Posts Tagged morning wood
Birthday Sex
Posted by One Gay at a Time in Gay Dating on July 31, 2012
We did it. CK‘s friend and I pulled off a successful surprise (who from now on will be named Hip). Never before had CK been surprised on his birthday, and I was thrilled to be the first (with a lot of help) to do it. He had dinner with friends, dancing til close… What more could he want?
Of course you don’t think I forgot the most important part of the night. When CK and I got home, I was his for the taking. He had me for his every wish. After we said goodbye to the crew, we quickly walked home to truly celebrate the occasion. Hip was with us since he lives in Brooklyn. He was crashing on CK’s couch, but that wasn’t going to stop us from having fun. We said goodnight and closed his bedroom door — Time to get down and dirty.
I stripped down to my boxer briefs and removed CK’s clothes until he was before me in his briefs. I led CK to the bed by hand and pulled him down on top of me. His warm sweaty body felt amazing against my skin. Immediately, we began kissing each other all over our bodies. I could never quiet get enough of his soft supple lips. They brought me comfort like a cozy couch on a cold rainy day. Alas, my lips said goodbye to his as they made a journey across all the contours of his body. I explored every nook and crevice. Sometimes he would squirm because it tickled, and sometimes he would melt with pleasure. My lips found their way to the mountains retreat of his backside. This was one of my favorite places to linger, and oh did I linger.
The squirming continued, but this time, it wasn’t because it tickled. This time, it was pleasure overload. This continued for some time before we changed things up. Ck started his own exploration expedition with his lips on my body. I was laying on my back and his lips were tracing the insides of my thighs until I felt an incredible warming sensation. Every inch of me was in his mouth and he pushed deeper and deeper. Even though Hip was out on the couch, I couldn’t control my vocal expressions of pleasure. CK felt amazing.
From there, CK wanted to top, and who was I to deny him that. I immediately turned over onto my stomach, arched my back, and raised my hips into the air. I was never big on bottoming, but since I met CK, I was converted. No longer did I dread the act. With him, I found great pleasure. I was at ease and thrilled to know how much my man was enjoying my body. As he pushed deeper and deeper, I could feel his gently massaging my prostate. Gentle at first, until he began thrusting deep inside me. My moans grew uncontrollably, as did his. He was truly enjoying his birthday present. This was a man I loved deeply, and I wanted nothing more than for him to be happy. As his moans grew louder, I felt a warmth expanding deep inside me. There is something incredibly sexy and intimate about this act. Whenever this happened between us, I felt we were truly one. This was the man I wanted to spend the rest of my life with. Sure, I know that’s insane to say after a few short months, but I was hopelessly in love.
We adjusted and passed out in each other’s embrace. I felt so incredibly safe in his arms. My dreams were always much more vivid when I slept in CK’s arms.
The next morning, we woke up as Hip knocked on the door. CK was quite awake, but I was still groggy and couldn’t fully open my eyes. We chatted about how much fun the night before was. I was slowly waking up, and CK and I couldn’t keep our hands off each other, even with Hip sitting at the foot of the bed. His hands were quite active under the covers. Once he discovered my morning wood, there was no stopping him. “Baby! You’re so hard!” he exclaimed into my ear with great excitement. He was like a child with his toy.
When he left us to use the restroom, CK decided he wasn’t quite done having fun. He climbed on top of me straddling my legs and began gyrating back and forth. He slid to the side so he could get me wet with his mouth before returning to straddling me. It wasn’t long before he reached his hand back to raise me to a vertical position while he slid me inside him. It felt amazing. He continued to gyrate with me inside him and the comforter draped over his shoulders. I certainly wasn’t going to protest. It was a bit exciting and my slight exhibitionist side was awakened.
I did feel slightly awkward with Hip in the bathroom a few feet away, but then a big part of me didn’t care at all. I was very comfortable with Hip. I no longer considered him CK’s friend — He was my friend too. We grew even closer after throwing CK a surprise party.
