a lot and to chat up a lot more girls. My sex life began to look up.
So here I was, at home for the holidays, in bed at 11 on a Saturday night, one hand holding the sheet up while my other worked up some pace, stroking my hard-on toward some much needed hand relief. Now, you would think that any person other than my mum or dad, would knock before entering a 20-year-old boy's room. Well, not so my Aunt Jane.
She flung the door open in her customary cavalier style, bursting through it, "So my lovely Jamie, how are you? Is it good to be home?" She got all of that out in the time it took for her to make it from the door to the side of my bed, with the sound of the door slamming shut behind her becoming a punctuation mark for her words.
I, of course, abandoned my strokes immediately, my hands straightening down by my sides, the sheet floating down to cover my body. But that result was worse than being sprung wanking off, because the sheet cascaded down and tented very pointedly over my stiff and vertical erection, a wet stain immediately showing from the pre-cum on my cock tip.
It appeared that Aunt Jane was suddenly confused, unsure where to look. Her smiling face was taking in mine, but I could see her attention drawn to the wet-tipped totem pole that drew the sheet up around its prominence. "Oh dear, my timing's out, isn't it Jamie?"
I am sure I was red-faced, I know I felt hot and flushed, but that may have been due to how close I got to cumming, "Yeah Aunt Jane, you could say that. I wasn't expecting anyone to come."
"Other than you," she retaliated in her amusement, reaching out a hand and stroking it affectionately across my forehead, pushing back some strands of my hair, "I am so sorry, Jamie, I should have knocked. You're a big boy now and I should respect your privacy." Then, trying to lighten a tense situation, she added, "I just wanted to see my favourite boy, hear how he's doing at college. Are you studying hard, meeting lots of girls?"
I saw her eyes wander back along my sheet-covered body to stare once more at the shape of my hard-on, "Oh dear, I bet the girls at college really go for that." Then obviously realising what she had just said, she added, "Oh Jamie, pardon me, that's not a decent thing for your Aunt Jane to say. But it looks like you're a big boy now in more ways than one."
She giggled at her inappropriate double entendre. I didn't know what to do. There was no way that I could will it to go down in anything under 5 minutes, such was the effort that I had put in to raising it to its maximum length and girth. I considered rolling onto my side, but that seemed to be a stupid thing to do now that she had already noted its size.
To my shock, Aunt Jane reached a hand out and folded it around the sheet at the head of my cock, squeezing it firmly. "Oh my God, I'm your mother's best friend, I shouldn't be commenting about this, but you are very well endowed, Jamie."