When he got here I just sat back on the couch and let him service me orally. He wasn’t all that careful with his teeth so I told him to be careful. All in all he was trying a little too hard - going too fast. But whatever… It got me hard, so I put him on his belly on a towel on the floor and fucked him.

He felt fine, but I was wiped and it was catching up to me. I gave him a decent fuck, but just couldn’t cum. So we took a break and he sucked my dick some more. It felt better when I was squatting on the floor ’cause it changed the angle he was sucking me from, but being on the floor wasn’t comfortable.

We changed it up, I sat on the couch, then fucked him a little more, but it just wasn’t happening. So after a while I said I wasn’t going to be able to cum, and we wrapped things up and he left…

On top of everything else my bf and I had another fight about me hooking up this morning. I hate those fights - really getting tired of them. He’s under incredible stress, so in the end I understand its not about me, but still I really, really hate them…

Anyway, this evening the skinny tattooed guy who lives not far from me wanted to hookup. I went over to his place. I really like this guy’s body - he’s short, super skinny - literally not an ounce of fat on him, has these great tattoos… The chemistry with him was a little awkward tonight - not sure why… I sorta forget if it was awkard last time or not.

Anyway, long story short, I had been hard pretty easily yesterday and today so didn’t think I needed a pill, but I guess I should have taken one. I was hard, but not not consistently hard. When I had him legs up I just didn’t feel much of anything, so I fucked him on his belly a bunch and nearly came twice, but just never came…

We fucked for a while on and off. And it was fun. At one point I wasn’t all that hard and he told me he was sorta sore ’cause he had gone to a halloween party last night and had gotten fucked by three guys. That got me totally hard. Then he told me he’s been fantasizing about getting gangbanged and he planned on buying a sling in a month or so and seeing if he could set up a gangbang. The idea of him getting gangbanged got me totally hard. There’s something about gangbang bottoms that just gets me going…

The other thing was he had “partied” last night and had crystal dick - his dick and balls were completely shriveled up, but I like that… On top of his skinny body it just made him seem like more of a bottom. I wondered if his PNPing didn’t contribute to the weird chemistry - who knows…

Anyway, after several rounds of rimming and fucking we just cuddled, and then I left… I satisfied my need to fuck, but tomorrow I need to take a pill and actually cum in someone’s ass… 

So he comes over and he’s really hesitant, so I take the lead and rim his ass, then he gives me a blowjob. But when I go to lube up my dick and fuck him, he scoots away from my dick and tells me he doesn’t get fucked raw.

Now my Adam4Adam profile is really clear that I’m looking to bareback. I tell him as much and he says “I thought I was clear in my message”. “No, you weren’t clear. Trust me, if you had said anything like that I wouldn’t have had you come over.” He asked if I wanted him to leave and I said yes…

So he left.

I had taken a part of a pill, so now I’m all hard with no one to fuck.

Then the first guy got back to me and wanted to come over, so I was upfront and told him I double booked - could he come a little later. He was fine with it, so I had two set up for tonight… There were other guys who were interested, some pretty cute (including a 19 y.o. and a early 20s guy who wanted me to practically rape him), but I just logged off…

The Mexican guy called a few times ’cause he had a little trouble finding the hotel, but a little over an hour later he was at my door. He really was pretty hot. Sorta a young version of a man - very masculine and pretty reserved, though he stripped down pretty quickly.

As we started playing he wasn’t too keen on sucking my dick, but he liked getting his sucked (it wasn’t very big which is probably why he’s a bottom). He didn’t like to kiss, but he liked looking at me and “making a connection”. He was sorta a mass of contradictions

His hole was really nice - I rimmed it for a while and I could tell it has been fucked a fair amount and could take dick pretty easy. After getting it nice and wet I stood up, spit on my dick a bit and shoved in. He really could take it pretty well, and we fucked like that for a bit, but when I flipped him over he had a problem with taking it and wanted lube (that’s twice in a row that’s happened - weird).

So, long story short, we kept changing positions. It felt best when he was on his belly, but he didn’t seem to like that. He didn’t arch his back, so when he was on all fours or bent over the bed I couldn’t get in as well as I wanted to. And so I fucked him on his back (missionary position), and fucked him like that for a while, and I got close, but it just wasn’t rubbing my dick quite right, so I got tired before I was able to cum. When I slowed down he took it as I wasn’t going to cum, and he came himself (he’d been jacking his dick).

Once he had cum, I scooped up his cum and put it on my dick for lube, but he didn’t want to get fucked any more, so I stopped. We laid there for a few minutes and then he wanted to go. Apparently he only had an hour of parking…

All in all the chemistry was a little weird. Not exactly sure why. From how things went I think he thought it was my fault, and I’d probably say it was a bit his fault… He didn’t quite seem like he was totally into it and he didn’t seem hungry for my cum. But he was still a pretty good fuck…

So now the next guy will be here in about a half hour. Not sure if I’m going to post that right away or wait… I’ll need to pay for another day of Internet access to post it tonight, we’ll see… But at least I have another guy to fuck since I didn’t cum with this one…

I took part of a pill, cleaned up and got ready, and walked over. It was a long walk, but it was perfect weather, so it was nice… When I got there he really was pretty hot. A perfect body, really dark skin that was a complete contrast to my pale skin, and he had very masculine qualities combined with pretty bottomy/sub/fem qualities and I sorta liked the weird mixture of it all…

We got naked and I was damp with perspiration - not sure if it was from walking over, the temperature of the apartment, or the pill making me flush and warm. He gave me this incredible blowjob and spent a lot of time on his knees servicing my dick and balls. He was definitely pretty submissive. But one thing I’ve noticed is that guys who don’t want to take loads in their ass try to make up for it with oral sex. I was starting to wonder…

We took a quick break and he ran into the living room and rummaged around and came back with some stuff. He apologized and said he didn’t have lube - would Vasiline be OK? Needless to say, it was fine with me - in fact things were sorta looking up at that point. He blew me some more and then lubed up his ass with Vaseline, but before he sat on my dick he pulled out a condom and opened it up. I think he saw the look in my face and said “you don’t like condoms?” I said “no” (of course) and he just tossed it aside and resumed sitting on my dick.

We fucked with him riding me, then with him on his back (half off the mattress he had on the floor), but he kept checking my balls when I was fucking him. I knew exactly what he was doing - he was checking to see when my balls pulled up so he could get me out of him before I blew my load. Thing was it was sorta the wrong position for me, so I wasn’t close to cumming.

When I pulled out there was a little smell and some shit on my dick (what is it with bottoms not getting clean these days?) So we took a break and I went into the bathroom to clean off my dick. Thing was he didn’t seem to have any soap and if you’ve ever tried to clean a dick with Vaseline with no soap you’ll know it’s not easy, but I got it as clean as I could.

He asked me how he could get me to cum and I said I didn’t know. He gave me another blowjob while I was standing up, then had me lay down and continued on. The blowjob went on for a while and his oral skills were really pretty good. Thing was I wasn’t completely hard ’cause I was realizing there was a good chance I wasn’t going to get my load in his ass. But he seemed completely content to suck on my dick and balls even if I wasn’t totally hard. And he was really cute down there

Then we laid down next to each other, and one thing led to another and soon I had him with his legs over his head and my raw dick back up his ass. At first he was jacking off furiously, then he relaxed and just let me fuck him.

