Posts Tagged briefs

Matinee Street Team

CK and I arrived home, and after a night of shirtless dancing together, we were both ready to get down and dirty. Our night out with Old News was a little disappointing and frustrating for me, but I put it all in perspective for myself. CK loved me, and he came home with me. He no longer lived in the same building as Old News, and I hoped they saw very little of each other when I wasn’t around. I had no reason not to trust CK with him. After all, it was he who told me about their failed plan to move in together when Old News professed his feelings for him. We’d only been on a handful of dates at the time, but he felt comfortable telling me about their brief history.

Anyway, back to the good stuff. Warning: The following may be too graphic for some. We were barely in the door before CK started pillaging my body. He was stripping my clothes from my body as we both moved toward the bed. I got him down to his briefs before he shoved me backward onto the bed. He pounced like a jungle cat, and we began to roll around on the bed furiously. We couldn’t keep our hands off each other. They were exploring every inch of the other’s body.

At first he was on top, and then I was on top. Our positions changed by the minute. Things were incredibly passionate, and what ensued was the best sex we’d had to date. It was raw and sexy, passionate and dirty. We were both enjoying ourselves immensely, climaxing in turn.

We laid next to each other as beads of sweat ran across our bodies. The sex was HOT! We were both exhausted since it was late, and we had a long night at the club. We passed out like rocks until the morning.

When we woke in the morning, we had a busy day ahead of ourselves. We got up, showered and made our way out the door. I was starving. While CK was on his cleanse, drinking a shake, I needed real food. Since I was watching what I ate, we stopped at Subway on the way to his friends’ apartment. I wasn’t exactly looking forward to this after the way his friend treated me, however, I was going to be the better man. I would kill him with kindness.

When we arrived, I got a tepid welcome from his friend. Hip, however, was thrilled to see me and gave me a big hug. We sat and chatted a bit about our plans for the rest of the day. Although his friend bought he and his boyfriend tickets to Matinee that evening, he decided not to go. Everyone else tried to convince him to come, to no avail. He wasn’t budging. Hip, on the other hand, wasn’t planning to go since it wasn’t that long ago he had hip replacement surgery. With some gentle prodding, we convinced him to join us. I was utterly thrilled. I needed a bit of a security blanket for this event. I was freaking out a little inside, and having another friend there would be key to my sanity. It also worked out for Hip and I because we were able to buy the unused tickets, but that’s another story for another time.

CK and I were on a schedule. Unbeknownst to me, CK had volunteered us to be a part of some street team for Matinee. I had no idea what he’d gotten us into. I already wasn’t entirely comfortable with the weekend ahead, and he wasn’t making it easier by surprising me with activities.

We made our way to Columbus Circle to meet up with a friend of a friend of someone he chatted with on Twitter. I still had no idea what we were doing, and CK wasn’t even waiting for me to cross the street. I stood on one side of the street watching him walk away completely oblivious to my lack of presence as he ran in front of cars talking on his phone. I was really starting to get annoyed. He wasn’t taking my feelings into consideration at all.

About 30 yards later, he realized I wasn’t there and finally turned around to look for me. By then, I was approaching him after the light changed. I don’t think my faced could have shown more apathy than it did in that moment. I asked him what we were doing and who we were looking for, and finally I got some answers, vague as they were. “We’re looking for a bunch of hot boys handing out flyers. We’re going to help hand out flyers or something,” he said. We searched all over Columbus Circle for these guys, even venturing underground to Equinox.

Finally, we managed to meet up with them. There was an adorably mismatched couple, a black diva and a Brooklyn hipster. While we waited for them to get their act in gear, I stood analyzing the couple. I was a little fascinated by them. They obviously both worked out a lot, but one was an energetic, tiny guy, and the other a soft-spoken, burly bear. I was very curious who was the top and who was the bottom, but I dared not ask.

Apparently, I was going to fully embrace the essence of pride. The plan was for us to canvas Hell’s Kitchen, handing out flyers to passersby while we made a ruckus to draw attention. We were outfitted with t-shirts, buttons, hats, large signs, water guns, flyers and more. I took a t-shirt and followed everyone else’s lead, customizing my shirt by ripping and tearing it. I felt very self-conscious, but I tried to embrace it. There was no getting out of this, so I needed to make the best of it. I took a large stack of flyers and started handing them out to every guy we passed and placed them on every surface I could.

Along the way, we made a few stops at stores and made some new friends. I was actually starting to have fun with my new street brigade. The burly bear still fascinated me. This wasn’t because I had a crush on him or anything. I’m just a people watcher, and I was noticing how shy this big beefy dude was. I also learned his boyfriend was one of the dancers on the stage the night before at XL. We stopped at Tagg to say hi to some guys selling apparel on the sidewalk in front of the store. They told us they had a free open bar and invited us to take advantage. I wasn’t ready to drink yet, but I thought maybe it might loosen me up.

