Posts Tagged naked
Glued to the Bed
Posted by One Gay at a Time in Gay Dating on June 5, 2012
Waking up with one of the sexiest men I’d ever met, Clark Kent, in my arms would make any morning spectacular. On top of that, I had no obligations to fulfill that day. It was Saturday, and I was ready to lounge around. Sure I had plans to go to the gym and grocery store, but that would wait until much later. Right then, there was a gorgeous specimen of a man in my bed, and I wasn’t going to let him go to waste.
I cuddled and snuggled with him. It was finally 11:00am when I was conscious enough to remain awake for more than a few seconds to shift our spooning positions. I don’t think there was a moment we weren’t in contact with each other throughout the night. Even when we were sleeping on opposite sides of the bed, my hand was on his thigh.
Warning: The following may be too graphic for some. When we woke, things started slow and progressed rather quickly. We were both naked before we knew it. Eventually, we found ourselves in a familiar position. I had my face buried in his backside. He always derived great pleasure from this, and I wasn’t shy about delivering. I even pulled out some of the tricks I learned in the Tickle My Tush book once again. Oral penetration eventually led to full penetration. He felt amazing, and I was not in any hurry to stop. Every thrust was better than the last, however, whenever I slowed the pace to both give myself a break and to enjoy the friction, he would protest, “DON’T STOP!” I picked the pace back up again and pushed as deep as I could go. He let out constant moans of pleasure, this time at a decent volume until he needed to stop to catch his breath.
He immediately turned over to face me with a look of exhaustion/excitement in his eyes. “Baby! You feel AMAZING!” he exclaimed. I dove on top of him and began to kiss him passionately. I told him how great he felt as well between zealous kisses. I took his legs and lifted them high and began to penetrate him again. It felt incredible. When I finally stopped, he said, “I love when you take me from behind, but this way… I dunno. You just hit the spot every time!”
We laid intertwined with each other enjoying the moment. We had great sexual chemistry. It had been such a long time since I’d shared that on top of chemistry outside the bedroom. Standard issue seemed to be one or the other as of late. CK was the full package.
After considerable amounts of cuddling, he climbed on top of me while I arched my back and gave him everything he wanted. I knew that morning my roommate’s friend slept over. I’d already heard them up and talking. I was a bit reserved in my morning romp with CK out of slight embarrassment. While I didn’t care if they knew I was having sex, I didn’t want to be overly loud about it. I buried my face in the pillow and let out my grunts and moans through a heavy down filter. When the moment hit, he pulled out and finished on my back.
Most straight women don’t understand this, but when a guy finishes on you, it can be incredibly hot, not something to turn your nose up at. It is a sign that you truly excite them. For me it’s validation, and it’s an incredible aphrodisiac. Many times, seeing a guy shoot is what it takes for me to finish as well. He asked where I kept the towels, but I was incapable of words. Only grunts came out. I tried with all my might to use my arm to reach down to my nightstand drawer, but no matter how much I concentrated, I could not move. I finally gave in and just lay there accepting defeat. “I’m glued to the bed,” I told him. “You will be glued if you roll over onto your back,” he added through a laugh. My body was in full orgasm. After about ten minutes, I regained composure and handed him a towel to wipe my back.
We rotated and lay in each other’s embrace. I was enjoying everything about him. He was witty. He was fun and adventurous. He was smart. He was incredibly sexy. Most of all he was passionate and caring. He was exactly what I needed – Exactly what I was looking for. We enjoyed the embrace for some time before he finally began orally pleasuring me – One of his favorite activities.
This time it felt amazing. I closed my eyes and concentrated on how good it felt. I imagined penetrating him and his mouth being his insides. It felt amazing. I thought about how good it would feel to explode inside of him, and that’s when it finally happened. I gave out a warning, and began to explode like a fountain. CK was greatly excited by this and took advantage. “Wow! You really weren’t kidding. Hidden talent indeed,” he added. I simply smiled and began giggling from his gentle touch tickling me.
I was so incredibly relieved. I’d finally finished with him. I didn’t want him to take it personally or worse, think I was broken. I told him early on of my issue, but he seemed to be quite understanding of it. That doesn’t mean he didn’t bring it up periodically, further stressing me on the issue, but regardless, I finished and made him happy.
