This past Monday I was pretty horny and kept looking at the hookup sites during the day. One of the guys who works for me (porn name Brad Ramsey – he’s only done photos so far – no video) was over and I figured I’d hookup after he left for the day. I took part of a pill and the funny part was my boyfriend told me I looked flushed and asked if I were hot. I didn’t want to discuss the fact that I was planning on hooking up in front of Brad, so I just brushed off the comment.

One of the guys who was looking to hookup was the guy who had 3 tops over and then came before the tops got off. I wouldn’t have really bothered with him except for the fact that Brad told me a while back that the guy was one of his friends/fuck buds, so I figured maybe we could do a 3way… I first checked with the bottom and he seemed up for it – sorta maybe. I’ll sorta cut to the chase and say he was non-committal and seemed a bit flakey. But then I asked Brad about it and long story short he convinced the guy to come over. (By this time my bf had left for work).

The bottom arrived and for reasons I won’t go into I figured we’d hookup in the bedroom we use as an office. There’s no bed there, so I went and got a towel, poppers and lube so we could do it on the floor… Brad stripped down and I was surprised – he had a THICK cock. The two of them were totally into each other – you could tell they liked each other and had good sexual chemistry. I figured I’d concentrate on the bottom’s ass, so I rimmed him a bit.

When I was hard and he was wet I lubed up some more and started fucking him. I did notice that he jacked his cock constantly and I was worried there would be a repeat of last time where he would come before we would and that would be the end of it. But I figured Brad knew him well enough to prevent that, so I didn’t say anything.

Then we swapped and Brad fucked him. Then someone suggested he get double fucked. So I laid on my back, the bottom sat on my dick, and then Brad got behind him and pushed in. I swear the bottom was really irritating me by this point. He didn’t seem to understand the fact that if he went forward I’d pull out of his ass. I had to push back on his hips with all my might to keep my dick in him.

Meanwhile he’s jacking his dick and then he cums and wants it to stop! Brad and I looked at each other with this “you gotta be kidding” sort of expressions on our face. But that was it.

Needless to say, there won’t be a 3rd time with that bottom. I might make an exception if Brad presents the bottom with his hands tied in a way that he can’t jack off, but seriously – I’m so over fucking him. He’s literally oblivious to the fact that the top needs to enjoy the hookup as well.

So that was over and everyone left and I was looking for someone to fuck. I didn’t really feel like traveling – at least not very far. Eventually a guy wanted to hookup who I’d hooked up with a few times before. He’s an interesting case… I won’t go into that much detail but lets just say there are things about our lives that are similar to the point that I even introduced him to my bf earlier this year and then we ran into him again later. I should also mention that thanks to the fact that there’s way too much information about people online I’m pretty sure the downturn in the economy has hit him pretty hard.

So I go down to his place, but by this time I haven’t eaten enough and I’m starting to get a little headachey. On top of that I left quickly and forgot to bring my cockring. It wouldn’t have been an issue a hour or two before, but the bottom line was I wasn’t 100% “there”…

I show up and there’s basically no chit-chat, even though we now know each other on more than a sexual level. That’s fine – figured he wanted to stick to sex. I take off all but my shirt and socks and start eating out his ass. I gotta say his hole was sweet. Frankly a lot better than the other bottom from earlier that evening. I was enjoying myself, so I took my time. Eventually I was ready to fuck and I got him up on the bed and started fucking him.

The blow by blow isn’t as interesting as the fact that the whole time we were having sex he avoided looking at me – even when we were face to face and he was riding my cock. It didn’t take long to realize he just wanted to get fucked. He probably would have preferred someone random anonymous top who he’d never met and would never see again. I gave him a pretty good fuck, but he needed a lot more and a lot harder fuck than I was up for.