We continued down Ninth Avenue, handing out flyers and stopping in more stores. While in Universal Gear, CK fell in love with a pair of booty shorts. The rest of the crew was ready to keep on keeping on, but in true fashion, CK was stopping to try them on. He decided he “absolutely NEEDED” to wear them to Matinee that night. Naturally. I went outside to hang with the rest of the crew while he stood in line to pay, telling them they could move on, and we’d catch up.

Eventually, CK emerged elated, and we were on our way. Hip joined us for the last leg of our journey. We had fun together, messing around until we reached our final stop.

I am delighted to say, I actually had a good time promoting. Normally, that sort of thing is my biggest nightmare. But, by embracing the experience fully, I was able to let go and have fun; I simply stopped caring!

When we finished our promotion journey, we made our way back to CK’s apartment to get ready. Little did I know what exactly that would entail, but I knew the night was only going to get crazier and more stressful from there.

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Birthday Sex

We did it. CK‘s friend and I pulled off a successful surprise (who from now on will be named Hip). Never before had CK been surprised on his birthday, and I was thrilled to be the first (with a lot of help) to do it. He had dinner with friends, dancing til close… What more could he want?

Of course you don’t think I forgot the most important part of the night. When CK and I got home, I was his for the taking. He had me for his every wish. After we said goodbye to the crew, we quickly walked home to truly celebrate the occasion. Hip was with us since he lives in Brooklyn. He was crashing on CK’s couch, but that wasn’t going to stop us from having fun. We said goodnight and closed his bedroom door — Time to get down and dirty.

I stripped down to my boxer briefs and removed CK’s clothes until he was before me in his briefs. I led CK to the bed by hand and pulled him down on top of me. His warm sweaty body felt amazing against my skin. Immediately, we began kissing each other all over our bodies. I could never quiet get enough of his soft supple lips. They brought me comfort like a cozy couch on a cold rainy day. Alas, my lips said goodbye to his as they made a journey across all the contours of his body. I explored every nook and crevice. Sometimes he would squirm because it tickled, and sometimes he would melt with pleasure. My lips found their way to the mountains retreat of his backside. This was one of my favorite places to linger, and oh did I linger.

The squirming continued, but this time, it wasn’t because it tickled. This time, it was pleasure overload. This continued for some time before we changed things up. Ck started his own exploration expedition with his lips on my body. I was laying on my back and his lips were tracing the insides of my thighs until I felt an incredible warming sensation. Every inch of me was in his mouth and he pushed deeper and deeper. Even though Hip was out on the couch, I couldn’t control my vocal expressions of pleasure. CK felt amazing.

From there, CK wanted to top, and who was I to deny him that. I immediately turned over onto my stomach, arched my back, and raised my hips into the air. I was never big on bottoming, but since I met CK, I was converted. No longer did I dread the act. With him, I found great pleasure. I was at ease and thrilled to know how much my man was enjoying my body. As he pushed deeper and deeper, I could feel his gently massaging my prostate. Gentle at first, until he began thrusting deep inside me. My moans grew uncontrollably, as did his. He was truly enjoying his birthday present. This was a man I loved deeply, and I wanted nothing more than for him to be happy. As his moans grew louder, I felt a warmth expanding deep inside me. There is something incredibly sexy and intimate about this act. Whenever this happened between us, I felt we were truly one. This was the man I wanted to spend the rest of my life with. Sure, I know that’s insane to say after a few short months, but I was hopelessly in love.

We adjusted and passed out in each other’s embrace. I felt so incredibly safe in his arms. My dreams were always much more vivid when I slept in CK’s arms.

The next morning, we woke up as Hip knocked on the door. CK was quite awake, but I was still groggy and couldn’t fully open my eyes. We chatted about how much fun the night before was. I was slowly waking up, and CK and I couldn’t keep our hands off each other, even with Hip sitting at the foot of the bed. His hands were quite active under the covers. Once he discovered my morning wood, there was no stopping him. “Baby! You’re so hard!” he exclaimed into my ear with great excitement. He was like a child with his toy.

When he left us to use the restroom, CK decided he wasn’t quite done having fun. He climbed on top of me straddling my legs and began gyrating back and forth. He slid to the side so he could get me wet with his mouth before returning to straddling me. It wasn’t long before he reached his hand back to raise me to a vertical position while he slid me inside him. It felt amazing. He continued to gyrate with me inside him and the comforter draped over his shoulders. I certainly wasn’t going to protest. It was a bit exciting and my slight exhibitionist side was awakened.

