Posts Tagged early
Separate Battle Camps
Posted by One Gay at a Time in Gay Dating on January 29, 2013
After spending a nice night at CK‘s apartment, I had a very hard time waking up the following morning. CK was fully motivated and had to be at work early, so he persisted in waking me up. This was quite the role reversal, as I was often the one dragging him out of bed (sometimes physically). I just wanted to spend the entire day in his bed wrapped up in his arms. Going to work was the last thing I wanted to do.
Things were improving on that front. I was making a lot of headway with my social media endeavors, and I had two interns to help me with this massive roll-out. I was developing a presence on Facebook, LinkedIn, Pinterest, WordPress, Instagram and SlideShare while revamping our presence on YouTube and Twitter. That being said, I still wanted to stay in bed all day.
CK finally motivated me to get out of bed and into the shower. I always enjoyed showering together, and today was no different. As I slowly emerged from my slumber under the warm jets of water, I began to fully appreciate CK’s body. I pressed it against mine while my soapy hands explored all his crevices. Being a water conservationist certainly had its benefits. I think CK was starting to regret waking me once he realized I couldn’t keep my hands off him. I was awake, and I was horny. I tried to get some action, but CK was on a mission to get ready for work. I needed a release. There was no way I was going to be able to concentrate the entire day at work.
I laid down on the bed and began to take care of myself. CK immediately noticed and inquired what I was doing. I explained my situation, so he decided to pitch in on the effort. While I manually stimulated my member, he got to work on my prostate. Turned out, my libido was contagious, as CK began to pleasure himself as well. After a few minutes, I climaxed, only to be followed close behind by CK. Now, we could finally go about our day. I felt like I was awake, and I finally had a clear head (literally and figuratively). Nothing quite motivates you like a good morning orgasm.
We finished getting ready and were out the door rather early. We swung by our favorite place to grab breakfast before heading to work, Pick-A-Bagel. It sounds incredibly cheap, but it never disappoints. After we grabbed our food and coffees, we made our way to the subway. His train always came first (or I would narrowly miss mine), but today was my day. We parted ways, brown bags in hard, with a kiss as he waved goodbye from the subway platform.
That night after work, we planned to hit up yoga on the pier. As the day progressed, I learned CK probably wouldn’t be able to make it since he had to work late. I was still committed. I tried to encourage other friends to join me, but it was no use. Regardless, I still went and had a great workout. On my way home, I swung by the grocery store to get a few things for dinner. On my way into my apartment, I noticed a package for me. Like most people, I love getting mail. It always makes me feel special for some reason — The novelty has never worn off. When I got upstairs, I immediately opened my package.
It was the highly anticipated package from aussieBum. I’d been anxiously awaiting its arrival ever since they promised to send me some of their best underwear and bathing suits so I could review them on my blog. But, however large my excitement, I put the package aside and began working on dinner immediately. I wanted to food to be ready when CK arrived from a long day at work.
When he arrived, I showed him the package, and he grew quite excited. “I want a full fashion show when we’ve finished dinner!” he exclaimed.
As per usual, we ate our dinner in front of the TV, exchanging stories about our days. When we finished, we moved to my bedroom to lounge about. While he laid on the bed, I began to strip so I could model my new wares for him. As I moved from pair to pair, CK must have felt left out and asked if he could try some of them on. I asked that he not do so. I knew I’d want to include pictures of myself in them for the post, and I didn’t want anything to happen to them until I had time to snap the pictures. I’m not sure why, but this put his panties in such a bunch (pun intended).
I didn’t understand where his frustration was coming from. I thought my request was completely reasonable. He’d done nothing to deserve the underwear. They were not his. Why was he getting so bent out of shape. This, of course, led to an argument, and now, something so fun as modeling new underwear had now turned into a fight.
I’d had enough. I left the room with him in it so he could be miserable by himself and went back to the couch to watch TV. I know I was being as childish as he was, but I’d had enough. There was no reason we should be arguing about anything so fun. Sure, I could have just relented and let him try on the underwear. But, I wasn’t in the mood. If he was going to be so miserable, he could do so by himself.
