Posts Tagged fooled around
Posted by One Gay at a Time in Gay Dating on April 27, 2012
Since we saw each other over the weekend, I had tentative plans to see Chelsea again on Monday after work.
I texted him during the day to figure out somewhat of a game plan. When I finished work, I walked to his apartment in Chelsea. He buzzed me in, and greeted me at his apartment door with a kiss. I got caught up on his day a lil’ while we sprawled on the couch a bit. He was in a good mood and was very talkative. After we lounged a bit, we started talking about what we wanted to do for the evening. Between the two of us, we couldn’t really come up with a game plan other than to find drinks and food somewhere.
He finally suggested Sushi Samba. I had never been, but I had their food before. It was amazing. I knew it was a little pricey, but I wasn’t really under a budget these days. As long as he was cool with it, I was game. We walked through the West Village, my favorite neighborhood in the city. We talked as we walked and had great conversation.
We sat at a table on the upper terrace of Sushi Samba since it was an unseasonably nice day, so we decided to order summery, fruity drinks. I ordered a melon drink and he ordered something with passion fruit. Both drinks were excellent, but ironically we enjoyed the other’s drink far more. For the next round we ordered the same, but swapped. We also decided to order a few small appetizers. Everything was great, and I was having a really nice time with Chelsea. We were both relaxed and enjoying the night. It just felt easy. Nothing was forced. I was liking him more and more. He was masculine enough. He was tall, good-looking, a sweetheart… There was little I could find to complain about.
On top of all this, he insisted on picking up the tab when it arrived. No matter how much I protested, he wouldn’t let me split the bill. Finally, I gave up. I was a bit shocked as well, because the tab came to $130 for drinks and apps. We hadn’t even gone to dinner yet — That was next.
One of his friends worked at a Brazilian restaurant nearby, Berimbau, and after trying to get ahold of him, he finally got the address. We made our way three blocks to the restaurant and were seated at a cute, romantic table for two. We decided what to order and both enjoyed our meals. The conversation continued to flow while we ate and even a little under the table leg stroking occurred. I was happy. This guy was turning out to be quite a catch.
While I was rubbing his knee, we started talking about PDA, and I came to learn he wasn’t very big on it. I find myself being a bit shy with PDA as well, but if the right guy gets me out of my shell, I go with it. I’m still building up that comfort level. He, however, did tell me he certainly had no problem with the leg rubbing. He was rather enjoying that, and so was I.
We shared dessert, and I insisted on paying the tab. He didn’t put up a fight.
We walked back to his place. It was a really nice night, and we enjoyed ourselves. Everything felt easy and casual. I liked that a lot. Things were going well, but for some reason, something was still holding me back.
I was pretty tired by the time we arrived back at his place. We hopped into bed and fooled around for a bit. I still had no idea if he was a top or bottom. I wasn’t looking for sex, but I was curious if I could find out the answer. I began to slowly inch my finger toward his bottom until I was “knocking at the door,” but he rather quickly jerked my hand away and stated, “I’m going to have to mentally prepare before that’s going to happen.” I laughed, and we both shrugged it off. That told me he didn’t normally bottom, but he wouldn’t be opposed to it after we got a little more comfortable. After another bit of time, we snuggled up and dozed off.
Once again, we both slept poorly. I was up every five minutes throughout the night. I woke up exhausted. To make matters worse, it was incredibly gloomy and rainy, and he didn’t have to go to work. I did. He sprawled out on the couch in his briefs. He certainly didn’t have a problem stripping down in front of me anymore. He sat there visually teasing me while I got dressed. I came over and joined him on the couch for the little time I had left before I needed to make my way to work. I needed to get a little before I left. The teasing was a little too much for me. I stood, gave him a kiss, gave his package a gentle little squeeze and made my way across town.Follow @onegayatatime
Posted by One Gay at a Time in Gay Dating on February 17, 2012
Today is another Fast Forward Friday!!!
Hope you are enjoying these. It will help bring the blog a little closer to real time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!
Back to your special edition of One Gay At A Time…
That night following my breakup with Smiles, I went home feeling some freedom. I’d already gone on a date and hooked up before breaking up with Smiles. But, now that it was official, I felt I could do whatever I wanted.