I did feel slightly awkward with Hip in the bathroom a few feet away, but then a big part of me didn’t care at all. I was very comfortable with Hip. I no longer considered him CK’s friend — He was my friend too. We grew even closer after throwing CK a surprise party.

When Hip emerged from the bathroom, even though CK stopped gyrating, he immediately knew what he was witnessing. It wasn’t a full minute before I pulled out and we laid next to each other again. I managed to reach down and find my boxer briefs on the floor to pull on while we all sat on the bed chatting.

Eventually, we all emerged from CK’s fortress of solitude. We were finally ready to face the day, even though it was a Saturday, and there wasn’t much day to face. From there we had no plans, and to me, that is a perfect Saturday with my man.

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Comedic Timing

Every morning I woke up happier than the day before. I had an amazing boyfriend who would only make my day brighter. On top of that, I had an amazing new bed. I couldn’t believe the different a solid platform bed made over a standard metal frame. I slept so well, I slept through my alarm. I woke Wednesday morning at 9:00am. I was going to be late for work!

When I got to work, I solidified my plans with CK for the evening. I was planning to run home after work to pack an overnight bag, but after texting with CK, I learned he was planning to spend the night at my place. We would meet at his place before hitting up the show. He was hoping to get home by 7:00. As the day progressed, he informed me he would be lucky if he could leave work by 8:00. I decided not to run home. Instead I hung at the office and write a few blog posts.

When 8:00 hit, he headed home, and I made my way over as well. He was going to hop in the shower, so he told me he’d leave the door unlocked. When I got to the door, it was locked. I buzzed, and he answered in his briefs. I ran and threw my arms around him, and we had a five-minute makeout session. He was a bit sweaty and told me how gross he was. “I smell like balls,” he added. We both fell to the bed in tight embrace and began rolling around the bed.

I was so happy to see him. I had missed him, but seeing him made it seem all the more extreme. I was downright giddy. We playfully rolled around the bed kissing each other all over. CK proceeded to continue to bite me. I told him to stop.

I finally laid down the law a bit. I told him how much it hurts. I explained that nibbling was okay, but the biting was starting to leave black-and-blue marks. He calmed down a bit. He then proceeded to attempt to pin me down so he could playfully put his smelly balls on me. I playfully resisted and protested. Luckily for me, I’m stronger than him. Finally, he made his way to the shower. I sat on the couch reading until he emerged. We fooled around a little more before finally making our way to snag a cab to the Lower East Side.

When we got to the event at the Upright Citizens Brigade, I realized this was something organized through work. It was a packed house. It was difficult to maneuver through the full bar, especially with my work bag and CK’s overnight bag. That’s when he kinda let me have it. He pointed out just how much he hates carrying a bag around. He originally wanted to swing by his place on our way to my apartment. I suggested bringing his bag with him since we’d already be downtown. He also pointed out to me how he wanted to drop his bag off at my apartment when we were walking through the festival that Sunday, but I didn’t make that happen. I offered to carry his bag then, and I offered to trade bags with him at the event since mine was very small and light.

In the end, it was fine. He got over it and thanked me for taking care of his bag while he grabbed us drinks. We were seated shortly, and it wasn’t that much of an inconvenience.

The show was hysterical. I recognized an old coworker in the crowd and someone I went to college with on stage. He was the best of the whole lot. I was very impressed. It was nice to do something fun with CK.

When the show was over, he was ready to head out into the rain. We grabbed Mexican at a restaurant around the corner. It was very good and we have a good time sharing a bunch of tacos and flan. We talked about how we met and how lucky we were to find each other. We also talked about the hot bartender. I noticed him when we arrived but didn’t mention anything. It took CK until we were ordering dessert to notice and pointed it out to me. He was surprised to hear I’d already noticed him.

We hopped in a cab to the PATH and made our way to my apartment. We barely made the train. I didn’t know he needed to buy separate trips for the PATH from the MetroCard, so I quickly scanned my card for him while holding the train doors open so it couldn’t leave.

As we walked to my place, I opened my umbrella, and he asked if he minded if he locked his hand on my arm. Again, I felt slightly uncomfortable, but I needed to force myself to get used to it. This was my life. There’s no changing it. I was curious what made him ask that. Was I that bad at hiding my unease? I told him it was fine. He also wanted to see if he could figure out the way back to my place without help. I was impressed when he pulled it off.

