Anyway, I’ve fucked him on two occasions before. Once last May that went really well, and then at the end of August when my pills were working a bit too well. Thing was, I didn’t know he had done porn back then. Somehow I missed the videos he has been in, but then I saw one and asked him about it.

I’d been wanting to hookup with him again and we made plans for last Sunday. He was also game for getting it on videotape, so I brought my camera and tripod along. To me it was cool that I could finally videotape someone who didn’t mind their face showing. Not to mention that I think he’s a hot little pig… 

I get there and we set things up. It’s sorta weird, but to get light in from outside the blinds on the windows are open and people walking past on the street can see right in. But I put that out of my mind and just enjoyed myself… He had these plastic/rubber sheets he put on the bed, ’cause he likes his sex a bit messy. He had texted me right before I went over and told me to have lots of water ’cause he wanted to drink my piss. If you read this blog much you know I like piss bottoms…

The rest is pretty much shown in the video (it’s a pretty long video - 20 minutes and there’s another supplemental video coming, plus some other clips I may show later). It started off with him sucking my cock. At one point in there I’m fucking his mouth really slowly ’cause I’m actually pissing in his mouth.

Then we move to the bed and I rim him and fuck him. He had mentioned that he got fucked earlier in the day and took a load, but it turned out it was a massive load - my dick is just swimming in cum as I fuck him. It feels great. In fact he’s got so much in there it actually overflows while I’m fucking him and there’s a small puddle of it on the bed (which I lick up ).

Here’s some supplemental footage of sucking and rimming that didn’t make it into the video above…

All in all it was a good fuck. We fucked for a while and I fucked him pretty hard. [For those of you who keep asking for me to take my clothes off - you'll like the last bit of the video.] But the thing was I just couldn’t cum. There are a number of reasons but it boils down to me working too much. First, I’m jacking off these days just so I can concentrate and get work done. But jacking off frequently makes it more difficult to cum when I’m fucking. Plus there’s the stress and always feeling tired…

There’s more to this story, but I’m going to wait on telling that part… But I will say Marcelo and I ‘clicked’ (he’s a sweet guy) and I plan on hooking up with him in the near future.

And just as a shameless plug… If you want to hookup with Marcelo, you can hire him as an escort (see his ad on RentBoy.com). As you may know from the videos - he’s a great top as well as a good raunchy bottom…

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.

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…

I sorta felt like fucking someone today - been in a weird mood sexually the past few days. That research study I’m in asks about sexual desire in three different ways - 1) sexual interest, 2) sexual arousal, and 3) horniness. I never really thought about it in those terms, but they’re a good way to break it down. I mean there are times when I want to fuck someone (sexual interest), but I’m not all that horny and can’t necessarily get it up. Then there are times when I see things on line that get me hard, but don’t feel like going through the bother of hooking up…

Anyway, getting back to the story, today was one of those days when I had sexual interest, but intermittent sexual arousal and horiness. But I was still determined to fuck someone… There were a few possibilities on Adam4Adam and BarebackRT. One was too far away (Brooklyn), another was a bit flaky but I probably could have set something up, but there was this one black guy who had an incredible body who I really wanted to fuck, but he delayed things ’cause he was hooking up with two other guys who were going to give him loads. I figured a cummy hole and a great body were worth waiting for…

At one pointed he asked if I “partied” and I said ‘no’, but didn’t care if he did. I probably should have been more complete in my answer. I don’t really care if a bottom has been partying (provided they aren’t messy and distracted), but I don’t like it when they do it around me. It’s one thing if they do a quick snort of something, but completely different when it’s a whole complicated process.

So the guy shows up, he’s just as hot as his pics (which are incredibly hot). Muscular with zero body fat and a really thin waist. He gets naked and I start playing with his hole, but he wants to party a little first… OK, whatever - I figured he’d do something quick and we’d be on our way. But no, he pulls out a thing that looked like a little bong, the drugs, a lighter, and a little mini torch. It was all way too much. I put up with it just ’cause, I wanted to fuck and didn’t want to completely ruin the moment. I figured it would be over quickly, but it took forever…

When that was done we finally got down to business. He sucked my dick and then I fucked him on his back with his legs in the air. I could tell he wanted me in really deep. I had taken a pill and was really hard, so no problems there. But after fucking him for a while I couldn’t hold back and came in his ass. It didn’t seem like it had been that long so I didn’t let on that I had cum. I just rolled him over and kept fucking him and pounded him pretty hard.

The nice thing was there was a few times when I felt like I was really close to cumming a second time. In hindsight I probably should have faked an orgasm so he knew he got my load, but I didn’t… But he was definitely getting a good fuck.

Then he wanted to take a breather, but it turned out he wanted to smoke some more… UGH!!! At this point I started losing it. Despite having taken a pill, I wasn’t getting more than a chubby. When he was done I sucked on his nipples, and then we went into the shower and I pissed on him. But it completely lacked any chemistry and wasn’t all that hot at all.