I really wanted him on his belly, so I flipped him over and continued fucking him. This is when it felt the best and I really felt I could cum. But he kept acting like it was hurting him and wanted me to slow down. I could sorta tell he was just trying to avoid getting my cum in his ass. I tried my hardest to cum without going too fast, but the fact of the matter was I needed to just pound him for a little while to cum, but he wasn’t letting it get to that point.

Then he suggested we change positions and he rode my dick again (with his back toward me). He jacked off riding my dick until he came and then left my dick up his butt while he came down from his orgasm.

He seemed totally into me, and wants to hookup again. I’m up for it just ’cause he’s hot and I want to see if I can get my cum in that hot ass of his before he realizes I’m cumming and pulls off my dick. It feels like it’s a game - he’s playing me by seeing how much he can give me without actually getting my cum in his ass (and not actually telling me to not cum in him), and I’m playing him seeing if I can cum quickly and quietly before he realizes it…

When he showed up he was pretty much just like his pics, I showed him into the bedroom, we stripped and got right down to business without anything meaningful being said. He started by giving me a blowjob, but I wasn’t really responding all that well to that - I had him turn around and started eating out his ass.

As usual that got me hard enough to fuck, so after I got his hole pretty wet with spit, I spit a little on the head of my dick, stood up and shoved in. He had told me that he hadn’t gotten fucked in like a month and he had a problem taking it with no real lube. I told him to just take it - that he had told me not to be gentle…

Eventually he got used to my dick, but by that time I was starting to lose it a little. I fucked him a little bit, but just couldn’t stay all that hard. I pulled out and he whipped around and cleaned off my dick with a blowjob. That part turned me on, but didn’t help me get hard again, so I went back to rimming. Suprisingly rimming wasn’t working for me either, so started fingering his ass…

Long story short (since there’s not much to tell). I got hard a few more times and fucked him as hard as I could. One time I got hard for a pretty long time, gave him a good fuck (finally), but just couldn’t cum. With that fuck he jacked off a little and came on the towel I had under him.

So he got what he wanted (though not quite as intense as he probably wanted), but I didn’t cum.

[BTW, he was the first guy in a long time to ask me if I was actually neg. Lots of guys say they're neg in their profiles, and just take what I say in my profile as truth (or don't care).]

The weird part was I was plenty hard before he came, and afterwards I nearly came watching a video of a twink get double fucked, and then just couldn’t hold back when I watched a video of this Latino twink orgy with cum literally pouring out of the bottom’s ass - so I came all over myself with that one. It was sorta disappointing - I wanted the load up his ass, not on my chest.

Now I’m just not really in the mood to fuck for some reason - and there’s another top in town visiting that I’d like to tag a bottom with - been blowing him off, ’cause I’m just not in the mood. Hopefully that will change today…

I was game, but pretty busy with work, so wasn’t until tonight that we could hookup. He seemed nervous and tentative. He was still online asking questions when he should have left - was wondering if it was OK with me if he had a little dick, and was wondering if he was loose enough - said he couldn’t get his butt plug all the way up his ass… But eventually I got him to come over…

He arrives and he’s cute - cuter than his pic… He wanted to use the bathroom - no problem… When he came out he didn’t seem to know what came next. We kissed a bit. I felt his chest and realized he had pierced nipples… Off came his shirt and I played with his nipple rings and we kissed some more.

For someone who said he wanted to suck a pierced dick he wasn’t exactly getting down on his knees very quickly… My pants were off, my dick was totally hard and throbbing. We got his pants off and I realized he had a pierced dick as well - only not a PA - a frenum instead. And he wasn’t kidding about his dick being little. My thumb was possibly bigger than his hard dick… But I like that - a lot, so no problem there…

Eventually I got him sucking my dick after warning him about how it would hurt if the ring hit his teeth. He gave it a shot, but as I found when I sucked a guy with a pierced dick - the reality isn’t the fantasy… I’ve only met a few guys who could really deal with sucking my dick when it had the ring in it and they’re usually top notch cocksuckers with tons of experience.

So I took out the ring and let him continue to suck my dick. Since he had said he had only been fucked once, and it was obvious he was never going to be a top, I figured he must be an oral bottom. But I started wondering about that too… It wasn’t a bad blowjob, it just wasn’t the blowjob you’d get from a serious oral bottom…

What I really wanted to do was fuck him. I had him sniffing poppers while he sucked my dick, and so I had him do some more poppers and then went to fuck him… Well, he wasn’t all that tight (thanks to the poppers and him stretching his ass before he came over), but he definitely wasn’t used to getting fucked either. He was really sensitive…

It took a while for him to get used to my dick. And even then I couldn’t tell how much I could do. I found that when I pushed in deep he had a real problem taking me. So I stayed pretty shallow, but that was hard to do ’cause I had him legs up with me over him and it was so easy to go in deep - and it felt so good. It was sorta fun to watch him squirm, but at the same time I didn’t want to do anything that would make him insist on stopping…

In the middle of fucking he sorta fessed up that this was the second time he’d ever had sex (not just anal - but any sex)… He’d been pretty conservative in the past and was breaking out of his shell. I came from a similar background and understood where he was coming from. When you’re repressed everything is a fantasy and those of us who start repressed tend to let it all go and be pretty uninhibited. It didn’t surprise me that he’d gone out and gotten his dick and nipples pierced. And it was almost funny that he comes out sexually by getting me, of all people, to fuck him… He wasn’t wading in the kiddie pool - he was jumping into the deep end… Getting a rough fuck by a top with a pierced dick and getting bred.

Since he seemed pretty loose I asked if he wanted me to fuck him with the PA and he said yes… So I put it back in and then shove the ring up his ass. We had been using a lot of lube and it went up pretty easy. Once it was in, I went to work and just used his hole and fucked him pretty rough. It actually wasn’t all that rough, but for him it was rough… And he seemed to be loving it - it was what he wanted. Then I moved around a bit and was fucking him not so deep so the ring would go in and out of his ass a bit.

At about this point he started hurting. I pulled out a bit and noticed some shit, but not much, so I shoved back in, but he really was hurting, and when I pulled out again he noticed the shit… I went into the bathroom, took out the ring and washed off my dick.

When I went back into the bedroom he was sorta embarrassed - he didn’t realize that this was sorta par for the course when you fuck with a PA - it goes in places a dick doesn’t usually go. I’ve had my PA come out covered in shit before - he just had a little bit…

So I went back to fucking him, but he was really distracted by the shit and kept saying “oh shit” (ironically enough)… His head just wasn’t into getting fucked and I think my semi-rough fucking roughed him up a bit and he was genuinely sore. He was grinning and bearing it, but it was painful for him and he couldn’t get past the pain.

Finally he said he had to stop. Bummer. I tried to keep it going, but it just wasn’t going to happen… We laid and talked for a bit. I played with his tiny dick, his pierced nipples, of course his hole…

His hole was actually pretty excellent. Since he had been stretching it, it was pretty loose - it was a genuine hole and so incredibly fuckable… Of course, I got hard again and wanted to fuck. I got on top of him and took his arms and held them above his head. He had this huge grin on his face and then it struck me what he wanted… He wanted to be force fucked - raped… I mean his whole face lit up when I was restraining him…

My dick was hard and right at his ass, so I got up, put a little lube on it and shoved back in and then went back to holding his hands up above his head. I could tell it hurt him (though I think it was mostly a mind thing), but he was enduring it and sorta enjoying it. Then I shoved in deeper and at that point he couldn’t take it.

