Posts Tagged cuddling
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…
A Night Off
Posted by One Gay at a Time in Gay Dating on June 29, 2012
CK and I had been spending a lot of time together. That’s what happens when you’re in love. But, that also means there’s a transition period where one goes from being single to being in a relationship. This transition takes some finesse. When you’re as used to being as independent as I was, it’s a serious adjustment.
I was used to working out on my own schedule. I would watch whatever TV I wanted whenever I wanted. I would go to bed when I was tired and wake up when I wanted. I would make dinner and not have to worry about catching a train to go see someone. That doesn’t go to say I wasn’t happy. Quite the contrary. It’s amazing the amount of free time I had by not hunting for a man all the time. I had an amazing man who loved me. Who could ask for more?
Wednesday morning, I woke up in CK’s bed by the sound of my alarm. I reach across him to grab it from the charger and turn it off. It’s safe to say, at that point, we were both awake, however, we were both incredibly groggy. It was hard to wake up. It’s also safe to say, with my libido, I was horny. After a few permutations of snuggling configurations, we started escalating the cuddling. This turned into grinding which led to sex.
This wasn’t exactly a quickie either. We had sex for quite some time. So much that it made us both late for work. We quickly showered and got ready to get out the door. It’s not the easiest to get ready with CK either since he’s such a distraction. I catch a glimpse of his sexy body out of the corner of my eye, and I can’t help myself. I find the gravitational pull too strong to resist, and I quickly find him in my arms with my lips traversing his neck. When he asked me what we were doing that evening, I gently pulled him away and suggested we take a night apart. “Don’t take this the wrong way! I’m not sick of you, nor am I trying to put distance in here. I just need to do my own thing tonight. I want to go for a run and do all the boring things you need to do in life that I don’t feel the need to put you through. Is that cool?” “Yea. I guess that’s fine,” he responded. I could tell he wasn’t thrilled with the idea, so I explained how a little distance may be good for us. “Absence makes the heart grow fonder,” I added while explaining how I was shocked I actually hadn’t grown tired of him. In the end, he agreed it was probably a good idea.
We finally made our way out the door, and he walked me to my office. I said goodbye to him with a big kiss since we were planning to take the night off.
After work, I made my way home. I took some things out of the freezer to make for myself for dinner. I was trying to eat healthier and work out more. I was starting to get pudgy again. I wanted to look hot for my man. On top of this, NYC Pride weekend was a month away. I couldn’t look like a fat mess. It was safe to say I’d be dragged somewhere I’d have to take my shirt off. I would already feel uncomfortable the way it was. Having to take my shirt off in a crowded bar would only make it more stressful.
I put on running shorts and my shoes and took off into the hot night shirtless to run along the waterfront. I felt great. It’d been a while since I worked out like that. I missed it and needed to get back to it. My body needed it too. Every song I heard made me think of Clark Kent. They made me miss him, but they also made me wonder what he was up to. Since I was still carrying around some light luggage, I have to admit I was a little worried CK may be engaged in some extra curricular activities. He gave me no real reason not to trust him, but I couldn’t quite get passed the fact I met him on Grindr. I know how I was on Grindr. I know how I’d cheated on N because of my suspicions he was cheating on me (which were rooted in fact, but still not excusable what I did). There was a small shadow of doubt in the back of my mind. In time, I would learn to fully trust him, but I was still a little broken from my previous experiences with Grindr guys.
I couldn’t stop thinking about him. I had nothing to do but run and think. This is why I don’t do well alone. I crawl up into my head and start causing problems. I even paused to take a picture of the Empire State Building in the NYC skyline to post to Instagram. I tagged him in the picture and sent it out to my Twitter followers. Just when I was missing CK the most, my phone started ringing. I was in the middle of my run and came to a screeching halt. I picked up, and we chatted a bit. It was very reassuring to me he wasn’t up to no good. He wanted to let me get back to my run, but I wanted to talk some more. I was happy to hear the sound of his voice. I told him how it was a dumb idea to take a night apart, but it did help me realize just how much I love him. I didn’t even want to spend one night away from him.
He asked me to send him a picture of me all sweaty and shirtless, but I declined. Instead, I dug into my pictures on my phone and sent him a sexy picture from there after we hung up. We said goodbye, and I continued on my run home.
