Posts Tagged The Castro

Finally, Someone Who Knows What They’re Doing!

So far my trip was turning out to be a flop. I had on traumatic experience and an ex who tried convince me to have sex. I needed my luck to turn around.

Last time I came to San Francisco, tried to meet up with a friend of mine I met a very long time ago on manroulette.com. I’d known him for almost as long as I’d known about the site — roughly two years. We exchanged Skype names and kept in touch. I can remember having conversations with him long ago. He was a great guy who had been through a lot. My heart always went out to him when he told me his story. On top of this, he was incredibly sexy. We’d fooled around on Skype numerous times, and every time I yearned for it to be the real thing with him.

I was hoping I would finally get to live out my fantasy. I made plans with him to grab a drink Thursday night after work. He asked if I’d like to meet in The Castro, but I asked if he wouldn’t mind coming to my neighborhood in the Wharf since I trekked up there the previous night. He agreed, and I asked the concierge for a good spot to grab a drink and chat with someone. He gave me a great spot to check out two blocks away — Parlor. It was perfect. We could easily head back to my hotel room after a few drinks.

While I waited for him to get ready, I excited myself with some porn. I wanted my libido revved when I met him because I wanted to live out my fantasy completely.

When he was nearby, I made my way to the bar. There weren’t many people there. It was perfect. Good music, but quiet enough for us to chat.

When he arrived, he came up to join me at the bar, and we exchanged hugs. I was very happy to see him, and I think he was equally happy to see me.

We sat and talked for hours. He’d been seeing a therapist over the past few months, and he’d really been having some breakthroughs. He has a tough time with his family as they’re not accepting of his lifestyle “choices.” I told him my coming out story, and he was very happy I for me that I had such a supporting family.

Three beers later for each of us, and the conversation was going strong. Our conversation hit the pause button when we both heard someone at the other end of the bar making a gay comment, not in reference to us in the slightest. Our ears perked up ready to be on the offensive but there was no need. When we finished our fourth round, I asked him if he would like to come back to my hotel room. He accepted my invitation, but said he couldn’t stay too long since he had to work early the next day.

He proposed we stop for wine along the way, and I agree. He paid for the wine — He was such a Texas gentleman, even if he hadn’t lived there for years. When we got back to the room, we each finish a large glass of wine before I pounced on him. We made out for a solid fifteen minutes. I was really enjoying him. He had a great body, amazing lips, and he was a spectacular kisser. One of the best I’d ever experienced. My fantasy was on its way to reality.

Warning: The following may be too graphic for some. One by one I peeled off his clothes until he was naked. I took it all in with a big grin on my face. From the first time I laid eyes on his “big swinging d*ck” as I called it, I couldn’t wait to get my hands on it. It was beautiful, and I sure as hell had some fun with it.

He immediately went for mine and started orally pleasing me, front and backside. He was very good, but also very loud, moaning as his head bobbed up and down. This wasn’t something I was used to. I wanted to finish for him. I wanted to show him the fireworks I could set off, but I just couldn’t concentrate. After some time passed, I went to return the favor, but he stopped me. He told me he had to go because he had to be at work early the next morning.

I was so disappointed. He was really good in bed, and I needed that. I also had been looking forward to that for years now. But, I completely understood. Around midnight, he got dressed to head home. As he was leaving, he told me how great I tasted and how he wasn’t going to wash his hands or face for days. This was very dirty and very sexy. I’d never had anyone respond to my body that way before. He kept coming back for more as he made his way to the door. I could tell he didn’t want to leave, which made me happy. I was also purposely teasing him with my body, as I lay naked on the bed. I didn’t want him to go, but I still had one more night in San Francisco, which means I had one more chance to take him to bed…

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

2 Comments

The Horror!

Touchdown! After a long flight of writing a lot of blog entries, I finally landed in San Francisco. I was very happy to be away from New York. This was forced time to clear my head. It would be impossible to try to find a guy for a date from thousands of miles away, and I needed a break. Don’t get me wrong, I want a man to call my own, but the process of finding one is exhausting.

I rode to my hotel with a very chatty driver. He had lots of questions and comments for me. Many of the comments referred to women and our “shared” desire for them. I didn’t have the heart to tell him I was gay. I just let him continue talking. It wasn’t that long of a ride.

I got to my hotel, and took my good ol’ time getting to the office. They didn’t know exactly what time I landed, and I’m sure they wouldn’t have any work for me yet anyway.

I was right. When I arrived at the office, they had no work for me the entire afternoon. This worked out quite well. It allowed me to update the blog and go for a nice long delicious lunch I didn’t have to pay for. When the workday was coming to a close, I made my way back to my hotel.