The room was warm and I was literally dripping with sweat. After I got his bed all wet at one point by laying on it I was a bit self-conscious and didn’t want to keep getting his bed wet with sweat. The little things I’d do that were a bit tender he never responded to. All he responded to was getting fucked and used like a hole. All in all the chemistry got to the point where it was just off, so I wrapped things up and left. For a variety of reasons I never did cum…

So yeah, it was a bit of a bummer of an evening, but that just is what it is. There’s been a lot on my mind lately. It looks like we’re going to be moving in a month – and all the decisions around that are really distracting. I’m not sure we can afford to buy what we’d really like and we’re not sure about the compromises in what we can afford. It’s a major decision and pretty complicated with no clear choices. On top of everything else, it looks like we’ll be in a rental for a while between places and I’m not looking forward to moving twice or living in a rental I don’t really like.

So this past Thursday I had a ton of porn stuff to do – a minimum of 8 blog posts (times two, since I post each of them in two different places). I was trying not to get stressed about it like I usually do and it was generally a pretty good day. But working on porn all day does get you horny and I kept jacking my dick throughout the day.

A guy messaged had me on one of the hookup sites and I told him I’d be available after work. He was in the neighborhood so long story short I texted him and he said he had another top coming over – did I want to join in? I figured, why not. So I headed over. By the time I got there he said the first top (who he’d described as cute, 25, and hung) had just left, but another top (big, beefy and older – sorta like me) had arrived just before me (I saw him going in the door as I was trying to figure out what buzzer to ring). So, according to him he’d just gotten fucked and taken a load, and now he had two more tops to fuck him. Busy boy…

The bottom was pretty hot – nice body, pretty lean, cute bearded face, and generally seemed like a nice guy. The other top had a big, thick cock that looked like a phenomenal fuck stick. Since he was in the neighborhood and I didn’t have 45 minutes to let a pill do it’s magic, I hadn’t taken one. Since I had been hard most of the day I didn’t think it would be an issue. But the other top’s unfailing big hard dick did put mine to shame a bit… I got hard and had no problems performing, but it came and went depending on what was going on…

While the bottom was giving a blowjob to the first top I figured I’d rim him. Got down there and he had a nice ass. It was a little unusual in that he had what I’d described as a swollen bit of skin – sorta like a huge skin tag that was full. It was the same color as everything else – so in some ways it looked like it might be normal for him, but I wasn’t sure… More on that later…

Anyway, he had me fuck him first which I did for a little while and then the other top took over. Problem was I never could get in a comfortable position – he liked to get fucked on all fours and his ass always seemed to be in the wrong place to fuck comfortably. And he wasn’t really getting the fact that I was having a difficult time due to the position.

As the other top was fucking him he was jacking off and then all of a sudden he came and wanted things to stop. Thought it was a bit weird, but whatever… I mean neither of us had even come close to cumming. We took a break and the other top and I swapped blowjobs and jacked each other’s dick. But the uncertain prospect of fucking the bottom again didn’t help my hardon.

Then the bottom came back into the room and after a bit he was up for getting fucked again. It was pretty much a repeat of last time only for a little while I did get him sorta on his belly in a slightly more comfortable position. Then the other top fucked him and once again the bottom came while getting fucked and everything stopped. Then he said he wasn’t really up for getting fucked any more… The other top jacked off on the bottom’s chest. The bottom didn’t even want it in his mouth. I licked some up (it was watery). It was like I was more into cum than the bottom. Needless to say, if he wasn’t willing to take my load up his ass, he wasn’t going to get it jacked onto his chest.

I got dressed and left and wondered what in the hell just happened. Most bottoms who have three bareback tops over want at least three loads up their ass. I didn’t see the first top and didn’t taste his load when I was rimming the bottom – so I can’t say one way or the other whether he actually was ever there. But it was like the bottom got titillated by the prospect of having a bunch of tops fuck him raw, but had strategies to make sure he didn’t actually get cum in his ass. Or maybe the “thing” by his hole was a hemorrhoid and it was really painful for him to get fucked. But he wasn’t exactly squealing in pain – getting fucked made him horny and got him to cum.

Either way – why in the hell did he hookup with three tops if he didn’t really want to get fucked that much? One top would have been more than sufficient.