I do find it’s necessary for parties in a couple to do their own thing sometimes. I had a lot of friends I hadn’t seen in some time because I was spending a lot of time with CK alone. I didn’t want to be one of those people who gets into a relationship and falls off the face of the earth. It was a delicate balance I needed to figure out. I hadn’t had many relationships over the span of my life, so this aspect was a bit new to me, however, I would figure it out. I had plenty of love to go around for all since CK made me the happiest man on the planet.
Follow @onegayatatimeClosing the Gap
Posted by One Gay at a Time in Gay Dating on June 15, 2012
Thursday morning I said goodbye to CK in a rush to get him to work on time. I wasn’t going to get to see him that night, but that didn’t stop us from texting each other. Thursday night, between two of my volleyball games, I text him, “Missing you hard babe.” He was on my mind, even though I was concentrating on the game at hand. He responded, and when the game was over, I told him I was off to the bar that sponsors us to celebrate.
While at the bar, around 10:00, I text him: “Do I get to see you tomorrow?” I stepped outside to call him, but I got no answer. I left him a sweet message, but got no response. When I got home at midnight, I called again, but he didn’t pick up. I did a little stalking to see if he checked in anywhere on Foursquare or if Twitter would give me any leads, but no dice. I went to be disappointed and a bit worrisome. Apparently, much to my chagrin, I’m carrying trust baggage from previous relationships.
I woke in the morning to find a text message: “Hey my baby! Sorry. Bloody phone died last night =/. Of course you get to see me. I kinda need to see you. And hold you. And kiss you. And bite you. Sleep over =].” It helped brighten my day. I responded back asking if he’d rather come to my place, and I could give him a ride back into the city in the morning. I wanted to surprise him by baking cookies since his mother was coming. I thought we could bake them together, especially since there were no sharp objects involved. He texted back explaining he really needed to stay at his place so he could get ready for his mother’s arrival. I said, “Okay.” He responded asking if I wasn’t thrilled with the idea.
I called him to explain and ruined my surprise. He told me how sweet I am. We made plans for me to head home after my coworker’s sendoff, bake and come back into the city. He also told me the bad news he received that he didn’t get the apartment in Brooklyn. He was so disappointed. I have to secretly admit I wasn’t all that disappointed. I felt bad for him because he was so excited about the place, but it would have been tough for us. The island of Manhattan would have separated us, not brought us together. Selfishly, I did a little research on one-bedroom apartments in Hoboken and sent him a few links.
I didn’t have the best day at work. For starters, I had to say goodbye to one of my favorite coworkers. Luckily, she wasn’t going far and would be working with CK. On top of that, my coworkers neglected to celebrate my birthday. I myself don’t really celebrate my birthday, but as a department, we always do something nice for birthdays. This was the second year in-a-row skipping mine. And lastly, when everyone went for send-off drinks, I had to stay behind and finish work.
When I finished working, I met everyone at the bar a few drinks in. I met my freshly ex-coworker’s gay roommate and told him my Grindr story. He was all too familiar with Grind and said, “Awww. Now I want a boyfriend!” It was cute and nice to have a gay man to chat about my man with.
When I had my fill, I left to head to CK’s. When I got to his place, I asked if I could vent for a few minutes. I told him about my bad day and my coworkers’ neglect on the part of my birthday. He comforted me and managed to greatly cheer me up. He gave me my birthday card. I read it, and I was nearly brought to tears. It was incredibly sweet and thoughtful. We only knew each other a short period of time, but he completely knew me at my core. For my birthday, he bought us a session to learn trapeze. I jumped up and gave him the biggest hug. I pulled him in and deeply kissed him. I was so happy to be with him. He was an amazing man, and I was incredibly lucky.
The other part of my birthday present was him. He offered up his body for me to use any way I wanted. I was so turned on by his thoughtfulness and his passion. We climbed into bed and began groping and making out and our bodies intertwined as we stripped our clothes off.
Warning: The following may be too graphic for some. He laid on his back, and I pulled out the lube. When we were both prepped, I climbed on top of him, and the passionate lovemaking began. He felt amazing. This was a special birthday present — One I wouldn’t soon forget. I was incredibly happy just to spend my birthday with him, but to also get birthday sex was truly the icing on the birthday cake.
