Last night I had an awesome session with Sissyboy. He is definitely one of my favourite boys. He is well trained and knows that when he arrives he is to stand with his back to my front door with his eyes closed ready to be blindfolded and dragged inside. Normally I strip him naked and make him worship my cock but I decided to mix things up a bit for this session. I pulled a full leather hood over his head – no eye holes, just some small holes for air – and dragged him inside. I stripped him naked and after feeling him all over and teasing him, I dragged him into the bedroom. I decided to fit him with suspension cuffs – cuffs that have three straps on each hand that can allow a guy to swing by his wrists (well at least until he begs to be let down). I used this because they restrict hand movement and I wanted Sissyboy to feel totally hopefully. I pushed him into the sling and clipped the cuffs into place.
Normally I finger and loosen boys up. But Sissyboy likes pain. So I rolled a condom down onto my cock and squirted some lube onto his balls and watched it drip down his crack. I rested my fat cock against his hole and pushed. He groaned and moaned as his ass stretched, and finally gave way, and I pushed my cock all the way in. I started a very rough fuck. As the lube distributed itself around his ass, my strokes became smoother and I fucked him harder and harder.
It was an insanely intense fuck and lasted for about half an hour. I really enjoy fucking him – he moans and groans – and when I’m pounding exactly the right spot he goes fucking nuts and begs for more.
Eventually, I decided to take a break from fucking and I tied his legs back so that his ass was open and exposed. I lit the candles and started dripping wax on his ass. Sissyboy has had wax dripped on his ass before – but never after it has been freshly fucked. His puckered ass that had been stretched open was already tender ever before the wax started to fall. After giving his ass, cock and balls a good covering I pushed a candle into his ass. I sat back and watched as the wax dripped down the candle and onto his ring. In order to keep the candle in, I needed to tape it in place with some blue duct tape.
After covering his cock and balls with even more wax, I sounded him for the first time. Even though I used thin sounds, he really didn’t like it. He begged me not to continue but he didn’t use the safeword. I looked hot and I really liked his moans.
With the wax hardening on his ass I was able to pull it off in a few large pieces and slide my cock back into his ass. With a candle in each hand I fucked him while dripping wax all over his cock, nipples, balls and chest. I really, really enjoyed this. The best part was when I had two candles in one hand and I was jerking him off, while fucking him, while dripping wax on his cock. Half the wax hit my hand, rather than than his cock – but as I jerked him, the hot wax rolled over his cock. As the wax got hard it solidified and fell off as I stroked him – only to be replaced by new wax.
This went on for ages – at least half an hour. I then dragged him out of the sling and brushed the wax off him. He shivered as I did so – his skin was really sensitive. I then amused myself my burning off some of his chest and stomach hair with a lighter before bending him over the bed and fucking him doggy style, then on his back, and then doggy again before lying back and letting him suck me while I fingered his ass. I then fucked him some more, and then blew a massive load down his throat. I love the fact that Sissyboy blew his own load within about five seconds of me shooting.
That’s an all too brief summary of a session that went for three and a half hours. 🙂