We made our way to the shower, where the fun only continued. We quickly found ourselves back in bed together sans clothing or towels. We just lay intertwined for almost an hour. We’d already spent the entire morning and part of the afternoon together in bed. He was answering texts on his phone periodically and showed me a text from his mother. It mentioned being at [One Gay At A Time’s] and her reply was: “Hoboken sounds nice. Why don’t you look for a place there?” However, he told me he couldn’t afford any studios in Hoboken. I was touched he’d mentioned me to his mother and was excited he actually entertained the idea of living in Hoboken.
When my empty stomach couldn’t take it anymore, I suggested I make us breakfast. I told him to stay in bed while I whipped something up. I took some of my world-class pork and apple sausages out of the freezer, scrambled some eggs with cheddar cheese, and buttered some toast. I returned to the room to get his coffee flavor or choice and let him know breakfast was ready. He emerged shortly thereafter and joined me for breakfast. “If you’re trying to win me over, you’re going about it all the right way!” he said after shoveling some of the sausage into his mouth. This was the second time I’d heard him say this.
After we finished eating we made our way to the couch. We were both shirtless the entire morning and afternoon. My roommates and their friends came and went and we paid them no attention. We watched TV and movies all afternoon. When it was getting to be about 4:00, he admitted defeat and suggested he just stay. He wasn’t going to make any progress finding an apartment at that point, and he much rather stay with me anyway. With that, we both smoked a little and enjoyed each other’s company in front of the TV.
We ordered Mediterranean for dinner, opened a special bottle of Malbec I’d been saving for the right guy and had more of the pineapple upside down cake for dessert. We watched Bridesmaids and other movies the rest of the night. We stayed on the couch all day until we both passed out. When he finally woke me, it was 1:30am, and we made our way to bed. I was exhausted, and I’d done absolutely nothing all day long. It was some of the best absolutely nothing I’ve ever done. Every last second of it.
Follow @onegayatatimeFrom Metropolis to Hoboken
Posted by One Gay at a Time in Gay Dating on June 1, 2012
On April 20th, my blog turned one year old. I didn’t even realize the milestone was coming up until I looked back at the calendar on a whim one day. I felt the need to celebrate, but I hadn’t told Clark Kent about my blog yet. How could I tell him I wanted to celebrate something I didn’t feel comfortable sharing with him yet?
Instead, I celebrated privately with messages from friends and readers on the blog and over social media. I also had a date night planned with CK.
I invited him to come out to Hoboken for an evening ride on the bike since we weren’t able to do so the previous Sunday. This would be the first time he came out to Hoboken and would see my place. I was quite excited. I came home for work early after a pitch and made sure my place was acceptable.
He had to work slightly later and had to swing by home before he came over. It was a Friday night, and he would be spending it in my bed. As time passed, I sat on the couch patiently awaiting his arrival as the clock ticked on. I had no word from him. I tried calling, but no answer. Where was he? What was he doing? What was taking so long?
Since I was a little broken from previous relationships, my mind began to get creative with where he may have been or what/who he may have been doing. Finally, I convinced myself to put those thoughts out of my head. They weren’t born of any behavior he exhibited. They were simply a spawn of his presence on Grindr. I needed to learn to trust again. The thoughts were gone, and all I could think about was seeing him.
He finally arrived in Hoboken around 8:00. I wanted to watch the sunset with him. The way it reflects off the city skyline is breathtaking, however, the sun had completely set. We’d be taking a ride in the dark.
I picked him up on the bike at the PATH, and we set off along the waterfront to the palisades of Weehawken. I wanted to show him a spectacular view while taking the bike out for a spin. He’d been so excited about it ever since he first learned of its existence.
I really relished having him ride behind me. He pulled himself in tight against me. It was incredibly romantic, and I loved how he wrapped his arms around me. I felt like a great protector.
When we got to the palisades, we parked the bike and took a short stroll along the cliff. We talked while hugging and kissing each other with the spectacular NYC skyline in our periphery. We happened upon a family taking pictures of each other with the city in the background. He offered to take the picture so everyone could get in the shot. I thought it was incredibly sweet of him, and I fell for him a little more at that moment. Every moment with him made me want him all the more. Again, I wouldn’t let myself get too wrapped up in him. It was still early. I didn’t even know if he was interested in a relationship, let alone one with me.