Damn, I really just wanted to fuck him hard and breed him, but he just couldn’t take it…

Finally things sorta wrapped up… Hopefully he’ll come back for more - so I can finish off what I started…

So then I was looking for someone else to fuck. This black 19 y.o. had an ad on Craigslist saying

black neg. d/d free bottom looking for a gl white raw neg. d/d free top. who can make my ass drip of his seed. send a pic or number in first email. im looking for now cant host must travel. older white a +++

So I contacted him and he was interested. Then right as we were making plans for him to come up he asked if I’d fuck him with a condom - he’d never barebacked before and was nervous. I told him ‘no’ and tried to reassure him that I was just a pretty regular guy… That seemed to work and he said he was coming up, but he never actually showed up. That was really too bad. I so wanted to be the first guy to seed his hole.

Even though I sorta half expected him to flake out, the problem was I had taken a couple pills. Now I had a hardon and no hole to fuck. I start chatting with this young, mid-20s, bareback top who lives near me - he was looking as well.

In the middle of that I was chatting with the bottom who I had hooked up with who likes golden showers. He said it turned him on that I thought he’d be back taking loads - that I was so certain about it. Encouraging him to do it without really pushing him to do it…

Anyway, even though I had a raging hardon, I had to break for dinner (with my bf and a neighbor). When I was done I looked some more and talked some more to the young top. One guy was online who was a possibility - I had fucked him once before, and then gone over to his place to fuck a bottom he was fucking… He’s one of the tops I had contacted the other night when the blindfolded bottom wanted more tops. Since he knew I was into blindfolded pump-and-dumps he asked if he could be blindfolded. I said sure and said I had another top who might want to come over. He was game, so I IM’d the top and he was game as well…

The top and I met in the subway station and headed over. We got there and the door was unlocked. We went up to his bedroom and he’s there on all fours in tighty whities that have a hole ripped in them showing his hole. I get down on my knees and rim his hole while the other top took off some of his clothes…

After getting nice and hard I started fucking the bottom (the young top wasn’t ready)… My dick was pretty big at this point - I had a cockring on and the pills were doing their job. The only problem was the bottom’s hole was a little high for my dick and he didn’t get the suggestion when I tried to pull his ass towards me (which since he was on all fours would have lowered his ass). So it was a little awkward, but OK…

I fucked him for a while, but given the imperfect position, when the young top got hard, I was fine with giving him use of the bottom’s hole. There was a little bit of odor when I pulled out, but I didn’t think too much of it. He wasn’t perfectly clean, but wasn’t all that dirty either…

While the young top was fucking the bottom, I figured I’d fuck his face. I didn’t really give too much thought to the fact that my dick wasn’t perfectly clean. Most bottoms I’ve fucked lately would just clean off my dick. But this guy was versatile, not a sub bottom, and in hindsight giving him a slightly dirty dick to suck was a bad idea.

The two of us filled him from both ends for a bit, but then as soon as we stopped to change positions, he got up, took off the blindfold and ran into the shower to clean out some more… So much for him not seeing the other top…

After that point the hookup was sorta weird. He tried to put everything back in order by almost jumping into place on the bed and throwing his legs in the air in a “let’s start again” sorta way… I rimmed him and then fucked him. But things just weren’t the same. It wasn’t an anonymous pump-and-dump anymore…

The young top had told me before we went that he was tired and not sure how well he was going to perform. Several times he’d get hard enough to fuck, and then lose it. That was sorta my story as well that night, though I was doing better than the young top… I probably fucked the bottom on and off a half dozen times, but none of them lasted very long, and I didn’t feel like I was even close to cumming any of those times.

After the bottom came, we sorta wrapped it up and went home. It’s too bad it didn’t go a little better.

I’m wondering whether eating dinner had some effect. The time I organized a gangbang I had a heavy meal, took some pills, and then couldn’t get very hard. This time I took pills, had a fairly moderate meal, and then had so-so results. And there are also other times when I have eaten and taken pills and had issues… So I’m thinking that’s a bad combination… Or maybe it’s just eating before hooking up - I’m not sure…

So I’m hoping I have time tonight to get to Matt & Dan’s gangbang… It should make up for last night, but I’ve got some other stuff that might conflict with me going…

This bottom contacted me this weekend and really wanted to hookup with me. He had contacted me 18 months ago when I posted a Craigslist ad. Back then he really wanted to hookup as well, but didn’t want to take my load. So I filed him away in the “not ready” folder. Then he contacts me about 6 months later - still interested, but it doesn’t happen. Then he contacts me again this past January, and then this weekend. This guy knew what I was about and really wanted to hookup with me…

So tonight he asks if I can travel to Flatiron area, I check with my bf and head over. If you know Manhattan you know getting from Washington Heights to Flatiron takes a good 45 minutes, possibly more. I hurry as much as I can since he’s “staying late at work” to hookup with me.

That’s the other thing I forgot to mention - the guy has a boyfriend and the boyfriend thinks he’s hard at work (on the weekends, late at night, etc.)… When actually the guy has a private office and has people in to have sex…

Anyway, I get outside the building and my cell phone doesn’t have a signal for some reason and I have to call up to find out where he is in the building. Finally I get through and go up. He’s got this somewhat cute, but cramped corner office which is very private.

I unzip and put on one of those soft rubber cockrings. He seems to think it’s weird that I’m not taking off all my clothes, but getting my boots off is just too much trouble…

He’s described himself all sorts of different ways over the years, “Asian”, “Asian/Spanish”, but he looks like a Pacific Islander - nice beefy body - muscular with a bit of beef to him… Not a bad guy to hookup with…

So he gets on his knees and starts sucking me off. I’m nice and hard thanks to the cock ring and having taken a couple pills before leaving. He seemed to just want to suck, but I wanted to move it on to fucking, so I convinced him to let me rim him.

I bend him over a table and start eating out his ass. Nice ass - and he started really getting into it. He actually sorta leaned back into me, which makes it a little difficult for me since I need to come up for air to breathe. So I balance his weight with my hand so I’m able to pull my head away for air…

Things were looking good so far… Mind you he’s jacking his dick the entire time. I’m so hard I don’t even need to touch myself.

I get up, put some spit on his hole and some on my dick and shove in. He had told me it was a while since he’d been fucked and he seemed really tight. I can’t really get in the first or second try, but the third try I get in and just hold him there so he can get used to my dick.

But then the fucker cums and pulls off my dick. After the history with him not wanting to take my load I knew exactly what he had just done. It’s titillating for him to think about getting fucked raw and taking loads, but still, after 18 months, he’s not ready to do it. UGH…

I used his cum to lube up my dick, and tried really hard to convince him to let me fuck him. He asked if I’d fuck him with a condom. “No.” Then, after cleaning his cum off my dick with a paper towel, he got down on his knees and started blowing be again. He didn’t get that I wasn’t going to give him an oral load. I’ve come with blow jobs less than a handful of times in my life and one of those I was paid… I wasn’t going to do it with him after a bait-and-switch.

