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 had.

After somehow surviving my cheap Jetstar flight without coming down with a bad case of explosions and death, and catching the Skybus into the city, my churning stomach was calmed at the sight of Andrew waiting at the bus station for me. My initial reaction to him was similar to that of my previous meeting with him, mainly along the lines of “Holy shit, he’s tall, he should play basketball” and “Man, he’s sexy, why can’t he just live in Perth?”. A brief bus ride and walk through the rain later we were suddenly in his apartment.

Not being one to hold back, Andrew quickly stripped me down to just my socks, and I stood shivering and vulnerable in front of him. Apparently pleased with what he saw, he quickly closed the gap between us, pushed me hard up against his door, and locked his lips to mine. Having not actually hooked up with anyone since the last time I was in Melbourne with Andrew in January, and having been (by my own admission) an atrocious kisser, I was slightly nervous about disappointing him again, but he seemed happy enough with my technique. In my (incredibly limited) travels, I’ve always found that making out, particularly at the start of sessions, is a pretty good way of calming me down. He slipped a blindfold over my eyes, and without my sight I tried to focus on the feel of his lips against mine, and his tongue occasionally slipping into my mouth. It was at this point Andrew found an activity he enjoyed even more than kissing; biting my lower lip, and pulling away. This was repeated a lot of times over the weekend, not that I didn’t enjoy it.

After a few more minutes of kissing and nibbling, he pulled away, leaving me standing blind and naked by the door. I felt slightly awkward as I stood there, and I could hear him fumbling away deeper in his apartment. After a minute or two I was suddenly pulled away from where I stood, and roughly shoved onto my knees. My blind fold was removed, and I was instructed to remove the clothes of a seated Andrew. After a few moments of struggle, I had him stripped down to his underwear, and I could see the bulge of his cock. This is when I began to feel excited, as this was what I had come for, to serve him and make him feel good. After receiving permission, I slowly began to tug down his briefs. Although he wasn’t yet hard, his cock was still quite large, and I knew I had a monster on my hands.

Remembering the instructions and advice I received in January, I started off by running by tongue over his balls. Andrew loves getting his balls licked, more so I think than actually having his cock sucked, and I was rewarded with several ecstatic moans of pleasure. Again, I get off more on having someone else enjoying themselves and getting off than I do actually getting sucked or whatever myself, so hearing Andrew’s cries spurred me on, and I began to work his balls harder with my tongue, slowly moving further and further up his cock. I could see and feel his cock beginning to swell, and by the time I reached the tip he was already basically completely hard. I immediately pushed the entire thing into my mouth, and could feel it at the back of my throat. From there I basically just gave him a typical blowjob, alternating between sucking his balls and swallowing his cock, while making sure to keep my hands busy and remembering the little tips he gave me last time I was in Melbourne. At any rate, based on the sounds he made, he enjoyed it, and he told me later that I was a gifted cock sucker, even breaking into his top 5 (EVEN THOUGH I STILL SWEAR HE’S TAKING THE PISS. I’ve literally only sucked, like, 4 cocks in my entire life)! If that’s not something to put on your resume, I don’t know what is.

My plane had gotten in very late, so by this point it was already almost 1:00 in the morning. Andrew dragged me up for another quick smooch, before dragging me off to his bed for a snuggle. We did every snuggling position known to man, from him spooning me, to me spooning him, to me lying on top, to me cuddling in with my head on his chest, all the while with me playing with his cock and balls and him teasing and playing with my ass. After maybe 30 minutes of this, Andrew dropped the bombshell; he wanted to try and fuck me. Now, again, I’m super inexperienced, and am absolutely awful at assplay, so the thought of trying to take his massive cock was pretty frightening. Still, after a quick shower and clean, I found myself lying face down on his bed, with my hole exposed and ready for fucking.

The next hour went in a very slow cycle. He would rim my hole in an attempt to relax me, which slowly got me loosened up, and would then stick his cock in. Every time it seemed he got a little further in before it was too painful to take. However, on the third or fourth try, he slowly pushed and worked it into me, before he suddenly stopped, for no apparent reason. Perplexed, I asked him why he stopped, and it dawned on me that I may have actually succeeded in my quest to take the cock. It was at this point that I asked the infamous question “Is it in?”, not because I couldn’t feel it, but because I was stunned that I had actually taken the whole thing. The question may or may not have earned me a slap in the face, but I didn’t feel it, since I was too busy being astonished at my success. For someone who has only been fucked a handful of times, and is too lazy to actually practice assplay, it was an achievement. He was quite gentle in our first fucking for the weekend, only fucking me slowly for about 5 minutes before pulling out and setting down for a night of snuggling. At this point I knew I was ready for the weekend. It was like something had changed within me; something was not the same. I actually felt, for the first time, ready to take a proper fucking in his sling, and felt ready to take on everything Andrew had head first.