I have a generous amount of vacation days, as I did a very good job negotiating when I was hired at my job. I don’t, however, have friends who share the same luck. They can either take the time off and have no money to travel, or they have money, but can’t get away from work. On top of this, being single leaves me only with the option to travel – Alone. I don’t enjoy this. As a result, I build up all these vacation days and never use them.
When the new year arrives, I have until the end of March to use up all the days I carried over. As a result, I start giving myself four day work-weeks and have staycations. I decided to take Monday off after the local holiday in Hoboken. As per my usual, I woke up horny and turned to Grindr. I tried to get one guy I’d been flirting with to come to my place. He lived in the city in Harlem, so no matter how hard I tried, he was not going to come to Hoboken.
After him, I went through a ton of Grindr guys trying to find someone to come over for some morning fun. None were biting. I turned Grindr off after what I’m sure was over an hour of surfing, and hopped on the computer. I thought I would give adam4adam a shot. I had messaged a few guys, but I wasn’t getting a response. That was until I found one guy who is 26 and worked in the area.
He was a good-looking guy, as per his profile pictures. We began exchanging messages. He unlocked his pictures, and I got a glimpse of his face finally. He was a very sexy, light-skinned black man. He had this college jock look about him, and I was very turned on. His body was fit, he was clean-cut, and his smile was utterly adorable.
I asked him if he’d be free later to swing by. He had a light day at work since his boss was out of the office. We discussed logistics since he worked in neighboring Jersey City. He could either take a cab or the light rail to my place. I gave him all his options, and we made a plan for him to come by around 4:00. I learned he was usually a top, but he was willing to bottom for me. This was extra exciting to me, because I had greater hope he’d be a more masculine man than most typical bottoms.
When he arrived, I was immediately taken back by how sexy he was in his work clothes. Then I noticed his incredible blue eyes. He looked just like Michael Ealy. He was very masculine and had on slacks, a dress shirt, a tie and an incredible smile. He wasn’t nervous about this at all, which I found to be very sexy. I led him into my room, and he immediately began undressing himself. I liked his matter-of-factness — His “I know the drill” style. I sat on the bed talking to him as he undid his tie, stripped off his shirt, removed his shoes and took off his pants.
Warning: The following may be too graphic for some. The man had an amazing body. I was very pleased. I could tell he takes good care of his body, and I was ready to ravage it. I wanted to touch every inch of his milk chocolate colored skin. I was still sitting on the bed in my gym shorts and tank top when he unexpectedly took off his boxer briefs as well. If I wasn’t already excited before, now I was rock hard. He walked toward me as I stood and removed my clothes as well.
He was a well gifted man, and once we were both fully undressed, we laid on the bed with him on top of me making out for a bit. He had amazing lips and knew how to use them. He had a strong body, and I enjoyed wrapping my arms around him. It was hot! We began to fool around and explore each other’s bodies.
Ater some making out and mutual oral pleasure, he got into position for me to use some of the techniques I’d read in Tickle My Tush. I knew he was normally a top, so I took the time to make sure he was fully ready and not rush things. I was enjoying myself as well. He seemed to be really enjoying himself as well from the sound of things.
That’s when I reached over the edge of the bed to my nightstand and grabbed a condom and some lube. He was face down on the bed in front of me, and the real fun was about to begin. I really enjoyed being up against his body and feeling him. He may not have been a bottom, but he sure was passionate in the bedroom and knew how to use his body. The sex was great, and eventually he finished. Seconds after that I too pulled back and finished. It was very hot! I grabbed a towel to clean up his back and the sheets below while we exchanged a few more kisses and expressed our enjoyment with each other.
Just as he undressed like he knew the drill, he began to get dressed. I learned he was heading back to work. I was surprised because he lived in the city. I assumed I was a pit stop on the way home. I felt bad for him he had to return to the office, but I didn’t regret inviting him over. I had a great time with him and would certainly be willing to have him swing by again sometime.
I walked him to the door and gave him another kiss goodbye. He was such a polite gentleman. I could tell him momma did a good job raising him. He thanked me, to which I replied, “Thank me!? Thank you! That was great! Anytime you want to do this again, you know how to reach me.” And with that, he was gone.
In the coming weeks, we’d try to do it again, but he was having a busy week. I could tell he was more than just a hot body, so after that, I asked him if he’d ever be interested in grabbing a drink sometime, but I got no response. Perhaps he will just remain a fond memory of a day off…
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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…
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Finally, Someone Who Knows What They’re Doing!
Posted by One Gay at a Time in Gay Dating on March 2, 2012
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.
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.
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.
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…
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