Posts Tagged bedroom

Valentine’s Letdown

Valentine’s Day had arrived. I managed to find myself single once again. I have yet to celebrate a Valentine’s Day. The one year it came while I was dating Broadway, we couldn’t be together because I got shipped off for work to the Midwest.

I ended my intense weeklong relationship with PR just the night before. I knew it was bad form to stick to our plans to go out for a romantic evening if I was just going to be faking it.

Just because I wasn’t going out for a romantic dinner doesn’t mean I wasn’t looking forward to the company of a man. For some unknown reason, I was exceptionally horny that day. Granted this has become the norm, and I’m starting to wonder if I may have a problem. However, I wasn’t stopping myself from exploring possibilities that day. I was single and ready to mingle.

I was all over Grindr and even pulled up the OKCupid app to see who was around my area. When this produced little results, I began to filter through all my previous Grindr, Adam4dam.com, OKCupid, and Manhunt contacts to see if there maybe something I missed or someone I wanted to revisit.

I messaged a few guys and asked what they were up to. The ones who I hadn’t spoken to in quite a while I asked how they’d been since we last spoke.

One guy hit me up on Grindr. I was pretty horny, so I wasn’t being picky. He was just offering to come over and give me a blowj*b.  I at the very least had a fallback. I was really looking to get it in, but I would settle for him if no candidates produced themselves.

I wasn’t happy with who I was becoming. Once again, I was letting myself get out of control. I needed to reign in my sex life, but that day, I just wanted to get it in. Tomorrow is another day.

I started chatting with the guy I’d gone on an awkward date with. We’d already talked about trying to figure something out about getting together again. I could tell he was more interested in sex than a relationship, but there was also still a glimmer of hope there for something to bud. I don’t claim to be a pro in the bedroom, but I do think, based on previous feedback, I am pretty damn good between the sheets. Maybe I could win him over that way.

We went back and forth for some time about him coming over. He wanted to go to the gym and hadn’t left work yet. Apparently I didn’t give him enough notice, but I could tell he was very interested. We talked about the logistics, and I made some great progress imploring him to come over. He told me he’d try to get his errands done and then he’d be in touch.

In the meantime, I had the blowjob on hold. I told him I had some work to do, and I would get back to him. He wasn’t thrilled, but he accepted my proposal of postponement. I told him I’d reach out to him as soon as I finished my work.

Finally, I got a text message. It appeared we were going to have our “second date” after all. He was wrapping up a few things and then he’d be over. He informed me he was bringing his c*ckring and poppers. I told him that was fine, but I wouldn’t be partaking in the poppers.

I immediately hopped in the shower to clean up, shave and prep for his arrival. I also opened a bottle of wine so we could relax before just jumping in the sack. I wanted to seduce him a little.

When he arrived, he was slightly awkward. I poured him a glass of wine and we sat on the couch chatting and drinking. When I felt the moment was right, I made a move. I was all but on his lap kissing him. And that’s when I learned why he was still single.

He was the worst kisser I’d ever been with. I thought he was going to eat my face. All that time I spent staring longingly at his lips, and that’s how he chose to use them. It was a very sad Valentine’s Day. I tried to soldier on past it. I tried to lead him and make-do the best I could.

Finally, I stood up to take a break, took him by the hand and led him to my bedroom. We slowly undressed each other. I was enjoying peeling his clothes off one by one. As I did, I was groping his entire body. He had a very sexy body and great skin. I couldn’t stop feeling him up.

Warning: The following may be too graphic for some. We laid head to toe and began orally pleasing each other. Eventually, he stopped to put on his c*ckring and grab his poppers from his jeans pocket.

When he came back to the bed, I began orally pleasing his bottom. He had a great a$s and manscaped very well. I was enjoying myself, but it didn’t seem I was doing the best job for him. That’s when I learned he doesn’t really get anything out of it, he told me apologetically. I didn’t understand because long ago he told me he was a bottom. I also recalled how much stimulation he got from his nipples, so I concentrated on them. He went wild.

A short time later, we laid next to each other stimulating ourselves. It didn’t take long before I finished all over his chest per his request. For once it didn’t take me forever to climax. As soon as I finished, he too exploded on his chest.

After giving him a towel and we both cleaned up, we laid next to each other in bed. I wanted to cuddle, but he didn’t seem the type to I just put my hand on his inner thigh. We chatted about the most random things. He was staring at my bookcase, and we talked about some of the books on the shelf. I pointed out my only gay book on the shelf, Beaches. It’s a picture book I like to page through periodically. He told me all the gay books on his bookshelf deal with barebacking. A huge red flag went off in my brain! Was he into barebacking? I didn’t ask him to elaborate, but I wish I did.

That’s when I hopped on his back and began to give him a massage. I have very large and very strong hands. I like to put them to good use. Apparently he was a little more delicate that I anticipated. He asked me to lighten up a bit, but he was enjoying what I was doing. I noticed how he analyzed everything. He really was a headshrinker.