When Hip emerged from the bathroom, even though CK stopped gyrating, he immediately knew what he was witnessing. It wasn’t a full minute before I pulled out and we laid next to each other again. I managed to reach down and find my boxer briefs on the floor to pull on while we all sat on the bed chatting.
Eventually, we all emerged from CK’s fortress of solitude. We were finally ready to face the day, even though it was a Saturday, and there wasn’t much day to face. From there we had no plans, and to me, that is a perfect Saturday with my man.
“I Love You”
Posted by One Gay at a Time in Gay Dating on June 27, 2012
No matter how many times it happened, I never grew tired of waking up next to CK. The night before concluded with the most passionate lovemaking we shared to date. Everything felt amazing!
It was late in the morning, but I was still reeling from our late-night romp. I could only dream every time would be like that from there on out. Warning: The following may be too graphic for some. When I woke him with my kisses, he ran his hand down my torso until he noticed my morning excitement. He grabbed hold and squeezed, expressing his delight in his discovery. He pulled the sheets down, followed shortly by my boxer briefs. As his head bobbed up and down between my legs, I let out moans of pleasure. What a way to wake up!
Apparently, neither of us got enough the night before. We were both still excited about how amazing it was. It made me excited and hard just thinking about it. We both wanted a sequel.
He climbed on top of me, and we began passionately kissing. Of course, things escalated from there. It wasn’t long before I had him on his back, and I was deep inside him. The sex was great that morning. It wasn’t quite like the epic romp we had the night before, but it was great. We flipped, and he had his way with me.
When we finished, while we laid in the bed together, he took hold of my head and said, “[O.G.A.A.T.], I love you.” Even though I suspected it was coming, nothing could have prepared me for that moment. No man had ever told me they loved me before. I knew he meant it. I stared deep into his eyes — Deep into the eyes of the man I loved too. “I love you too, Babe,” I added. We hugged strongly and kissed passionately. It was an incredible moment, and I began to cry a little. He reacted by comforting me. I think he was a little panicked. He didn’t know how to deal with that, but that didn’t really matter. We were in love. That was all that mattered.
Because of this and the sex, we were very late for our plans to meet P on the pier. When showered up, ate something and packed our bags for the pier. P was there waiting for us when we arrived. We apologized for being delayed and hinted at the reason. She gave a giddy laugh and scolded us.
P and CK decided to hit up one of the food trucks/ice cream trucks after a while. They came back with all sorts of things and an ice cream sandwich for me. While they were gone, I played with P’s dog, Baby, and I texted the rest of my friends to see who was up for a day on the pier. A few responded explaining they’d be on their way shortly.
I told the other two everyone’s whereabouts and plans. CK asked about my sister, but I told him she hadn’t responded to my text. He was very concerned with her perception of him. They’d only met for a short while at the Hoboken Arts and Music Festival a few weeks earlier. Even when prompted, she still had no opinion. This worried him.
After some time, my friend G joined us. I also got ahold of D and his girlfriend. They were in the city for brunch, but they would join us on their way back home.
CK and I decided we wanted to have some refreshing cocktails to go with our small picnic of snacks. Just as D and his girlfriend were arriving, we made our way to the liquor store to get some prosecco. I had a great idea to mix this with a few flavors from Rita’s Italian Ice.
While we walked, CK and I discussed him meeting my parents. They were coming into the city in early June for a Broadway show and dinner. I wanted him to meet them. I invited him to the dinner a few days earlier. I explained to him my sister’s reaction to his invitation, as well as my parents. My parents had no issue, but my sister thought it was too soon. In telling CK this, I realized I made a big mistake. He immediately expressed to me, “OKAY! Now, I’m definitely not coming!”