He rinsed off and came back and I just wasn’t getting hard. I rimmed him a little, then had him suck my dick. That got me just hard enough to fuck him again which I did, and then he had me piss in his ass which was sorta hot (been a long time since I’d done that).

While he was cleaning up I got dressed. When he came out he saw me and said “Are you done” and I nodded. I was absolutely not going through another round of him smoking.

If he hadn’t been so hot it would have been a bad hookup, but he was hot (and a nice guy too) which meant it wasn’t all that bad, though I wouldn’t do it again (at least not that way).

The best part is his profile - “HIV negative” / “Safe Sex Only”. Yet he spent all night last night PNPing with two guys, and apparently had two more give hm loads before he came to me. He needs to learn to be uninhibited without the drugs…

There’s a guy who was visiting NYC a month or two ago who I really wanted to fuck, but things didn’t work out. Well, he’s here at IML and we just hooked up…

Again, not a leather hookup (oh well), but he’s so totally my type I didn’t care. He’s a 22 y.o., short, black guy who’s got a really lean, slightly muscular body, and a phenomenal ass.

He arrives and he’s shorter and cuter than I was expecting. He was wearing a hoodie, flip flops and the bottoms from hospital scrubs. He started stripping down just inside the door - no shirt, no underwear… I was loving it…

We kiss a bit and then he climbs on the bed and presents his ass to me. It was a truly incredible ass, and a really nice hole. I get down on my knees and rim him, which he seems to really love - it kept him moaning…

After rimming him for a while I got some spit on the head of my dick, stand up and fuck him. His hole felt great - nice and reasonably tight boi hole… He takes the dick really well and after a bit of warm up I fucking him fairly hard. Then I push him forward and fuck him on his belly.

Fucking little lean guys on their bellies almost always gets me to cum, and this time was no exception. It felt really good to give him my load…

I roll him on his side and keep my dick in him. Pumping him a little here and there while we enjoy the moment and talk about stuff… He’s not into leather - just came with a friend ’cause he’d never been before…

After a while of laying there cuddling he got up to look at the view. While he was standing naked in front of the window I started rimming his ass again… Didn’t taste any cum cause I must have cum pretty deep. He asked how the cum tasted and I told him I didn’t taste any. Then when I was taking a brief break he basically farted some of my cum out of his ass and it landed on the carpet. It was sorta funny, but I could also tell it wasn’t all that “clean” (not shitty, but just not clean), so I cleaned it up with a towel and didn’t pursue it further.

All in all a really good fuck. Didn’t capture it on camera ’cause I just wanted to enjoy his body. If he wants to fuck again I’ll see if he wants to videotape it…

Back in 2001 when my bf and I had been together for a little over 3 years, I wasn’t getting enough sex and I was fucking guys on the side (bareback of course). It was during this time that I fucked “Max” who went on to be the NY-based porn producer for Treasure Island, which is how 3 years later I wound up fucking Dawson in Dawson’s 20 Load weekend… But I digress…

My memory’s a little fuzzy, but if I remember correctly my bf found out I was fucking guys behind his back, there was a big argument, and the outcome was that we’d do 3-ways with bottoms. We thought this would be a great idea. We found a few guys and had a few good hookups (one of the guys we even later saw on Law & Order). But the problem was guys were usually either into one or the other of us, and we always used condoms, which I hated.

But we did find a few bottoms and the very first guy we did a 3-way with was this little, well-built, poz black guy. My bf was fine with him being poz because we were going to fuck him with rubbers… I remember a few things about him - like how his hole felt - it was like a wonderful muscular tube. The other thing was that he went shopping with us afterwards to Triple 5 Soul… (That was the first and last time we went shopping with someone after fucking them)…

Anyway, a few years later I see him online and we chat, he figures out I bareback, and he mentions that he wished he had taken my load. And then later he figured out I was the person behind this blog… For a number of reasons we never hooked up again - until last night…

I see him online yesterday on BarebackRT and tell him I want to fuck him. He had the day off, so he comes over after I was done with work. He looks great - hasn’t changed much in 7 years. He apologizes for having gained 10 lbs, but as I find later, the 10 lbs works well on him… Of course, I gained a lot more than 10 lbs over that time, but he’s fine with it…

He had said he was OK with pics or video provided people couldn’t figure out who he was, but the problem was I couldn’t find the tripod and my bf wasn’t around. I didn’t want the distraction of having to hold the video camera while I fucked, so video was out. After taking off the necessary clothes, I grab the camera and take pictures of his ass. The pictures aren’t as hot as the real thing… What you can’t see is how he’s like the perfect little beefy, muscular bottom. Nice ass, great chest and arms…