When I stopped, he started inspecting my skin. I recalled on our date how he wished he was a dermatologist. He was very complimentary of my skin and complexion. I appreciated the compliment, but the delivery was incredibly awkward. He was not an easygoing guy, and I started to realize how little I was attracted to him. On top of that, I was starting to get an irritation on my neck from where he was trying to eat it. I knew then this would not be a repeat offender.

With that, he got dressed, collected his things, and we said goodbye at the door. He left very unceremoniously. I had no plans to reach out to him again after that. We’d had such a long history, making it weird, but we’d only really known each other a short while. He too had no plans to reach out to me.

Ironically enough, he messaged me on Grindr the other night, but of course this went nowhere.

Now, the only question is when and if I unfriend him on Facebook and what are the consequences?

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PR Independence

I had a lot to think about since PR left. Was he really what I was looking for after all? I learned things the hard way over the past few relationships. I’d stayed with too many men for too long after I saw the writing on the wall. I didn’t want to repeat past mistakes.

Was I jumping the gun? Should I give this a shot? There were so many questions and no answers.

I began to build a pros and cons list in my mind.

I didn’t want to lose a great guy, but I was so tired of wasting my time with guys who just weren’t a fit for me.

CONS

He enthusiastically showed me pictures from his ski trip with his buddies in which everyone dressed in drag. They went all out with wigs, heels and bras among other things. I had a strong feeling I was not going to fit in with his friends. He also was a big fan of gay bars. He went on and on about his desire to go to Griffin in NYC on Sunday nights. It is apparently a huge gay party everyone on the scene knows about — News to me. This is not my thing, but I’m not made of stone. I would be willing to be flexible, but if this is the norm for him, we were going to differ greatly. Sadly, he may be “too gay” for me.

We are both tops. I am willing to play ball with a guy I’m in a relationship with, but I get no pleasure from bottoming. That’s not to say he wouldn’t also be willing to trade positions. But, if we both prefer it, it’s probably going to become a problem down the road for us. This was a very frank conversation we needed to have to establish expectations.

I wasn’t thrilled that he didn’t have a full-time job. I wasn’t writing him off because he was unemployed. He was in a long-term relationship with a man, and when that situation changed, he needed to find something. He fully realized what he was facing, but I just don’t know if I’m cut out to date another guy trying to get back on his feet. I put in a lot of work emotionally supporting Smiles until things ended. I really don’t want to come off as elitist at all, but I also wasn’t thrilled with the jobs he was applying for. I never did ask if he went to college, but I got the feeling he didn’t. I wondered the financial stability we would attain if we forged a long-term relationship. He was applying to jobs that I could have done over summer break from college. They had odd hours, and there was a good chance we’d see even less of each other.

PR was a good-looking man, but he wasn’t something you would double-take. I was attracted to him, but some of his physical attributes left something to be desired. I know he was making an effort to get back into the gym, as evidenced when we went together, but was that just because of me or because he really wanted to be in shape. I worried he may be habitually lazy.

Lastly, he was moving back home. Home was at least a half hour drive away, and I don’t have a car. This was going to make seeing each other even harder. I wanted someone who was going to be around when I wanted/needed him.

PROS

PR is only a year older than me. Finally I found someone in my own dating pool. We could share many pop culture references and understand them fully.

He is one of the sweetest guys I’ve ever met. He always had my best interests at heart and took great care of me. He was chivalrous and loyal. He exhibited many of the qualities I really look for in a man. It seemed I’d finally met my match in the dedication department. I knew I could trust him to be faithful and love me for a long time.

He was passionate in the bedroom. Recently I’ve put more emphasis on my needs in the bedroom. I took a major back seat with Smiles in the sack. I needed someone who could truly exhibit the passion I required between the sheets. He certainly fit the bill.

He is easy-going and always up for a good time. I could spring a fun trip on him, even a day-trip, and I know he would be onboard. I lead a very active lifestyle and need someone who can keep up. I had a feeling he could.

Overall, I was leaning towards the cons pile. It seemed to be the stronger argument. They seemed to outweigh the pros this time, and for once I was going to trust my gut.

I had a hard time deciding what to do. I spoke with Boston on the phone, and he told me I would be ill-advised if I went out with him on Valentine’s Day misrepresenting my true feelings. I thought I would have been breaking his heart if I called the night off. I thought it better to go out with him and tell him some other time I didn’t think things were going to work out. He told me I had a tough decision to make, but I needed to deal with it delicately. My friend D told me I shouldn’t cancel on him the day before Valentine’s Day. He suggested going on the date and explaining things later. He was worried PR made plans already, and I would be ruining them completely.