When we got to my apartment, we went straight to my bedroom. It was late, so we both stripped down to briefs and boxers. It was nice to lay in his warm embrace finally. It really made my night. It wasn’t long before we started fooling around. This of course led to sex. “Do you want to f*ck me?” he asked. I expressed me strong desire to, but then he flipped it on me. “Can I f*ck you?” he added. I agreed, and we got it on. (I was very happy to see the bed hold up so well and not make a sound. It truly was a worthwhile investment.)

We both lay there incapacitated for some time before he asked if I wanted to f*ck him. “When I get feeling back in my legs, maybe,” I said. In the back of my mind, I was saving my turn for the morning. I’m always horniest then, and it’d been a while. I knew it would feel amazing.

Instead, we started to watch Revenge. About ten minutes into the show, he was gently snoring. I woke at 4:00am to find the TV and lights still on. I turned them off and tucked us in under the comforters.

Waking in the morning to his smiling face in mine was priceless. We kissed immediately, and I felt amazing. I really liked CK! He was everything I needed in a man. I didn’t have one single complaint about him at that moment. He was spectacular.

Warning: The following may be too graphic for some. After a lot of cuddling and snoozes, he began blowing me. It felt great, but I was really hoping for penetration. Finally, positions shifted, and I found the great pleasure of being inside him.

The time came to get ready for work. He needed to be there by 9:00 and put me in charge of making sure that happened. He went into the bathroom for some time before he emerged and asked if I wanted to join him in the shower. I obliged his request. Who could turn down such a sexy man with hot water streaming across his body?

We ended up leaving the apartment slightly late. I flagged us a cab to make up for some time, and we managed to catch the PATH just as it was about to embark. I kissed him at Christopher Street station and said goodbye.

When I got to work, I was already missing him. The previous night, he mentioned his disappointment in not being able to be around for my birthday. I told him I understood. His mother was coming into town. I thought it was very sweet of him to be disappointed, especially since I don’t really celebrate my birthday. I sent him a text to let him know I missed him. He responded telling me he missed me too, and he was having a very productive and good morning. I was happy for/proud of him.

I was really falling for him. I even took a moment out of my day to update my status on Facebook to reflect my new status. I couldn’t be certain where things were headed after only a month, but if things continued the way they were going, I certainly was onboard! Maybe I would finally find love.

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Fast Forward

Sunday morning, I woke to find myself sleeping next to a gorgeous man once again. How lucky was I – Two nights in-a-row spent in the arms of Clark Kent.

The night before, CK asked me to promise to get him up and on with his day at an am hour. I agreed. When I woke, I glanced at the clock. It was 9:00am. My alarm wasn’t set for another forty-five minutes. I rolled over and pulled CK into my tight embrace, cradling his entire body with mine. We fit together like intricate puzzle pieces. We became so entangled in each other, we jokingly called it forking. I didn’t fully wake him. He let out a tiny groan of pleasure when I pulled him in tight.

This, of course, wasn’t enough for me. I wanted more. No, not sex – Body contact. I began to remove his briefs, and he willingly aided my attempt. I followed suit and removed my own boxer briefs so our bodies would be pressed against each other skin-to-skin. I enjoyed his touch so much. He felt amazing. I fell asleep in this position until my alarm woke us at 9:45. He asked me what time it was, and I told him. His only response was, “Too early.” He grabbed my arm, rolled to his other side, and pulled my arm around him fully engulfing him.

He was such a sweetheart. We cuddled for quite some time. Periodically we’d switch positions when one of our arms would lose feeling. This was always accompanied with a myriad of kisses.

I hadn’t completely fallen for him. Why was this time different? There was nothing holding me back this time. Nothing, except myself. I was protecting myself. I didn’t bring my baggage with me on this trip, but I did bring my smarts. I knew it was too early to dive in with him. I wanted to build this the right way. If you rush the foundation, the building will collapse in due time. If you take the time to build a strong base, it can last a lifetime. I wanted to take my time. I was in no rush. Sure, I’m 28, but I still had a lot of my life in front of me to love, lose, and find love once again. I was proceeding with cautious optimism.

I think my caution goes back to our early interactions in which he propositioned me to come over for sex. I knew then and there I was dealing with a different kind of animal. Maybe he could be tamed. Maybe not. Only time would tell, but until I knew he could be tamed, I would protect myself.

The cuddling and kissing continued for some time. When my alarm rang again at 10:30, we were both a little more awake. Warning: The following may be too graphic for some. He began, as he did many times, orally pleasuring me. He loved worshiping me in that way. I certainly wasn’t about to complain. I also made sure to return the favor. I know I’m pretty good, but it wasn’t as easy for me – He was a definite challenge. He was well endowed, and at times more than I could handle. He would get a little overzealous with his hands and my head, and I would find the need to pause to ensure I didn’t suffocate.