“WHAT!?” I protested. I was not happy with that. I was very excited for him to finally meet my parents. I’d met his mother, and it went swimmingly. On top of this, he meant a lot to me. I wanted my parents to know this. They’d never met any of the guys I’d dated in the past. In my protest and explanation, I think I was able to bring him back around.
We grabbed two bottles of prosecco and made our way to Ritas. We got watermelon and mango peach ice to mix with the prosecco. We planned to make refreshing summer drinks for all.
As we walked back to the pier, he still didn’t give up on the fact my sister wasn’t joining us. He was harassing me to invite her, but because of her snarky email telling me I shouldn’t invite my boyfriend to dinner, on top of other things, I was annoyed with her. Then I checked my phone when I went to invite her and realized I’d already done so when I reached out to the others. She didn’t respond. I told CK this, and his guilt was alleviated.
When we got back, we shared our drinks with everyone in improvised vessels since we forgot to get cups. Everyone was talking and having fun. CK was fitting in nicely. I loved seeing him with my friends and how he interacted with them. He passed my friend test swimmingly. I care a lot about them, and if he could’t hang with them, it wouldn’t last. He was able to hold his own and impressed me to no end.
When the sun was going down, everyone was ready to head home, including CK and I. We made our way back to my apartment, telling each other how much we loved each other along the way.
We decided to plant ourselves on the couch and watch Immortals for the evening. We ate dinner and cuddled on the couch until it was time to head back into the city to his place. We didn’t plan for him to stay over. It was very late, but he had nothing for work the next day. Since he was close to my office it only made sense to spend the night there.
We got to his apartment and got ready for bed immediately. I brushed my teeth and climbed in between the sheets. It wasn’t long before I dozed off, but I was thrilled to be in his arms. I never got tired of sleeping with him, and hopefully, there would be infinite nights in the future we spent the same way.
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 @onegayatatimeFinding the Piece of My Heart I Left in San Francisco
Posted by One Gay at a Time in Gay Dating on March 1, 2012
Wednesday night arrived. It was “date night” for San Francisco and I. We were meeting in the Castro to grab a drink and maybe some dinner together. It had been a while since I’d seen him last, and we were due for a catch up.
Since work was paying, and I was too lazy to learn the public transit system in San Francisco, I decided to take a cab. We arrive in The Castro neighborhood, and I witnessed the largest rainbow flag I’d ever seen in my life. The only thing I could compare it to (for the Americans in the room) is the giant American flags that adorn the poles in the parking lots of Perkins across the country. If you read my blog, you know how much I’m not a fan of the rainbow. However, I’m embarrassed to admit, the sheer size and presence of this thing actually made me a little proud.
I got out of the cab and met him on the street as we exchanged a hug and a kiss. We made our way to Badlands just up the street just in time for some happy hour specials. We caught up on the other’s dating life over the past few months. I learned San Francisco is currently casually dating someone. In the back of my mind, I’m very happy to hear this news. I didn’t want things to escalate beyond drinks for us, and this news was reassuring.
I told him the abbreviated story of Smiles and what I did on New Year’s Eve. He was a little surprised, but certainly didn’t judge.
As the alcohol flowed, his emotions escalated. He became much more affectionate, and even started to get a bit hot n’ heavy. I just went along with it. I had no emotions attached to these actions. I was fully over San Francisco. I tried changing the subject so he wouldn’t keep putting the moves on me.
He talked about the possibility of moving back to New York, but said it would be very different this time around. He’s a completely different person. Everything he was saying were basically the reasons why I ended things with him. It was as if he’d read the blog. (To my knowledge, he still does not know about the blog).
We started talking about his dream of opening a bar in Hawaii. We talked a great deal about even the smallest details in his dream. I suggested a name for his bar, and he immediately fell in love with it. He even went as far as to register the domain immediately from his BlackBerry. I told him how to do all this with my advertising background and knowledge and my recent experience of purchasing my own domain for this blog.
