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Sissyboy takes a fist…

Posted on Jun 29, 2017

I really think that this video on Xtube of me fisting Sissyboy deserves more love…he’s come a long way since he first took a fist with me. https://www.xtube.com/video-watch/Sissyboy-takes-a-fist-30826121...

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Sharing the Sissyboy

Posted on Aug 27, 2015

I’m a sharing person. For example, when Joel was feeling horny before work I invited him around to get blown by Sissyboy. They both enjoyed it – and I hope you do too. I’m sure that Joel would have much preferred being the boy being spit roasted but a pre-work blow job isn’t a bad way to start your...

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Sissy Angel

Posted on May 28, 2015

Some nice pics I took of Sissyboy during a recent session. He’s an amazing guy in and out of bed.  🙂  I really liked the bondage we did on the bed – simple but looks great. Also look how he becomes more radiant the longer the sessions goes – a hard fuck really does wonders for him. Other great thing are his low hanging balls – very few boys can be on their hands and knees with their balls resting on the bed…...

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Sissyboy in the sling…

Posted on Aug 15, 2014

I really enjoy my sessions with Sissyboy. He has one of the best asses you will ever have the pleasure of fucking. He can take a pounding and loves every second of it.  🙂 Five star ass.  ...

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Sissyboy in Leather

Posted on May 28, 2014

I really love it when Sissyboy comes to visit. This was his first time experiencing my new leather restraints…. ...

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Sissyboy’s Electro

Posted on Feb 4, 2014

I’ve been posting a few more videos to X-Tube on my account there. A quick demonstration of what happens when you put electro into Sissyboy’s ass. All the movement is entirely involuntary – he is fucking himself due to the pulses of the current.  🙂 http://www.xtube.com/watch.php?v=fvsrD-G285-...

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Sissyboy and the Ass Lock

Posted on Dec 20, 2013

A short clip from the video that Sissyboy and I made while we were live on Cam4.com….. Yes that is a very large ball on the end of the ass lock!  🙂 This ass lock is just about perfect for Sissyboy – the ball holds pressure on his prostate and the cock ring makes his cock look awesome....

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Cam4 Adventures with Sissyboy

Posted on Dec 19, 2013

I really do love working over Sissyboy.  I’m going to take credit for his cock sucking ability because over dozens of sessions I’ve been able to teach him to blow me exactly the way I like. His mouth is just magic.  🙂 In this session, broadcast live on Cam4.com, he blew me, I fisted him, inserted massive toys into him, flogged him, spanked him and generally had an awesome time. We got to several hundred viewers – which he really enjoyed. He’s definitely an exhibitionist. As well as broadcasting the session, we filmed the whole thing with two HD cameras – so the videos will need to be posted at some point as...

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Let’s put on a show

Posted on Oct 22, 2013

An interesting night. I had long thought about getting a web cam that wasn’t integrated into my computer so I could show people what I got up to. My tech savvy little ranga piggy friend came shopping with Sissyboy and I. We found a perfect wireless web cam. We had dinner, came home and installed it and it seemed to be working fine. The tech savvy little ranga piggy then headed off to the under 30s night at the local sauna while I prepared for a session with my two playthings for the eventing – Sissyboy and Tut. Sissyboy went to prepare for the evening by showering and douching and he was lounging around in a white towel as we waited for Tut. When Tut arrived he was blindfolded before he got through the door. Normally I tease boys...

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Electrifying Sissyboy

Posted on Aug 8, 2013

It had been far too long since I had played with Sissyboy and I was looking forward to his session. We met at Manhaus where he helped me select some new, and quite massive, ass toys. We grabbed a bite to eat and then headed home where I showed him some scenes from some recent fisting sessions. He headed off for a shower and to prepare – aided by the shower-shot fitted to my bathroom. Being a considerate master I also popped into the shower briefly to ensure my cock and balls were clean and fresh for his tongue to worship. After he returned to the living room I showed him a particularly hot scene of me fisting a teenager. I parted the white bathrobe I was wearing and slightly spread my legs. He knew what to do. Within...

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Punch Fucking An 18yo Surfer Boy

Posted on May 30, 2013

I’m going to try and put into words the session I had last night. Even as I commence to write I know the chances of capturing the intensity of the session in a blog post is an impossible task. Which is kind of disheartening. It was quite simply one of the hottest sessions I’ve ever done and I wish I could do it justice. I think I’ve described Riley, the hot eighteen year old beach boy before. He’s physically perfect. What makes it even better is that he is a really nice guy as well. He’s a very sexual person. He’s taken the time to stretch his teenage hole so that getting fucked is pure pleasure for him. This involved him siting on a bowling pin for years until he was finally able to slide it into him. The...