In the end, I finally decide I just don’t want to go. I am so tired of pretending with guys. I need to be more honest. If I feel a date is going south, I need to speak up and stop being so damn polite. I decided to tell him my feelings, but I also did it as a coward. I sent him a text…

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My Week with PR

Things between PR and I seemed to be something of a fairy tale. We’d met months earlier on Grindr after he had a very rough breakup, and I was just getting my relationship off the ground with Smiles. He temporarily moved a few blocks from me, and after a night out as friends, we’ve been spending a lot of time together as love interests.

After our night out to the movies and dinner, PR spent the night once again. Why should he sleep on a pull-out when he could be sharing a California King with me. I got ready for work, and he made his way home to figure out his day. He was on-call that day, but ended up not having to go into work. Instead, he went shopping with his mother.

When he returned to Hoboken Wednesday night, he came over to hang out. We watched TV in each other’s arms on the couch and he spent the night once again. Things were getting hot and heavy with us, and fast. We still hadn’t had “sex’ in the traditional penetration sense of the word, but we were fully enjoying each other’s company.

Thursday night I have volleyball. This was good because it offered a natural break for us. I couldn’t believe he wasn’t tired of me yet. We’d been spending A LOT of time together, and I’m not always the easiest to be around. I was happy to have the time apart – Not because I didn’t want to see him, but more so because it made me look forward to seeing him again that much more.

When I got home from volleyball, he started texting me. We texted about the shows we were watching until he added, “So, I miss you.” I quickly replied, “Stop being so adorable. You know I can’t resist it!” And then he called it spot on. I love how real and upfront he is about things. “Is today resist each other day? If you need a break, I understand. I find you intoxicating in the best sense — Like happy,” he texted. I told him I did not need a break, and I in fact did miss him. But I also told him I wanted to make sure we didn’t tire of each other. He told me he was having a rough day. He heard back about a job he applied for and was told he didn’t get the position. I felt really bad that was the night we decided to spend apart. I’m sure he just needed a hug. He was depressed. I told him. “I can try to hug it away.” He asked if we could hang out the following night. I told him I had no plans and would love to.

When he stopped responding to my texts, I joked, “Replaced me with pizza?” He apologized since his pizza was delivered, and he added, “Food won’t comfort me as much as you.” And with a smile on my face, I dozed off for the night.

The next night, he came over. I made dinner for us both, and we watched movies. It was nice to have someone to spend my evenings with. This is what I really wanted in a relationship. This is what I was looking for. I was happy!

When we woke the next day, I made us breakfast. He spent the afternoon with me, and we finally motivated ourselves to hit the gym. He went home and changed while I showered. We met at the corner and walked to the gym together. He was very quiet and solemn that morning. We didn’t work out together, but that’s because I like to do my own thing at  the gym. We finished at the same time and walked home together.

That’s when he dropped a small bomb on me. He told me he was moving back home. I didn’t quite know how to take the news. I wasn’t thrilled with it. It meant he would be much further away, and we wouldn’t be spending evenings together so readily. I knew why he did it, and I realized he needed to get his life back on track. But, I selfishly didn’t like the idea.

That evening I had a bunch of friends come over to pregame before hitting up my friend’s birthday gathering at a bar a block away. He met many of my friends and seemed to fit in, but I still had the idea of him moving home in the back of my mind. When the time came, we all made our way to the bar. It was a fun night, but PR was being standoffish. He wasn’t mingling with my friends and was only talking to me a majority of the night. I was a little disappointed. On top of this, he was getting pretty inebriated and flirtatious. I’m comfortable with my sexuality, but I don’t like PDA in a “straight” bar. I feel all eyes on me, and it hinders me from enjoying myself. Nothing he was doing crossed the line, but it also was edging further and further.

By the time we moved to a friend’s bar (after hours) he was being overt. Granted it was a much more exclusive group and mainly my friends, but he was drunk and making me uncomfortable. I tried to just look past it.

Once again, we went to Cluck U to get a late-night snack. He was so drunk he couldn’t stay awake long enough to eat his. I carried him to my bed and tucked him in. He wasn’t happy because he wanted his chicken, but soon enough he dozed off. I put it in the fridge until the following day. I wasn’t resentful at all of this. I actually enjoyed taking care of him. I knew if our relationship continued, he’d be doing the same for me down the road. I sat in the living room and ate my chicken with the company of my thoughts. I had a lot on my mind since he told me he’d be moving back home. The news he didn’t get the position he applied for was a little unsettling as well. On top of this, there was the incompatibility we shared in the bedroom that hadn’t been resolved. This wasn’t the stability I was searching for, but I was still enjoying his company.

When I had my fill, I tucked myself in bed in quickly dozed off.

The next day, we woke, and he continued to give me $hit for not allowing him to eat his chicken the night before. He ate it for lunch instead.

We got dressed and ready for the day finally. I needed to go grocery shopping, so we walked to Garden of Eden together. His mother was coming in an hour to take him home. It was a bittersweet day. We’d spent more than a week straight together with the exception of one day. Things progressed quickly, but then again, they were about to change drastically.