After taking the picture, I told him about my desire to prank tourists in NYC. I would offer to take a picture of them. Just as I was about to snap the picture, I would turn as if to run. When they began to chase after me, I would turn around and snap a picture. It would give them a great experience and a fun story to tell for the rest of their lives, and they’d have a picture to accompany it. He thought this was brilliant and commented on his desire to do this himself.
That’s also when I told him about my life’s to-do list. I told him I wanted to share it with him later because it spoke volumes about me.
We made our way back to the bike and decided to grab dinner back in Hoboken. I knew of a great spot everyone had been telling me to check out but had not been to yet, Bin 14. We rode down the hill from the palisade and made our way back to Hoboken along the river.
I found a spot to park, and we walked to the restaurant holding hands. I wasn’t yet comfortable doing this in Hoboken, but it was something I needed to get over. I would be gay for the rest of my life. If I wasn’t okay showing affection in public, I was in for a lot of headaches going forward. Since we didn’t have a reservation, they asked if we minded sitting outside. I preferred it actually. However, this posed a new situation for me again. We would be street side, and if I wanted to show affection, all of Hoboken could see — Or at least that’s how it felt.
Slowly but surely, I got over this. I was rubbing his knee under the table and exchanging kisses over our meal. I didn’t care who was looking. I still felt a little self-conscious, but I was proud of myself for getting over this.
After discussing wine at length, we agreed upon a nice bottle of Malbec. It took us some time to figure out how to order from the tapas like menu. We still hadn’t figured out our sharing dinner groove, but it was fun to learn this together. I came to find we shared a lot of the same tastes and likes. It also helped we were both share quite an adventurous palette. We ordered a few plates and told the waiter we would continue to order until we had our fill.
The food was great, and the conversation was even better. I was still getting to know him, and I was mesmerized by his smile the entire meal. I was gaga for this guy. If it turned out he wasn’t interested in pursuing a relationship with me, I was going to be heartbroken. I was past the point of protecting myself. I’d already cracked the candy shell. Now, I was in his hands.
We declined dessert, and I made sure to give the waiter my credit card to pay the bill before CK even had a chance to think about it. This date was going to be my treat. I liked this new system. With all the other guys I dated, we both threw down our credit cards and split everything. This felt more like dating and more like a relationship. Each date felt special because one of us was treating the other to it.
We hopped back on the bike and rode back to my apartment. When we got there, it was already fairly late, so we headed straight to my bedroom. I was just finishing removing my shoes when he shoved me backward onto my bed. Since it was up on risers, the bed shifted to the side and collapsed. He was so scared he’d broken my bed, but I assured him it was already an issue. This had already happened with N once before. I’d already been searching for a new sturdy bed not on risers, and this would be the impetus that forced me to address the issue with much more vigor.
We fixed the bed as best we could and continued to make out. It’d been a week since we were last together, so of course we were both horny for each other. I hadn’t had sex since we last saw each other, but I wasn’t sure I could say the same for him. We hadn’t crossed the monogamous relationship bridge yet, and I had no right to ask that question yet. We’d only been dating a week. One step at a time I told myself.
Warning: The following may be too graphic for some. Regardless, we found ourselves naked, and I was grinding on his backside. Our passion was elevated to a new level, and we were all over each other. I couldn’t get enough of his body — It was purely amazing. I’d never been with someone so handsome, so sexy, so fit, so sexual. He was like nothing I’d ever experienced before.
Eventually, he reached behind himself, grabbed hold of my manhood and directed it in until I found myself deep inside him. Amazing sex ensued until we both had our fill.
I was incredibly happy once again. I had a man who could come to dinner and hold a great conversation, and a man who could satisfy all my sexual desires. He was the best of both worlds.
With that, we cleaned up and climbed back into bed. I was happy to finally be sharing my bed with him. This would be the first time in a long time my California king was being put to good use. We fell asleep in each other’s arms. He was my little spoon. Throughout the night, we changed positions many times, but never fully woke up. We slept great.