I’m pissed. I pull up my pants and leave. I should have said something pretty rough to him. If anything guys like that make me want to reveal their identities… But I’m a good guy and don’t (though there are plenty of clues in the description above)…

So then I start wondering who I could text to get a quick hookup. I try a cumhole I’ve been wanting to hookup with for a while, but he’s not available. I try another guy who I’m not sure who he is, but it’s a non-working number. Finally I settle on the guy I fucked the other day - the one who wanted to get an oral load… He had been hitting me up since then for another round. I knew he wanted an oral load, but would take it up the ass.

I get to his place and like before he drops to his knees in the hallway, just inside the door. The guy is an excellent cocksucker. At first I was worried I wasn’t going to get hard enough, but in no time he was choking on my dick. It was fun - I’d go from thrusting into the back of his throat, to holding him on me seeing how long he could take my dick down his throat…

The pig just loves to suck cock and he’s one of the best cocksuckers I’ve had in a while. It went on forever and at one point he said something about trying to get me to cum down his throat. What was so not going to happen - especially not after the first guy.

Eventually I start telling him I want to fuck him and feeling up his ass. It takes a while, but he gets the message. After sticking it in his ass in the hall briefly we move to the bed where he gets on all fours and I push him down on his stomach.

Besides being a good cocksucker the guy is super skinny - like emaciated. I sorta like guys like that, so it didn’t take me long to cum (especially not after the good blow job). The orgasm was sorta weird. I felt it coming, and felt like I was “leaking”, but it didn’t come, didn’t come, and finally sorta came. Then when I finally stopped it really came. Whatever - he got his ass flooded…

I then spent a few minutes slowly pumping in and out of his cummy hole. Felt really good… Then I turned him on his side and held him (in case he wanted to cum)…

It’s weird with him - in some ways he’s my type, in other ways he’s not. When he wanted to kiss (more than a peck on the lips), I tried to make it clear I didn’t want to. When he persisted, I said I had to go…

I washed off my dick, put on my pants and boots, and left…

At least the evening wasn’t a total wash out…

He unbuttons my pants and just as he starts sucking my dick my phone rings. It’s my bf. I answer (while the guy is sucking my dick), and chat with my bf a little and then he asks what I’m doing later and I tell him I’m going down to the bar to have drinks. He asks with who, I tell him, and then say I should probably go, ’cause the guy is sucking my dick. My bf takes it in good stride and I hang up the phone and get down to business.

Long story short (’cause this is just the beginning), I give him a half way decent fuck. Pound him pretty hard, but just can’t cum (in hindsight, since this post has taken a while to get up, I had the beginnings of a cold and was feeling run down). So we wind it up and head downstairs to the bar.

Most of the people going to IML had left earlier in the day - the crowd at the bar was pretty sparse. There’s a bunch of Treasure Island guys there, including Brad McGuire. In general the mood at the bar is about the best I had seen it all weekend. Guys were happy, goofing around (one group kept throwing each other over their shoulders and horsing around). It was groups of friends, things were over and everything was really relaxed.

After two pints of beer I had to piss, so we headed upstairs. As soon as we got to my room there was no need to go to the bathroom - the bottom just got on his knees and drank every drop. Since it was beer piss he said it tasted better than the other night - less rank. Right after he drank my piss he got up and wanted to kiss. I wasn’t so sure about that one (didn’t really want to taste my own piss) and made the kiss pretty superficial.

Then I showed him the whip the top from earlier in the day had left, and we decided to start playing again… I had the puppy mitts out from the session with the top, so I put them on him (he hadn’t worn puppy mitts before), then we tried on a few hoods. The bottom really doesn’t like hoods - he had told me as much before. So I tried to start with a really thin spandex hood, but it was too small for him. Then we tried the thicker spandex hood and that worked, but since we were trying things out I put the leather hood on him next.

I knew being hooded was a big step for him, so we took it really slow and easy, and it was good I was someone he trusted… His initial panic subsided and I decided since he was hooded I’d take advantage of the situation, take pictures, use him, and videotape it. I put his legs in the air, pull down his pants, exposed his butt and well, the rest you can see in the video below… It’s probably my best video yet - nearly 18 minutes long… Basically I fuck him, spank him, and whip him, and paddle him…

I didn’t realize at the time exactly how stinging the other top’s whip was, but I paid attention to the bottom and his reactions to what I was doing and managed to not go past his thresholds… Still what you saw in the video above hurts like hell. It’s just the bottom likes a certain level of pain - earlier at the bar he had been showing me the bruises he got that weekend and remarking how he wished he had gotten more and bigger ones.

So what you see in the video was my most S/M experience at IML - glad I got it on tape! And next time I want a lot more like that - and even before next time I’ll be looking for bottoms who get into this stuff… I’ve got the one sub bottom who will let me go there (he’s load #30 that I still haven’t gotten up yet), but if any of you want to volunteer, let me know…

The bottom and I got to be pretty good friends at IML - we even met for lunch the next day and went to the Art Institute of Chicago before we left town… He’s got an interesting story to tell and I’m hoping he’ll write up his thoughts so I can share them here… Let’s just say he’s pretty much given up with risk reduction and knows full well what that means… He’s a sane, rational guy in a long-term relationship and is completely responsible in just about every other aspect of his life… He’s not what you’d expect of some one taking such a big risk…

UPDATE: Well, the bottom liked the video…

the video is great. it’s almost exhilarating watching my ass get redder and redder as you’re beating it, knowing how much it was hurting me and how much i was enjoying it. and yet watching it as a viewer, detached from the pain now, is an interesting experience. i think it is a good video and a good scene, it’s not all the same thing, it shows a good view of my red ass, it shows you off well and shows you very much in control, and it succeeds in dehumanizing me by hiding my face and head almost all the time, while focusing on my ass.

I determined that drinking alcohol was a recipe for disaster for my cock, so I went down to the bar in the lobby and had a ginger ale, then had a slice of pizza and then headed back to the Eagle since it had shown some promise the night before. I got to the Eagle a little early - like 9:30 and there were only maybe 15 or 20 customers there, so after drinking a Coke I decided to go next door to Man’s Country.

Man’s Country is a really old (and old-style) bathhouse. The room had chipboard on the walls (cheap plywood) that had been worn really smooth and darkened over the years. The crowd wasn’t nearly as attractive as Steamworks. IMHO, the primary reason to go to Man’s Country is because it’s next door to the Eagle…

I got a room, which turned out to be a good thing since all evening I’d rest a little in the room with the door shut and jack my dick until it got hard, put a cock ring on it, and then sit in the room showing my cock which stayed nice and hard. When I got bored sitting there I’d take a walk around to see who there was to fuck.