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Teasing Teens – Part 2

Posted on May 24, 2013

This is the video I tormented a hot 18yo boy with….that’s Sissyboy in the sling…when you look back at how hard it was for him to take his first fist you realise how much progress he has made....

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Teasing Teens

Posted on May 24, 2013

I’ve been tormenting a cute teenager who doesn’t live in Melbourne. He’s 18 and fucking adorable. He reads the blog and I’ve been teasing him by sending him photos of sessions. Recently, I’ve started face timing him during sessions…it’s worth it for the look on his face.  🙂 Here is what he wrote about the session…. Andrew sent me a photo of Sissyboy with a mouthful of cock and asked if I was free to face time, boy did I make myself free, he called me and my heart raced as usual, when the picture came up he was filming sissy boy sucking him off, and boy was he going for it 😉 after a long sucking and Andrew showing off Sissyboy’s body and ball stretcher, Andrew put Sissyboy’s balls in a device which flattens his balls, then went...

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Suspended Fist – Part 3

Posted on Apr 4, 2013

I probably should give you a summary of what happened after the other boy involved in the session had to leave. I untied Sissyboy and took him for a walk downstairs at Club 80.  I was dressed, he was naked apart from his collar and harness. The lower level of Club 80 is a cruising area. We wandered around and I sat on a bench and he started to give me an excellent blow job – I really have trained him very well, his mouth is just about perfect. If you ever have an opportunity to put your cock in his mouth, I highly recommend it. Before long, a crowd had started to gather. Club 80 generally attracts a range of people, but the guys who were gathering around were all younger than around 40. Sissyboy started going from...

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Suspended Fist – Part 2

Posted on Mar 27, 2013

At one point during this session, Sissyboy was hanging from his wrists and ankles with my fist lodged in his ass and he complained his wrists were getting sore. I replied “Most people would be complaining about the fist in their ass”.   hehe A few more pics of the session….with a lot more to come. ...

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Suspended Fist – Part 1

Posted on Mar 27, 2013

I had a fun session last weekend at Club 80 in a private room. It involved Sissyboy and an English sub who I play with from time to time.  Before I tell you what happened – and show you the photos – I thought you might like to read it from the perspective of the English sub who wrote it up…. “Be at Club 80, Peel Street. Sunday 8pm. We would not be alone.” It is strange going to a place you don’t know, in a City you barely know, to be used by a man you are only starting to get to know. It is the latter thing that takes the inhibitions away – that and the inbuilt desire to be used that serves as my compass between bouts of unflinching normality. I jumped on the tram. I...

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Tut and Sissyboy get tormented

Posted on Mar 21, 2013

As promised, here are some pics of Tut and Sissyboy being worked over together.  🙂 I thought it was really interesting when their balls were tied together and I was dripping wax on. Sissyboy became very docile and relaxed and enjoyed the experience – he enjoyed the warmth and it became almost a soporific experience for him. However, as soon as the wax started to drip Tut got rock hard with excitement.  Experience – very different...

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Leather & Sissyboy

Posted on Mar 17, 2013

Some more pics from a recent session with Sissyboy and another guy…..I’ve sent the other photos from the session to the other guy and we’ll see if he lets me post any of them. It was a good session – having two assess side by side to spank and paddle was fun. It was great to glove up and use one hand on each of their asses. Also fun to tie their balls together and drip wax on them, mummify them together and use a range of other implements. Fingers crossed you get to see a selection of pics....

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Leather Fun

Posted on Mar 14, 2013

I thought that you might like to see this new leather restraint I got in New York on my recent trip. It comprises a waist band, with cuffs around the thighs, wrists and elbows. This is Sissyboy modelling it.  It will be perfect for keeping boys helpless while I do a range of things to them.  😉  I got it at the Leatherman and they were good enough to add a lot more holes to the various straps so that they can fit anyone from twinks to bears.  See how exposed and helpless Sissyboy’s cock, balls and nipples are? *evil grin*...

