Archive for the 'Bad Sex' Category

Sorta A Forgettable Hookup…

Load 2010-22

Had sorta a weird hookup the other day… This guy hit me up on BBRT and despite my effort to get to the point and hookup, he was asking all these other questions. Finally I had to ask – did he want to fuck or not? If he wasn’t really into it I’d move onto someone else. He said yes. We agreed on a time and he came over.

I should backup and mention that my doc gave me a prescription for Viagra this past week and this was the first time trying it out. I cut the pill in two and took the small half – probably about a 40% dose. I was curious to see how it would work. An hour went by and nothing. Then at about and hour and 20 minutes it started kicking in. I felt really hot and flushed – uncomfortably so. I remember feeling the same way the first time I used the herbal stuff I normally use.

When I answered the door I had this raging, rock hard hardon in my pants. I’ll give Viagra definite points for hardness.

When we got to the bedroom he was pretty submissive. Didn’t do anything without being told. I was sorta expecting that since he had said he wanted to be tied up and used. I told him to get on his knees and he started sucking my dick. I put a collar on him as he was sucking my cock and then when he stood up and I took off his clothes, I put on wrist restraints which I locked together with a nice heavy lock.

I then told him to get on all fours on the bed. He was bit beefier than I usually hookup with, but I wanted to rim his ass. When he got on all fours I noticed his ass crack was darker than the rest of his ass (why are some guys like that?) and he smelled a bit funky. Not horrible, but a bit too far from squeaky clean for me to really get into rimming him. Needless to say I didn’t rim very enthusiastically and ended it pretty quickly.

I then pulled out the Wet Platinum, lubed up my dick and went to fuck him. He was 3 or 4 inches taller than me and bent over  on the bed his hole was 6 to 8 inches above my dick. There was no way I was going to be able to fuck him like that. I pushed him forward onto his belly and shoved my dick in. He was beefier than the guys I usually hookup with, but I found that if I was at a bit of an angle his hole felt pretty good on my dick.

This whole time he never really gave any positive feedback. It was like he really didn’t care who I was, and probably didn’t care if he even got fucked. It was like he was getting fucked to pass the time. He seemed sorta bored or like his his head was off somewhere else thinking about something. All in all he was sorta ‘vacant’ and ‘absent’. Add to that bad breath that I could smell when I was on top of him fucking him (I gotta remember to get guys with bad breath to go gargle with Listerine so I don’t have to smell that).

Then, on top of everything else, he asks for more lube, and when I pause for a second I realize I’m actually about to cum. If I pull out to get more lube I’ll cum while I’m out of his ass. I hadn’t even been fucking him for very long, but I had a 6 day load built up and could have cum in any decent hole that day – and his hole was doing the trick. So I paused, tried not to cum, spit on his hole a couple times and resumed my fucking. I knew it wasn’t going to go on for much longer.

As I was about to blow I was thinking about the fact that his profile said he was neg, yet he had asked no questions and here he was laying there like a piece of meat about to get my load – and totally disconnected from what he was doing. I would have loved to know what he was thinking at that moment. It was like he didn’t care, but there was more to it and I couldn’t tell what that more was…

I blew a decent load up his ass and kept fucking him for a little while – told him I wanted to keep going and give him a second load, but then the Viagra started to fail me and so I pulled out.

It had only been a few minutes at this point. What was I going to do with him? I had him clean off my dick, which given that his ass was a bit musky coulda been a bit disgusting, but he cleaned it right off like it was perfectly clean. I had him suck me some more, but I wasn’t really all that hard, so I stopped.

I asked him if he was into flogging. No. (Forget about asking about whipping if they’re not into flogging). I asked about padding. No. I was staring to run out of options. I played with his nipples and when I sucked on one of them he reacted positively (a first). I could tell he liked that. So then I searched for the suction cups I have for nipples, but couldn’t find them. I got out my nipple clamps and he indicated that he didn’t know if he could take them. I tried to use them gently, but you can’t really use nipple clamps gently – they kept slipping off. I was out of s/m tricks.

The whole time he was jacking his dick, which was a bit distracting. But it wasn’t like he was jacking it ’cause he was turned on – he was jacking it ’cause he seemed embarrassed about having a soft dick. Finally he got hard and stopped jacking. It was like a dog presenting a hard bone to his master – it was sorta cute. Thing was, he was a bottom – I didn’t really care about his cock.

I felt up his cummy ass and thought about fucking him some more, but my dick wasn’t really cooperating. Finally I just wrapped things up by taking off his collar and wrist restraints. He got the hint, got dressed and took off. We did talk a little as he was getting dressed. It wasn’t completely awkward, but I still have no clue where his mind was while we were having sex…

As a first time using Viagra it was a bit disappointing. It did get me rock hard, but it didn’t last very long. In some ways I like the herbal stuff I use better. I don’t get quite as hard with it, but I get thicker. I think I’ll use Viagra when I’m not completely horny (’cause that’s when the herbal stuff isn’t sufficient) and I’ll use the herbal stuff when I’m good and horny and just need a boost to make my cock bigger and more sensitive.