He then brought up the possibility of checking out a drag show that evening, but then he remembered it wasn’t my thing. Instead, he suggested we grab dinner at one of his favorite restaurants.
The meal was spectacular, and it wasn’t that expensive. I was also introduced to one of his friends who is a server there. As the night went on, San Francisco grew more and more inebriated. He wasn’t’ too much to handle yet, but he was drawing closer. He started growing louder and more indignant.
When the bill arrived, I think he thought I was going to take care of it. I think he thinks I have an unlimited expense account (which isn’t the case at all), when in reality I paid for his meal the last time I was out there because I wanted to thank him for hanging out with me that night. We split the check and made our way for the door.
The whole time, I was trying to send a pretty clear signal I wasn’t interested in hooking up that night. I was failing. He asked if we should go back to my hotel or hit up his apartment. Then he answered his own question when he realized how close to his place we were. Again, I just went with it. I’m not entirely sure why I didn’t just go home. I think I thought I could get him home and then say goodnight.
While we rode in a cab to his apartment, he asked me about the stuffed animals and orchids he sent me for my birthday. I explained that was over nine months ago. I was lucky I kept the orchids alive for six months. As far as the stuffed animals, I told him I gave the mistaken monkey away, but I still had the bear (of much more significance) at my parents’ house.
When we got to his place, I met his roommate for the first time. One had only seen me on Skype and heard lots about me, and the other had never met me. Ironically, the other share the same unique name as me and joined on as a roommate shortly following our breakup. I’m not going to lie; I thought it was a bit weird.
When we finished tormenting the roommates with S.F.’s drunken antics, we went into his room. It appeared I was spending the night. However, it was just going to be that. I was not having sex with him.
Of course the makeout session ensued. I thought to myself, “At least he’s a good kisser.” Then the makeout session morphed into more passionate actions, and I found myself with no clothes on. S.F. put me in a position to begin to penetrate me, but I wasn’t going to make it that easy for him. I kept casually squirming so it wouldn’t be possible. He kept gently trying, but I wasn’t going to give in. There was no way in hell I was going to have sex with him, but I also knew I was dealing with a drunk man. I gently whispered into his ear, “Let’s just spend the night together.”
With that, he rolled over into little spoon position. I curled up with him and went to bed. In the morning, when my alarm went off for me to head back to my hotel to go to work, I found myself with his mouth on my “morning excitement.” I had forgotten how good he is at that. It didn’t quite matter. I wasn’t in the mindset to finish with him, and we know how difficult that can be even when I am in the mindset.
I got dressed, and he remained in bed. I could tell he was disappointed, but I didn’t care. I was not going to revisit old territory.
I didn’t hear from him until much later the next day. He told me how hungover he was in the morning, proving to me how drunk he was. He asked what my plans were for the remainder of my trip, but we didn’t discuss meeting up again while I was there. I was happy to dodge that bullet.
I let things go further than I wanted, but at least I didn’t hurt his feelings too harshly in the meantime. In my mind things wouldn’t quite be the same for us going forward. No longer did I feel the urge to call him just to chat, which is sad. It appears I have collected what pieces of my heart I left in San Francisco…
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 
Check That Off the List
Posted by One Gay at a Time in Gay Dating on April 24, 2012
Once again, another Friday arrived, and once again, I used up a carry-over vacation day to stay home and relax.
For some time, I’d been speaking to a few guys on Grindr who happened to be tops. When we both learned we were the same position, discussion turned to other options, such as bringing in a third. We were both really attracted to each other, but neither was willing to bottom for the other.
Many men dream about the threesome. Straight men fantasize about it constantly, and I assume it’s a big gay male fantasy as well. The only difference is gay men probably act on it and achieve it far more often. It certainly isn’t, however, easy to pull off. You have to organize three different mens’ schedules and also take into consideration their taste in other men. We all know how finicky gay men can be.