We continued to play in bed until there was a natural pause in the action. I suggested we hit the shower. I attempted to find a way to toss him over my shoulder. I knew I could pick him up, but tossing him like a sack of potatoes was a different story. I failed. I told him I was holding up my end of the bargain to get him moving before noon. He protested and said, “Not yet. Just two more minutes,” and pulled me in to cuddle more.

Warning: The following may be too graphic for some. We started to kiss again. Finally, he said, “Shall we?” I replied, “We shall.” With that, I scooped him up and carried him to the bathroom. We hopped in the shower, and I took the bar of soap and washed his entire body. I used my own body to build up a lather as well until I found myself grinding on his backside and him bending over moaning in pleasure. Things never escalated from there to full penetration, but the didn’t need to. What we were doing was hot enough. He took the opportunity to wash me as well, and while he was crouching, he also took the opportunity to orally pleasure me. We then continued to rinse ourselves off before drying off and getting dressed for the day.

I had small plans for us that morning. I knew he’d be thrilled to take a ride on the bike. It was a gorgeous day outside, and I also knew a money saving breakfast would also be welcomed. I used all my eggs the day before, and the only real option I had left was cereal. I had a Living Social deal to use up at Sonic. What a perfect way to use it. It was a five-minute ride away, and it would be nearly free.

We hopped on the bike and off we went. We ordered our breakfast and sat. While we waited for the food to arrive, he asked if it was alright that he call his mother back. She’d been calling periodically over the weekend. They talked about his apartment search. He also mentioned me by name and told her how amazing I am, especially since I cook. I was shocked. He’d already been talking to his mother about me!? What else did he tell her about me? His mother put his nephew on the phone and they chatted for a minute. It was incredibly adorable. I was so turned on seeing his reaction to talking to his nephew.

When the food arrived, he hung up and ate. We shared our ice creams, feeding each other periodic spoonfuls. While we ate, he shared his tweeted comment on his Foursquare check-in with me: “Meal: cost-effective + tasty, but the company I keep: priceless + delicious.” He got a phone call from his friend who was just released from the hospital. After more than a few times of trying to end the conversation he was finally successful. His whole mood changed. When we finished eating, we stood, and he said, ”So I wanted to fully discuss what it was I said I wanted to chat with you about.” I was under the impression we’d already done that. Now, I was worried.

“I really enjoy spending all this time with you. You’re amazing. I really enjoy being with you. And, if I had to put a label on it, I’d say we’re dating. That being said, I think we should still be able to date other people. And, I should recognize you probably noticed I blocked you on Grindr, and that was by design. It’s a policy I have because if you try to call me, and I don’t pick up. Maybe you see me on Grindr and your mind will start to come up with scenarios.” At this point I acknowledged my awareness of this and told him how I felt about it. He continued, “I’ve done it, I’m sure other do too. And, I also should tell you, there’s a friend I’ve also been seeing since the beginning of the year. We see each other about once a month, go out to dinner, and then, well, we’ve done more than friends things.” I stood there not speaking through this whole thing. I just listened and nodded in my own confusion. “This is only going to work if we have communication and are honest with each other. I just wanted you to know,” he added.

I thanked him for his honesty, and he added, “Once again, please just be patient with me.” I assured him I was in no rush. Again, I had no idea where this was coming from.

He then pointed out how one of his loyal followers liked his comment on Twitter. He explained to me how he was kinda a hero on Twitter. He’d received comments from guys who found the confidence to change their lives based on some of the things he’s said. This was my moment. I told him I had a similar situation, and I had a secret I was waiting until the right time to tell him about it. I explained how I had a blog and received emails of a similar nature. I told him one day I’d share my alter ego with him, but it was like reading my diary, so not just yet. He seemed to be happy about the idea and accepting of my delayed full explanation.

I was still a little taken back by what he said. Part of me appreciated the honesty and part of me was confused by it all. Regardless, we hopped on the motorcycle, and I dropped him off at the PATH to head home. As I said goodbye, I told him to call me later to tell me how the search went. I didn’t think too much about what he said the rest of the day. There would be plenty of time for all that.

That night, as I was climbing into bed, I got a text from CK: “Are you awake?” Seconds after replying, the phone rang. He did call as he promised. I’d begun to think he’d forgotten. He really just called to say goodnight. He’d fallen asleep and napped most of the evening. He was tired and ready for bed as well.  I told him, “Now I will be going to bed with a smile on my face.” He replied, “Aww, baby, that’s sweet! Me too. Sweet dreams!” With that, I laid my head on the pillow with a smile across my face.