When we both finished, we laid in each other’s arms cuddling. As it often times was the case with him, the cuddling was almost as good as the actual sex. I always felt safe and comfortable with him. I was crazy for this guy, and I wanted him to be mine and mine alone.
We laid in bed that night watching TV until we fell asleep together with my arms wrapped around him. He was my perfect little spoon. I always slept soundly with him. This was turning out to be quite a special relationship.
I woke in the morning to quite an alarm. Without warning, he removed my boxers and began blowing me. It felt INCREDIBLE! I was already naturally excited, with my morning wood at full staff, but his mouth felt amazing that morning. This was one of the best I’d ever received.
After some time, I took control and began to stimulate my manhood with my hand. The saliva left on it provided amazing lubricant for me to get myself to the edge. While I was doing this, he was busy manually stimulating my prostate with his finger inserted inside me. It didn’t take him long, but he found my spot. It’d been almost a year since someone found that spot and treated it just right. It was a matter of seconds before I exploded all over while my body writhed in spasm. I couldn’t move. I couldn’t speak. I couldn’t even think. I was incapacitated. This was the best orgasm I’d had in a loonnnnggg time.
When I tried to upright myself after laying paralyzed in the bed for some time, I could barely walk. My legs had gone limp and weren’t able to support my weight. I would have nearly collapsed if it wasn’t for the doorframe for me to grip for support.
My old roommate texted me to wish me a happy birthday that morning. He couldn’t believe I was awake that early. The plan for that day was to head to the pier, and he wanted me to head there early. It was 8:00am. I wasn’t heading there that early.
That morning he had to early because his mother was arriving at LaGuardia Airport. He had mentioned his desire for us to meet while she was in town, and I was quite excited by the prospect. This was a big deal, but it wasn’t. I was pretty relaxed in these types of situations, so it wasn’t stressful, but meeting his mother was no small deal. It showed he really cared about me enough to introduce us. I didn’t take it lightly and hoped it would come to fruition.
I said goodbye while he hopped in a cab to the airport and made my way back to Hoboken to get ready to celebrate another year on Earth.
Follow @onegayatatimeComedic Timing
Posted by One Gay at a Time in Gay Dating on June 14, 2012
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.
Follow @onegayatatimeFast Forward
Posted by One Gay at a Time in Gay Dating on June 6, 2012
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.
Follow @onegayatatimeStood Up Twice But Third Time’s a Charm
Posted by One Gay at a Time in Gay Dating on April 13, 2012
So much for getting things out of my system while in California. I was supposed to find myself while I was out there. I was supposed to calm down with the hookups. If anything, it had a converse reaction. Maybe it jump-started my libido. Since I arrived home, I had one meaningless one-night stand/hookup, and hooked up with a guy I could possibly considering seeing again. What was I, in college?
Wednesday at work, I was back to my old habits. I was all over Grindr searching for guys to go on dates with. The problem was none of them were looking for dates, so I decided to fill the time between dates with more hookups.
I hit up one of the guys in my favorite list, but he was really just interested in sex. We tried to make plans to meet up, but were having a hard time finding a location. He proposed an adult video store booth, but as you can imagine, I wasn’t onboard. He also wanted to go bareback, but I’d learned my lesson with that. No more taking those kinds of chances. When I tried to make more realistic plans, he flaked.
I started talking to one guy who was really hot. He wanted to hookup badly, but he needed time. He needed to prepare, which I can heavily respect, but he was also visiting. He needed to go out and get supplies to perform said preparation and needed to find poppers. It was pushing 6:00, and I wasn’t going to hang around the city any longer. He ended bailing on me, so I made my way home alone.
Two guys flaked on me; however, talking to them got me riled up. My libido was hungry. When did I become such a horn ball. After 25 years of basically no sex, you think I’d be fine going home with just my right hand.
I had an ace in the hole though. I texted the Middle Eastern guy from the pervious night and asked if he wanted to come over again. I don’t think I lifted my finger off the send button before I got a response back. He was certainly interested, but had to come over later after class. He wouldn’t arrive until around 10. That was fine. I figured out other things to do with my time, like eat dinner.