I said goodbye to him as we made plans for the coming days. We were a few days away from Valentine’s Day, and he really wanted to celebrate it together. I obliged.

I thought about him the rest of the night and what this new arrangement would mean for us. I was quickly coming back down from the clouds…

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My California King

Things were going well for PR and I. He was turning out to be a great guy.

He’d been out with my friends and fit in. We’d had fun in the bedroom, and living room for that matter. I still had yet to meet any of his friends, but so far I was liking where things were going.

One evening after work, we made plans to finally go see The Woman in Black in the city. We both shared an interest in horror/scary movies, so I agreed. It sounded like a nice date too. I was sure it would involve some intimate hand holding in the theater and a nice night on the town for us.

I stayed at work killing time by writing a few blog posts until the time came to go to the movies. We agreed to meet in midtown by the PATH station and walk to the theater together. I didn’t hear from him for quite some time. It was getting very close to showtime, and I was getting annoyed. Why wasn’t he answering me? We were going to miss the movie.

Finally, I got a call from him. I met him on the street after learning he’d already started walking towards the theater. When I met him, I informed him we missed the movie. We needed to go to a different theater or find somewhere to grab a bite before the next showtime. He was very apologetic, but I was okay with everything. I didn’t have a schedule for the evening. I was just happy to be spending it with him.

We altered our plans and started walking to the theater on 42nd street. This would work out well because we could just hop on the bus at Port Authority to head back to Hoboken after the movie.

PR tried to pay for my ticket, which I thought was very sweet of him, especially since he was just working part-time until he found a full-time position. I thanked him for offering as I put my own credit card into the ticket vending machine to buy my own ticket. He tried to fight me, but it was no use.

We grabbed a big bag of popcorn and sodas and found our seats. I enjoyed holding his hand or rubbing his arm while we watched the movie. He was an affectionate guy like me. I liked that we were a match in that department. I was falling for him pretty fast, and we were spending a lot of time together over a short period of time.

The movie was decent. I don’t know that I would have picked it, but I was entertained and was happy to be out with PR.

We decided to grab dinner back in Hoboken. PR had only lived there a short period of time. He was anxious to get a lay of the land, so I suggested a few places we could hit up along the way. We settled on It’s Greek to Me and rode the bus through the Lincoln Tunnel. We hopped off the bus at our stop and went into a convenient store to grab a bottle of wine to take to the restaurant.

We sat at a table and decided on our meals. I insisted he try my favorite appetizer there, saganaki cheese. It was perfect with the wine we bought. I was really enjoying a casual night with him. The conversation was so relaxed and easy. We’d already gotten well past the awkward date stage. I was happy to just sit there with him at times, not even talking.

After we split the bill, we made our way home. We chatted more while we walked, and when we got to the intersection between our apartments, he was ready to say goodbye. I questioned him, and asked, “Aren’t you going to spend the night?” He replied immediately, “Do you want me to?” To which I confirmed and pulled him towards my apartment immediately. He asked if my roommates were home, but I told him that wouldn’t matter. They were cool and had people over all the time. He had no worries.

He’d forgotten to call his sisters to wish them a happy birthday, so he made a few phone calls to them while I answered a few emails and checked up on the blog. We relaxed on the couch for a little bit before making moves to the bedroom to go to bed. We watched Archer and Chelsea Lately in bed together, and laughed at all the same parts. It was nice to just sit and watch TV with a man.

When a commercial break came, I asked him what his “roommate” thought about him not being home all the time lately. “I told him I’m sleeping in a cute guy’s California King bed,” he quipped. I laughed and joked with him: “Is that all I am to you — A comfy bed?” He laughed and kissed me to show the contrary. Shortly thereafter, we dozed off and went to bed.

When my alarm went off in the morning to get ready for work, I looked back to the bed and smiled. I was happy to be waking up next to him. Of course I hopped back into bed and started to get a little frisky, but that wouldn’t make me late for work. I planned ahead and set the alarm a few minutes early.

I always leave room for play time…

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Not Tired of Me Yet?

Apologies for all you who got my draft post sent out today. I didn’t realize I had it scheduled for release before finishing it. Please disregard! And apologies for the late post today.

Back to your regularly scheduled program.

So last we left off, my Grindr friend/neighbor, who I will now call PR (short for Puerto Rican), and I were making out on my chair in my living room after a night at the bars and some Cluck U chicken.

I’m sure you’ve been wondering what happened next. Well..

After some making out, I grabbed his hand and led him to my bedroom. We had our fun letting our hands explore the other’s body. Things escalated from there until we finally dozed off for the night. He wasn’t the sexiest guy to enter my room, but we certainly had a good time together. I really enjoyed cuddling and making out with him, as well as many other things we experienced that night.

When we woke in the morning, we didn’t get out of bed. We spent a majority of the afternoon laying there spooning and cuddling and just talking. I really liked how frank he was about things. He didn’t sugar coat or try to impress me. He was being real. This is a quality I seek out in men. It’s very important.

