Jill’s Story

Hi my name is Jill. This story is about my own personal discovery of sex, how I embarked on my journey of sexual discovery and, especially, how thoroughly I’ve enjoyed that journey so far!

It was in the early 1960s I felt the first stirrings of an interest in sex. I can still vividly remember a particular incident, when I was in my early teens, when something happened that alerted me to a curious difference between boys and girls. Since I’d been very young I used to, usually on a Saturday morning when we didn’t have school, pop into my brother’s bed with him for a play fight, talk about books, gossip and other trivia. My brother, Richard, was a couple of years older that me and never seemed to mind a ‘visit’ from his ‘baby’ sister. On this particular occasion I’d put a magazine that I’d brought with me at the bottom of the bed and in the effort of stretching out to reach it noticed something hard that I’d knocked against.’What’s that?’ I asked. ‘What’s what?’ he replied. ‘There’s something hard in your bed,’ I said. Richard had turned bright red, ‘Oh, that!’ he spluttered, ‘It’s my torch. I use it for reading under the covers at night.’ I thought nothing more about it, at the time anyway. But I couldn’t get it off my mind. It didn’t seem it could have been a torch . . . so what could it have been?

Shortly after that, Richard, started to get a bit coy about letting me join him in his bed on a Saturday anymore. I was a bit sad about that but my mum just said it’s quite common for boys, and girls, to move on in their lives and change as they grew up.

Several months after that curious incident with Richard a cousin of ours, Nick, came to stay with us for a few months whilst his parent’s, my aunt and uncle, had to go abroad for a while as part of their work. I was now in my mid teens I guess. I’d started to masturbate. From what we girls used to talk about (and guess about!) I was now pretty certain that I knew what Richard’s ‘torch’ really was — an erect cock!! I used to fantasise about having been allowed to see it and feel it. It seemed like a missed opportunity that may never be repeated. How wrong I was. Nick was about 4 or 5 years older than me and I kept noticing how he would keep looking at me especially in my chest area where my breasts were starting to grow sizeably. I could have been embarrassed but I wasn’t at all. In fact I felt quite empowered. One morning I was getting ready for school and as I stripped off my nightie I noticed, in my dressing table mirror, Nick peering at me through my slightly opened bedroom door. Naked, as I was, I tried not to turn a hair and, pretending I’d never seen him, continued to dress. On went my navy blue regulation school knickers, my bra, my vest, shirt, tie and, finally, my cardigan. I briefly moved out of Nick’s view and, unseen to him, advanced towards my bedroom door. Pulling it fully open in a flash, I said very matter of factly, ‘Oh, hi there Nick!’. My eyes were immediately drawn down to his groin where there was no mistaking my first hard cock. Nick spluttered as I pulled him into my bedroom and closed the door. ‘So, what are you up to. As if I couldn’t guess,’ I lied. ‘Nothing,’ replied Nick, ‘I just happened to be passing.’ ‘No you weren’t. I was watching you as I got dressed. I wonder how often you done this without me noticing?’ I said. ‘Please don’t tell your mum. They might throw me out!’ he pleaded, ‘I promise I won’t do it again.’ ‘Now that would be a shame,’ I said, ‘I can think of a better solution. Now take your hands away from your cock? Prick? Penis . . . whatever you want to call it and let me look at it.’ Obviously, the shock of being caught out by me had had a rather detrimental affect on the size of it but it was fantastic to see one ‘in the flesh’. ‘Where you masturbating at my bedroom door?’ I asked. ‘Yes. I’m sorry but you just look so very sexy I can’t help but watch you and think about you and, yes, as I do that my cock does get very excited I’m afraid and I just have to rub it.’ ‘So do you have a cum – is that what they call it? — does stuff come out of the end of it and everything?’ I enquired. ‘Usually, I have to scoot back to my bedroom, grab my hankie, and cum into that,’ he replied. ‘OK,’ I said, ‘When I get back from school tonight I think we’ll need to take things a little further. In particular I’ll need to see your cock erect, please. Then I’d like to see you rub it. And then to see your cum come out. OK? Otherwise, I’m sorry, I’ll have to tell mum.’ ‘Oh, don’t do that, Jill. I’ll do anything you want me to do. That’s a promise,’ he pleaded.

The whole time I was at school that day I couldn’t really settle and the day seemed endless. My mind was definitely elsewhere and my pussy was both swollen and very wet. I’d never known it like that before. When I got back home Nick was in the house on his own having just had a couple of lectures that day at the College he attended. My mum was out visiting her mum and my brother was at football practice at school. ‘OK, Nick, you still up for what we agreed this morning?’ I asked. ‘Yes, I suppose so,’ he replied hesitatingly. ‘Off we go then.’ I said and we went up to my bedroom. ‘Right,’ I instructed him, ‘Off with your clothes.’ He slowly removed everything and I got up lovely and close to his cock which was, rather disappointingly rather soft. ‘Well,’ I said, ‘Usually I get changed when I get home — but you may know that already — so it may help your cock to get swollen if I took some of my clothes off. Would you like that?’ He nodded his approval of my idea and so I started to remove some of them. I slipped out of my cardigan, took my tie off and undid, and removed my skirt. Sitting on my bed in blouse and knickers seemed to do the trick. ‘Now, that’s better,’ I remarked as Nick started to stroke his cock. By now it was magnificently huge. It’s tip was getting very purple whilst the rest of it was getting a very angry red. ‘I’ll need to get a hanky or tissue to cum into,’ he said. I pulled out a hanky from by dressing table drawer and, going very close to his cock, said, ‘Should I try and catch it?’ ‘You can try,’ he murmured, ‘But it can spray anywhere sometimes!’ With that I noticed the hole in the end of his cock suddenly open and out squirted all his white spunk.