When we woke in the morning, CK had to head back into the city to begin apartment hunting. He’d been putting it off and needed to put his nose to the grindstone. We stopped for a delightful breakfast at Ganache while we got to know more about each other. When we finished, we rode through the Lincoln tunnel into the city. I couldn’t drop him in front of his building because there was a parade going up his street, so we said goodbye to each other in front of the Empire State Building. I couldn’t think of a more romantic way to begin my Saturday…
Never-Ending Date
Posted by One Gay at a Time in Gay Dating on May 29, 2012
I’d begun an amazing date with a spectacular man, and I couldn’t wait for what was to come next. Although I had been to Frankies 570 multiple times before with multiple dates, this time was special. I had an amazing guy to share a meal with. Ironically, my meal from days prior was so good, I ordered the same the again.
Conversation over dinner we great. It flowed like water downhill. We were both very flirtatious and chatty. On many of my other dates, there were long awkward pauses, but not on this one. Everything was just so easy. When I excuse myself to go to the bathroom, he leaned in requesting a kiss first. It was incredibly sweet and adorable. I really liked this guy. He was everything I was looking for.
I was just taking extra care to make sure I didn’t get ahead of myself. I had a history of falling for guys who would hurt me or not be interested in pursuing anything further. While in the restroom, I looked in the mirror to keep myself centered. All I could do was smile at my reflection like a giddy schoolgirl.
When I returned to the table, the conversation picked back up where we left off. My hand was on his leg under the table. His body language was very positive.
Our meals came, and we shared them with each other. Both of us were very happy with our selections. When the meal ended, we agreed to order a dessert to share. We got the crème-brulee. I dug my spoon into it and fed him a spoonful. It felt incredibly romantic. He smiled as his mouth closed around the spoon. We finished dessert and began to chat about what to do next. He was dancing around what I can only assume were his true motives. He said, “We can go have more drinks.” I interjected, “I don’t want to drink anymore.” “We can drop our bags at my place and go out. We could grab Pinkberry…” he added. I cut him off at the pass saying, “You can stop dancing around it. We can go back to your place.” He immediately smiled and agreed that was the best idea.
I wasn’t thinking we were going back to his place for sex. I knew there would be making out and a lot of heavy petting, but I wasn’t planning to give it up that easily. We hopped in a cab back to his apartment. He asked if I wanted to go to the roof, and I told him I would default to him. We were on his home turf. He could run the show. I picked the bar and restaurant. It was his turn to drive. Before we got to his place, he warned me of the condition of it. He informed me he lived like a frat boy.
When we got to his place, we stopped in his apartment on our way to the roof. I didn’t think he was as bad as he let on. We began making out on the bed. This, of course, led to many other things. Slowly but surely, clothes started landing on the floor in scattered piles. Eventually, we fond ourselves naked and engaging in a myriad of sexual acts, but penetration would never occur.
He was a very passionate man. I have found it nearly impossible to find a man whose intellect, wit and sense of adventure outside the bedroom matched their passion in the bedroom. He was a diamond in the rough. I wasn’t going to let this one go without a fight.
I noticed he was very into music. It was like he needed a soundtrack. I liked it. Every minute I was learning something new about him, and it was all making me like him even more.
We never made it to the roof. We ended up passing out on top of each other’s naked body. In the middle of the night, we both woke up. It was around 2:00. He offered for me to stay. I was under the impression that was already happening. I assumed I would just stay the night. We cuddled some more, and he turned out the lights.
When we woke in the morning, things weren’t awkward at all. I felt very comfortable with him. We talked about how we didn’t have sex and how that made us both happy. We didn’t need to rush things. I mean, I was spending the night on a first date, but I was happy true sex didn’t occur. I was also thrilled he was the type of guy who would just bring that up and not keep it inside for fear of saying the wrong thing. He spoke his mind. I needed to get back to that. Being with him might help me get back to that.
He was amazing. There was no question about it. We were both starving and decided to get dressed to hunt for some breakfast. We stopped by a few places before finally settling on Jimmy’s American Grill and Bar. We grabbed a table outside and picked up the conversation where we left off the previous night.
I let my freak flag fly. I felt so free with him. I told him all about me and my idiosyncrasies. I explained my Christmas Bash and all the work I put into it. He referred to me as Martha Stewart, and I expressed my hatred for that referral. I didn’t like that my cooking and entertaining had a feminine connotation. I told him I was more the Nate Berkus type. He laughed and agreed it was a better reference. I told him about my crazy coworkers and how we would make an amazing reality show. I told him about growing up on a farm. Everything I could think of, I brought out. He loved it all! I learned about where he grew up and his career in advertising. Every word made me like him more and more. He also told me about his friends. They texted him while we were eating to ask him to come to brunch 2.0.
