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Charlie’s Challenge

Posted on Dec 9, 2015

In a few weeks Soxster.com will take another step towards becoming a global enterprise, and it’s going to mean that I won’t be able to see Charlie for quite some time. This is obviously a less than ideal situation so Charlie is coming to visit for three days (and nights!). I can’t wait. He knows that I’m looking forward to the long weekend and I think he’s a little nervous. He’s not a teenager anymore – but only just barely. He asked me to write a paragraph that he could read when he gets nervous thinking about our session. I think most readers have worked out that Charlie is a very special boy to me. He’s simultaneously shy and strong – an enchanting combination. I don’t need a paragraph to explain what I’m going to with him this weekend...

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We are the cartoon heroes…

Posted on Jun 28, 2015

I’ve been commissioning more cartoon art again….this the adorable Charlie.  🙂 It’s based on a photo I took of him when his cute 18yo ass was in a sling at the Gatehouse. It was the first time we’ve met.  🙂  I’m going to be lucky enough to plow his cute ass over one last weekend before he turns 20. So here’s to one last teenage fuck….and the hundreds to come beyond...

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Charlie’s Adventures

Posted on Aug 12, 2014

In previous posts I’ve talked about Charlie’s weekend with me in Melbourne. Here are a few pics of what happens when a hot eighteen year old decides to fly in for a weekend…. Oh, and because he lied about his age the first session, I decided to remind him that he was 18 by taping it onto his mummified body and taking a picture.   😉 Whoever ends up with this boy is a lucky, lucky...

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Everything is awesome!

Posted on Aug 4, 2014

After our first encounter at the height of summer I knew that I wanted to see Charlie again. The heat had prevented us from doing everything we had wanted to. He had also later confessed that he had lied about his age and was 18 rather than 19 – in the mistaken belief that I would prefer someone slightly older. I was quite enamored with Charlie. A thin baby bear with a beard and a light covering of fuzz. Someone who is intelligent but also worries too much. In other words, pretty similar to me at his age. Only more adorable. I could recount all the amazing moments we had together over the three nights he spent with me, but to break the weekend down like that seems a little clinical – and I’d like to focus on how...

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The 2014 Annual Cock Sucking Awards (the suckees)

Posted on Aug 3, 2014

Early in Charlie’s visit I told him that he was one of the best cock suckers I had ever experienced. He laughed at me – and didn’t believe me. He didn’t think an eighteen year old who had only blown five people would even be in the running for such a prestigious honour. But he is. His technique is awesome. The difference is that he is, above all else, trying to please. Some boys just shove your cock in their mouth and assume because you’re hard and in a hot, wet place then you’re having a great time. So many boys try and cram as much of your cock into their mouths as possible – rather than trying to do what feels good. Charlie listens to your reactions and adjusts his technique. He pays attention to the foreskin, head,...

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How Charlie learned to stop worrying and take the cock: Part 3

Posted on Jul 29, 2014

As promised, here is the third part of Charlie’s recollection of our weekend adventure together.  Stay tuned for another post with some photos from the session and my perspective on the weekend.  I had an amazing weekend with him – and I can’t wait to see him again.   😉 The penultimate day of my Melbourne weekend opened similarly to the previous day, with a morning of snuggling and sleeping that ended at nearly 2 in the afternoon. After grabbing a quick bite to eat, we returned to the apartment, for what Andrew promised would be a hard ride in the sling. Now, I want to re-establish just how bad I am at assplay. Because I’m so lazy, and haven’t practiced at all, I can’t take very much, meaning that even though I like assplay, that shit hurts, yo....

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How Charlie learned to stop worrying and take the cock: Part 2

Posted on Jul 21, 2014

I’m still on a high from Charlie’s visit to Melbourne.  🙂  If you happen to like intelligent, adorable, eighteen year olds with amazing cock sucking and cock cuddling abilities, then Charlie is just about perfect.  He will be back in Melbourne in September – and I can’t wait. After easing into it on the first night, day two got off to a slightly late and less intense start. After our late night, Andrew and I stayed in bed and snuggled until around 12:30, at which point we were joined by a mutual friend, and we left the apartment for a nutritious lunch of waffles. After a brief walk through Melbourne, we returned to the apartment, and were left to our own devices. Unsurprisingly, Andrew couldn’t keep his hands to himself, and we were soon naked and making out on...