That night, we went to bed not speaking to each other. There was no sex and no cuddling – All over a few pairs of underwear. Rarely had my California King felt so big, but that night, we might as well have been sleeping on opposite sides of the Hudson.
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The Lake
Posted by One Gay at a Time in Gay Dating on August 3, 2012
I am very fortunate to have amazing friends that come with amazing perks. It just so happens one of my friends’ parents own a house on a lake with a boat. In the summer, if I’m not worshiping the sun on the beach, you can find me relaxing and fooling around on the lake. Either way, I gotta work on my tan!
Saturday evening, CK and I were invited to D and K’s backyard for a barbecue. While there, we were also invited to join a small group on K’s boat. I’d been going out there for years with her. I was the Gilligan to her Skipper, however, I’d like to think I was a little more helpful. I’d actually become quite versed in some of the crucial acts of boating through my trips out to the Lake with K. She even joined me when I bought a Groupon to learn to sail. For her birthday, I bought her a life vest I happen to see on sale in a store I was in.
As this wasn’t the first time I’d been on the boat, it wasn’t the first time I brought a man with me. In the previous summer, I was very excited to integrate N in my friend circle. While I don’t regret this at all, looking back at the pictures leave a bitter taste in my mouth. CK and I were still going strong, and I knew these memories would erase the old. When I thought about the good times on the boat with my man, it would be with my Superman.
The downside of the lake is that we have to get up very early to go. It’s about an hour drive away, and the later we wait, the worse the traffic gets. CK and I had our fun before bed, and when the alarm went off in the morning, although groggy, we were on point. It took us a little time to get out of bed, but once we did, we were making moves. We fooled around and got frisky, taking our fun from the bed to the shower, all the while staying on schedule. I even had time to make us CK’s favorite breakfast burritos and iced coffee in a mason jar.
It turns out, we were ahead of the game. Let the record show, and I would like to repeat: We were not only on time, we were early — A feat worthy of praise. When I called K, she was just waking up. She told me she’d swing by in fifteen minutes to get us. In the meantime, she called all the other girls who were coming with us. They were taking much longer to get their act in gear. K picked us up and drove up to my sister’s apartment, where she and two other girls were preparing.
Apparently, they were having a rough morning after a long night out. I was really relishing my reasonable exit with CK. We waited so long, I finished my burrito. When I opened the car door, tragedy occurred. The mason jar containing the iced coffee for CK and I shattered on the sidewalk. My mind immediately shot back to CK’s comments in my kitchen: “Why are you putting it in a mason jar?” I turned to him immediately and said, “I should have listened to you! DAMMIT!”
After waiting for over 45 minutes, my sister emerged. Alone. We waited all the time to learn the girls were sick and not joining us. Regardless, we were on our way. The four of us made our way out to the lake for a day of fun.
We all hopped on the boat and got it ready to shove off. We lounged… We tubed… We swam… We had a blast. I was really enjoying my day with my man in one of my favorite places. I couldn’t take my eyes off him all day. His package looked amazing in his trunks, and I let him know it. When no one was looking, I would give it a gentle squeeze. I couldn’t wait to get him home and ravage him! K was driving the boat while CK and I rode the tube together, swerving and “cracking the whip” at every opportunity.
When we finally fell off the tube, she circled around to pick us up. She asked if we could drop anchor and relax for a bit, but told us she’d tow us to the end of the lake where we can drop anchor. While being tugged along, CK and I were horsing around. I began to slip, somewhat by accident, and somewhat on purpose. As I slipped, I grabbed onto his trunks. I knew exactly what I was doing. This wasn’t a survival action — This was a horny action. As I gripped his shorts, they seemed more attached to me than him. His bare bottom was exposed to the sunlight. It was all I could do to stop myself from pulling myself back up so I could give it a gentle bite. It looked purely spectacular in the sunlight. He wasn’t too thrilled I was doing this to him, but I was in heaven.
Many times on the lake K mentioned a restaurant on the way home that has a very cheap lobster meal, but we never had the time. At the sound of this CK made sure we had the time to stop. The meal was delicious and we had fun.