Somehow, we got on the topic of The Hunger Games. I was reading the books, and he had already seen the movie. I told him I was looking forward to seeing the movie. He told me he would go see it again and asked if we could go see it Sunday. You could have knocked me over with a feather. He was already planning date number two before date number one concluded. I was thrilled and immediately accepted.
He walked me to the PATH to say goodbye before heading downtown to meet his friends at Elmo. We kissed each other goodbye and gave a long lasting hug. There was a homeless man panhandling next to us who said, “Get a room,” through a smile. He began laughing, and I started to crack up since I was the one facing him. I said to my amazing date, “That made my day.” Immediately, he replied, “You made my day.” I was in heaven. I said goodbye and went down the stairs to the train.
Later, I learned from checking his Twitter that when he checked in at dinner on Foursquare, he wrote, “Easy conversation + tasty food + hot boy = great date on a Fri night (@ Frankies 570 w/ 2 others)” and the next day at brunch, “When last night’s date becomes this afternoon’s brunch date (@ Jimmy’s American Grill & Bar). He really did like me. I was just finding it hard to take. It was like a dream. I couldn’t really believe it. I didn’t want to get too excited because I didn’t want to get hurt. But, honestly, who gives a f*ck. I was happy, and that was all I cared about.
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.
Follow @onegayatatimeBack to School
Posted by One Gay at a Time in Gay Dating on April 30, 2012
With things gently crumbling between Chelsea and I, I decided to give Middle Eastern another chance. I enjoyed spending time with him, and he certainly was a nice kid. I wasn’t sure if I could see myself dating a guy still in college, but I figured it certainly couldn’t hurt to give it a shot.
Wednesday morning while I was on my run, I did a lot of thinking. I was trying to clear my head. I realized I wasn’t all that into Chelsea after all. There were a few things about him I liked, but there was nothing there that got me truly excited to see him again. I didn’t want to waste either of our time, so I decided it was best to tell him how I felt.
While at work Wednesday afternoon I thought about him a M.E. He was such a sweet guy, he was quite interested in me, he was smart… There were a lot of great qualities there. The big question — Is he mature enough for me. I’d never dated someone that much younger than me before. I wasn’t basing this on a number. I was basing it more on his personality.
The other side of the coin was how great he was in bed. I really enjoyed being with him the first time. I fantasized about he and I having sex in the locker room shower of my gym.
When I got home that evening, I told him to come over. He didn’t hesitate. He finished what he needed to do, and he made his way to Hoboken.
Warning: The following may be too graphic for some. When he arrived, we immediately went to my bedroom. He was hungry for sex. We quickly stripped each other until we were naked and enjoyed kissing, groping, sucking, etc. It was nice to be with a man who was so passionate once again. He loved to kiss and was good at it. I didn’t have a single complaint about him. After ample foreplay, we had sex. It appeared I created a bottom. He was all about it now, even begging for it this time. It was hot. I really like how masculine he was, but also how much he was willing to bottom for me. This was an unusual combination from my experience. [I actually had to walk away from the computer for a minute because I was thinking about the fun we had and getting a bit too excited while writing this].
Afterwards, I went into the bathroom to relieve myself. I came back to my bedroom to find M.E. on his phone. He was doing a lot of typing. I encouraged him to come to the living room with me to watch TV and be somewhat social with my roommates, but he told me he’d be out in a minute. He had a few messages he needed to reply to.
Since I last saw him, he sprained his ankle. I’d been giving him some advice, having sprained both mine multiple times and being related to a physical therapist and someone who teaches athletic training. As a result of this sprain, he wasn’t able to go on his planned spring break. He told me he was working out the logistics of rescheduling the trip for another time.
I left the room and went to the living room. I’m not 100% sure why this idea popped in my head, but I wondered if he might be on Grindr. I had my phone and tablet with me, so I pulled up the app and checked it out. He didn’t show up on either. Maybe he wasn’t on there, but my suspicions weren’t fully satisfied. When about ten minutes passed, I went back to the room to see if he was coming. He put some of my clothes on and joined me. We watched another episode of Modern Family together.