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How Charlie learned to stop worrying and take the cock: Part 1

Posted on Jul 17, 2014

I had a great weekend with eighteen year old Charlie.  There was kink, there was cuddles, there was kink combined with cuddles (kuddles?) and lots of good times.  Here is the first part of his write up of the weekend. After three nights of snuggling, my bed has felt quite empty since he left… Recently I took a weekend off from my busy schedule of doing nothing and sleeping during the uni holidays to travel to Melbourne and spend some time with Andrew. This being just our second meeting, I was slightly intimidated at the prospect, seeing as I was spending the entire weekend in his apartment in the city. Still, I wasn’t about to let the opportunity slip through my fingers, especially as our last planned meet in April was derailed by an unfortunately timed illness that Andrew...

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Charlie’s Weekend

Posted on Mar 4, 2014

I’m having a great time in America at the moment – but I have something to look forward to when I return to Australia. Charlie will be flying to Melbourne to spend a full weekend with me. Adorable, sexy and eighteen years old, it’s hard to imagine a better way to spend a few days. I asked him to write up his expectations for the weekend – and here they are. In a couple of weeks I’m heading back to Melbourne again. Andrew has graciously offered to host me at his place for a weekend, and has asked me to write up a few things I’m hoping or expecting to do over the course of the weekend. I was going to write out a whole list of things that I wanted to do, but I quickly realized that I,...

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Charlie the Wonder Sub

Posted on Feb 13, 2014

Well I had an very good evening with Charlie – that stretched into the next day. I don’t normally have boys stay the night, so that fact I did shows that it was a VERY good session. Not as hardcore as I normally do but that’s because the weather was insanely hot.  🙂  Here is Charlie’s recollection of the session – pics to follow.  😉 I’m really looking forward to playing with his teenage ass for a full weekend. A few days ago, I was finally able to meet Andrew, who I’d been chatting to on and off for a month or so. I hadn’t had a meet for a couple of months, so I was pretty keen to play with him. As a visitor to Melbourne, I found it a little difficult to navigate the city, and after...

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Climb Every Mountain

Posted on Feb 10, 2014

When I was younger I went rock climbing with my school. There was one section that was an almost totally smooth granite rock face. I couldn’t even begin to see how someone could climb it. There just weren’t any hand or foot holds. The instructor showed me something incredibly cool. I was blindfolded and led to the wall. Over the next ten minutes I scaled a fifteen meter rock face, feeling my way up inch by inch. Locating the handholds in the rock until I reached the top. Taking off the blindfold at the top I abseiled back down and tried to work out how I had done it – and I couldn’t. It just wasn’t possible. Ledges that feel large when you are blindfolded feel impossibly small when you look at them. I’ve learned to use a similar...

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Charlie’s Virginity

Posted on Dec 6, 2013

I was really impressed with the story that Charlie wrote about his first kink experience, so I asked him to write up the experience he had when he lost his virginity.  Enjoy! I lost my virginity to a friend of mine when I was a teenager. A bit of background information; when I was younger, I played a fair bit of basketball for a local district team. The guy’s name was Jared, and while he was relatively attractive, he was very plain looking, with dark brown eyes, dark hair, and few distinguishing physical features making it difficult for him to stand out. Where he did separate himself from the pack was with his sporting ability. Captain of the cricket team, best and fairest winner for the football team, star of the basketball team; the guy was talented. We went...

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Charlie’s First Kink Adventure

Posted on Dec 3, 2013

Well I think we have a new Soxster boy.  His name is Charlie and he’s 19 and cute as hell. Unfortunately he doesn’t live in Melbourne, but he will be visiting soon.  But I asked him to write up the first time he had very kinky sex and he has submitted the following. He has a real talent for writing – so I’m going to set him the task of writing up a few more of his adventures – and submit a few pics as well.  🙂  Hope you enjoy it. I’m looking forward to enjoying him when he’s next in Melbourne.  🙂 I’ve been asked by Andrew to provide a write up of a BDSM experience I’ve had the past. A little bit about me; I’m 20 year old pseudo-redhead (think pale with freckles, but with basically brown...

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