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Good sex and bad sex, I’ve had them all, and my dear, I’m still here

Posted on Mar 12, 2013

Thank you to my regular readers for their concern – I’m fine and the only reason I haven’t posted lately is that I’ve been busy. Really busy. Sissyboy has embraced ass stretching and is now spending at least a small part of each day with a giant toy up his ass. His fist lessons are going really well. He can now take a hand and have it rotated 180 degrees inside his butt. He loves it so much. 🙂 I’ve met an Egyptian pain puppy who has now done sessions both with Sissyboy and the cutest blond 20yo baby bear you will ever see. If anyone has any suggestions for how they would like to see Sissyboy tormented please let me know. Always willing to hear suggestions. I still have tales of NYC to share with you and more...

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Second Fist for Sissyboy – Part 2

Posted on Jan 30, 2013

Here are a few pics of Mitch and Sissyboy – this is what happened before I got my paw into Sissyboy’s ass.  ...

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Second fist for Sissyboy

Posted on Jan 29, 2013

Well that didn’t take long…. Sissyboy came back for another session. We had a hot threeway with Mitch – who was wrapped in plastic and tape and lay there helpless as Sissyboy sucked his cock and balls while I played with both of their nipples with my violet wand. I rolled a condom down on Mitch’s cock – and Sissyboy rode it while Mitch lay there helpless and unable to move. Then it was into the sling for some sissy ass stretching. His ass was a lot tighter than his last session. Sometimes you can just tell when an ass is going to cooperate. But nonetheless I was able to slide my hand into his tight hole. ...

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Sissyboy gets Fisted – Part 3

Posted on Jan 22, 2013

You requested it – and here it is.  Not viewable on some mobile devices….  This is Sissyboy taking his first fist – don’t worry that the camera above doesn’t quite capture it – I’ve included the footage from a second camera at the end of the clip.   🙂  The fist locks home at 4:14 – and that’s when you can hear me say “you got it”....

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Sissyboy gets Fisted – Part 2

Posted on Jan 22, 2013

The photos of Sissyboy with the fluro cable ties on his cock are pretty hot.  It’s probably worth reminding people that cable ties can be dangerous and should be used carefully! As you can see in these photos I had two pieces of rope laid along his cock. This meant that when it was time to cut them off I was able to get my scissors  between the rope to cut the cable ties off. In a worst case scenario i could also put my scissors through the rope to avoid cutting his boy bits. It also meant I could pull on the rope and cause a range of sensations (the rope was looped around his balls). So fool around with cable ties but make sure you think ahead – and never leave them on for long. And here...

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Sissyboy gets Fisted – Part 1

Posted on Jan 21, 2013

Wow – what a night….Sissyboy finally took my fist. It was a really special moment. I knew a couple of minutes before it happened that tonight was the night – everything just felt right. He was giving perfect feedback so I knew what he was feeling. When it was time I told him to reach down and he felt my hand as it slid into his ass and locked into place. Of course, we didn’t just fist… Before I share the fisting videos and photos I thought I should start with showing what is possible with the box from my 27 inch i-mac and a box of cable...

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What does Sissy Boy and the Tardis have in common?

Posted on Jan 20, 2013

Newsflash – After many years of effort and practice, Soxster is proud to announce that Sissyboy just took his first fist. And the great news is that we got it on film. Fantastic! Feeling very proud. 🙂 Photos and movies to come. His reaction was incredibly hot. 🙂 As he said, his ass is now like the Tardis – a hell of a lot bigger on the inside than the...

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Four-way Fun – Part 4

Posted on Jan 12, 2013

The third boy into the sling during the four-way was Biramaye. He had a good ass stretching and a pretty decent fucking. ...

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Four-way Fun – Part 3

Posted on Jan 1, 2013

Mick was second into the sling…Biramaye was nice enough to suck him while I worked Mick’s ass with stainless steel toys. After Mick blew a load over his stomach, Biramaye licked up every...

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Four-way Fun – Part 2

Posted on Jan 1, 2013

The first boy into the sling was Sissyboy. He loves having his ass abused…the other guys watching me work over his butt got really excited knowing they were next.  😉  The ass lock had a massive ball on it – it was so much fun fucking his ass with the...

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Four-way Fun – Part 1

Posted on Dec 30, 2012

What better way to spend an evening between Xmas and New Years than to get three horny boys, two cameramen, and direct some hot sex (joining in when required to make it a four-way). Biramaye, Sissyboy and Mick came over for some fun. Some hot three-way action was followed by them taking turns in the sling – which was decided on the basis of scissor, paper, stone. Make sure you note the tower of asses that I spanked. It was a lot of fun.  🙂  Here are some photos from the first part – before they got into the sling and I worked all their asses with a tonne of...

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