On my first walk around I saw this muscular, light-skinned black guy laying on his stomach face towards the door. I went into his room, rimmed his ass, then when we stood up and he did this awkward thing to get me to suck his nipple I realized he was a bit of a freak. But he had a really nice, tight, muscular body so I put up with it. Long story short we fooled around and then he grabbed a condom at which point I said “no condoms” and that was pretty much the end of it. As I was putting my towel on he was sitting on the bed and did this thing with his leg to figuratively kick me out of the room. It came off as very prissy queen…

There were a lot of guys who just blew me. In some cases I didn’t really want to pursue anything further with them, in one case I didn’t really want to fuck him and on top of it he kept pushing a condom almost the point of being funny - he bent over and put the condom on his back just above his ass…

Then this guy came by who blew me for about 5 seconds and then said, “Do you like to fuck?” I said “yes”, so he got on all fours on the bed and presented his ass for me. I got up, inserted my dick and fucked him. He had a good hole and was telling me to breed him. I asked him whether he had loads in him already - since it sorta felt like it, and he said he had three in there. I pulled out my dick and rimmed him, but couldn’t taste any cum, and he made it clear he wanted to get fucked, not rimmed, so I went back to fucking. It was my first fuck of the night and didn’t really want to cum yet so when he asked if I could cum I said I wasn’t ready to yet… He understood, but that was pretty much the end of it…

Later in the evening, between blowjobs, I was walking around and saw this tall black guy on his stomach. I went in, he blew me to get me hard, and then I fucked him. He was really into getting fucked raw and taking loads (especially from big white guys). I gave him a good fuck, but didn’t cum.

There were a few other guys laying on their stomachs, but with the ones I was interested in, none of them wanted to hookup with me, which was OK… Whatever. There was also this chalkboard in the bathroom and people put messages there if they were taking loads. The funny part was when I first saw it another guy commented that there wasn’t any chalk to write messages, which means the bottoms bring their own chalk (sorta funny). Thing was, none of the cumholes on the message board really did it for me, so never did even try to fuck any of them.

So around 2am I knew the Eagle had been busy for a while (the room I was in was under the Eagle and I could hear the people moving around in the bar like a herd of cattle over my head). I had fucked two guys and gotten blown by probably a half dozen more. There weren’t that many new guys coming in, so I figured I’d head to the Eagle.

The Eagle was really busy when I got there. I went into the back bar area and saw guys getting sucked and one guy getting fucked. Then I headed into the small dark room area where I saw this guy I had fooled around with the night before having sex. He was getting blown and I spotted him when he was in the middle of his orgasm. He recognized me and we sorta felt each other up as he was leaving the room. I tried to get into the room but it was too crowded and hot, so I turned around and walked around a little before.

When I tried again I was able to work my way into the room and saw this short, thin, young, black guy bent over, giving head. I felt up his ass and his body and he was really hot. He was dark-skinned and had a harnass on. When I got close enough, things wrapped up with the top he was sucking and he turned his attention to me. I really wanted to fuck him, but he seemed like he just wanted to give me head, which he did for a while. Then when he stood up one time he finally got the point that I wanted to fuck him. He turned around and presented his ass to me. I got down and started rimming him… Then stood up an fucked him.

It was really crowded in there, and difficult to get in a good position for fucking, but we finally got things pretty well sorted out. He was bent over a long urinal (which reaked of piss) and I pounded him. I should mention there was this latin (?) kid in there who was watching everything. When I was getting blown I tried to feel him up, but he would push my had away, but as soon as I started fucking the black kid the latin kid got interested and started trying to feel my dick in the black kid’s ass, and feeling me up… I fucked the black kid for a while (for fucking in a dark room), but wasn’t able to cum before he had had enough. When we stopped we kissed and he thanked me before leaving.

Then, next to me, there was big white guy getting fucked. I’m pretty sure he was the same guy who was getting fucked in the bar area when I first came in. When the top was done with him, he blew my dick briefly before turning around and giving me his ass. His legs were considerably taller than mine and his ass was shall we say “meaty”, so it wasn’t the best fit. I had to stand on my toes to fuck him. I did it for a while, but could see it wasn’t going anywhere, so quit. He then turned around and let another guy fuck him. I held his head on my shoulder and whispered in his ear how he was a good boy getting fucked and taking loads. When that guy was done with him, he turned around and I fucked him a little more, but again, not the right “fit”, so it didn’t last long.

Meanwhile the little latin guy was still standing there and seemed somewhat interested, but nothing came of it. The big cumhole blew him about the time I wanted to get out. I was hot and drenched in sweat. It felt good to get out into main area where it was nice and cool.

I started talking with the Latin guy I had seen the night before. He had also been in the dark room and saw me fucking the little black kid. He said he wanted me to fuck him, so after we both had a drink we went into the backroom and after rimming him briefly, I tried to fuck him, but I just wasn’t hard enough. It was a combination of a lot of things, but it just didn’t happen right then and there, so we gave up and got out of the dark room.

I told him I wanted to bring him back to the hotel and fuck him. I even waited around for a while while he said he was going to go tell his friends he was leaving, but when push came to shove he didn’t really want to do it and said since I hadn’t been hard enough to fuck him I must not be into him. I hadn’t been all that hard when I was fooling around with him the night before, so I could see his perspective. I knew it would go well if we weren’t trying to do it in a backroom, but he didn’t know that and I wasn’t going to try to convince him.

So I left. On my way home I ran into a guy who wanted a lift to the hotel. He comes regularly and said this IML hasn’t been as good as others. A lot of people stayed home for financial reasons and he didn’t think things were as crowded as they had been in the past. It was an interesting comment. The funny part was when we got to the hotel he wanted to give me a kiss. When he was done I realized my beard probably smelled of ass - wonder what he thought…

When I got back to my room I was still horny and didn’t have any problem getting a full hardon, so I got onto BarebackRT and looked for someone to take my load. After a few messages I found a guy who was a few floors above me and came over.

The guy was a hot, beefy, shortish white guy. Had a nice body on him and was pretty attractive - even cute in a rough around the edges sort of way… It was late and we both knew what we wanted, so we got down to business pretty quickly. I rimmed him and then fucked him - on all fours, then on his belly, then all fours, then on his belly and then on his back… Problem was, there was a point I could tell I wasn’t going to be able to cum, so we finally just wrapped it up and he left. Even so, it was a good fuck…

And even though I didn’t actually seed any ass, it was a good night. Got my dick in 5 raw holes, and had a bunch of blowjobs. It was certainly a lot better than the night before or what happened earlier in the evening.

I got up there 10 minutes or so after it was scheduled to start figuring gangbangs never start on time. He tells me I just missed the first top who wanted to fuck him before the party. He said he was a little disappointed ’cause the guy came in his mouth, not his ass… He had also hooked up with one of the guys who was working down in the leather mart earlier in the day. The guy had taken him back to the room and used him as a punching bag - punching his chest and gut. The bottom was disappointed he didn’t have bruises yet… This was all a side of the bottom I hadn’t seen before…

We chat for a bit and then there’s a knock on the door… He jumps into bed and I answer the door. Honestly I don’t remember much about the first top physically. He came in, fucked him and came pretty quickly (in his ass) and left. I fuck the bottom a bit wanting to feel his now cummy hole.

My dick was pretty big and engorged ’cause I was wearing this Y harnass that was connected to a big thick (fairly hard) rubber cockring. It would have been really easy to cum, but I didn’t want to…

We then chat a bit more. I had worn my hood for the first top, but it was cutting across the bridge of my nose, I had taken it off when the second knock came. This guy was much more dominant. The first thing he wanted to establish was that the bottom was “more than just a hole”. For the next hour he put the guy through his paces… Choked him (fingers down his throat), flogged him, punched him, spanked him, worked his nipples to the point of serious pain, and generally kept control of him. He was a really good dom top. Really abusive (like the bottom likes), but not too abusive. He was about control and had a good ebb and flow to how he worked the bottom so it wasn’t just constantly abusive.