So then I put down the camera and eat out his ass, then I have him blow me, then eat out his ass some more, then he blows me again, etc… I then lube up his hole and my dick, pick up the camera again and go to fuck him. But the camera doesn’t take a picture when I press the button. I look and it turns out the memory is full on the camera. So sorry guys - ass shots are all you’re getting…

He’s a bit sensitive when I start fucking him, so I take it slow… His hole feels really good… He’s on his stomach, which is my favorite position with little guys. It would have been so easy to just blow my load after a few strokes, but I wanted it to last a while, so I fuck him with slow and deliberate strokes. Finally, I just can’t hold back any more and I unload in his ass. That’s what he came for - it’s the load he’s been wanting for years…

I keep my dick in his ass (I had taken a couple pills so I was able to stay fairly hard after cumming). I continue to slowly fuck him as we cuddle and talk a bit. His ass is all cummy and feels absolutely incredible… He tells me that was the first load he’d gotten in his ass in about two years. He has a boyfriend, doesn’t live in Manhattan where it’s easier to get laid, and since he’s versatile most guys seem to want him to top.

I remembered he was a sweet guy, but had forgotten what his personality was like. He’s sorta straight-laced in many ways - until he starts talking about sex. While he doesn’t get enough of it, he loves fucking raw - breeding and getting bred. And he’s really in love with Treasure Island videos…

I think I fucked him longer after I came than I did before. It was just nice and relaxed. Then I pulled out, he cleaned off my dick for me, and we cuddled and talked some more. Among other things we talked about him being poz… He’s been poz for something like 20 years - looks great, and has had very few health problems. (He previously he’d told me he’s been “undetectable” for years). He also mentioned he had jacked off 5 times that day thinking about taking my load. That was too bad ’cause I remember him having a really nice dick - but he wasn’t getting hard ’cause he had jacked off so much…

Then I wanted to fuck him more, so I went back and pounded his ass. This time I didn’t have to worry about cumming, so I was a bit more forceful than the first time. But at the same time, since I had cum earlier, I wasn’t completely hard. Eventually I went a bit too soft to fuck and we cuddled some more with my dick in his ass.

It felt really good to cuddle with him - his body was beefy and muscular - his chest and arms felt really good.

All in all it was a great hookup. I need to get him back here and videotape it (can’t believe I couldn’t find the damn tripod - but once he was here I wanted it to be about him, not about the video equipment…)

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…

+

There’s been this bottom sorta chasing me online. One time we made plans and he never showed up, so my bf and I had things to do and went out and then I get a message from him asking why I didn’t answer the door when get got there…

Anyway, he was really eager to hookup with me, but at the same time he was a total high-maintenance bottom. He’d get all mad if I didn’t get back to him right away or if I had to cancel plans to hookup…

So yesterday I was aching to hookup and breed some ass. I hadn’t cum while I was away for Thanksgiving and then when I got back my attempts to hookup weren’t all that successful. A week had passed and I hadn’t cum. At that point I knew I had a huge load built up and I was determined to get it someone’s ass…

So after some hysterics on his part, the guy agrees to come over. I give him the address and ask him to confirm that he’s definitely coming over. There are a few more messages from him, but he never actually confirms. I send him a message asking for him to confirm, see he’s online, but never hear from him…

I wasn’t going to have him prevent me from busting my load. I mean I had to cum so badly that for like a day and a half I felt like I had to piss all the time - I didn’t need to piss - I needed to cum (don’t know how priests do it).

So I start looking for another cumhole - guys that loved to get fucked and take loads - not anything tender or romatic - just a cumhole. But the weird part is a few were online, but none of them were responding to their messages. Then just as I get a message from one of them, the doorbell rings.

This was actually a really awkward moment. Our (straight) neighbor from down the hall was over having a drink and a cigarette with my boyfriend. I hate the smell of smoke, so I make them go into the second bedroom, put a powerful fan in the window and stand next to the fan, but still here he was and I had a trick arriving…

My bf came out of the bedroom and asked if the bell was a trick and I say it was (he knew I was trying to hookup). He said it was OK that the neighbor knew we had an open relationship ’cause he had told him he had thrown a guy out while I was away at a conference for being fat and having a small dick. Apparently the neighbor (who we think is sorta gay, but in a relationship with a woman) was really titillated by the whole idea of me having sex in the next room and wanted to watch (but that’s another story - and thank god it didn’t happen)…

This story is getting pretty long and it hasn’t even started yet… Oh well…

So the guy shows up and I hurry him into the master bedroom before the neighbor sees him. He’s a bit femmy, but not a complete girl (in other words, fuckable). We start stripping, he sucks my dick, but it doesn’t get hard - just chubby… He asks me if I’m really neg and I say ‘yeah’. He then asks how I stay neg and I say it helps being a top and I don’t hookup all that much…

I turn him around and start eating his ass (which he really likes). It didn’t smell clean enough down there for me to really go to town on it, but it was clean enough… The weird part was how soft his ass was. Nice shape, but totally soft.

