Coming of Age with My Straight Babysitter Who Became My First Gay Lover

It was in the summer a few years ago now. I was sixteen years of age. I knew all about sex, gay, bi and straight but I had never experienced anything, not even a peck on the cheek. Well of course, the only reason I knew about all of this stuff was porn sites. But as it came to the midpoint in the summer holidays where I was so bored of just being babysat while the rest of my family went out and enjoyed their lives, I took it upon my naive self to do something about it.
At sixteen, I was starting to see the last signs of puberty. My balls looked a little bigger, but were still bald and my pubescent cock had a few hairs no longer than half a centimeter above it and it was still pathetically tiny. But still, while I was on my own I would never stop jerking my little white dick – I loved it, I was close to considering myself as a borderline solo nymphomaniac. My babysitter was named Joe, but I just always referred to him as Mr. Babysitter. He didn’t mind that at all and he was always kind. At the age of 48, he had become well respected and trusted within the community as a single man; we only lived in a small village. He was not especially fit or handsome but nice all the same. This nice personality made the nights go a little faster as we sat up and watched my films. Occasionally, after being sent to bed would walk back down the stairs and cuddle in with him on the sofa and watch the more adult TV – as long as I promised to go to bed after. It was nowhere near the porn i had watched by far, just passionate kissing, a few signs of copulation here and there and the occasional breast was shown. That was a normal, regular night.

Around mid August when the light is there till around 10 O’clock we would do exactly the same again. However as I came down the stairs one night and pushed the door open gently to the lounge I saw his dick, he was sat jerking to an episode out of some gay porn series that included bukkake, anal, massage, cross-dressing you name it – it had everything. I watched that night from the door, not the TV, him. His dick was beautiful and I wanted it. So very much, that night I played a lot, more than i ever had done in a night and explored my anus too, I enjoyed that feeling even more. That night he came in at around midnight before my family were due to come back at 2. He would usually go home this time. He knocked on my bedroom door and asked if i was awake – I responded with a noise not usually heard outside of sexual activities. He walked in slowly and sat on my bed, at the lower end; he asked if I was okay and why I did not come down to sit with him. Then as i could take it no longer I told him everything I’d seen that night, what I saw, how i was confused about it and most crucially of all, his dick was beautiful. From that he stood up and said “well you know about playing, and I have just played with myself, maybe we could do it together possibly, you know I have you all of next week when your parents go away for their honeymoon” and with that he walked away slowly, with the feeling that he was content, even then I knew he could sense that I liked the idea of being gay with him.

That following week felt like an eternity and as I played more and more especially with my ass as the anticipation grew it finally came to Friday night. My parents went away for the week to catch their late night flight and he came into my room and said “hello babe, have you been thinking about me?” of course i nodded but he said “okay then, well I’m very tired and I’m sure this week will start well in the morning”. I somehow thought that night was an anticlimax but as he walked away into the hall of the house I saw the shadow of his bulge in his trousers, I knew from then on, what was to follow would feel so much better in the morning.

It came to the morning and the atmosphere was very awkward, I woke up at half 11 so there was very little of the morning left. I was very excited to play with Joe and have some fun – of course he didn’t know that i knew so much about sex, especially gay sex. When I look back I think it was the constant acknowledgment that he was playing with a boy far underage that made him get cold feet.

So throughout that day i looked to him in constant curiosity about when he was going to start. It came to 7 O’clock and it was still very hot. I was playing in the pool in my shorts hoping to entice him a little when I heard him say “dinner’s ready”. So i rushed to my towel and half dried off before I turned around to see him topless in his jeans and he calmly stated that he thought it would be nice to enjoy dinner outside for a change, i saw this as logical but i caught on he had become at least mentally, aroused. I sat there for around half an hour with him eating looking in each other’s eyes and playing footsie. After we had finished he took the plates in and i decided to try and relax in the pool before drying off properly as he took a seat on the lounger just next to the pool.
The back garden which was enclosed so no one could see or hear in which i thought gave him a sense of security. After yet another half hour of trying to entice him i got out and started to dry off. I was in a loose pair of briefs trying to make him notice my crotch as I went to put my leg up on the chair on the opposite side of the table to where he was sitting to tie my laces and then he spotted my flaccid cock popping out the bottom of the underwear which pushed him over he edge. He mentioned it to me by saying quietly but clearly “are you going to let that peep at me all day baby?” At that point I finally knew I had him horny and with I slightly lustful grin on my face I went over to his chair and put my leg up so my dick was protruding again and asked him if he wouldn’t mind bending over to do my lace up for me and so he did. His face got really close to my cock as he leant over. On the way down he stuck his tongue out and it brushed against

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