In the middle of that top another top arrived. This top was sort of a dark, swarthy bear. He took off all this clothes except his socks and just fucked the bottom and dumped a load in him. As he got dressed, I stepped up to fuck the bottom’s cummy hole again.

The other top didn’t want the bottom to see the other top, but the bottom looked so he instantly denied the bottom his cock (which he was sucking), and had him stand up and close his eyes. Then without warning he pushed the bottom forward so he fell onto the bed. It was sudden and sorta shocking, but at the same time it showed he was a really good top. There was punishment for disobenience, he thought quickly on his feet, and the punishment was more psychological and controlling than abusive (since the bottom wanted abuse)…

The whole time the dom top never once actually fucked the bottom. He liked seeing me and the other top fuck him, but he never used the bottom’s ass (other than getting it really red with hard spanking)…

The dom top also never seemed completely comfortable with me being there. I tried to keep reassuring the top I was fine and to stop worrying about me, but you could tell at a minimum I was a problem for him. Just before he left he made a comment of “since I’m boring you (referring to me), I’ll wrap this up”. Again, I tried to reassure him…

He did put me to some good use. Right after he got there he asked me what I was into. I said fucking and some watersports, so he told me he wanted me to give the boy my piss. It’s not like I can piss on demand, so I did trip after trip to the bathroom to drink water so I could piss. Finally after probably 20 or 30 minutes I had enough piss built up. I was a little confused ’cause the top kept asking me if I was ready to give the bottom my piss, but there was no move to go to the bathroom and everything was happing on top of the hotel sheets…

Finally it dawned on me the bottom wanted to drink the piss. So at one point I asked the bottom if he liked to drink piss, he said “yes”, then I asked if he liked to drink rank piss (’cause I know my piss tends to be pretty aweful). Again he said yes. Well, he was warned, so I stuck my dick in his mouth. It took me a while to be able to piss and the weird thing was I couldn’t tell how much I was pissing. I knew it wasn’t a huge amount, but he just kept swallowing…

Eventually the dom top left - he was late for a party, and the bottom and I talked about him. It’s funny - he’s what I think of when I think of “dominant top”. I’m not that - so much of what he’s about I just don’t have in me. I can get into flogging and the like, but it’s more structured and relaxed, not as spontaneous and intense. And I’ve always been told I’m horrible at spanking… Yet, the bottom insisted (as others have as well), that I’m a dominant top - but he also couldn’t define how exactly I’m dominant.

We thought that was the end of it since it was getting near the end of the 2 hour period the bottom had defined for his gangbang, but another knock came at the door. This guy was also dark and swarthy and somewhat bearish. He took off his shirt, and dropped his jeans around his ankles. He was different than the others in that he wanted me involved. He wanted to see me fuck the bottom, he wanted to touch me, play with my nipples, etc. But after fucking a while he wasn’t able to cum. More likely I think he chose not to cum. As he and the bottom were talking afterwards it was clear he was all about getting invited to as many sex parties as possible and he had more to do that night. The bottom was just another notch on his bedpost - someone he’d had his raw cock in. He was nice and friendly, but a bit of a slut for a top…

When he was done we thought we were really done. But after sort of a wrap up chat I was getting ready to go when there was another knock on the door. I told the bottom I’d open the door, but I was going to leave, but it turned out to be the dom top (he had forgotten his poppers and came back to get them) - only he was now in rubber - rubber muscle shirt and rubber shorts. He had changed costumes and was now off to be a piss bottom. His personna was completely different. Chatty, flirty, and very social. We stood around and talked for another 10 or 15 minutes. It was interesting seeing him in this different light. He was much more of a person. I trusted him a lot more seeing him this way.

But looking back on it I realized how we’re different but both dominant. The difference is my dominance (what there is of it), is just who I am. It’s deep rooted in how I interact with bottoms. I get my way and for the most part bottoms give me what I want. His dominance is more of an act. One moment he’s a dom top, the next he’s a watersports bottom. He’s shallow but wide, where I’m narrow but deep.

So the bottom got two loads, and I got a little more perspective on the issue of dominance and got to watch a great a great performance by a dom top. All in all, a lot of fun.

I still hadn’t cum. Originally my plan was to go to The Eagle and then Man’s Country (the bathhouse next door to The Eagle), but I just didn’t have the energy for it, so I decided to “order in”. I came home, found a bottom online and he came over and got fucked. But that’s another post… I need to get to bed to get some sleep. Hopefully there aren’t too many typos in this post, ’cause I don’t have the energy to proof it right now…

UPDATE: The bottom e-mailed me back about the rest of his night…

so from last night after you left: the dom came back less than 30 mins later and gave me a huge load of piss down my throat. i went back online, went upstairs and got fucked by another top who was with his boy (he didn’t come). then the last guy from my party texted me and came back upstairs (that was the ‘party guy’). he told me he had come inside me earlier. then he dumped another load. i had already messaged someone else my room number and he came up during and he fucked me and dumped his load. then party guy dumped another one inside me. then i went down to your floor and played with two leather guys, one of them fucked me with a condom, but we were all too tired!

so total of 6 loads from 4 guys, and two down my throat. not bad for a day.

I also forgot to mention that the last top in the original story fed the bottom a HUGE amount of piss - it went on and on and on. When the dom came back we talked about him drinking our piss. He said the other top had pretty watery piss, but (like I expectd) mine was pretty rank… He took it like a champ though…

UPDATE #2: The dom top (who goes by ‘Blu Moon’) has written up his perspective on things - you can read it here.

There was one guy who was visiting a buddy in the hotel next door who wanted to come over. I gave him my room number and told him to confirm. 20 minutes later I hear a knock on the door…

I go over to the door, look through the peephole and see a guy (not house keeping), I open the door and there’s Jarod Steel (he’s the twink porn star who used to work for Falcon, then went bareback and has done stuff for S/X and Dick Wadd Fetish among others). I had given him my room number yesterday and he said he’s be over in 30 minutes. Long 30 minutes, but whatever…

I had just gotten out of the shower and was in nothing but my towel, which I find ironic since Jarod Steel is hot and if he’s OK with me in my towel then all the guys at the bathhouses who didn’t think twice about me… Well, whatever…

So he comes in, apologizes for not telling me he’s coming over, but I didn’t care - I was looking to fuck anyway…

And by the way - Jarod Steel is fucking cute. Taller than me (which I wasn’t expecting), but very very cute… He wasn’t dressed in leather - just running shorts, t-shirt, and hoodie. He wanted to take a shower, so he jumped in the shower to clean off…

After he got out we got to talking. He had been at Steamworks during the time I was there, but somehow I hadn’t seen him. He said he waited 4 hours for a room which makes me wonder how the guy I fucked yesterday got a room so quickly.

He then gets on his knees and starts sucking my dick. I tell him I have a dresser full of toys, but he says the only toy he wants is the one between my legs.