We then get in bed, he gets on his back and throws his legs in the air. It’s not my favorite way to fuck, but he had already started jacking his dick - again, not something I really like bottoms to do, but I just needed a hole and didn’t want complications. So I lube up my dick and start to fuck him. He has a hard time taking my dick, so we pause, he takes a hit of poppers, and I try again. This time he’s OK.

He keeps wanting me to talk dirty to him… I try, but mostly just want to fuck him, cum and be done with it. His hole did feel pretty good… Then I say something about wanting to cum in his ass and he says to hold on ’cause he wants to cum at the same time I do. I slow down a little and the next time I say I want to cum in his ass a moment later he cums. UGH! I didn’t say I was coming in his ass, just that I wanted to cum in his ass… I try to keep fucking him, but he can’t take it…

At this point I’m seriously pissed. I start thinking about who else I can hookup with who’d be an easy fuck and regret having sent a quick message to the cumhole who’s message I got right when the guy got to my place…

The guy suggests he eat my load, or that I cum on him. I make it crystal clear that the only way I’ll cum is in his ass. He gets this weird expression on his face and says “Really? Oh wow… It’s so real…” At that point I knew he never intended to get my cum in his ass and his cumming before me was a way to make sure he didn’t get cum in his ass. I feel used and just want him to leave. I even say something like, “well, so that’s it, eh?” He asks if he can come back (!), and then he puts two and two together and realizes that if he doesn’t take my cum now, he’s not going to get to come back.

Anyway, for some reason I didn’t kick him out right then and there and we spend a little time cuddling so he can recuperate and I can finish fucking him. I’m still not sure he’s going to let me cum in him, but whatever… We talk a bit and he tells me that he’s only ever done bareback with a boyfriend and then only after 2 or 3 months of dating. I asked if the guy came in his ass and he said he wasn’t sure - he just never saw the guy cum… (Weird). But he said lately whenever he gets fucked (with a condom) he’s jacking off to what it would be like raw - and what it would be like to take the load…

So after a while we start fucking again. This time I didn’t say much - didn’t want to tell him I was about to cum and give him the opportunity to fuck things up. He keeps telling me to talk to him and I do a little bit, but after a while I just shut up and fuck him.

Finally, I can feel my orgasm coming… Wasn’t quite sure how a 7 day load would go. First it just felt like cum was leaking out of me - that went on and on… I knew at that point he was getting my cum in his ass. And finally the I came in earnest - and that went on for a while too. It felt like I put a gallon of cum in his ass! The guy who didn’t want cum in his ass got a shit load of cum - planted deep too…

I knew he wanted to cum again, so I tried to keep fucking him, but eventually pulled out. He then started farting - but it was a really wet sloppy sorta fart. It was sorta cool and to me showed just how much cum I’d gotten up there. He was a bit embarrassed and then reached down and realized he was farting cum out of his ass…

While I sorta wanted things to be over at that point, he still wanted to cum, so we tried to get him off. I played for a while with his cummy ass, but after a while it was clear he wasn’t going to be able to cum.

I half expected him to go into the bathroom and shit the cum out, but he didn’t. He took a leak, got dressed and left. He left with a completely juicy ass and probably had a huge wet spot in the seat of his pants when he finally got to the end of his subway ride and stood up…

But more importantly - he’s now a cumhole. He’s gone from fantasizing about it to taking a load from a complete stranger - and a big load at that… I’m glad I could be the one to get him over the hump and started down the slippery slope…

So I’m thinking of not jacking off for the rest of the year - so none of my cum goes to waste - have it all get deposited properly in some guy’s ass… If nothing else it will keep me properly focused on sex. If I had done that at the beginning of the year I probably would have made my initial goal of 100 loads up guys’s asses this year. As it stands, if I’m lucky I’ll do 1/4 of that…

There were a couple of options, but one guy had contacted me before - looked like a small muscular latino and said he liked stocky guys. (Sounded like a pefect match). [I now know he's light skinned black or mixed race, but whatever...]

So I go over to his place - full floor in a renovated brownstone in one of the best parts of Harlem. The name on his buzzer was Dr. John Doe (named changed of course) - a little pretentious, but maybe it meant he wasn’t a skanky cum dump…

He comes down to meet me - just like his pics - cute, lean, muscular… He was wearing a tank top and jeans that were riding low and showing his ass… Things were looking good.

We get into the apartment and start to kiss and feel each other up. Long story short, I get his pants off, and start eating his ass. Now the problems start. He just stands there. He obviously likes me eating his ass, but he doesn’t bend over or make it easy for me in any way… As a result, I have to keep ‘coming up for air’ since the way he’s standing I can’t breathe at the same time I’m rimming him.

