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Emily and the surprise

My friend, Jack Bennet, and I had been close since Kindergarden, we were like two brothers. We spent most of our spare time together and had now reached the ripe old age of 14.
We’d both giggled and shared our time through puberty and had no shame with each other. We had often “beat off” in each others company, staring at the latest porno mag we’d got hold of or looking at internet porn pictures.

Jack’s cock was long and thin, like him,although it appeared to be longer than mine, because mine was much thicker, my stature mirrored my cock, shorter and stout, it was the same length, yes, we had measured each other. Never had we touched each other or even thought about it, we just enjoyed being “naughty”, quite comfortable being naked and “wacking off” together.

However this time was different. Jack had been asked to babysit his little sister Emily, when his parents went out with a group of friends. They wouldn’t be back till late so Jack and me had the house to ourselves, apart from Emily of course but being only 10 years old we reckoned on her being in bed early. This gave us both a chance to raid his dad’s porno collection.

Emily was a cute little girl, I’d known her since she was born and although she could be a pain in the ass, sometimes, she wasn’t a bad kid. She had long blonde hair that hung in ringlets to her shoulders, not very tall but was now developing puppy fat around the places women were supposed to “broaden” out. She’s even started to develop breasts. I’d noticed when we went swimming, that she had started to fill out the bikini top, though only just, that she insisted on wearing. Her smile would stop an army at twenty paces and her sparkling blue eyes seemed to smile as she gave her wide eyed little girl stare.
I’d never thought of Emily as anything other than a sister until….

Emily, at Jack’s command, went and took her bath and went to bed. This was unusual as whenever I had stayed over and her parents told her to go to bed, she had always made a fuss and bother and gone very reluctantly. This meant that me and Jack could raid his dad’s den. We made our way into his “private” room and rummaged around in his drawers. Jack suddenly shouted “Mother load” as he raised his hand in the air, clutching a wad of DVDs. We quickly rifled through them, Jack pulling out one called “Teen Whores”. The picture on the front had a collection of young girls on the front, they barely looked in their teens, despite the bottom of the DVD stating “all models are 18 yrs or over”. Jack smiled broadly, “This one” he said as he pushed it into his father’s DVD player. We both sat on the small sofa, in the den, and waited for it to start. Like most Porno’s there wasn’t much plot and soon there was a collection of, very young looking, girls naked and playing with themselves, a guy came into view and started to fuck each one in turn. This gave me and Jack the nod to pull down our shorts and start playing with our, now swollen, pieces of meat.

We sat, our arses pushed forward on the sofa, stroking our hands up and down our respective cocks, Jack noticeably breathing deeper and harder than I was, he was really getting off on this one! Jack, his face starting to contort in ecstasy turned his face to me and stopped pulling his cock. He suddenly asked me“Have you ever had anyone else wank you off?” I stopped too before looking at him, instead of the screen and replying “No, you know I havn’t”. Why he had asked I don’t know as we had always, as far as I knew wanked off together. “Ever thought about it?” He asked. I pondered on where this was going to lead. I’d never had any gay leanings but didn’t want to upset my friend either. I looked down at his cock, his hand wasn’t now wrapped around it and it was sticking up proud, straight in the air. I let my grip go as well, my cock mimicking his, sticking up in the air of it’s own accord.
So there we both were, silent, porn playing on the T.V. screen and cocks waving high in the air like two snakes being charmed.

Jack slowly slid his hand onto my cock, wrapping his hand around my shaft and giving a little squeeze. It felt great, the first time anyone else had ever held my cock, even if it was a guy. Jack started to slide his hand gently up and down my cock shaft, rubbing his thumb over the tip. If I hadn’t been so surprised at what was going on, I would have probably shot my load there and then. Jack motioned his head, silently instructing me to take hold of his cock and return the favour. I tentatively placed my hand around his hard-on, it felt weird holding another guys dick but as Jack continued to pump me I started to do the same to him. After all it was just like having a wank with your own hand, it was just your best friend’s was hand doing the work, I tried to rationalise the situation to myself.

It was then that I became aware of another presence in the room. Somehow Emily had managed to sneak in and behind the sofa. “Not fair!” she suddenly screamed. It took my by surprise and I jumped up off the sofa. I didn’t even have the presence to hide my cock in my hands and just stood there, stark bullock naked, facing Emily, half hidden behind the sofa, with my cock on full display. Jack, very nonchalantly, just turned his head to his sister, behind him, and said “Sorry sis…what took you so long?” I was flabbergasted. In my confusion I still hadn’t covered up and now noticed Emily, biting her bottom lip and those eyes, those beautiful blue eyes firmly fixed on my cock.

Jack broke the ice, patted the sofa next to him and beckoned his little sister next to him. “C’mon sis, sit here”. Quite obviously this was a set up! “What’s going on?” I asked my friend. “It’s o.k” Jack replied “Everything’s cool”. Emily literally plonked herself down next to her brother, still with her eyes fixed on me, she took hold of his cock, her hand sliding almost on auto pilot onto his lap. “C’mon” Jack gestured me to sit the other side of Emily, “She’ll do you to”. Needless to say I had questions.
“How long has this been going on?” I enquired. Jack gave me a big smile and a wink, “She caught me last week and being curous and all that, well things led to us, kinda, you know”.
Emily was wearing just a loose fitting Tee-shirt, I had noticed, as she had made her way around from the back of the sofa, that it barely covered her butt cheeks, clearly she wasn’t wearing panties, made all the more obvious as she sat, knees apart, next to her brother. I could just make out the slit of her pussy, all bare. The first real girls pussy I had ever clapped eyes on. I sat next to her, she smiled and took hold of my cock, in her other hand. Her small hand wasn’t big enough to wrap all the way around my shaft and it felt cold, however I had a girl holding my cock, a pretty girl holding my cock, even though she was only 10!

Emily dutifully stroked her hands up and down our respective cocks, it was clear that it wasn’t the first time as her pace and rhythm were just right.

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