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Hoboken Seconds

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…

After our date on Monday, I wasn’t sure when I’d see Chelsea again. Things were moving forward at a nice pace, but I still wasn’t diving in like I normally do. What was holding me back? Was I finally going about things the right way? Was I not fully interested in him?

That Tuesday was his last day in his current role at his job. He went out celebrating with coworkers, and when they were nearing the end of their evening of drinks and fun, he texted to ask if he could come by. Two days in a row. I certainly didn’t have a problem with that. He obviously wanted to see me, and I was very happy about that. One of his coworkers lives across the street from me, and they were able to share a car. I told him I’d be thrilled if he came over.

When he arrived, I could tell he was quite tipsy. It was cute how he couldn’t hold his liquor. Alcohol gets him quite lubricated. He was very flirtatious once again, as he was at the end of our first date. Everyone was buying him drinks since he was no longer be working out of that office. His new territory was Massachusetts, Connecticut, New Hampshire, etc.

We started with some kissing when he walked in the door. I took his hand and led him to my bedroom. He was wearing a full suit, so I found him some more comfortable clothes. In the middle of changing, we began to fool around. It was fun. He was a good kisser, and we were making out all over my bed. I liked having someone of the same size to hold, kiss and roll around with. This time around, he certainly wasn’t shy about being in just his briefs. We had a lot of fun with each other and still no sex. And, I was fine with this. I knew things would progress slowly, and I was quite happy about that. ( I was missing sex a little).

He was a sweet guy, but that night was a little different. I saw a side of him I hadn’t only caught a glimpse of. A lot of his drama started pouring out, and I realized he had just been trying to keep it all down in an attempt to not scare me off. Now, I was getting to see the real Chelsea. I went to bed with a different picture in my head. Was this what was holding me back? Did I think maybe he was a bit too gay for me?

We watched TV and ate some dinner. a lot of the little things I ignored previously were bothering me that night. We went to bed at a reasonable hour. After sleeping together twice and it not ending well, I made a suggestion at the risk of sounding cold. I told him there was no need for us to snuggle while we slept. I tried to be honest and realistic about it. I said, “We can cuddle and snuggle, and when we’re ready to fall asleep, we can curl up on opposite sides of the bed. That way you will get a good night’s rest.” I also took this as the opportunity to tell him I wanted to go for a run the following morning. I was finally getting into a workout groove, and I didn’t want to throw it off. I could sneak out while he was still sleeping, and when I returned we could get ready to head into the city together. With that, we both went to sleep on opposite sides of my California King bed.

I woke in the morning and quietly snuck out to pound the pavement. I had a good run. I needed to clear my head, and the run was just the ticket. When I returned, I hopped in the shower. When I came out of the shower, I gently woke Chelsea. Normally, I would have slipped back into bed with him to cuddle, but I wasn’t feeling it. It was then I realized I wasn’t particularly sexually attracted to him. He was very shy about his body, and while I enjoyed the slower timeline and waiting, a part of me knew it was an important part of the relationship I couldn’t ignore. I’d sacrificed that in the past too many times. I wouldn’t make that mistake again.

I continued to get ready. I was pretty quiet, but then again, I usually am after I work out. I’m also not a morning person to begin with. I either get quiet or I become combative, as my mother learned many a time riding home from swim practice in high school. There was little talk and discussion as we got ready for work/for him to head back home. When we emerged from my room, I found a mess left by my roommate. I detailed to him why I was so annoyed and how this was a common occurrence.

The walk to the PATH wasn’t exactly full of chatter either. I struggled to think about things to talk about. I fixated on his new job and asking the questions about how he was going to handle it. Subconsciously, I was noticing all the things in the back of my head I’d brushed aside once again. Now, my cons list was growing.

When we got to his stop, I gave him a quick peck on the lips. I could tell it made him uncomfortable, but I was trying to force myself to stop being ashamed of being gay. If he were a woman, I’d have had no problem kissing her to say goodbye on the PATH. Why should I censor myself just because he was a man?

Later that day, I received a text from him asking me if everything was okay, or was it my roommate. I blamed my quietness on being annoyed with my roommate, but in reality, I was no longer looking at him as a prospect.

That weekend, I went shopping with my friend, P. While at the Woodbury Common Outlets, I got a text from Chelsea asking, “Will I see you at the end of the week?” I didn’t want to drag this out. I decided in my mind I was no longer interested. It was going to be tough to convince myself otherwise. I replied, “[Chelsea], I don’t want to lead you on or anything, but I’ve been giving it some thought. I just don’t know if we’re a strong match. You’re a really nice guy, I just don’t know you’re the guy for me. I want someone who is going to be around more… That’s important to me. Hope you understand.” Immediately, he responded, “Yup. I feel the same way :). Anyways, all good here. Please do me a favor and put me in touch with your friend about subletting my apartment, and I’ll see you sometimes in the city :).” I don’t know if that was his way of protecting himself emotionally or if it is how he truly felt. Either way, it was a clean break. All was good, and we could still be friends if we ran into each other in the future.