For the rest of the ride home, I laid in CK’s arms in the back of the car. I was always happiest cuddling in his arms. We made one pit stop on the way so I could buy us all Sonic ice cream since I was craving a sweet.
That wasn’t the only sweet I was craving. I was struggling to keep my hands off my sweet all day long. K dropped us off at my apartment, and I was finally able to exercise my hormones and my libido. We had a long exhausting day at the lake, so we didn’t have the most energy, however, we weren’t going to let that stop us from an evening romp in the sack…
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Is Something Bothering You?
Posted by One Gay at a Time in Gay Dating on June 8, 2012
That Tuesday, I woke to the sound of my alarm. I was going to go for a run, but the sound of my alarm wasn’t all I heard. It was raining outside. I turned off the alarm and looked out the window to see rain pouring down. I checked my phone to see if CK texted, but he hadn’t. Who knew what happened? I sure didn’t.
I wanted to text him when I got to work, but I decided against it. He knew where I was. He was the one who suggested plans that evening. He would be the one to hit me up and clue me in on those plans.
Finally, around noon I got a text: “Hey sexy.” I didn’t see it until a little later. I responded, “Hey. How was the rest of your night?” Apparently he’d gotten tipsy at the work event he called me from. He went home and passed out in all his clothes including his shoes. When he woke at 4:00am, he properly put himself to bed. The he apologized for not calling me back and asked how my night was. I mentioned my cancelled run, and he expressed interest in going for an early run with me sometime. Tthat would be the only way he’d do it since he’s not a morning person. I told him we’d both just stay in bed because I’d just be tempted to lie there with him.
I then asked him if we were still on for that night. “I’m game. What’s the plan?” he responded. I reminded him he set the plans, and I was waiting for the details. He decided he’d rather stay away from alcohol, and I asked what he wanted to do instead. He was eating his lunch, so he asked if he could get back to me later. 5:00 rolled around, and I still hadn’t heard back from him. I certainly wasn’t feeling very special anymore. That’s when the phone rang. I was heading into a meeting, so I sent him a text. When my meeting ended, I called him but got no answer. At 6:00, I finally got a call back. He was heading home and wanted a quiet night in with me. I wasn’t opposed, but I wasn’t thrilled either. I was beginning to wonder if it was all about sex with him. He needed time to straighten up his apartment, so I made my way over there around 7:00.
When I got to his apartment, I stood in the hall waiting for quite some time before he answered the door. I hadn’t called to tell him I’d arrived. A small part of me was surprising him on purpose. He just happened to be getting out of the shower.
He greeted me with a giant hug and a big kiss. I removed my shoes and got comfortable. He finished toweling off and joined me on the bed. We cuddled a bit until he asked me if everything was alright. I lied and said everything was fine. He pointed out I seemed short in my text messages. Big kudos to him for noticing the subtleties in my mood. We continued to hug until we discussed what we wanted to do for the evening. He mentioned watching the sunset, and I told him that’s exactly where my head was.
I had ulterior motives. When we got to the roof, I would find the appropriate time to bring up my concerns that arose since Sunday. He also asked if I wanted to smoke, and I shook my head yes. “Are you sure everything is cool?” he added. I told him I was short in my texts cause I was actually working all-day and apologized. I didn’t really think I was being all that short. We smoked and finally made our way up to the roof about a half hour later, Coronas in hand.
When we got to the roof, we continued snuggling on the outdoor couch. We talked about the surrounding buildings in an “I’m high” kinda way. The conversation never really had any direction. Then again, he brought up my mood and asked if everything was alright. I didn’t think I was being that obvious with him, but I also wasn’t being myself. That’s for sure. I didn’t know how to let myself be free with him anymore. I started to close myself off to ensure I wouldn’t get hurt. I was shoving distance in there with both fists.
I finally told him how I was feeling. I explained how I thought his sentiments came out of nowhere on Sunday. I told him I thought it was a bit early to have that conversation, but now that it’s been had, a few issues were brought to top of mind. I addressed my feelings regarding him being on Grindr and how that made me feel. I told him I felt as if I wasn’t enough for him. I told him I didn’t need to be on there, and while I wouldn’t dictate to him to not be as well, I just didn’t understand why he felt he needed to still explore it.