I woke up Friday with no agenda and morning wood. I wanted to take care of it, but I also wanted to act on my recent fantasy of a threesome. I started with one of the most promising guys who I’d discussed this with before. He wasn’t getting back to me. I began going through more than a few permutations trying to find 2 guys willing to participate who weren’t occupied with work.
After much discussion about who could host and who wouldn’t host, I managed to get my original group together, but not without issue. I had to ride my motorcycle into New York City to pick the bottom up. He wasn’t comfortable coming out to Hoboken alone, and the other guy wasn’t willing to host strangers. Strange to think he had no problem hopping into bed with strangers, just as long as it wasn’t his own. I rode in and picked him up. It was slightly awkward, but it all fell right into place. He hopped on the back of the bike, and we rode off to my place.
Warning: The following may be too graphic for some. We arrived before the other guy. I didn’t know the rules, but I was looking to wait for the vers guy to arrive before we got started. The bottom wasn’t so patient. He wasn’t the best looking man in the world, but he had a great body. He started kissing all over me until he undid my pants and started orally pleasuring me. He was quite good. He undid his pants as well and revealed a generous gift. He asked me if we could go to the bedroom until the other guy arrived. I encouraged him to wait since he was only a few blocks away.
When he arrived, the bottom walked to my bedroom and began to undress. I brought the vers guy into my room, and he and I began to undress. I wasn’t as thrilled with him. He looked much better in his pictures, but there certainly wasn’t anything wrong with him. You can’t win ‘em all. I laid on the bed in my boxer briefs while the other two joined me and began rubbing me all over and kissing me. I felt like a king. Everyone was there serving me, and it felt great!
This guy was incredibly awkward. He looked like he was having a seizure. His sex was spastic and crazy. On top of that, he was very particular and insisted I use the condoms and lube he brought. While he was inside the bottom, I climbed on top and penetrated the vers. This was not the easiest sex position by any means, and it did not last long. The logistics of three people getting the same rhythm are nearly impossible. It’s obvious in porn when this happens, they are doing it for the camera and certainly not for pleasure.
We swapped positions a few times and had already gone through a substantial amount of condoms. If one thing was certain, I was going to be wrapped up at all times! Finally, I suggested we move things to my shower.
We went through a few permutations of positions in the shower before I told them I simply wanted to watch them while I took care of myself. The bottom protested. I could tell he was very annoyed by the vers and wanted me more. When we ran out of warm water, we all toweled off. The bottom needed to excuse himself. He was feeling light-headed. He made his way out to the living room in his towel.
I was left with the spaz in my room, and I wasn’t thrilled. We tried a go at it for a short bit, but I was much more interested in the guy sitting in the living room. We stopped and moved things out to the living room after closing all the curtains. The bottom was feeling better, so he was eager for me again. He hopped on the chair and asked me to go again with him.
The vers guy almost immediately began to get dressed, noting he had to get back home to finish work. The bottom was going to head back in with him so he wouldn’t get lost, but the vers wasn’t willing to wait for him to get dressed. The bottom asked me to ride him back onto the city, but I told him I would give him a ride as far as the PATH. From there on, he was on his own.
We chatted a bit about how spastic the other guy was. Neither of us were thrilled with him, but it is what it is. The bottom got dressed and hopped on the back of my motorcycle. When we got to the PATH, I gave him directions for getting back home.
I sped off home. I was in need of a serious shower. Since the morning’s activities began, I felt incredibly dirty.
If you’re considering a threesome, I strongly encourage you to think it out first. Don’t just jump into it to satisfy some great fantasy you’ve seen many times in porn. If you have the constitution for it, then by all means, do what makes you happy. But, if you’re thinking twice, I strongly suggest you leave the fantasy to your mouse clicking.
There was nothing sexy about what happened. It did not live up to the fantasy I had originally dreamed of. It was awkward and at times laborious. I needed to wash away the shame and guilt I felt, but it was no use. Those would stick around for at least the remainder of the day.
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