After some time, he asked the question I knew was coming, “Soooo, are you a top or bottom?” I told him I was a top. I quickly learned he too was a top. This, of course, was followed by a long awkward pause on both our parts. I wondered in the back of my head if he was convertible. He told me it was nine years since the last time he’d done it. That left a glimmer of hope that he had done it in the past, however, nine years is a long time! Maybe this was doomed before it even got off the ground. Maybe we were simply sexually incompatible. But, I liked him. I wasn’t ready to walk away from it just based on this.

After more chatting, we started to fool around some more. Warning: The following may be too graphic for some. We orally pleased each other for some time. He felt so good. Finally, we finished ourselves off laying next to each other. It took some time for both of us. When we did, he mentioned how it takes him a long time to finish. I kissed him strongly. I told him how good it was to hear him say that since we both shared that “malady.” I was happy he was understanding.

Around 1:00, we finally got out of bed. I offered to make him breakfast. I cooked up some of my homemade sausage, eggs, avocado, English muffins, coffee, etc. This was serving as our lunch and our breakfast. We watched some TV on the couch while we ate.

Finally, he decided to head home and get ready. We made plans to go out for dinner that night. I had a Living Social I was ready to burn up at Trinity, a nice restaurant on the Hoboken waterfront.

Around 6:00, I met him on the street corner between my apartment and his friend’s apartment where he was staying for the time being. We took a leisurely stroll towards the waterfront, talking the whole way. When we arrived at the restaurant, it was closed for a private event. We decided to go elsewhere rather than wait for dinner because we were both starving. He wanted to go to East L.A. for margaritas. It sounded like a good plan, so I agreed on that.

That night, he had plans to go see a movie with one of his friends. His friend wasn’t getting back to him, so he asked if I wanted to go instead. It wasn’t a movie I was looking forward to seeing, but I had no plans and was enjoying spending time with him. I agreed to go. We talked about many other things over dinner, including the other gay date we were sitting next to. The two guys were younger and we could tell it was a date by what we saw and heard. It was very cute to see — Not something you see every day in Hoboken.

When we finished dinner, we started walking down the street towards our apartments. He decided against the movie since he was tired, so we agreed to just stay in and watch TV instead. I’d never seen the Paranormal movies, and he liked them. We decided to make a Paranormal Activity marathon night of it. We snuggled on the couch the entire night. I was very happy being in his arms, and he in mine.

When the movies were over, it was late. We decided to just go to bed, and I asked him to stay the night…

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Gray Hairs

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!

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To Kiss or Be Kissed

Goodbye 2011 and all the hardship that came with it. 2011 was a tough year, and I was ready to kiss it bon voyage.

New Year’s Eve had arrived, and so did Boston. He came to New York City to celebrate with some friends. They were staying at a hotel in Hell’s Kitchen and going to a bar to ring in the new year. We’d been in close contact about meeting up while he was visiting for some time.

We made plans to meet that night before I met Smiles for dinner, however these plans would be broken. As the night’s close grew nearer, Boston realized he wouldn’t have time, so we agreed to try to meet on New Year’s Day.

Instead, I killed time spying on my neighbors across the street with my roommate before venturing into the city for the night. It appeared we’d discovered two ‘mos living over there after some close examination. However, their blinds have been drawn now for quite some time, hindering further “study.”

Smiles and I had been texting about our plan for the evening. We were going to grab dinner somewhere along the way to the party on the Lower East Side, but when he tried to make a reservation for the restaurant downstairs, he realized the difficulty that may pose. Instead he proposed to make beef stroganoff for the two of us at his apartment. I wasn’t thrilled with the idea because I was looking forward to a romantic dinner for two, but it would have to suffice. (Now you can begin to see why I hate New Years).

After we finished eating, we took a cab to the apartment. Smiles spent a good portion of it on the phone with his mother. I’d already made all my new year’s calls on the walk to Smiles’ apartment from the PATH. I didn’t want to be on my phone the rest of the night trying to call people so I got it out of the way before starting our night together. I thought what he was doing was rude. When he hung up, you could cut the tension in the cab with a knife. Neither of us had anything to talk about. The night was not off to a good start.

We arrived at the party and were greeted by a very nice gentleman who was not the host. He was one of the guys Smiles had gone to Six Flags months earlier (whom he didn’t remember without a reminder). A trip I wasn’t invited on and still bitter about. When the host emerged from the shower, Smiles volunteered to run to the corner store to get necessary supplies. Apparently he wasn’t the best of hosts (or so said Smiles). He asked if I wanted to join him or stay and made sure I was okay with staying.

I took the opportunity to get to know the guy who greeted us while I waited for Smiles to return and more guests to arrive. More people joined us in waves, and it was a pleasure to meet them all. I sat on the couch talking to one in particular for some time. He seemed like a really great guy. Later in the night, I would learn from Smiles that this guy told him how great I was after learning we were together. “He had nothing but glowing praises for you,” Smiles divulged.