While he watched, he sat behind me in the chair, and I laid between his legs watching the show. We both laughed a lot. By the time the show was over, it was late. I suggested we go to bed, and he agreed. I asked him what he’d told his roommates about where he was going. He told them he was heading home for the night.
While he was brushing his teeth, he left his phone on my night stand. My mind shot back to the chance I had to look at N‘s phone the night I witnessed him kissing another man in front of me. Boston convinced me it was a bad idea. I wasn’t going to make that mistake again. I had no problem if he was using Grindr. We were not exclusive. I was seeing other people. I just found it incredibly offensive if he was cruising Grindr from the comfort of my apartment. That was not okay in my book. I needed to know. I turned his iPhone on, and sure enough, at the top of the screen was an icon for Grindr showing he had 23 messages. I placed the phone back down on the night stand and processed what I just learned. Not only did he have messages, but he blocked me on both my accounts so I couldn’t see that he was cruising Grindr.
It was that exact moment I decided M.E. and I wouldn’t date after all. It was fine if we spent time together and enjoyed having sex, but I wasn’t going to date him long-term. I couldn’t trust him. I wasn’t mad he may be seeing other guys or even having sex with them. I was mad he was attempting to line up other guys from my bedroom. I decided not to say anything right then and there. It would simply form my future behavior.
He came back to the bedroom, and we both climbed into bed. I wrapped my arms around him and he climbed into the natural crevice I created as big spoon until we dozed off.
When we woke in the morning, we fooled around a bit. I had to go to work, but I made sure to set an extra early alarm to allow for a little fun in the bed followed by a shower with each other. It was sexy and a nice way to start my day.
We left together, and he gave me a ride to the PATH. Since he told me last time he wished I kissed him when he dropped me off, I decided to oblige that request. I gave him a nice smooch before heading into the city to start my workday. I liked M.E., but not enough to make him my boyfriend — Not after what I learned. But, it would be nice to have someone around regularly to share affection and pleasure with on occasion. Maybe this was the start of a beautiful friendship…
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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…
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Posted by One Gay at a Time in Gay Dating on March 30, 2012
Today is another Fast Forward Friday!!!
Hope you are enjoying these. It will help bring the blog a little closer to real-time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!
Back to your special edition of One Gay At A Time…
After a relaxing afternoon of fine food and poolside tanning, I’d already wet my appetite with some Armenian. It was a speedy delivery, and I enjoyed it. But, it left me still desiring more. If I was going to do this, I was going to do this. I was going to fully take advantage of my hotel room.
I hopped back on Grindr and decided to have some Asian delivery as well. We chatted a bit, and he sent me some pictures. I don’t typically go for Asians, but I liked his eagerness and spunk. He was hungry, and I still had an appetite.
After exchanging pictures and chatting a bit, I told him to come by. I showered to get the smell of sun screen and Armenian off me while I waited for him to arrive. I was already feeling like a bit of a hustler, but I also wanted to give myself a high-five in the same turn.
When he arrived, I answered the door and he came in. We chatted a bit on the bed before finally making a move and making out with him a bit. Slowly but surely, I got him naked. He was eager to please, and I really appreciated that. I think he cared more about how much I was enjoying it than he did himself.
Warning: The following may be too graphic for some. We tried numerous positions with each other. We never did anything really complicated, but I could tell this guy liked to have fun — And we were. However, I think he was enjoying it far more than I because he finished in no time flat. He really loved to bottom, and it showed.
I didn’t finish, but I couldn’t keep going after he finished. I’d have him in pain in a few minutes if I kept going. We laid there next to each other chatting a bit more about what we did for a living and where we lived. I was still really horny and I wanted to keep going. I knew my body was capable of rallying the troops again after at least two hours since the Armenian. I wanted to keep going.
I gave him some time to recover while we chatted. When I thought enough time had passed by, I asked if he wanted to go again. I asked if he was able to rally the troops again. He said, “Sure. If you wanna go again. Pretty sure I can do it.” I proposed we move things over by the window. I was feeling quite adventurous now. I was on the 19th floor. I knew it wasn’t likely we’d be spotted, but the chance of it happening made the sex that much more exciting. He agreed with a grin from ear-to-ear.