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Chelsea Lately

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.

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Chelsea Early

Saturday morning I woke up at a decent hour. It wasn’t easy sleeping with Chelsea. He thrashed constantly.

We quietly chatted for a few minutes lying face-to-face before I told him to go back to sleep while I made breakfast. I whipped up some of my famous homemade pork and apple sausage, scrambled eggs and sliced up an avocado. I brewed him coffee and went back into my room to rouse him. I slowly slid into bed and nuzzled with him to gently wake him. He was really cute, and I enjoyed doting on him a little.

When I finally woke him, we embraced and flirted a bit. I was feeling a bit randy and naughty, and I was trying to get a little frisky with him — Nothing serious… just a little heavy petting. He was quietly protesting, but he was enjoying it. When I finally managed to sneak his briefs down to his knees, he gave in. It was better than I expected. We had a little fun, but again, nothing serious — Just a lot of groping. I didn’t want to make him uncomfortable. After a bit, I made my way to the kitchen, and he joined me. He was very grateful for the breakfast spread and raved about how good it was.

After we finished eating, we moved to the couch to relax in front of the TV. My female roommate woke up and came into the living room. I introduced her to Chelsea, and they hit it off immediately. We had our laptops out, and we were playing on Facebook. My roommate was telling him all about her dating life, and Chelsea was trying to think of guys he could set her up with. I became a non-participant observer at this point while the two of them had girl talk. She apologized for monopolizing our time, but I didn’t really mind. It was nice to see him interacting with her. I always put prospective men through a litmus test. They must meet my friends and get along with them before I will fully accept them.

The time came for him to head back into the city. He needed to do a bunch of things before he started his new position in Connecticut. He was also looking to find a sublet for his apartment while he was traveling for work Monday through Thursday. I told him I’d talk to my friends about renting it out, but I wasn’t thrilled he was about to start a job that would have him traveling far away. This would most likely mean I wouldn’t see very much of him. He would only be around on the weekends. If I went away for the weekend, I wouldn’t see him for a long time. It was a tough obstacle I could see in the near future.

When he got back to the city, he texted me about his conversation with his friend. He was talking about where he was the previous night, and the friend asked him how we met. He was embarrassed we met on Grindr and lied. I texted him back telling him he need not lie in the future. He should simply tell people we met through a mutual friend. He also realized he forgot his toothbrush. We made plans to go out again on Tuesday, and I told him I could either bring it to him, or he could leave it at my apartment until the next time he spent the night. I was being slightly presumptuous, but he decided to leave it at my place.

That night, I went to one of my best friend (and avid blog reader), J’s surprise birthday parties hosted by his fiancée (another avid blog reader). It was still March and still cold outside, but there was no way I was taking the train out to where he lived. Every time I took the train there, I ended up sitting at the train station for roughly and hour or so, and then spent over an hour on the moving train. He lived a 40 minute drive away, so I decided if I bundled up, I could brave the cold and ride the motorcycle out there. Boy was I way off.

I froze my a$$ off. I was incredibly cold the entire ride. I couldn’t wait for it to be over, but my friend, J is well worth it. I also got to hang out with one of my other college teammates who just moved back from California. I hadn’t seen him since I went out there for a trip with friends and met up with him for an afternoon.

J was so surprised to see both myself and our other teammate. He didn’t even know he came back from CA. I was thrilled to see him so happy and glad I made it out there to witness it. When everyone was packing up to head home or off to the bowling alley for some more fun, I decided to split. It was already nearly midnight, and it was only getting colder. I said goodbye and sped off for home trying to avoid hypothermia in the process.

When I got home, my roommate and I chatted about how much she loved Chelsea. She thought he was a good fit for me and thought he was a really great guy. It was nice to hear her glowing review. I had nothing but positive reviews as well, but only time would tell if this was meant for the long haul.

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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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The Fog Lifts

New Year’s Day, Smiles woke me in the morning. I was in a complete fog. I immediately began wracking my brain to remember how the night ended. I knew we had sex, and once again, I could only remember a tiny flash of the intimate moment we shared the night before but no more than a flash. I could remember being p*ssed at Smiles on the walk home for walking five paces in front of me. And, I could remember smoking on the balcony.

I had now realized I completely wiped my phone, so anyone who texted the night before would certainly not be receiving a response from me.