A majority of the night, Smiles wasn’t paying attention to me. He was far more concerned with standing in as host. He made sure everyone had a full drink at all times, including me. I had to tell him to cool it because I was getting too drunk too fast. I don’t think he realized I was also filling my own drinks besides what he brought me. I was making plenty of conversation with a lot of the other guys at the party in the meantime. Ironically enough, we were talking about dating. I was giving some of the younger guys my “fatherly advice” from my experiences, which is absurd considering I’m out less than two years. I did all this without mentioning my blog once, no matter how much I wanted to direct them to it. Smiles was still unaware I was writing OneGayAtATime.

When the ball was about to drop, the whole crowd gathered around the TV in the host’s bedroom. Smiles asked if I wanted to pile in, but I told him my lack of interest in watching the ball drop. We huddled by the door as Smiles snapped pictures of the group from the doorway. When 2012 arrived, he turned to me and laid a nice kiss on me. When he pulled back, he went in a second time. It was one of his better kisses and it was sweet, but I’m not sure it could make up for the lack of attention I received all night. It was like we were at the same party, but we certainly weren’t together.

As I talked to the other guys, I felt like I was revealing a big secret that Smiles and I were dating. No one knew, and it was as if I was letting the cat out of the bag. I felt uncomfortable about that.

The music came up and the furniture was pushed aside. The living room was now a dance floor. Smiles and I have never gone out dancing together, so I was relishing the opportunity to have a little fun with him. I started dancing with him, and he started laughing at me. It wasn’t completely insulting, but it was also a slightly belittling. I think I was making him uncomfortable (and I am not a bad dancer by any means!).

When I went to refill my drink, Smiles was in the middle of the group dancing up a storm just as I’d seen him bust a move in Central Park. I was hurt. He didn’t want to dance with me, but he did want to dance with everyone else. When I looked down, my cup had only ice in it. So I made the conscious decision to drink away my sorrows. Johnny Walker Black and I huddled in the kitchen and had a good time together.

When someone asked if I wanted to go smoke on the balcony, I jumped at the opportunity. When I got out there, there was a small group including the guy who told Smiles how great I was.

This is where the night gets foggy. There was a guy who was late to the party who was fawning all over me from that point on. He told me I was gorgeous and paid me more compliments than I can remember. I vaguely remember pointing out to him that I was dating Smiles, but that didn’t stop him. He kept laying it on thick.

From that night, the next thing I remember was walking home behind him p*ssed because I was chasing after him. We weren’t walking together. I was walking about ten paces behind him.

Smiles woke me in the morning. I was naked, so I knew we had sex, and I had an uncomfortable moist feeling between my cheeks, so I knew I was the bottom. I thought back and could remember flashes of sex from the night before, but I couldn’t remember anything about leaving the party.

After I searched for my underwear and my dignity, neither of which I could find without assistance, I picked up my phone to check messages. Apparently in my drunken stupor, I wiped out my phone trying to get into it too many times with a failed password. It was back to factory settings.

I told Smiles, and he recounted the walk home. It involved me arguing profusely that we were headed in the wrong direction (Isn’t that ironic). It involved me tapping a French woman on the shoulder and welcoming her to the country. And it involved Smiles being annoyed by my antics.

“And I haven’t even gotten to the fun part yet!” he added.

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Dinner Reunion

Smiles and I made plans over the Christmas break to share a home-cooked meal my first full night back in town. I was greatly looking forward to it after not seeing him for a week. We’d spent a week apart before, but not over Christmas. Something about it made it tougher for me to get through.

That morning, Smiles sent me a text. He was wishing me luck on my first day back in the office after being away for some time. It was a truly sweet gesture considering how out of character this was for him. Since I left him, he was showering me with attention I didn’t normally receive. I attribute this to our conversation the night before I dropped him at the airport. That was just my assumption, but the only other factor that changed was spending time apart.

Out of the blue, in the middle of the afternoon, he picked up the phone and called me. I’d told him I had to go to the office that week, but there was little chance I would actually be working, so I guess he felt I’d have the free time to chat. It was a very welcomed distraction from my Facebook status perusal and email correspondences.

He called out of boredom. He couldn’t seem to motivate himself to work. He was still in vacation mode from being away. “My head is still at the beach,” he added. I told him there was no need to dive back into everything unless it was urgent. We all have lazy days. Why not ease back into the workload?

Before Christmas, I bought two cashmere hats from Bonobos. Smiles had mentioned interest in similar hats. I bought them just in case we made a last-minute decision to exchange presents. I could ship them back free of charge and Smiles would be none the wiser, but that seemed like a waste. I got a great deal on them considering how much he paid for the last one he purchased, so I decided I was going to ask if he wanted them. It wouldn’t be a gift — I would just be facilitating the deal.