I then tell him I want to rim him and get him on the bed face down. I dive in and he’s got this great musuclar bubble butt which he flexes a bit. It makes his butt seem really hot, but does make it a bit difficult to get in there and properly rim him. He loves getting rimmed - and I do it for a while until my dick is totally hard and then kept rimming him some more (nice hole…)

When I’m finally done rimming him he says it’s been a long time since someone’s eaten his ass as well as that, which to me is a little sad - he should have his ass eaten all the time…

So then I fuck him with his legs in the air… Then he wants to ride me, so we do that for a while. Felt really good - there was a certain way he rode my dick that massaged the top of my dickhead just right… Then we swapped up again (forget the position). Then when I put him on his belly I rimmed him again. Then fucked him some more, then rimmed him some more… etc.

While I got pretty close to cumming when I had him on his belly, the orgasm just didn’t cum. He was hungry to get fucked and rimmed though… The kid’s insatiable…

So while I’m really disappointed he didn’t get my load, it was a fun fuck.

This afternoon he’s shooting a video for Dick Wadd. We talked a bit about his “job” - that he used to do 2 or 3 shoots a month a couple years ago, but now he’s only done two so far this year and one was a tickle film which he wasn’t really into (he just wants to get fucked and seeded). We also talked about where he lived, what’s he’s studying in college, and then he asked questions about what I did. I told him about my regular job and then told him about the blog…

And for the record… While I’ve heard people say he’s messy and has a drug problem, I didn’t see any of that. The light from the window was bothering his eyes, so he might have done something last night when he was at Steamworks, but all in all he seemed well put together and just a nice, normal guy…

So I get ready and head over to Steamworks. Nice place. Didn’t know what to expect with so many leathermen in town so at first I didn’t really get out of my leather gear. Then after about 30 seconds I realize everyone is in just a towel so I get out of my leather and just blend in…

The place was packed… “Blackout Night” wasn’t all that dark, but it was still hot… There were no rooms available and long waitlists to get one. It wasn’t a big deal for me since I don’t really need a room being a top. So I walked around… The place has a wonderfully confusing floor plan. Oddly enough despite the fact that all the rooms were taken, most had closed doors… They have a lot of gloryholes set up for sucking - probably a bit too many. Curiously what they didn’t have was a video room… There was a TV room with CNN on the TV, but no porn videos anywhere. That meant there really wasn’t a sexual place to relax and jack off if you had a locker, which given how tired I was a bit of an issue.

I look for bottoms laying on their bellies and, unlike the other night at Flex, there were plenty to chose from. Two in particular stood out - room 128 (who I thought was the hottest bottom there), and room 202 who wiggled his ass at me and seemed really eager. (If you were there and trying to figure out who I’m talking about - it was the guys in those rooms around midnight.) The guy in room 128 was this smooth Latino and/or American Indian guy who had a beautiful smooth ass that he spread really well - showing off his hole. He seemed interested in me, but changed his mind when I got in the room. It bummed me out for a second then I let it slide…

So I went back to the guy in room 202. He turned out to be Latino (couldn’t tell from the door) and he had the smoothest butt and hole… It was really a wonderful thing. He started by sucking my dick, then I rimmed him, then I fucked him while he had one leg on the floor and one on the bed. His hole felt wonderful… It was all silky (I’m pretty sure it was from loads). Then I repositioned him on the bed on his belly and fucked him that way… I was alternating pounding him pretty hard and then gently…

That went on for a while and then he asked me if I came. I said ‘no’, and I wasn’t sure if I could, so he wanted to take a break… Given that I’d already cum twice today it was no big deal. I felt like I got close at one point with him, but close doesn’t count when it comes to giving loads…

I walked around a bit more and saw the bottom I fucked and then saw at the bar laying on his belly in room 230… After our talk, I knew what that meant…

I continued on and discovered the sauna which was this complicated labyrinth that was pretty cool. I could tell my time there was ending - as much as I tried when I jacked off in the steamroom I just couldn’t get completely hard…

I walked around a bit more and saw a bottom on all fours. Went in (he barely turned his head to see who I was), and after feeling his sloppy hole I rimmed him. That usually gets me hard, but it didn’t that time, so I put my towel back on walked around one last time.

As I was getting my clothes on I see the bottom (who I fucked, ran into in the bar, and saw laying on his belly). I asked if he was in room 230, he said ‘yeah’. He told me two guys had fucked him and they both pounded him for a long time. I thought he said they unloaded deep in him, but this morning he sent me an e-mail and said he got fucked a lot last night, but doesn’t think he took any loads, even though he really wanted to… I asked “did you ask any questions?” He said “no”… He knows the implications of what it means to be a negative bottom face down in a packed bathhouse taking loads… He’s made his choice…

After winding things up with him I headed out and went back to the hotel…

I’m laying here this morning trying to get a handle on all the e-mails on BarebackRT. Started the morning off with 22 unanswered e-mails and it’s taking forever to clear them ’cause new ones keep coming in… Don’t know that I’m even going to bother with Manhunt - have more than I can deal with just using BarebackRT.

Yesterday I made the mistake of jacking off in the morning. When this hot kid on Manhunt was wanting to hookup with me in the afternoon I had to say ‘no’. But I still sorta wanted to hookup, so last night when this guy who’s not all that far from me contacted me, I decided to go for it…

I knew from his pics he wasn’t totally my type, but he had a really nice face which makes up for a lot in my book… So I head over to his place. When I get there he’s pretty much what I’d expected. Nice guy, attractive, but pushing “cub” when he takes off his clothes.

The other factor is that I hadn’t taken any pills before I went over. For starters there probably wasn’t enough time to let them kick in, and second, the last time I took them on a full stomach the results were pretty awful…

Anyway, he gives me a blowjob and my dick definitely responds. I get hard enough that he chokes himself on my dick. It’s sorta funny when he does it. When he chokes/gags he has an involuntary reaction and the result is like coughing spit all over the place.

After a little bit we move into the bedroom and continue. He sucks my dick for a while and then I fuck him. We try a few positions - doggy, him on his stomach, and then legs up (missionary)… None of the positions really makes me feel like I could cum though… While he’s not really heavy or anything, he’s borderline (body-wise) for me, and that was part of the issue…

Then he cleaned off my dick with a blowjob and sucked me some more, then I fucked him some more… I was starting to get really hot and sweaty and finally had to take a break. We laid there and talked - sorta swapped life histories… Then he went back to sucking my dick, then I fucked him some more…

The majority of the time we were having sex his dick was completely flacid. I had seen him hard once while we were playing - looked like maybe 5″ and thin… But most of the time it was really small… Like maybe an inch… Totally shriveled up. He was sorta self conscious about it - even went and got a cock ring at one point (though it didn’t help). Thing is, I sorta get off on small dicks. They’re emasculating - makes the bottom seem like more of a bottom… He didn’t get how much I liked his little shriveled up dick until one point when it was really really small and I had it in my hands and got completely rock hard. Probably harder than I had gotten all night. From that point on he figured it out - I like pussy boys / total bottoms - and his little dick turned me on…

Anyway, we kept alternating between him sucking me and me fucking him. Some of the fucking was even pretty good, but for one reason or another my orgasm just wasn’t coming, so finally I told him I needed to go…

On the way home I was waiting for the subway shuttle bus (the subway’s under construction on the weekends), and there’s this hot thin guy who’s checking me out - sorta has an Eastern European aesthetic to him… Hot as shit though… We get on the bus, and then both get off two stops later. I figure he’s going cruising in the park near me. Thing was his shoes were all wrong for cruising in a park. He keeps checking me out though… I’m horrible in situations like that - just not assertive enough. Curious thing was he walked away from the park… So maybe he just lives in the neighborhood. I’m hoping I’ll run into him again…