I’d been on Grindr all day hunting for a guy to either meet for a drink or have some fun with. Nothing was turning up. I recalled the last time I was out there. Originally, I had the same luck. That is, until I picked up signal from San Francisco. No such luck that day.

I thought about the other weapon in my arsenal. I could pull up adam4adam.com and see who was in the area. I managed to find a few sexy men to message. It was only a matter of time before one of them messaged me back. A few did, but many of them were flakes. A few of them were unattractive as soon as I saw their faces as well. I asked a few to hang out, and the ones only interested in sex, I proposed coming to my hotel. Some of the guys on Grindr offered bl*wjobs, but I was looking to get it in.

One guy was very willing to make the journey to my hotel, and he was a bottom and looked pretty sexy. I told him to come by and gave him the details. I had one failsafe. They would not be able to come up to my room without me picking them up from the lobby. If I was unsatisfied with what showed up, I could hop back in the elevator and shut the door. That’s terrible, I know, but you never know what will show up when push comes to shove.

I was doing it again. I ended a relationship and simply fell back into old habits of hooking up outside of a relationship. I wasn’t thrilled with myself, but I was giving myself a free pass while in San Francisco.

I would have to put off dinner until after my evening tryst arrived. I was hungry, but I wouldn’t have time to get dinner before he came by. When he arrived, I collected the man from the lobby. He was a good-looking Aussie.

We got up to my room and talked about where we were from and our stories. He sat on the bed and talked with me. He seemed like a pretty cool guy. He was a bit of a vagabond. I liked his traveling experience. I was envious of it.

When the moment was right, we both went in for a kiss. This was followed by LOTS of kissing. Lots! He seemed quite nervous. I was trying to get him to relax a bit. I took my time with him gently feeling his body. He was a good kisser. This was a good sign.

Slowly I began peeling off some of the many layers he was wearing until we were both naked. He had a decent body. He was skinny, but not exactly muscular and defined. The kissing became more passionate and the petting grew heavier. When we were pretty far along, I whispered in his ear, “I want to be inside you.” He responded the same sentiment, so I reached for the condom and lube I had in the nightstand drawer.

Warning: The following may be too graphic for some. Now I know I say this in a lot of posts, but this time, it may be too graphic for even those who are normally turned on by my warnings. Just be forewarned. Don’t say I didn’t tell you so!

I inserted myself inside him. He felt great. He seemed to really be enjoying himself as well. We were about two minutes in when something didn’t feel quite right. I took a whiff of the air, and immediately knew what was wrong. I looked down in horror, and it was all I could do to keep myself from vomiting all over this man.

I immediately pulled out and hustled to the bathroom. We both knew what was wrong. I tossed the condom in the trash and began scrubbing myself. I casually suggested a shower. I was trying to maintain my composure so this man wouldn’t feel worse than he already did. This was horrific, but I still had the man’s ego in the back of my mind.

He suggested I go first. I’m not sure why. All I could think about was his uncomfortable state while I showered. He made his way to the toilet and took care of himself while I washed up in the shower. When I finished, I left the bathroom so he could do whatever he needed to do.

I was still a little shaky and trying not to think about what just happened. I’d encountered this before, but never to this extent.

When he emerged from the bathroom, you could have knocked me over with a feather. He actually suggested we keep going. I was speechless. I didn’t know what to say. At this point, I no longer had the man’s feelings in mind but only my own sanity. I told him, “No. I think I’m done for the night.” He didn’t stop apologizing. “Don’t worry about it. It happens. Part of the territory,” I reassured him while he got dressed.

And then, when I didn’t think this man could surprise me any more than he already did, he suggested we grab food since he hadn’t eaten anything yet either. “No. I think I’m just going to order room service or something but thanks,” I added.

Just as he was walking out the door, my phone rang. It was San Francisco. I explained to my departing guest that I needed to take the call and gave him a wave goodbye. I couldn’t wait for him to be out of my sight so I could stop thinking about what happened.

“Helloooooo. How are you? Are you Grindring?” he said as I picked up the phone. All I could think in the back of my head was, if you only knew! I simply replied, “I’m single. I can do whatever I want.” We talked about our schedules for the week and planned a night we could grab a drink together. He suggested we meet in The Castro since I didn’t make it up there during my last visit. Once our plans were solidified, I hung up and tried to figure out what to do for dinner.

Joe’s Crab Shack was a block away and was one of the few places still open at that hour. I decided to go there. This would be the second mistake of the night, as this was the worst seafood I’d ever had. I couldn’t finish it. I was literally wiping the seasoning off the crab legs with paper towels, and I still could barely tolerate them.

If this was a sign of what was to come from my San Francisco trip, I was going to lock myself in my hotel room when I wasn’t at work. The positive was, it certainly couldn’t get much worse…

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

5 Comments