“Are you still interested in cashmere hats, and what is your price point?” I asked. He told me anything under $80 each, which was $20 more than what I paid for them. I decided I was going to show him the hats and come clean about how I came to purchase them. I was worried I would look anxious in his eyes, but since we had our talk about where we were, I decided I needed to start being more of myself. It’s very much like me to do something slightly awkward and come clean about it. I’m very honest when it comes to things like that, shame or no shame. If he didn’t like it, then he didn’t like me.

That night after work, he came over. He texted me as he was getting on the PATH. When I didn’t hear from him for over a half hour, I tried calling and texting. I was getting no response. I wasn’t sure what happened, but I was hoping the meal wouldn’t be overdone waiting for him. Finally, he told me he’d arrived in Hoboken. When he got to my apartment, he told me he’d gotten on the wrong PATH train and ended up in Jersey City. He had to switch over and come back towards Hoboken.

I filled plates for the two of us, and we sat on the couch to eat dinner while we watched TV. Smiles loved the meal. He said it was cooked perfectly and everything was delicious. I was very proud and thrilled with how much he enjoyed it. One thing I love to do is cook for a man, especially when I get such rave reviews.

While we watched TV, my attention was constantly stolen by the reflection of headlights on the windows across the street. He kept asking what I was looking at, and when I told him, he poked fun at my inability to keep my attention fixed. We had a good laugh about it.

Smiles asked if I had any ice cream to finish our meal (you know him and his sweet tooth). I didn’t have any. We had two options. We could venture back out into the cold to pick up a pint, or we could settle for a variety of candy I had stashed in my room. He settled on the candy.

After dinner, we moved things into the bedroom. I was anxious to hop into bed with Smiles, just to feel his body against mine. I didn’t even care if it involved sex. I just wanted to be close to him. But, before we hopped into bed, I decided to bite the bullet on the hats. I explained, and he decided he wanted to keep the gray hat and have me return the black since he already had one. He gave me cash, and the transaction was complete. I was glad I didn’t just send the hats back without consulting him as many of my friends suggested (I have a habit of doing what I want even against my friends’ better judgment).

We laid in bed and exchanged random stories. We discussed how he was healing after his appendectomy. Like I said before, I was going to start being myself, so I told him the ridiculous story about my belly button. For some unknown reason, when I was in college and I got drunk, I would encourage my friends to feel my belly button. I was a swimmer so I had a flat stomach, and when I got drunk, I like the way it felt (maybe the beer pushed it out a bit). I insisted it was incredibly sexy and even took some of my friends’ finger and guided it to my belly button. I also proceeded to tell him about the time my belly button was handpicked as the body shot glass for a bachelorette party when I was in Key West. “ ‘Wow! You have the Grand Canyon of belly buttons!’ one girl shouted,” I told him. He laughed and looked at me like I was from another planet as he examined my belly button.

The rest of the night was more of the same — Lots of cuddling and chatter, but no sex. I was fine with this, as I was just happy to have him in my bed. We both brushed our teeth and climbed under the covers. I was going to bed a happy man that night, and I was looking forward to waking in the morning to a sexy man in bed next to me.

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Sexual Energy

I was elated after my romantic dinner with Smiles. What started out as a crap shoot of a night turned out to be quite and evening for the two of us to grow our relationship.

And, like any morning I wake up next to a sexy man after a solid night’s sleep, I was ready for sex. Smiles, however, was not. I didn’t want to wake him, so I snuck out to the kitchen to brew coffee and make breakfast.

Shortly thereafter, Smiles joined me in the kitchen. He came up behind me while I was making eggs and sausage, wrapped his arms around me and planted a kiss on my neck. Now, this is how I like to spend my morning. He grabbed a stool and sat at the counter while I finished preparing breakfast. He detailed for me his back pain, so I did my best to massage it out. It was no use. The knot was huge and not going anywhere anytime soon. Smiles called his energy specialist and made an appointment for that afternoon.

After we finished breakfast, we hopped on my bike and made our way into the city. We were in a bit of a rush to get him to his appointment on time. I dropped him in front of the building and told him I’d join shortly. I was going to poke around the shops in Limelight since I’d never been. He looked a little disappointed I wasn’t coming up, so I made it a point not to dawdle in the shops. I walked up to the “office” and entered the door. I had no idea what to expect since I did not utilize these types of services. I barely even go to a regular physician.

When I walked in, an attractive man who I can only compare to Matthew McConaughey by the way he was dressed greeted me as I explained I was there with Smiles. He invited me into a room with six massage tables occupied by people of all ages and types. I sat on the couch while Smiles had his energy “fixed” watching this man work his magic. He took the time to explain and demonstrate things to me while he worked. I feel he felt the need to prove something to me as a skeptic.

When Smiles finished, he joined me on the couch. I have to admit, while a skeptic, I felt the knot before his energy session, and I also felt the absence of a knot after. It was impressive. When he composed himself, we got ready to leave. The specialist said to Smiles, “You didn’t tell me you were dating Ed Norton.” I know it was meant as a compliment, but I wasn’t sure if I saw it as one. Regardless, I smiled and said goodbye.

