Last night “friend of a friend” came over for dinner. For all you guys who say I don’t care about bottoms – well, there are some I care about and I can truly say I love this guy and think the world of him. I’ve fucked him two (or three?) times but I hadn’t been able to cum in his ass… This time I figured I’d give it another shot – I had a 3 day load and figured I should be able to cum this time…

Since my bf was taking a nap on the couch we went into the bedroom where I had pulled out some leather gear I figured he’d be into. Turns out he hadn’t done much of any BDSM before, but he was game. After a quick blow job I put a collar on him. Then I gave him a choice of a spandex hood or a leather hood (he chose spandex). And then once he was hooded I put puppy mitts and ankle restraints on him. Then I locked the puppy mitts together with a really heavy lock. I did this in part to make things less personal and more sexual. I hate to say I tried to make a piece of meat out of him, but if you took a coarse view of it you could say that. I wondered whether the reason I couldn’t cum before was because of the personal connection – so I wanted to remove that from the equation…

It was hot seeing him on all fours on the bed. I ate out his hole for a while and then went to fuck him. Earlier that day I had gone downtown and picked up a new 2 gauge PA to replace the one I had dropped on the sidewalk and scratched one time when I took it off before going through a metal detector. One of the other times I had fucked him I fucked him with a PA – so I knew he was OK with it. I had to manually shove the PA into his ass ’cause he was pretty tight and then once it was in there it hurt a little bit (but not as much as the one time with the black guy a year ago), so I figured I’d pull out, take it off and continue on without it…

When I pulled out it had some shit on it, so I went into the bathroom to quickly clean up. I also brought out a wet wash cloth to clean him up with since he couldn’t do much for himself – being hooded and with no use of his hands…

Long story short, things were difficult after that point. I kept trying different things, but nothing was really working for me… Finally, I sorta gave up, and we just laid next to each other cuddling.

I took off his hood (he was cuter with it off), and had him give me a blowjob (with the PA out). I had one of those spongy rubber cock rings on and got a nice big fat hardon from the blowjob. I had him get back on his knees and gave him a nice long, hard fuck. It went on and on, but somehow “that spot” on my dick that, when massaged just right makes me cum, wasn’t getting rubbed the right way… So after a while I could tell it just wasn’t going to happen – as much as I wanted it to… Finally, I tried with him on his back, but it just wasn’t happening…

We wrapped things up (sexually) and then had a great dinner and sat around (with my head in his lap) and watched a foreign film he brought over… All in all a great evening… I wish I could give him a load, but it seems like it’s just not meant to be…

One of the blogs I read for my day job had this on it… Too funny…

Load 2007-5

Yes, this means I've fucked 8 guys in 9 days…

If you follow the blog you'll remember I posted about an Asian guy who had contacted me on Manhunt who was coming town and was interested in a possible 3-way. Well, we didn't do a 3-way, but he did come over. He was hot – almost the type of Asian jock my bf would be into.

I wasn't really sure what he was up for and what he wasn't, which is why I didn't push too hard for the 3-way with someone I didn't know. But we IM'd just before he came over and it turns out the pics he had sent me with him in leather were more than a passing fantasy… He's versatile and under the training of an Asian dom top back home. From what I could tell he's pretty serious in the S/M scene… We talked a bit about what toys I had to play with (back from 9+ years ago – before I met my bf). When he heard I had a PA he was completely hooked. (What is it with all the bottoms wanting a big heavy PA knocking around inside them?) I asked him if he was into hoods and he said yes… So we were on.

He got here a little late 'cause he managed to get on the wrong subway, but when he came in he was hot – possibly better than his pics. My bf was out walking the dogs. He was a little hesitant, but when things settled down a little and it was clear all was good, I put the hood on him and then took off his clothes. He had a nice body – not all that tight, but still really nice. I also put puppy mitts on him and locked them together with a really heavy padlock. This pic isn't him, but he looked something like this…

I pushed him back, lifted his legs and dove into his hole… And then it hit me – this really bitter taste… It took me a while to place the taste, but finally I realized it was grapefruit. Then I realized what had happened – he was staying in one of the best hotels in NY and I'm guessing they had a grapefruit body wash in the bathroom and he used it not realizing it would make him taste sour. Sorta a dumb move for the hotel – after all, people on vacation want to have sex, but it's a stuffy hotel and it probably never crossed their mind…

I figured I could get used to the taste, so I dove back into his hole. He had told me he had recently gotten into fisting and his hole looked like it had seen some use. But that was a bit of a turn on since it's not easy to find slutty Asian guys…

It wasn't too much longer and I climbed up on the bed and started, carefully, putting the ring into him. It took a while to get positioned properly and I was being so careful putting the ring in I actually started going soft, but once the ring was in, the dick wasn't coming out easily – it sort held my dick in his hole – which was a new experience for me… And once I was in there it didn't take long to get hard. He had put his legs through his arms (remember his hands are tied together), so fucking him was pretty easy, but fucking him in that position didn't quite feel right, so I turned him over while my dick was still inside of him and with him on his belly started pounding away at his hole. He felt really great… His body was so silky smooth (the body wash wasn't all bad apparently), and his hole felt good… Didn't feel the PA so much, but it all felt really good and in no time I came in his ass.

When I pulled out, I reached over and grabbed a short billystick I had gotten out and put it in his hole, but then I smelled something. I had my glasses off, but then I saw what looked like a bunch of shit all around my PA. So I got up, told him I'd be a minute, and went into the bathroom to clean up. Let's just say it took a while to clean up. I had been worried that since he was in a hotel he wouldn't be able to clean out properly… Oh well, he was still a good fuck…

While I was cleaning up, my bf came in and when he saw him on the bed – he said sorta loudly – "I think you left someone tied up in here"… It was pretty funny.

Like a good S/M top, I came back and spent probably 45 minutes playing with him – used a sensation wheel on him (especially his dick), and a snake bite kit on his nipples… Just a slowly playing with him – since he was in sensory deprivation mode it was all about making him feel things he couldn't see. He seemed to like it – he was hard the entire time (actually he got hard the moment I put the hood on him and never went soft).

I then put my clothes back on, and took off the puppy mitts and then the hood. We layed there and cuddled while he jacked off. I always like it when I'm clothed and the guy is naked… It's a sensory thing…

We then chatted a little while, and he went and took a shower. While he was taking a shower my bf left and went over to the neighbor's to smoke up. When he came out he wanted to meet my bf, but didn't want to wait until my bf came back, so he left…

Next time I get a real S/M bottom I need to take it more seriously… Put in contacts, wear my executioner's hood, put the spike through my septum piercing… Maybe next time this guy's in town…