Smiles was up and about walking around the apartment. I searched the room for my briefs, but couldn’t locate them. He came in the room and retrieved them for me from deep within the sheets. I had a massive headache, so he gave me some pain killers and water. It was sweet of him to take care of me in my still inebriated/hungover state. I asked Smiles about leaving the party, and he recounted the details for me. It was clear he wasn’t thrilled about it, but he also wasn’t holding it against me. The he uttered, “And I haven’t even gotten to the fun part yet!” he added.

He was going to leave it at that. I told him he couldn’t do that to me. He had to tell me what else I did. He asked if I really wanted to know, and I insisted. This is the “fun” part:

Apparently, the advances made by the guy on the balcony didn’t end there. Clearly he was persistent, and clearly I was vulnerable and well intoxicated. Smiles recounted a scene for me that drained all the blood from my face. “[The guy who sang my praises to Smiles] came up to me and asked me if you were okay. When I told him you were fine, he replied, ‘Are you sure? Because he’s making out with someone else on the couch.” I nearly passed out. I couldn’t believe it. Was I really capable of that? Could I really do that to another person after witnessing N do that to me? Was I that heartless?

I racked my brain trying to remember any bit of a make-out session on the couch. A vague image came to mind of this man kissing all over my neck. I remember asking him to stop, but also couldn’t remember putting up a strong fight. I’m not sure if my mind was making this up or if it was reality. Either way, my actions were deplorable.

I froze. I didn’t know what to do. I didn’t know what to say. I couldn’t believe he was still speaking to me. I couldn’t believe he still had sex with me that night after that. I was mortified. What was going on? My head was spinning!

“What did you do? Did you come over and stop it?” I asked. He shook his head no.

“[Smiles], I don’t know how to apologize for that. I can’t believe I did that! I can’t believe your still speaking to me right now. I can’t believe you didn’t leave me there. I don’t have words for how sorry I am. I don’t remember any of that. At all!” I plead.

“It’s okay. You were drunk. It was New Year’s Eve. Don’t worry about it,” he said.

Don’t worry about it!? I made out with another guy in front of you, and you tell me don’t worry about it?! Should I be happy you’re not that upset about it, or should I be even more hurt that you’re not phased by it. “I still don’t know what to say. I can’t believe I did that,” I added. He just looked back at me with a face that said, “Yeah. You did that.” I wanted to slither away into darkness and forget the world.

We continued to get ready for brunch and walked out the door. As we walked, all I could think about was how disrespectful I was to the man I’d grown so fondly of. Sure we had our moments where I questioned our relationship, but what I did was unforgivable. I would not have been able to forgive myself for what I did. When N did it to me, it signaled the end of our relationship.

I did this in front of his friends — Many of which I told I was dating Smiles. I made myself look like a complete whore, and I made Smiles look like a fool. The man who was singing my praises was the man who witnessed my greatest downfall. This was one of the worst things I’ve ever done in my life, and there was no making up for it and no undoing it.

I continued to tell Smiles how bad I felt about the whole thing. He was trying to make conversation and ignore the subject, but it was all my mind could fixate on. “It’s fine. Stop worrying about it,” he kept saying. We ate breakfast and talked about a few things I can’t recall because my mind was completely elsewhere. I was crushed. I almost had to leave the restaurant, Extra Virgin — His favorite restaurant, so I could go outside and cry.

It was a gorgeous day, and Smiles told me he wanted to go for a bike ride. He asked what I had planned for the day. I couldn’t think. I had no plans. I was hoping to spend the day with Smiles, but clearly that wasn’t an option. I decided I was going to try to meet Boston before he left the city, even if it was at the bus stop. I had to tell him what I did. I knew he wouldn’t look favorably on me, but I also knew he wouldn’t judge me. I left Smiles with a kiss as he walked south, and I turned and walked north. I decided to walk off my disgrace.

As I pounded the pavement from 11th street to 43rd, I tried reaching Boston. He wasn’t answering the nearly twenty-five calls I made to him. I needed him. I needed someone to talk to. I decided to hit up my roommate and see what she was doing. Maybe we could curl up on the couch and watch a movie to help make the day pass by. I talked to her for a bit, but she had plans. I couldn’t bring myself to tell here what I did. I was too ashamed. I would tell her later.

I decided to call Smiles during my walk. I wanted to make sure he knew how broken up I was about it if we were to survive this. I reiterated how bad I felt and how wrong I was as I tried to choke back tears and a vocal quiver. “Listen. It’s okay. It’s in the past. It was New Year’s Eve. You were drunk. That was 2011. This is 2012. Don’t worry about it. It’s alright,” he assured me. I think he realized how upset this made me, and that was all I could do. My fate was in his hands…

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