I was having a hard time expressing my feelings, but I think I got the point across eventually. I told him because of what he told me, I was afraid of getting hurt. I wasn’t able to be myself and give him the real me if I felt vulnerable to pain. I wanted to be myself with him. I wanted to give him the real me. I needed to feel safer than I did. “Since meeting you, you’ve made me feel incredibly special. Since you told me what you did on Sunday, I no longer felt special,” I told him.
He looked a bit shocked. “The last thing I want to do is make you worried or scare you. What I said to you on Sunday was not calculated. It was just how I felt at the time. You are incredibly special, and that hasn’t changed. You are… an aspirational boyfriend. I’d be insane to do anything to lose you. Baby, I think you’re incredible. Part of me knows how amazing you are and wants to dive in full force, but another part of me wonders if I still want my freedom. I’ve already started thinking of you less as something to schedule in my life and more as just part of my life.”
I wasn’t expecting him to tell me he wouldn’t hook up with other guys and tell me we were exclusive. I think I just needed him to know how I felt and where my head was. I could see in his eyes that he understood what was in front of him. I would still be patient and let him figure it out on his own. I just wasn’t going to find myself in another Smiles relationship. He needed to know that eventually the Grindr would have to go, or I would have to go. He needed to know that I wanted a boyfriend and not a friend with benefits. I needed to hear from him I wasn’t just a hookup cuddle buddy. I needed to know I was different from the other guys he slept with from Grindr.
We kissed and embraced. I felt a lot better. It was really starting to weigh me down. I think I handled it very well to suit my needs. A large part of me wanted to ignore the conversation we had in the Sonic parking lot. The other part of me, my constantly overactive brain, wanted me to get some closure on the topic. I think I found the sweet spot.
Warning: The following may be too graphic for some. After kissing and embracing, he began to get a bit frisky. He started to undo my pants. There was high risk here. We were in plain sight of the doorway leading to downstairs. One neighbor had already come up to the roof once to smoke. He began blowing me, always keeping one ear out for signal of someone approaching. I undid his pants and began pleasuring his endowment with my hand. Finally, paranoia got to him, and he suggested we move to the far corner of the roof, out of sight of the door.
When we got over there, he pulled my pants down to my ankles and did the same with his. He was pleasuring himself while going down on me. He edged me many times, getting quite close to making me finish. I was picturing my seed all over his chest, just as he wanted it. Alas, I wasn’t able to fulfill his wish. I came close many times, but just couldn’t get over the hump. He stood and suggested we move downstairs. We got dressed and made our way downstairs. I was incapacitated and had a hard time descending the stairs. My legs were jello from the full-body orgasm he gave me. I may not have had the release, but I still received all the pleasure. He laughed at my struggle.
As we walked down the stairs, I realized he had a slight exhibitionist streak in him. The stunt on the roof, sex with the blinds always open… I had a bit of this in me, but in smaller quantity. He was expanding my comfort zone.
When we got downstairs, the fooling around continued until we took a break to order Thai food. It was 10:30. Once that was taken care of, we had sex. I had the first chance on top, and then we swapped. It wasn’t long before he finished all over my back. He was out of breath and in a daze from how amazing it was. I knew I was having a blast, but I was thrilled our time in bed was so enjoyable for him.
Like clockwork, the food arrived. We settled into bed and ate while we watched Smash. I convinced him he needed to see the show so I could talk to him about it. He really enjoyed it, so much so we watched two episodes, eventually switching to dessert. I passed out half way through the second episode. When it was over, we turned out all the lights and went to sleep. I was happy to have the weight off my back after telling him my concerns. I felt comfortable with him once again. I fell asleep with an amazing man in my arms and a smile across my face from ear to ear.
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Vintage Closet
Posted by One Gay at a Time in Gay Dating on May 18, 2012
Before my trip to Washington DC, I started chatting with a few guys on Grindr. It was bad timing for the trip to come right after “meeting” them, but it would have to do. On my way back home, I made plans with a few guys over text for dates to get to know them.