He asks me if I like his ass and I say it’s pretty incredible. I play at poking my dick at his hole and then suggest we find somewhere more comfortable (since we were still standing next to the door). We go over to the bed and he sits on the bed, I raise up his legs and go to eat him out again. When I stop for a moment he tells me to keep rimming him. Demanding, but whatever… The whole time he’s jacking his dick.

I then go to fuck him. I don’t usually like missionary position when I’m fucking someone I just met, but whatever… The problem is, he won’t let his legs go back towards his chest - he keeps them straight up. I push, and he pushes back. This makes fucking him difficult. And he keeps repeatedly asking me to tell him how much I like his ass.

I try to flip him over and fuck him on all fours (since he never stopped stroking his dick) - but he’s still a bit rigid.

I’m losing it pretty quickly. He then says he wants to suck my dick, but won’t get up from laying flat on his back to do it - he makes me get in this weird position.

I try a little more to get hard, but it’s just not going to happen. I figure I’d suck his dick, but when I go down to do it, he doesn’t move his hand.

He starts asking what’s wrong. He obviously thinks I’m not into him, which is true, but it’s not a physical thing - it’s a chemistry thing. When you start talking about what’s going wrong in a hookup - it’s time to leave. So I say as much. On top of everything else I hadn’t gotten enough sleep, didn’t feel 100%, and the apartment was pretty warm (which always puts me off my game).

He keeps asking what’s wrong - if it was him… I keep deflecting the question… Oh well. I really wanted him to be a good cumhole, but that about sums it up - he doesn’t see himself as a cumhole. If I had to guess - he wants stocky guys who go gaga over him and keep telling him how wonderful he and his body is. He did have a great body - but to me it was just the perfect piece of meat…

Oh yeah, as I was leaving I noticed he had a painting of himself in the living room… It was one of the only pieces of art…

I googled his name when I got home. Let’s just say he’s doing well… Head of something at a pretty important institution…

So now I’ve got a 3+ day load in my balls and need to cum, but don’t want to waste it by jacking off. I’ll rest a little and look for a good bottom in a few hours…

Me: “Where are you located?” (since his ad just said “downtown”)

Him: “im in chelsea teens/7th ave you and your stats”

Me: “39, 6′, 230, 8″, white. we’ve corresponded before-check past emails for my pics. I’m close and can stop by in a little bit if you want…”"

Him: “hey dont see an old email from you but im HOT and HORNY you wanna CUM over or send me a DICK pic… do you know what I look like?”

Me: “What’s you address - I’ll be there in a few minutes… and yeah, I know what you look like you sent me a lot of emails trying to get me to fuck you… ;)”

Him (again): “hey im ready where r u CUM and Get it”

Me: “16 & 7 what’s your address?“

Him: “Kewl its 6pm now what time,I will send you my addy”

Me: “Not asking a third time… I WAS looking for NOW. the games are really tiring…”

I give up, sign out of mail and send a text message to a guy who gave me his cell number and told me to call him whenever I was looking to fuck, but he texts back that he’s off to a Project Runway party (which I didn’t really understand until I got home and my boyfriend was watching the first show of the new season - great crop of designers BTW).

So I check my e-mail one more time and he had finally sent me his address… I send a message back saying I’ll be there in a bit.

I arrive and it’s a ‘modest’ apartment (nothing particularly wrong with that- some cumholes live in real dives) . In the pic he had sent me he had really short hair, but now it was really long. We played around a bit, he sucked my cock. I wanted to rim him and he cleaned off the lube he had put on his hole. The whole time he’s trying to talk dirty and a lot of what he’s saying is focused on the fact that he’s black and I’m white. I can definitely get into the whole racial thing, but the way he was going about it wasn’t really doing it for me.

Then I went to fuck him… We’re both standing - he’s bent over a desk. Thing is his legs are longer than mine and my dick comes to a point about 2 inches below his hole. I can get in his hole, but not comfortably and I’m not in the mood to stand on my tip toes to fuck him (been there, done that - no fun…) I ask him to lower his ass, he doesn’t get it. I then push down (pretty hard) on his lower back and he stays right where he is. I move him around to the couch thinking that might be better. No luck. I have him lay on his stomach and he manages to lay in a way that’s awkward for me.

I’m so over the hookup and my dick is almost too soft to fuck. Then he says (still talking dirty) “You like your hard dick in a black hole, don’t you?” I’m thinking - Guy, can’t you notice I’m soft? What’s the talk about my hard dick? It’s not hard!