He was a hot bottom physically and his hole seemed like it had potential if I could just get him in a good position. The other top was a distraction though… Since he’s in the neighborhood and easy to hookup with and could work out to be a good fuck buddy if the circumstances were different, I think I will try fucking him again – but just 1-on-1 this time and once I’m in him I’m not pulling out till my load’s up his hole. And with him on his belly he won’t be able to jack his dick and cum and stop things prematurely…

Load 2008-11

About a week ago (the day of the Gay Pride Parade) my boyfriend had gone out to march in the parade. I was mostly over being sick, but didn’t want to push it so I stayed home. I thought maybe I’d take a nap, but figured I’d look and see if I could find someone to fuck. The hairy Italian daddy I’ve fucked a bunch of times before had e-mailed me a day or two before so I e-mailed him back and told him I was available. Like the other times he rushed right over. It’s like he lives to get fucked and take loads – like he’s an easy on-call cumhole. Why there can’t be more bottoms like that, I don’t know.

He comes over and asks if he can clean out a bit more, so I say sure and lay on the bed and start jacking my dick. He comes out and starts giving me a blowjob and then has me take off my clothes. He’s not a very good cocksucker – doesn’t keep his teeth away from my dick. So after a little bit I tell him to sit on my dick. He rides for a bit, but it’s just not doing it for me, so I have him pull off to switch positions I hear a bit of a noise, look down and there’s a wet shitty smear sorta dripping on my leg to the side of my pubes. UGH!!! Once again he’s failed to clean out properly. He apologizes and we both go into the bathroom to clean up. I had my glasses off but I notice there’s water all over the floor. I clean off, come out while he cleans out some more, get a new towel to put over the one that luckily I’d put on the bed and try to get myself back into the mood to fuck. Often a dirty hole just puts me off my game and it doesn’t happen at all.

When he comes back out of the bathroom I figure I’d have him lay on his belly. At least that way gravity will be working in my favor if he’s not clean. I do manage to get hard again and go back to fucking him. I think tops will understand what I mean when I say his hole felt uncomfortably wet – it was wet, but not lubricated. I tried putting a bunch of lube on his ass to improve the sensation and it helped a bit. What he was lacking is anal mucus – he’d washed it all out of his ass, and his ass was so wet it diluted the lube when it was applied.

I kept fucking him, but started wondering whether I’d be able to cum with him. At this point he was a piece of meat to me – a hole to fuck. As long as my dick stayed hard and he didn’t tell me to stop I was going to fuck him however I felt like fucking him. I wasn’t able to cum, but thanks to having taken a pill I was staying plenty hard.

So I fucked him and fucked him and fucked him. I could tell I was sorta wearing him out, but like a good bottom he just laid there and took it. I’m not sure if he enjoyed it or if it was uncomfortable for him – I honestly didn’t really care. The funny part was he kept telling me “You’re the best” which I found a little funny. I wasn’t sure whether that meant he was enjoying himself or whether he was just thinking that stroking my ego would make me cum and it would be over.

Finally his ass started producing mucus again and it started feeling better, and I changed positions a bit so one of my legs was between his and the other outside of his – so I was fucking from a bit of an angle. One way or the other I did finally cum in his ass.

He was worn out as well. He was going to jack off, but then we got to talking and finally he just got up and gathered his things and left. As he was gathering his things he noticed one of his new bottles of poppers was nearly empty and he realized he’s manage to spill the poppers in his car on the way over. That’s gotta make your car smell like shit – not sure how he’s going to explain the smell to his kids if they ask what it is. But he had brought the bag into my apartment and so now my bedroom reeked of poppers.

But the worst part was when I finally went into the bathroom and saw the mess there. He had managed to get shit EVERYWHERE. It was all over the toilet, but it was on the bath mat, and there were small brownish spots on the towels that were hanging on the wall, and all over the walls. It’s like shit-infused water had spattered all over the bathroom. It was disgusting.