When he arrived, we went straight to my room, but I’m sure, much to your surprise, we didn’t immediately jump in the sack. We kissed for a bit, but then we simply laid next to each other cuddling while we watched Modern Family. We are both big fans!
Every time there was a commercial, he took the opportunity to kiss me passionately. There were no complaints from me. He was a great kisser. He had perfect lips and knew what he was doing. We also took the time to chat a bit. I wanted to get to know him a little. He lived with a bunch of guys in an apartment and even shared a room with a guy. None of them knew he was gay, and he recently broke up with a girl. He told me he’d been on a handful of Grindr meet-ups, but none were anything like what we shared. He told me how much he enjoyed the previous night and how much he thought about me all day long. It was very flattering, and a little alarming. This kid was falling for me — and fast. I needed to make sure things didn’t get out of control because I didn’t want to hurt him.
I couldn’t tell him what I was looking for because I didn’t know what I was looking for. I really wanted to find a boyfriend, but I wasn’t sure he fit the bill. This was new territory. I’d never dated anyone so much younger than me, let alone still in college. He was a really nice guy, and I could tell his friends loved him, but I was still conflicted. He was very mature, but nonetheless, he was still in school.
When the show was over, the making out led to heavy petting. Things escalated, and I invited him to spend the night. While naked, he walked to the bathroom to take out his contacts. I watched him from the bed, staring longingly at his body. I told him how hot I thought he was. He really riled me up. I loved the innocent confidence he exuded. It was incredibly sexy.
He told me he wanted to go to bed horny so we could wake in the morning and have some real fun. It was late, and I was tired, so I didn’t oppose. With that, he rolled into little spoon position, and I pressed my naked body against his in big spoon position. It felt so comfortable. It felt so right.
In the morning we both woke to the sound of my alarm — strategically set early to allow for time to play. We were both in a very frisky and playful mood. He certainly wasn’t shy about kissing. He loved it and did it often.
Warning: The following may be too graphic for some. While we embraced each other, he whispered in my ear how he wanted to ride me. I certainly was in no position to deny him this privilege. I was looking forward to it. I was shocked, him being so new, how much he was gung-ho about bottoming. I think he discovered he’s really a bottom. He hopped on, and it felt great. He came really close to finishing, but never did. I knew exactly what was happening, so I didn’t put any pressure on him or comment on it. That would only bring it to top of mind and make it worse.
He had to stop. He wanted to keep going, but told me he was sore. He informed me that I was a big guy. I’d never really thought of myself as big. I always thought of myself as average. But, as of late, I was informed otherwise. (This is not something that is important to me, but it is quite the ego boost to hear).
We laid next to each other once again pleasuring ourselves while he laid in the crook of my arm. I finished after a few minutes. I was happy things were turning around for me. It wasn’t taking a long time for me anymore. I was far from a one-minute man, but my mental block was easing. This wasn’t the case for Middle Eastern (will be called M.E. from now on). He never finished, but also never complained. He noted, “I can never [finish] after you’re inside me. I can’t explain it. It feels amazing, like a full body orgasm, but I just never shoot.” I knew exactly what he meant. I told him it’s just part of sex sometimes. I wanted to ease his mind.
With that, we both hopped in the shower, and I took the opportunity to wash him from head to toe with a bar of soap and my hands. It was really sexy and slightly romantic. We both enjoyed it. Then he did the same to me. It felt great!
While I get ready in front of the mirror, he noted its existence. He complimented me on what I was wearing to work. He really was charming and sexy. I was really starting to like this kid. I just worried we wouldn’t be able to have a real relationship. He was in the closet and in college. He told me he wasn’t hiding it anymore, but he was advertising it. I understood, but I just wasn’t sure if it was for me
Follow @onegayatatimeHalf Day Fun
Posted by One Gay at a Time in Gay Dating on April 12, 2012
Monday at work, I received a email from UPS notifying me a delivery attempt was made. When I arrived home Monday night, I had a notice on my door from UPS. They’d been there earlier in the day and attempted to deliver the leather chair I ordered. No one was home, but luckily the driver gave me his cellphone number so I could call him when I got home. I called him, and he delivered my chair around 7:30 at night. (I love my UPS man!)
