Things Don’t Always Go As Planned…

19 June 2008 | No Comments

Last night I was supposed to fuck this hot mid-20s skinny guy who rarely ever (if ever) barebacks – a fan who I keep running into at bars – first he saw me at the Gym like a week ao, then I saw him at the Eagle this past Sunday at Beer Blast… Thing was he doesn’t want to travel up here, and can’t host, so the blogger “Bingity Bang” (who took his blog down a while ago) had agreed to host us, but then the guy canceled ’cause he wasn’t sure he could make it… On top of it all, I managed to piss off Bingity Bang ’cause I just sent a message on Manhunt and didn’t call him. He had been checking Manhunt a lot earlier in the day… And personally I hate unnecessary calls and texts on my cell. Oops…

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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