It’s really too bad. He’s so eager, so dependable, but not being clean is a reoccurring theme with him. I’m pretty sure what he’s doing is trying to hard – using too  much water with too much force and getting water too far up into his colon. And I don’t think he’s careful enough to sit properly on the toilet – I think he squats and aims (and misses).

So unfortunately I had to bring up the issue with him in e-mail after he left. He’s such a nice guy and he’s going through such a rough time – he’s been unemployed for months and his ex-wife is insisting he pay child support when he has no money – he’s literally worried about becoming homeless. So it was really awkward to tell him he’s failed in yet another thing as simple as cleaning out his ass.

What I need is a bottom as eager, dependable, and available as him who’s squeaky clean every time they show up.

Not all my hookups are hot – some are actually pretty bad. There was one like that this past Monday night. It was with the bottom who I fucked in December who didn’t seem to want my cum in his ass (but I gave it to him there anyway). I should say from the outset the fact that it was a bad hookup wasn’t his fault…

A huge part of the day my bf was being really pissy with me. Put me in a really really bad mood. When he left late afternoon I was able to get pretty hard ’cause I’d taken a part of a pill Sunday morning ’cause I thought I was going to hookup with this guy from Brooklyn (but it didn’t happen). But needless to say the spat with my bf put me in a weird mood and I didn’t know how it would go if I hooked up with someone.

He got here and my dick never really got above half mast. I just wasn’t in the mood. I was hoping I’d be up for taking my frustrations out on him, but it just didn’t work that way – and he would have been a perfect bottom for it. Turns out he likes it rough – he likes being degraded – treated like a pig. I told him he was a worthless piece of shit – that all he was to me a was a piece of meat and that totally turned him on. This time instead of resisting taking my load he really wanted it. He just wanted to be my cumdump.

I had some fun with him – pushing his face into the pillow until he couldn’t breathe, choking him a bit, and I did get hard enough to fuck him a couple times briefly… But it just wasn’t going to happen so after a while he went his way…

He lives just a few blocks from me so I gotta hookup with him again. I do really like how he likes to be degraded…

I’ll keep this short, ’cause there’s not much to tell… This skinny black guy on Adam4Adam wanted to hookup today. He was attractive and definitely my body type. Said he wanted to get pissed on, which was fine with me.

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. 🙁

Well, I’m back to being horny and wanting to hookup. Started last night, but I had other things to do last night, so tonight I was looking, but for some reason there weren’t a lot of options (I even looked on Manhunt). Finally this Brazilian guy from Adam4Adam who lived just over the Bridge in New Jersey said he’d come over… He didn’t have a fave pic in his profile, but asked for my e-mail address and said he’d send one. Thing was, I didn’t get it even though he said he had sent it.

He called and then came over. When he arrived I knew there was going to be a problem. Let’d just say he was short and Latin, but I wasn’t into him. His profile said he ws 38. I’d add about 10 years to that and he wasn’t aging all that well… I had him come in, showed him into the bedroom. We took off our clothes then I realized he was a smoker (who wanted to kiss)…

After a while, he sucked my dick a bit, but I wasn’t responding. I hadn’t taken a pill or anything ’cause I didn’t think I needed to ’cause I was pretty horny. But this guy just wasn’t doing anything for me. I figured I’d try to eat his ass to see if that would help. I went down only to find it didn’t smell all that clean. I sorta played at rimming, not wanting to get too serious if his hole was dirty…

I put a fair amount of spit on his hole, stood up and tried to fuck him. He said to go slow, but I just wasn’t getting in… So we went back to other stuff like him sucking my dick. Then we tried again and again I just wasn’t getting in. I wasn’t totally hard, but I was hard enough. So I fingered his hole and found he was incredibly tight. I think he was clenching, but who knows… Then as I was fingering him I felt shit up there…

That was the end of it. I said I didn’t think it was going to work and went into the bathroom to clean the lube off my dick. The had no intention of getting fucked. He didn’t clean out and he was clenching. And on top of that he didn’t do anything for me…

Hopefully I’ll find some decent ass tomorrow to make up for it…  😉   At least I wasn’t the one who had to pay the bridge toll…