At that point I give up. I say “it’s not working for me”, pull up my pants, put on my jacket, grab my bag and leave…

For someone who I think (based on his Craigslist postings) gets fucked a lot - he’s a really bad bottom…

I’m out-of-town for a few days in a small city in the south… God I love NY… There’s just a weird karma down here… Mind you parts of it are so charmingly stereotypical - like the woman on the plane saying “Thank you so much…” just like Kyra Sedgwick - and then the waitress last night would could have been Kyra Sedgwick’s younger sister…

I’m finding it funny reading profiles that say “I’m just a country guy who’s recently moved to the city”. Guys - this place barely passes for a City. I know - I spent two hours walking “downtown” when I got a bit lost today (until I realized I had Google Maps on my cell phone). The place is a wasteland. I finally found the “good” part of downtown only to see boarded up buildings there too… Yes, there’s a nice part of the city and it’s quaint and charming, but lets just say you need to stay in the numbered streets and they seem to stop at 4th Street.

And the choice of men isn’t much better… It’s been a long time since my bf and I spent days apart and I was hoping for a little action. The thing is, the guys just aren’t all that hot (IMO). My bf might think so - he likes beefy/stocky/chubby white guys, but that’s not my type. And the black guys down here are different too - there’s more shades of brown in NY, and a different attitude (which is true for white guys as well)…

Whatever. Anyway, I tried one… It was an OK experience, he looked mostly black, was a little chubby but not too bad… Unfortunately he took off his shirt… I needed to fuck and I did, and I came in his ass. But then he wanted to keep going and I just wanted it to be over. I tried to play along, and finally he jacked off onto my chest - a lot of cum - my belly was covered in cum and it was dripping all over the place… But I was just glad when he left.

So that’s about it. Wish it were better, but whatever…

I had just gotten out of bed and thought about the fact that I should eat something before going over so I’d have some energy, but I figured this time would be like the other times and he’d offer me some juice and that would be sufficient.

When I got there the door was ajar which was different. I went in and didn’t see him. I was wondering if he was going to be ass up on the bed, which would be a big change for him. As I got near the bedroom he called out and said “hi”. When I got into the bedroom he was laying there watching TV (which he turned off).

I took off my clothes and climbed in bed with him. We played around a little and I went down and ate out his ass which seemed to really like… When I was done he reached over, got some lube and lubed up his hole and I slid in with him on his stomach.

I’ve always been amazed that I got off with this guy. He’s a great guy, but not really my type physically. Today it caught up to me since I was operating on an empty stomach. We switched positions a couple times, but I just couldn’t stay hard. Between not having enough energy and not being completely into him physically, it just wasn’t happening. After a while I just sorta kept my dick in him while he jacked off his super thick dick. As my dick slipped out of him, he came complete with the little ‘convulsions’ that seemed so weird the first time.

Since I wasn’t in a rush to get anywhere, we layed around a little while and cuddled. It almost looked like he fell asleep at one point. Then I got up, took a piss, put my clothes on and went home…

I could still use a good fuck today. The Brazilian sent me a message saying he’s interested in getting loads from me and my bf. I had notice that he posted an ad on Craigslist - looks like he’s seriously on the hunt today… Maybe later I’ll get my dick in him. Told him it would be nice if he had another load in his hole when we hookup… We’ll see…

Wow… It’s been 77 days since I came in someone’s ass - that’s way too long… Finally, the wait is over - I fucked the black guy this morning.

I had been horny all weekend and hadn’t cum since sometime on Friday. Going out Saturday to the Eagle had gotten me all ‘charged’ up (bad terminology given the context, but you know what I mean), and since there hadn’t been any release I really needed to dump a load inside someone…

I love regulars… They’re always just there when you need them. So I arranged last night to hook up with the black guy. I think his daughter must be home from school or something ’cause he had me call when I was outside his place and then had me lock both the screen door and the main door when I came in. I’m guessing he sent her out on an early morning errand (sure she loved that…)

It all went pretty quick since I was running late and hadn’t cum in three days. He was on his bed, I pulled down his underwear, ate out his ass, and then fucked him. Didn’t use any lube and didn’t have it all that wet with spit, so it was pretty dry. I didn’t last long before I planted my three day load in his ass, said thanks and left.

There’s a lot of guys who casually throw around the term ‘breed’/'bred’ these days. A few years back when you said you ‘bred’ a guy it meant you pozzed him. Well, my use of ‘bred’ is more pedestrian… Don’t read anything more into it. I used it ’cause it sounded good…

Anyway, the buppie I fucked a few weeks ago has kept in touch and we hooked up yesterday. This time we got right down to business pretty quickly and went pretty much directly to his bedroom.

Apparently the ‘cologne’ I smelled last time is some sort of lube. ‘Cause right before I went to rim him he remembered he had lubed his butt and I liked to rim and he went and cleaned up a little bit. There was still a pretty strong smell of ‘cologne’ but it wasn’t too bad… He’s got the type of ass where the actual sphincter is recessed a bit, so I couldn’t get in as deeply with my tounge as I wanted to, so I shifted to fucking.