I’d already informed work I’d be taking a half-day to accept the chair, so I kept those plans. It would allow me to take care of a few things after my emotional trip to LA.
Since I didn’t have to get up early Tuesday morning for work, I decided to reach out to a guy I’d been chatting with for quite some time on Grindr. I was very apprehensive because he was so young. He is 22 and is still in college. I told him straight up my hang-up with his age. That being said, I still agreed to meet him, but I explained it wasn’t an ideal situation.
When we first talked on Grindr, he was looking mainly for a hookup. He had an amazing body, but I was making an effort to calm down with the hookups. I told him I was looking for something more substantial. He was very interested in this response, but he already showed his cards. I knew he was there more for sex. We agreed to meet up for a drink sometime, and I went to bed.
Tuesday morning, I let my hormones get the better of me. I woke up horny as usual, and I found him on Grindr once again. I asked him if he wanted to come over. The conversation quickly morphed into sexual territory.
We both talked about a few fantasies, and I quickly learned he had an adventurous side. I was very turned on, so I told him to come over. He explained he needed to shower but would be up for coming over. I too showered in anticipation of his arrival.
While we talked about our fantasies, we discussed a little fun when he arrived. I told him how hot it would be if he undressed in the hallway before entering my apartment while I watched through the peek hole. He was more than enthusiastic about this and agreed.
When he arrived at my apartment, I buzzed him in. He came to the door and did exactly as we discussed. I was so incredibly turned on watching from the other side of the door. When he was left in his boxer briefs, he knocked. I let him in and led him to my room. We chatted very short bit before we started making out. He stripped me down to my boxers as well, and we embraced each other while we made out on the bed.
He had a great body — Plenty of muscles and lots of definition. He had the cutest smile as well! Warning: The following may be too graphic for some. This escalated, and the boxers ended up on the floor. I couldn’t keep my hands off him. He was the best looking guy I’d been with in a long time. He was also one of the best kissers I’d been with since I can remember.
Before he came over, we chatted about positions. He told me he usually was a top, but he wanted to bottom for me. He told me he had little experience in the area, but wanted to try it out with me. As things escalated, I whispered in his ear my desires and asked him if I should get a condom and lube. He enthusiastically said yes.
I made sure to take things VERY slow. I was treating him as if he was a virgin — Not my first. It took a little time, but after a short bit, he was very much enjoying himself. I could see waves of goose bumps flowing over his body. It was incredibly sexy. I’d finally found a match for passion in the bedroom. He had the right mix of intimacy and sex, and I was thoroughly enjoying myself.
It became necessary to take a break so he could catch his breath. We talked while he relaxed, mixed in with some more passionate kissing. After some time, we made our way to the edge of the bed and tried a new position, which we both thoroughly enjoyed. It’d been a long time since I was with a man in which I felt our bodies become truly one.
When he had his fill and couldn’t take anymore, we laid next to each other and pleasured ourselves. For once, it didn’t take me too long before I finished. He made a comment about being impressed, but was unable to finish himself. I immediately pegged him as someone who had the same problem I did.
We laid there for some time cuddling. I took a lot of time to take in his smile. It lit up his entire face. He was very cute. He is of a Middle-Eastern decent, which I would never say is my type, but I was really attracted to him.
This guy was one of the few who would be a repeat offender. He too expressed his desire to see each other again as we both got dressed. I was still incredibly turned on watching him stand naked in my room while he put on his clothes. I wasn’t just attracted to him sexually. I could tell he was a special guy. I was attracted to him on an emotional level as well. I just worried about our compatibility. I’ve been out in the workforce for nearly six years now. He still hadn’t even graduated college. I’m not one to discriminate based on age, but I do discriminate on life stage. This would either be a guy who expanded my horizon, or proved my rationale — Only time would tell…
Follow @onegayatatimeDinner Reunion
Posted by One Gay at a Time in Gay Dating on February 3, 2012
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.
Follow @onegayatatimeAt 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...
One Gay at a Time 
Superman Returns
Posted by One Gay at a Time in Gay Dating on May 30, 2012
Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.
I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.
I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.
He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!
We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.
We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.
We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!
We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.
When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.
He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.
We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.
After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.
Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.
Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”
Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.
This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.
He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.
We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?
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