It’d been a while since I had some good, wild, crazy sex. I was horny. I had three months go by with only a little bit of lovin’ in the bedroom. I was hungry for a good man and a good time.
I was very cautious of history not repeating itself. I was not going to let myself go wild like I had after breaking things off with N. I didn’t need to do it now like I needed to do it then. But, that didn’t mean I couldn’t have a little fun.
I pulled out Grindr and began my talent search for the night. I wanted to find a good time one-night stand type. Any guy who wanted to hook up with me the first night he met me would not be a guy I wanted to date. Yes! That is exceptionally hypocritical of me, but it’s my love life, and I make the rules.
I found an old friend on Grindr while I was searching. He was a guy who came over to my apartment one rainy night shortly after breaking up with N. We were both staunch tops at the time, so we just fooled around a bit, but he had a great body and was a lot of fun. Even though we didn’t have penetration, we managed to find other creative ways to ensure the other fully enjoyed himself.
We chatted a bit, and he told me he missed me. I explained why I hadn’t been around as he told me he was hoping I’d hit him up again for a fun night. I told him to come by, and I would surely show him another good time. He tried to convince me to come to his place, but I insisted on hosting. I just felt more comfortable in my own bed.
He came by, and we laid in my bed just talking for a little bit. He had on many layers, and I slowly stripped a few off so he would be more comfortable while we laid there. Eventually, we started making out, and I rolled him on top of me.
Warning: The following may be too graphic for some: I stripped him down to his briefs and fully appreciated his body. He was an older gentleman, but he certainly kept in shape. Everything was still tight and sexy. I hoped I would be in such good shape when I was older. Ironically it was that night I learned he was in his last year of his forties. I had no idea he was so old. I was shocked in fact. It didn’t change the fact that he was a sexy specimen of a man, but it kinda flipped my mentality on end. Up until this point, I thought the forty-year-old was the oldest I’d been with. He looked a lot like Ulrich Alexander Fox.
Regardless, he had a great d*ck and an amazing ass. I was ready to have some fun. I recalled his position as a top only, so I knew there would be not penetration again, but ironically enough, he volunteered, “Maybe sometime I’ll let you inside me.”
I was completely caught off guard. I replied, “Really!? Why’s that?” “Because you’re sexy, and I really feel comfortable with you. Maybe some day.” I asked if he ever bottomed, and he told me it’d been many many years since he’d last done it. I felt privileged. I was getting the ego boost I needed to get me back on my feet. It couldn’t have come at a better time. Here was a guy who was looking forward to another romp in the sheets with me, and we’d never even had full intercourse. Maybe I was better in the sack than I gave myself credit for :).
I had a lot of fun with him that night. He went down on me, and I finished like a pro. He commented on how he wished he still got as hard as I did and was able to shoot like I can. I then, with jello legs, helped him finish as well. He certainly deserved that after the fun night I was having.
Afterwards, we laid next to each other and just talked for a while. It was then I learned he was actually black. I’d noticed he wasn’t a white guy, but I wasn’t sure what his background was. I had nothing against this at all. I’d just thought maybe he was of Middle Eastern descent or possibly Egyptian. I also learned he was adopted by what seemed like a picturesque white family in Connecticut. He was very happy explaining his upbringing. I could tell there was a lot of love in that family. I was happy I had a real man in my bed and not just a body to hook up with. I’d never start a relationship with him, but at least this friend with benefits was an interesting guy with a big heart.
He again told me how much he missed me and being with me. He also told me he hoped we could find time to meet up again in the future. He encouraged me to come to his place some time since he lived alone and had a nice apartment. I told him I would certainly come to him next time. I learned he really wasn’t a creep, but a decent guy with a decent libido.
I once again took the opportunity to admire his body and tell him how hot he is. He was embarrassed by my compliments and talked about his need to take more care of his body. I insisted it was pretty amazing, and he directed the attention toward mine. He told me in detail how hot I was and how thrilled he was to have fun with me.
We continued to talk as her got dressed. I walked him to the door and gave him a kiss goodnight.
It was exactly what I needed right when I needed it. I had fun. I got an ego boost. And, I had a smile on my face for at least the rest of the night. I would sleep a very happy man that night!Follow @onegayatatime
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.
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…Follow @onegayatatime
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