This time around his hole felt really good and I knew I was going to be able to cum. Which is weird ’cause if you’d asked me 1/2 before I got there how it was going to go I would have thought there were going to be problems… Not only did I know I was going to be able to cum, but I could tell I was going to cum quickly. I knew enough from previous times not to hold off, ’cause a lot of times when I hold off I can’t cum later, and cumming is pretty important to me. (And this is just load 14 for the year. If I had kept up with my goal of 100 loads in 2007, I’d be at 42 now…)

So I could feel myself coming pretty quick. I didn’t rush it or anything, but just let it happen when it did. I figured since I hadn’t fucked him for very long that I’d try to keep fucking him. My dick was sensitive immediately after I came, but when I stayed pretty hard and kept fucking him slowly. I got him in a doggie position and jacked him off a little, but it worked better for him to jack himself off. Then we rolled over and he jacked off while I continued to fuck him and play with his nipples.

We laid around a little afterwards and talked, but not for long. I learned what he did for a living, he found out what I did. We talked about changes in the neighborhood…

I’m not quite sure why it was so easy to cum. It might have been the fact that I had only cum once in the last 6 days. I also took a multivitamin and ate a little before I went over (including a banana since I’m sometimes low on potasium). Who knows why I could cum so easily. I’m just happy I could…

The Brazilian was all hot for me on Friday and I should have just fucked him Friday morning, ’cause I wasted more time thinking about sex than it would have taken me to just go and fuck him. He said we could hookup this weekend, but I haven’t seen him online.

So I looked for someone else to fuck… Most didn’t work out for one reason or another, but then this black guy said hi this morning on Adam4Adam. His profile said he was into ’safe sex’. I’m getting a lot of safe sex guys contacting me despite the fact that my profile is pretty clear about what I’m looking for without actually saying it flat out. So I did my now standard response for safe sex guys saying in case it wasn’t clear, I’m looking to fuck bareback, and the guy gets back to me really quickly with “LOVE BAREBACK!!!!!”

Now that that was out of the way, we went back and forth with e-mails and then arranged a hookup. As luck would have it my cable (and Internet connection) went out just as I was confirming, but luckily he gave me a number to call, so I called to confirm, showered and headed over.

He lived near Sugar Hill which got it’s name from all the sugar daddies who lived there when Harlem was in its peak. Damn the neighborhood had changed. Sugar Hill and some of the blocks near it were always pretty decent, but then there were other blocks at the bottom of the hill that were completely run down… The guy I was there to see lived in one of the brand spanking new buildings that replaced the blight that had been there previously.

When by the time I got to his door, I could tell he was doing pretty well, when I saw his apartment it was clear he was 120% Buppie. The apartment looked like it was out of the set of Noah’s Ark.

He asks if I want something to drink, and I figure I’d play along, and have him give me a drink. While we were standing there chatting and drinking our juice (it was morning), I start playing with his body and found his nipples were really sensitive. We kiss a bit, and I feel his dick through the underwear he had on (feels big). He turns around and pushes his butt into my crotch, so I put my drink down, and seriously start playing with his ass. I pull down his underwear, get on my knees and rim him. Thing is, he’s put colone on - and apparently he put it on his ass. It was a little unwelcome, but not too bad, and he absolutely loved getting rimmed.

When I stood up my dick was nice and hard and I rubbed it against his ass and he just pushed back and we fucked a bit standing up in the kitchen…

We then proceeded into the bedroom where he stripped off his t-shirt and laid face down on the bed (perfect). I took off most of my clothes (left my t-shirt on), crawled between his legs and started fucking him. It went on for a while… I fucked him a lot on his belly and also doggy. At one point I had him in doggy position and was absolutely wailing away at this ass. While I tried to cum (I really wanted to breed his buppy ass), but sorta knew it wasn’t going to happen. He was a bit on the bigger side and had a pretty deep ass crack which meant I couldn’t get in as deep as I wanted to. Still, it was a good fuck and sorta wore us both out.

When I just couldn’t fuck any more I laid next to him and he turned over and jacked off while I played with his nipples and ass… As he came I went down and lapped some of it up (while I’m a top, I do like the taste of cum). Then he started convulsing a bit - guess it was a good orgasm for him…

Afterwards we laid there for a bit, and then I got dressed and went home.

All in all, a good fuck… Too bad I couldn’t cum.

He was short, muscular - like a little fireplug. Nice ass.. But for some reason after initially being getting rock hard while I rimmed him and fucking him a little, my dick decided to go soft. I just don’t get my dick sometimes… I mean the guy was hot…

However, when I did fuck him he had a hard time taking me (said he usually tops) and then when I was in him I didn’t feel much of anything… Somehow his hole, while being tight enough that he had a hard time taking me, didn’t really feel much like anything. Strangely enough, looser guys feel better to me recently - not sure why - it didn’t use to be that way…

When it was clear my dick wasn’t going to cooperate, I just ate out his hole for a long time hoping I’d get hard again. Then I flipped him over and continued eating his ass while he jacked off. When he came I licked his cum off his chest and face and shared his cum with him…

Oh well, guess that’s just how things go sometimes…

Stopped by and fucked the black guy on my way to work this morning. Told him it needed to be quick ’cause I was running a little late.