We moved to the window with both his palms pressed against the glass and his legs spread. We had a really hot time with my arms wrapped around him. It was one of the most fun positions/situations I’d been in. With a fresh condom, we went at it again. This time, I wanted to see him finish. I used my hands to pleasure him while he moaned loudly. I wondered if my “neighbors” would hear us. He finished on the carpet below as he let out a loud moan, but sadly I wasn’t quite there yet. I continued to attempt to see if I could finish, but something just wasn’t quite there. I couldn’t concentrate, and I knew this was a lost cause.
I’d already been talking to a guy who asked if he could come by late night. I decided to stop trying and save up for the next guy’s arrival. He turned around and expressed his gratitude and told me how hot that was. He cleaned up and got dressed, and I said goodbye to yet another guy whose name I didn’t even remember.
I was such a whore! I’d just been with two strangers in the same evening, but I told myself I was on vacation. I justified it in my mind by telling myself when I returned to New York, I was going to be a good boy. I gave myself a weekend pass and decided to get it all out of my system. The maid at the Hilton was certainly going to have a large pile of towels to clean up in the morning…
Follow @onegayatatimeIs This Going to Become a Trend?
Posted by One Gay at a Time in Gay Dating on March 29, 2012
Once again I had a Friday off from work, and once again I found my libido taking over my ability to reason. I woke up that morning feeling frisky, and of course I pulled up Grindr to see who was around.
I went through a lot of guys and even started acting like all the other guys I hate on Grindr. I was skipping the pleasantries and getting right to the point. I knew I needed to find a guy who was simply looking for one thing. I didn’t want a guy who would linger or keep calling. I just wanted my libido satisfied.
I finally found a guy who seemed to be interested. He was a black man who had an amazing body. When I gave him my proposition, he surprisingly responded with a reasonable response. He didn’t normally seek out hookups, but he understood the periodic need to satiate the animal within. He wasn’t completely comfortable with just coming to my apartment and jumping into bed. He wanted to meet me in person first. I learned we both went to NYSC, so we agreed to meet at the gym and take things from there.
I get no service when I’m at the gym since it’s completely underground. I texted him just before entering “the cave” telling him what I was wearing and that I’d arrived. I worked out for nearly an hour, and he hadn’t made an appearance. I assumed he stood me up. I actually walked upstairs until I got service to exchange a few texts with him. He was on his way. I informed him I was nearly done my workout. I guess my libido was slowly fading with the endorphins of working out.
I was doing my last circuit of abs before I was ready to head out when I finally saw him emerge from the locker room. He came right over to the mat. I smiled as he approached, and he laid down next to me. He started doing sit-ups at a rapid pace — So much so that his shirt began to lift and expose his abs and the tiny shorts that barely covered him, exposing a majority of his jock strap. It certainly wasn’t anything I’d attend the gym wearing, but I could tell he was a bit of an exhibitionist.
The whole time, I waited for him to get my attention and say something, but he never did. After a few sets, he got up and walked away. I assumed he wasn’t interested. Apparently, I’d just been rejected without a word. It was quite a blow to the ego. Maybe I needed to stay at the gym a little longer.
I made my way into the locker room to change when I discovered him getting undressed right next to my locker. He was standing there in his jock strap putting his clothes into his locker when he stepped back and removed the jock as well. He was quite the “gifted” man. Of course I was sneaking a peek every chance I got. It’d been a while since I’d seen someone so “gifted” in person. It was very difficult to hide my own excitement in my gym shorts. I needed to leave before I got really excited and someone took notice.
He grabbed a towel and made his way towards the showers. It was just the tease I needed to get my engine revving again. Looks like it was going to be the computer and me when I got home.
As I left, I texted him declaring my disappointment at his lack of interest. He responded back almost immediately, “Did you leave?” I explained to him I was done my workout and thought he wasn’t interested, so I was heading home. He told me he was definitely interested, and he just didn’t want to interrupt my rhythm. He told me he’d be over in a short bit.
When he arrived, we sat on my bed chatting a bit. He was a freelance journalist over in New Jersey covering the Whitney Houston funeral. He seemed like a really intelligent down-to-earth guy. It made the hookup a little more relaxed and less transactional.