Digg It!  Add to del.icio.us  Add to StumbleUpon  Add to Reddit  Add to Technorati  Add to Furl  Add to Netscape
 

Repeat With The Italian Daddy

While some repeats work out well, some don’t… I’ve been off my game lately when I fuck the Italian daddy who likes to take my load. I’ve been hit or miss with him from the beginning – not sure quite why… Sometimes it’s easy to give him a load, other times it’s impossible. Last time he looked like he had gained some weight and I wondered whether that was it, but this time he was looking much hotter. He’d been out in the sun and had a bit of a tan that worked really well on him.

He started by giving me a blowjob. His blowjobs don’t always go well. Early on his teeth would scrape my dick – that’s not such an issue any more. But this time (and others) he managed to suck my dick in a way that the head of my dick was so sensitive it was almost painful. I’m not quite sure how he did it… I think the head of my dick was rubbing on the ridges on the roof of his mouth or something. Anyway, it was distracting and uncomfortable. I tried to move him around to get in a different position, but it just wasn’t working.

Despite the pain I was fairly hard, so I just went to fucking him. I fucked him for a while and pounded him pretty well, but just wasn’t cumming. Finally I sorta lost my hardon. He sucked me some more, and I got hard again and fucked him a little more, but then lost it again. I did have the A/C on but was still feeling a bit overheated. I tried directing the A/C to blow on me, but that didn’t seem to help. At one point we took a break and just cuddled. That actually worked better than him giving me a blowjob. I fucked him a little more, but finally it was just clear I wasn’t cumming. It was first thing in the morning so maybe I was also low on blood sugar. All I knew was that my bf was waiting to go to breakfast and I didn’t want to draw it out too long so I called it quits.

I REALLY want to give him a load, so next time he comes over I’m going to be really horned and we’ll keep it to a pump and dump. That always seems to work best with him…

Digg It!  Add to del.icio.us  Add to StumbleUpon  Add to Reddit  Add to Technorati  Add to Furl  Add to Netscape
 

I Fucked The Cum Out Of Him, Literally…

This guy came over last night. I’ve fucked him a couple times before. He’s very close to where I live and is a total sub bottom. He even gets into me degrading him and treating him like a piece of meat. I wasn’t 100% horny, so I figured if it didn’t go well at least he didn’t travel far.

He comes over, we head to the bedroom, and just as we get there my real estate broker calls. I answered my phone as the guy was taking off his clothes. While I’m talking to her he gets naked and I get my pants down and I have him suck my dick while I’m talking on the phone. The news wasn’t great – we got an offer turned down and it was as high as we were going to go on that property. So it wasn’t making me think horny thoughts, but I kept him on my dick even though I wasn’t hard.

Once I got off the phone I had to get back in the mood and nothing gets me in the mood faster than rimming a clean hole. So I put him on the bed, put his legs up and started eating him out. Mind you, there’s no real conversation – he’s just a piece of meat to me.

When I’m hard I lube up my dick and stick it in. He says he’s tight and squirms around. We reposition with him on his belly, but his hole is too far from the top of his ass to fuck comfortably. So I put a pillow under his waist and get back to fucking him. It was probably a minute or two later that he says something about slowing down and not cumming. I didn’t hear it clearly and thought he was playing the same “don’t cum in my ass” game he pulled the first time I fucked him. So I kept on fucking him how I wanted.

But then less than a minute later he stops things and says he’s cum. The comment I didn’t fully hear was about him cumming – not me. Problem was he couldn’t keep getting fucked after cumming, so that sorta ended it. I then realized he’d cum all over my pillow, not the towel I had down. Oh well.

Well, I guess it’s good I can fuck the cum out of someone, but I don’t like the fact that I didn’t cum.

Digg It!  Add to del.icio.us  Add to StumbleUpon  Add to Reddit  Add to Technorati  Add to Furl  Add to Netscape
 

Strike 2, x2

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.

Digg It!  Add to del.icio.us  Add to StumbleUpon  Add to Reddit  Add to Technorati  Add to Furl  Add to Netscape
 

Don’t Invite 3 Tops Over If You Don’t Really Want To Get Fucked

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…

Digg It!  Add to del.icio.us  Add to StumbleUpon  Add to Reddit  Add to Technorati  Add to Furl  Add to Netscape
 

Dependable, Eager, But Messy…

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.

Digg It!  Add to del.icio.us  Add to StumbleUpon  Add to Reddit  Add to Technorati  Add to Furl  Add to Netscape
 

 

HDK Raw