I didn’t really rush or anything, just let myself into his place, found him on his bed, pulled off his underwear, rimmed him for a couple of minutes, greased up my dick with Vaseline, fucked him, shot my load, pulled out, washed up, and even pet the dog on my way out… All in 9 minutes (from the time I parked the car to the time I started it back up).

I love simple, no fuss fucks…

Stopped by to see the black guy on my way to work this morning. He kept me waiting for 5 minutes in my car outside his place, and then had me watch some low-budget bareback porn while he finished getting ready (Hello - I'm trying to make this quick and get to work!). When I moved his pillow I realized he had it wrapped in plastic under the pillow cover. That seemed odd, but whatever…

Then he comes out and has his PA in and this leather "thing" - it was sorta like what you'd use to tie a bottom's hands to the side of his waist, but it was lacking the restraints - just went around each leg and around his waist. His PA was cool - I think he had a 0 gauge in (though he said it was 00 gauge).

He mentioned that he hoped I had some piss for him which wasn't something I was expecting, and then went down on my dick (PA and all). I wasn't planning on fucking him with my PA since I didn't want to dig up shit (which the PA seems pretty good at doing), but obviously he was expecting it, so I figured "what the hell"… I got up, he got on his back, put some Vaseline on his hole and I pushed the ring in and then my dick. It's a big ring and I had to take it slow, but eventually it was in there.

We fucked for a bit with him on his back, but I wanted to get off and the quickest way for me to do that is with him on his belly. So I had him flip over (while my dick stayed in his ass). DAMN! I had forgotten how good his ass felt this way (it has been a month since I last fucked him). His ass felt like these rock hard globes - and his hole was nice and tight.

But pretty quick it went from nirvana to hell… It was like my PA was pinching my dick and it hurt a lot. I tried a few more slow strokes to see if it would reposition itself, but it didn't and it needed to come out. I started taking it out, but that started hurting him 'cause he was tight, so I had to take it out slowly, but my pain was pretty consistent…

Finally, it was out and I got the ring off my dick (not much of any "dirt" - just some Vaseline clinging to it). I shoved back in, and resumed my enjoyment of his hole. I gotta say, his ass and his body are pretty great (not incredible, but just really, really nice) and I got off in no time - dumping my load in his hole.

I felt like I needed to piss, so I headed for the bathroom. He wanted me to piss on him, but only a few drops came out (it's hard to piss with a hardon). Then I noticed when the PA "pinched" my dick, it managed to create a little red dot/bruise/blister on the head of my dick. So I learned my lesson and won't fuck a tight bottom with my PA anymore…

Looking back on it I realized he had set everything up for a full-bore watersports scene - there was plastic under the sheets on the bed and everything. The problem is that I rarely take off my clothes when I'm there, so I wouldn't have wanted to roll around in piss in clothes I wear to work. Plus I didn't have time for clean up. Maybe if I had more time, but it was pretty unrealistic given my time constraints. But I think he was just hungry for it, and thought he could fit too much in a short amount of time.

Still, he's a great bottom - I love how eager he is and how good it feels to fuck him.

The whole hookup took a total of 10 minutes - from the time I got out of my car, to the time I got back to my car.

He told me to call when I got to his place but the number he gave me didn’t work and the house looked pretty dark (though not completely). I figured it wasn’t for real, but sent him an e-mail with my cell phone and waited a few minutes for him to pop his head out of the door.

Well, he popped his head out an upstairs window so it was for real. He let me in and we went up to his room. The house smelled a bit - at first I thought it smelled a bit of shit and poppers, later I realized it was probably from the pit bull that was in a cage in the living room. He said the other person who was around was his daughter, but he had sent her out on an errand.

He was actually more attractive than his pics - he was a dark skinned masculine black guy with a lean body. We went to his room and he started by giving me a blow job and was actually moaning and whimpering while giving me a blow job. When I was hard he got up, took off his shorts and assumed the position doggy style on the bed. I rimmed him a little but figured it wouldn’t be good to show up at home with my beard smelling like ass, so I didn’t do it for long. It was a good fuck - went on for a little while. Having not cum in a couple days I was horny and felt like I could cum twice like I did in March, but after I came he got up and I was OK with it being over.

The nice part was he seemed like he really enjoyed it and said I could come back anytime (which I probably will)… All in all it was a nice, easy fuck with an attractive guy who knew I was just there to dump a load of cum in his ass.