It’s weird - that was the second time I was cruised by a hot guy on the way home from hooking up. Last time when I was coming home from filming the hookup with the Asian bottom I got cruised on the subway by this super hot guy that looked just like one of those “bad boy” model types you see in magazines - teardrop ’70s sunglasses, tattoos, and an attitude to match. But when he saw me he got up from where he was sitting and came over and stood near me. He got off at 145. I wish something could have come of it, but I was tired from a long hookup, and I had just cum…

I guess I gotta do a better job of hooking up… I know the Brazilian wants to get my load tonight…

We sitting around talking about stuff (like he time he was fucked by “the other blogger” who lives around here), and the conversation changed to Dawson’s 20 Load Weekend. He mentioned he hadn’t seen it, so I asked if if he wanted to watch it and he said ’sure’. So I put it in the DVD player, and we’re both tugging at our dicks through our jeans. Since he’s looking at my dick on screen, I just pull it out - he might as well see the real thing, right? He leans over and starts sucking. We change so we’re in a 69 position with me eating out his ass and him sucking my dick. Then he changes position again and when I ask if he wants to get fucked he says ‘yeah’.

So I run and get a towel and lube. I lube up my dick and push in… I’m only in him for like 30 seconds or a minute when he cums (how typical for a 20 y.o.), and then he asks me to pull out. Again, it’s at his speed, so I’m fine with it, though it was a huge disappointment not to seed him… I was really hoping to send him home with an ass full of cum.

If there are any young guys (legal through 20) who want my load - contact me…

There’s a guy who lives pretty close to me (I can see his building from my window). We’d chatted back and forth on Manhunt in the past, but nothing ever came of it - to the point that I took him off my buddy list. I think when it came down to it he didn’t want to bareback or didn’t want to take a load - forget which.

Well, today he unlocks his pics for me and we start chatting again. This time he’s game for hooking up. I was a little worried ’cause I’d already cum this morning (up the young cub’s ass) but I was getting hard so figured it would work out. Given that he was so close there wasn’t time to take a pill, so I just hoped things would go well and he came over.

I should back up a bit and tell you he’s cute, thin, upper 20s… The pic of his ass is the reason why I wanted to hookup with him even though it wasn’t the best timing - it looked perfect… When he showed up his only fault was that he was a smoker. He was totally my type, and a nice guy too…

He asked for a glass of water and then we went into the bedroom. We kissed a bit. He had me take off his clothes (I left his jockstrap on). I put him on the bed and threw his legs in the air and ate out his ass. It was a great as I was hoping… Slightly hairy, clean, nice hole… I ate him out for a while (he liked it). Then I went to fuck him. He said it had been a while since he’d been fucked and asked if I had lube.

So I lubed up and went into him nice and slow (it took him a while to get used to it). I fucked him that way for a while, then flipped him over and we alternated a number of times between him on his belly and doggy-style. There was a point at which he went from being vocal to just being “in the zone” and quiet. But the best part was when I said “you like that boy” and he responded “yes sir”… He used “Sir” a few times, which is something I love.

Since I had cum earlier I just couldn’t cum. The fuck went on for a while, but eventually I rolled over with the two of us on our sides and he jacked off.

With the exception of not being able to cum, it was a great hookup with good chemistry. When I took off my shirt half way through he turned around, looked, and grunted an “oh yeah” in approval…

Hopefully he’ll come back for more…

As usual, he was bent over just inside the door, hole greased up, ready to get fucked. I pulled down my pants, jacked my dick until it was pretty hard, and started fucking him. For some reason I was just in the mood to completely slam his hole - over and over and over. It was a pretty rough and relentless fuck. I wasn’t able to cum for some reason, but I was able to stay hard. A couple times I felt my orgasm cumming, but then nothing actually came of it. So I just kept pounding and pounding and pounding away. If he weren’t such an experienced bottom I might have worried whether he could take it, but I knew that shouldn’t be a problem for him. It lasted for a quite a while and my tempo was a lot like the Energizer Bunny - really consistent… We would change positions but always the same relentless fuck.

Finally I was dripping with sweat and he was worn out. He said “unless you’re going to cum, can you stop now?” I did, went into the bathroom and cleaned off my dick. While I didn’t cum, it was still an OK hookup…

This hurts my batting average a little bit. I was doing really well this year - only a 13% failure rate before today (down from 43% the last two years). This puts it up to 18%, but still pretty good considering how things have gone in the past.

Anyway, that made me think about a lot of things including the fact that I really need to get back to the gym. Not that cubs and bears aren’t a big part of the leather community, but just that I’d really be happier with a different body composition (maybe more like a muscle bear or something)… Plus, when I mentioned it to my bf he said I should lose weight and fit into my old leather from 10 years ago - but that would mean I’d need to drop 55-60 lbs - not sure that’s going to happen before Memorial Day…

Either way - I didn’t sleep well - just got a few hours of sleep but when I got up I was in the mood to go to the gym (hadn’t been in over a year - or is it two years - can’t remember). Thinking about it I realized there’s like 5 different guys I could hookup with between my place and the gym. So I texted one of them - a black guy I’d been corresponding with on bnskin and manhunt. I didn’t hear back from him until I was already at the gym so I told him I’d go after I finished up there.

So after working out, I’m functioning on like 3 hours of sleep, no food, and just had an exhausting workout. I grab a Tropicana orange juice at a bodega so I’d have some energy, and head over to his place a few blocks away. His place is surprisingly nice - he did an incredible job turning a so-so apartment into a really warm, well-designed place. But more than that, he seemed like a really sweet guy - and his ass - OMG - it was fucking hot… He had this little waist and a perky little butt that made me definitely want to fuck him.

We go into the bedroom and he’s got a frame up for a sling. He pulls out the sling and some sheets and towels to put under it. Once he’s got it up we take off our clothes. I’m dripping wet with sweat (like literally dripping wet). I was hoping he’d take the hint and want to smell my pits and get off on how sweaty I was, but he didn’t…

When he took off his underwear his balls were huge. I asked if he did saline injection or something (I knew he hooked up with someone last night), but he said ‘no’. I touched them and they were hard and lumpy. Something was seriously going on down there and I was really wishing he’d offer an explanation, but he didn’t. Everything else about him was so good, so I kept going…

He gave me a little blow job and then climbed into the sling. It had been a long time since I’d fucked someone in sling (I own one, but never put it up - yeah, I know, I know…) I’m mostly hard and shove in and start fucking. The sling was a link or two too high for me and I had to get on my tip toes to get things lined up just right, but the bigger problem was that I just wasn’t “feeling it” (if you read the blog enough, you know what I mean)…

After a while I feel myself getting soft so I just pull out. I wanted to try another position (him bent over the bed), but my dick just wasn’t cooperating. Not sure if it was ’cause I was tired, or the chemistry was off, or the fact that I kept thinking about his balls, but one way or the other it just wasn’t happening. I had him give me a blow job, but nothing came of it.

So finally I wrapped things up and left…

Things may not have worked out with that guy, but maybe fucking guys on my way to or from the gym is a way to stay motivated and get to the gym. But probably should fuck on the way there - so I have some energy to fuck…

+

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…