One of the guys I was talking to was a bit older. He seemed like a great guy, and he was very interested in me. Of all the guys I started talking to, he texted the most. He seemed sweet, caring and attentive. While away, he asked how the blossoms were. He genuinely took an interest in me. He was texting me like a high school girl. I wasn’t annoyed. I was flattered. We made plans to grab a drink Wednesday evening after work.
Since Southern Drawl didn’t want to go to The Breslin, I proposed he and I meet there for a drink. It wasn’t far from my office, and it was pretty centrally located in Manhattan. We set a time, and I stayed at the office to kill time until he could make it there.
He ended up arriving early, and he texted me to let me know. I quickly left my office and speed-walked the ten blocks to the bar to meet him.
I wasn’t sure what I’d be meeting that night. From his picture, he looked like a very mature man. He had white hair, and he told me he was possibly getting a haircut before we met. I encouraged him to keep his longer hair since I liked it, but it was his hair. I didn’t know which hairstyle I’d be meeting.
I walked in to find him standing leaning against the wall. It wasn’t too difficult to pick him out of the crowd, however, he looked much older than I originally expected. I invited him to follow me to the bar and ordered us drinks. I managed to snag two bar stools just as someone was getting up to walk away.
We dove right into conversation about work. We both worked in advertising at one point, so we discussed that for a while. The more we talked, the more relaxed the conversation became. I didn’t see this conversation growing into a relationship, but he was a really nice guy. There was no reason why I couldn’t share a few rounds with a nice guy. I really didn’t think we were compatible.
Somehow we got into philosophical conversation talking about life in general. He really liked my outlook on life. I wasn’t putting on a show or anything. I was just being myself. He really responded well to this.
During our conversation, he came clean on his age and informed me he was 36. That’s how old Smiles was, so it wasn’t the issue for me. He did, however, look more like he was 42. I wasn’t sure if I believed him about his age. I wondered if he was lowballing it.
We started talking about family and his family house in the Hamptons. We got on the topic of coming out, and I told him how fresh I was to the gay world. He responded well to this and told me he was new himself. He came out to a few of his high school friends, and apparently it didn’t go well. For them, it became a problem of an identity crisis. They didn’t know who he was anymore. I told him how positive my experience was coming out and conveyed my sympathy about his experience. He also told me his family didn’t know either. It appeared I was more gay mature than he was. This was a first. This was a 36 year-old man who was still living in the closet. I didn’t think I could handle that. If he couldn’t accept himself by that age, the road was only going to get rockier as we went along.
After three rounds, the time came to go home. He expressed his desire to go on a second date, and I let on that this was a possibility. I didn’t want to lead him on and seem overly zealous about it, but I didn’t want to break his spirit. We walked to the corner and said goodbye with a hug. We exchanged a few texts after that, but obviously nothing ever materialized.
It wasn’t that late, so I decided to text M.E. and see if he wanted to come over. He did, and when he arrived at my apartment, we immediately went to the bedroom. Warning: The following may be too graphic for some. We stripped each other naked and got right down to things. There was a bit of foreplay and a lot of making out before I reached for the condoms and lube. Since being with him, I had unprotected sex with someone else. I needed to keep his safety in mind. While in DC, my results came back with no STDs and HIV negative, but I didn’t want to take any chances. We had amazing protected sex that night and fell asleep in a spooning position.
When we woke in the morning, we fooled around until we hopped in the shower. There, we had sex once again. I’m always horny in the morning, so this was even better than the night before. When we finished showering, we went back to the bed and had sex there. At one point, I even turned over and let him penetrate me. I felt I owed it to him. He was incredibly excited about it. This didn’t last long because, as he told me, he had a hard time keeping an erection after he’d been penetrated. I was okay with this, being as it’d been a long time since I bottomed.
We laid with each other, and I tried to finish myself off but to no avail. I had a dentist appointment to get to that morning, so I could no longer dawdle. I was already late the way it was. This was going to be a rough day. How was I ever going to concentrate on anything!?
M.E. gave me a ride to the dentist, and I gave him a kiss goodbye.