Warning: The following may be too graphic for some. Things started to get hot and heavy, and we both found ourselves naked enjoying each other’s embrace. After a short while, I took out a condom and some lube while he relaxed on his back. We were going at it for a little while when I accidentally slipped out of him. I wasn’t the only thing to fall out however. I sincerely hope my face didn’t show what was going through my mind at the time. This wasn’t as bad as the guy in San Francisco, but it certainly wasn’t pleasant. There was a pea-sized nugget laying on my sheets at the base of his behind. If this was going to keep happening, I was going to learn to be celibate.
I quickly improvised and suggested we continue our activities in the shower. We had some fun in there until we returned to the bed. I did my best to avoid the nugget while we both tried to finish ourselves off. Finally, I climaxed (I’m amazed I was able to with everything going on around me).
He informed me it would be a long time before he was able to finish himself. Apparently, he had similar issues to my own. I was happy in the realization my symptoms were finally lessening, and I was able to relax and finish more readily.
He got dressed, and I said goodbye to him. About ten minutes later, after immediately throwing my sheets into the washing machine, I received a text from him. He’d left a bracelet behind — And it was very important to him.
DAMNIT! I was going to have to see him again. I told him I’d bring it into the city sometime, but he suggested he would collect it over the weekend the next time we were both heading to the gym.
In the end, we needed to plan an evening for him to swing by and pick it up, but this time I told him, “No sex.” He stopped by for all of thirty seconds while I handed it to him through the door, never to be seen again.
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 
Finally, Someone Who Knows What They’re Doing!
Posted by One Gay at a Time in Gay Dating on March 2, 2012
So far my trip was turning out to be a flop. I had on traumatic experience and an ex who tried convince me to have sex. I needed my luck to turn around.
I was hoping I would finally get to live out my fantasy. I made plans with him to grab a drink Thursday night after work. He asked if I’d like to meet in The Castro, but I asked if he wouldn’t mind coming to my neighborhood in the Wharf since I trekked up there the previous night. He agreed, and I asked the concierge for a good spot to grab a drink and chat with someone. He gave me a great spot to check out two blocks away — Parlor. It was perfect. We could easily head back to my hotel room after a few drinks.
While I waited for him to get ready, I excited myself with some porn. I wanted my libido revved when I met him because I wanted to live out my fantasy completely.
When he was nearby, I made my way to the bar. There weren’t many people there. It was perfect. Good music, but quiet enough for us to chat.
We sat and talked for hours. He’d been seeing a therapist over the past few months, and he’d really been having some breakthroughs. He has a tough time with his family as they’re not accepting of his lifestyle “choices.” I told him my coming out story, and he was very happy I for me that I had such a supporting family.
Three beers later for each of us, and the conversation was going strong. Our conversation hit the pause button when we both heard someone at the other end of the bar making a gay comment, not in reference to us in the slightest. Our ears perked up ready to be on the offensive but there was no need. When we finished our fourth round, I asked him if he would like to come back to my hotel room. He accepted my invitation, but said he couldn’t stay too long since he had to work early the next day.
Warning: The following may be too graphic for some. One by one I peeled off his clothes until he was naked. I took it all in with a big grin on my face. From the first time I laid eyes on his “big swinging d*ck” as I called it, I couldn’t wait to get my hands on it. It was beautiful, and I sure as hell had some fun with it.
He immediately went for mine and started orally pleasing me, front and backside. He was very good, but also very loud, moaning as his head bobbed up and down. This wasn’t something I was used to. I wanted to finish for him. I wanted to show him the fireworks I could set off, but I just couldn’t concentrate. After some time passed, I went to return the favor, but he stopped me. He told me he had to go because he had to be at work early the next morning.
I was so disappointed. He was really good in bed, and I needed that. I also had been looking forward to that for years now. But, I completely understood. Around midnight, he got dressed to head home. As he was leaving, he told me how great I tasted and how he wasn’t going to wash his hands or face for days. This was very dirty and very sexy. I’d never had anyone respond to my body that way before. He kept coming back for more as he made his way to the door. I could tell he didn’t want to leave, which made me happy. I was also purposely teasing him with my body, as I lay naked on the bed. I didn’t want him to go, but I still had one more night in San Francisco, which means I had one more chance to take him to bed…
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