We hopped back on the motorcycle and made our way to Smiles’ apartment. He needed to shower before continuing with his day, so I sat on the couch waiting for him.

Warning: The following may be too graphic for some. When he was done, he walked towards me in a towel, and I took the opportunity to seduce him. I grabbed the towel and pulled him closer. The towel almost fell off, but instead just exposed his manhood to me while we kissed passionately. I took hold of his exposed member and began to pleasure him.

He backed away and said, “C’mon,” as he walked to the bedroom. He stripped off my clothes, and we hopped into bed. We were FINALLY having sex again. We rolled around between the sheets until he found his way on his back. Not only were we finally having sex, but I got to top again. With his legs on my shoulders, I told him I wanted to see him finish because I knew it was something that usually excited me enough to get me off.

Of course, this wasn’t the case once again for me. He expressed his desire to make me cum. At that moment, I knew it was going to be nearly impossible for me to finish. We talked shortly about the issue. I assured him it was through no fault of his own. I laid next to him and attempted to finish myself off, but I couldn’t conquer the pressure. After what felt like five minutes, I gave up and apologized.

Smiles rinsed off in the shower, and I followed shortly after. While he was in the shower, I tried to see if I was able to climax without him in the room. I wasn’t successful. But, while in the shower, I filed through my mental spank bank and was able to climax. I never told Smiles about that out of embarrassment and the struggle to figure out what was preventing me from fully enjoying sex.

I was still trying to get over the shame of my embarrassing moment while still trying  to enjoy the fact we had good sex after a dry spell. I got dressed, and we discussed our plan for the day. We were heading out to Brooklyn to run some errands, but I was mostly concerned with trying to enjoy the day without harping on the afternoon’s uncomfortable exchange…

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Vanity Without the [Af]Fair

When I arrived back at Smiles‘ apartment, we agreed upon watching a movie and ordering take-out. He was in the mood for barbecue, so we pulled up a menu online to figure out what to order. We also took the time to pick a movie to pull up on Netflix since Smiles doesn’t subscribe to cable.

Throughout all this, I started getting handsy. He was sitting in his computer chair, and I stood behind him massaging his shoulders and then his chest. I had my hands down his shirt caressing his chest in a very sensual motion. He was really enjoying it, which means I too was enjoying the moment. He commented, “This feels better than the Asian woman who gives me a massage. You’re more relaxing than she is. I should save my money and come to you.” I took this as a great compliment and continued to pleasure him.

After some time, I backed up and sat on the couch. He was going back and forth between the living room and the kitchen. I stuck out my finger and beckoned him to come closer. I pulled him down on my lap, and we sat there embracing for some time. After about two minutes of silence, just enjoying our closeness, we started to chat a bit. When he had his fill, he started to back away, but I pulled him in closer and told him, “I’m not done yet.” We both laughed and he tightened his embrace.

Our dinner order was placed, and our movie chosen. He grabbed my hand and led me to the bedroom, and we hopped into bed to watch Vanity Fair. Smiles was very cuddly throughout the entire movie. We changed positions periodically to ensure consistent blood flow and comfort, but I was really enjoying snuggling with him. He had been very sweet from the moment I walked in the door.

About half way through the movie, we realized our food hadn’t arrived. Smiles called to inquire and was told it would arrive shortly. When another half hour passed before we saw our food, he called again to complain. Just then the food arrived. We paused the movie, filled our plates and made our way back to the bedroom.

When the movie was over, we cuddled and spooned and chatted a bit. I was happy. Things started getting more playful when I pulled up his shirt and started to blow raspberries on his stomach. He went off in a fit of laughter. He then resorted to pulling any body hair I have. I told him that was just plain mean. I told him that was my mother’s defense mechanism when I would joke around with her as a kid.

This segwayed into exchanging fun stories from our childhood. I was really beginning to feel like I had a boyfriend. Yup. I said it. I just used the “b word.” I didn’t say this to him, but I began to think about it. I felt very close to him at that moment.

Smiles began to become very relaxed and slowly started drifting off towards sleep. I was gently rubbing his whole body while he dozed off. We were spooning, and I slide my hand between his thighs and started to massage his manhood. It wasn’t long before my hand was pulled away with a grunt.

I know I said I was going to bring it up the next time I was denied, but I chickened out. I was a little taken back by it. He had been affectionate all night, but when I tried to make a move, my seduction was shot down.

At this point, my ego was in the toilet. I quietly spooned a few minutes longer before we hugged and kissed goodnight. I found myself in the very familiar situation of walking home alone pondering why the guy I was so strongly attracted to was so distant from me on so many levels. I tried to think about how great the day was instead of the unhappy ending, but I’ve never been good at fooling myself. I’m far too much of a realist.

I needed a new game-plan, but it wasn’t going to be an easy one to come up with…

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