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Chauffeur
Posted by One Gay at a Time in Gay Dating on January 27, 2012
Waking up with the feeling of dread is never a good thing. Upon opening my eyes, I immediately knew something was wrong. It all came crashing back. I remember the conversation I had with Smiles the night before in my bed. It didn’t go as well as I would have liked it.
I needed to reassess the situation and make a decision before proceeding. One thing was for sure; I was going to proceed with caution. No longer was I going to invest so much of myself into a one-sided relationship. Smiles was still interested, and I had optimism the relationship could still progress towards something good. However, I could no longer devote so much of myself to someone who wasn’t doing the same for me.
I had that day off, but I had to wake very early. I needed to get my friend’s car keys before he went to work so I could take Smiles to the airport. When I volunteered to take the day off from work, I thought it would be a perfect way to see him off. I wanted to be both helpful and selfish. I wasn’t going to get to see him for a week, let alone on Christmas. The next best thing I could get was sending him off at the airport.
I climbed out of bed, put on clothes and rode my motorcycle over to my friend’s place. I swapped the bike for his car and drove back to my apartment. When I got back to my room, there were a few minutes left before Smiles was supposed to wake to get ready for his flight. I undressed and climbed back into bed.
Since we went to see the stage-show the night before, and he was working through the day before, he wasn’t able to pack yet. When my alarm went off, we woke and got ready to make our way into the city so he could pack.
I drove him through the Holland Tunnel and stopped in front of his apartment. There were no legal spots available, so I had to sit in the car while he got ready. When he got out of the car, Smiles checked out another street and texted me from his apartment: “If you wait another five minutes, you can park on the other street at the meters.” It was nice of him to check that out so I wouldn’t have to sit in the car alone the whole time.
I joined him upstairs and tried my best to assist. When he was ready, we got back into the car and set off for the airport.
My question from the night before was still in the back of my head. The car ride was rather quiet. It was as if we were both searching for something to talk about. I had yet another question burning a hole in the back of my mind. I had no New Year’s Eve plans, and all my friends did. I didn’t want to spend it alone, but Smiles hadn’t mentioned it to me. I had no idea what his plans were, but I wanted to spend it with him. The conversation from the night before didn’t change that. I was about to ask him if we could spend it together, but as we neared the airport, things got hectic because he wasn’t sure which terminal he was flying out of. That question would have to wait until later.
Once we had that settled, I found a space at curbside and helped him unload. We exchanged a very quick hug and kiss as he set off for home for the holidays. It was very unceremonious. I don’t know if he was self-conscious because we were in public or if it was because he still felt awkward, but I was very disappointed. That was not the way I wanted to be kissed by the man I was dating but not seeing on Christmas. That was not a proper goodbye.
As he walked away, he turned back and said, “I’ll call you later tonight.”
Since I had my friend’s car and the rest of the day off, I decided to run an errand I’d been neglecting. I took a route home that allowed me to stop by Michael’s to pick up a large panoramic photo I had framed. All that alone time is NOT good for me. It’s a sure to produce over-thinking and slight depression. I really didn’t know how to proceed. There was a fork in the road, and I wasn’t sure which road to take.
I decided to make a stronger effort to engulf myself with my friends. I wasn’t going to give so much of myself to Smiles, and in turn, I would fill that void with friendship. After I ran my errand, I went home and watched TV on the couch. I needed to distract myself with some form of entertainment, but it wasn’t working. I was still thinking about what I was going to do. I hopped on Facebook while watching TV and got a message from N: “I miss you buddy.” I hadn’t hung out with him since we broke up with the exception of my holiday party. Maybe it was time to give friendship with him another chance. I hit him up to see what he was up to. He was going out that night and told me he would keep me in the loop regarding his plans so we could hang out.
I know Smiles was settling in the with family, and I wouldn’t expect him to call. But, it would be nice if he called, even if just to let me know he landed safely. That night, I never heard from Smiles…
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At the ripe age of 26, I came to a life changing conclusion. I'm GAY!
It took me 26 years to realize this and come to terms with it, but coming out's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
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