Posts Tagged finish
Asian Sensation
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 @onegayatatimeSettling In
Posted by One Gay at a Time in Gay Dating on March 30, 2012
Yesterday I was shocked to receive a comment telling me I’ve been nominated for the TMI Award. I was pleasantly surprised from this great honor.
Id like to thank sensiboutique.com for blowing my mind with this great award.
The TMI Blog Award honors those blogs that discuss everything in detail and do it well. These bloggers aren’t afraid to discuss their most awkward, embarrassing and intimate experiences with honesty, humor and little to no filter.
Here are the rules
- Thank the person who presented you with the award.
- Link back to the blogger who presented the award to you.
- Share an awkward, embarrassing and intimate story in 250 words or less.
- Copy and paste the blog award on your blog.
- Present the TMI Blog Award to 5 – 10 deserving blogs.
- Let them know they have been chosen by leaving a comment at their blog.
Back to your regularly scheduled (oversharing) program…
After yet another failed date, I tried to see what other fish I could snag. It’d been a few months since my last relationship, and I was hungry for something real. It’d been even longer than a few months since I had that.
I was spending a lot of time on Grindr, Manhunt, Adam4adam.com, and OKCupid searching for Mr. Right while trying to convince myself to ignore Mr. Right Now.
I started to chat with a few guys, but work had other plans for me. I was being sent out to L.A. for a few days. I’m certainly not complaining, because this is one of the best places I’ve been sent to date. I even decided to extend my stay while I was out there. I told my boss I would be staying through Sunday night and coming back on the redeye (on my own dollar of course). The few guys whose interest I peaked would have to be patient and wait until I returned to the East Coast.
I chatted with my roommate before I left for L.A. I was debating how to spend my time out there. I knew I wanted to bask in the sun end get a head start on some color. But, would I be consulting Grindr while out there, or would I be using the time to find my center once again? A big part of me noticed I was getting out of control again, but another part of me asked, why not? I was single I could live it up. I decided I would make a game-time decision.
I landed a few hours ahead of the rest of my team. This was by my own design so I could relax by the pool for a few hours before digging in. It was one of my better ideas recently, because when I landed, the weather was gorgeous. After two short hours, I got a text from the team they’d arrived. I met them at the conference room, and they all commented on how I’d already gotten some color.
I continued to work the rest of the evening, and we went out for dinner after a longs day’s work. I had fun with this team. It wasn’t the usual stuffy crowd. This crew had level heads on their shoulders.
The next day, we presented like rock stars. I told my team how great they did and how I was going to use them as a case study going forward with all my other teams.
After we all went out for a spectacular lunch, I said goodbye as they all jetted off to the airport. For me, it was back to the pool.
While I laid there, of course I pulled out my friend Grindr. I wanted to see the talent in the Glendale area (where my hotel was). I managed to find a decent amount of guys and even started chatting with a few of them. Of course, against my better judgment, I decided to have some fun. I found a guy who was looking for fun as well, and I told him to come by. He happened to be driving through the neighborhood, so he obliged.
I made my way back to my room and waited for him to arrive. When I heard a knock at the door, I greeted a man who I can only guess was some sort of Armenian type. I really had no clue though. He had a decent body, and we got right down to business.
Warning: The following may be too graphic for some. We made out a bit until he laid back on the bed with his legs in the air. I pulled out a condom and gave him what he was asking for. He certainly liked it — I could tell because he continued to tell me how much he enjoyed it. He was a good bottom, and I had a good time. After some time, he finished all over his chest. Shortly after, I added to the fun as a smile crossed both our faces. I handed him a towel and he cleaned up in my bathroom.
As he dressed himself, he mentioned how nice it was to have a good top around. Apparently, the Glendale area had too many bottoms and not enough tops. I wasn’t sure if this was a good thing or a bad thing for me concerning the remainder of my trip.
He was also very realistic about what transpired. We both treated it very transactional. He didn’t stick around afterwards or linger. He realized we were both there to satiate the animal within, and when we’d had our fill, he peaced out. He was a body, and I was a body. That’s all. I never knew his name. I didn’t even have his phone number.
I never would have thought I could have this mentality when I think back a year ago. I was telling N nearly a year before this how I don’t think I could ever have emotionless sex. I always thought I would only have sex with passion and love back then. I wasn’t thrilled with my transformation. I would have preferred to stay the same, but I’d already realized how enjoyable sex can be.
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 @onegayatatimeValentine’s Letdown
Posted by One Gay at a Time in Gay Dating on March 27, 2012
Valentine’s Day had arrived. I managed to find myself single once again. I have yet to celebrate a Valentine’s Day. The one year it came while I was dating Broadway, we couldn’t be together because I got shipped off for work to the Midwest.
I ended my intense weeklong relationship with PR just the night before. I knew it was bad form to stick to our plans to go out for a romantic evening if I was just going to be faking it.
Just because I wasn’t going out for a romantic dinner doesn’t mean I wasn’t looking forward to the company of a man. For some unknown reason, I was exceptionally horny that day. Granted this has become the norm, and I’m starting to wonder if I may have a problem. However, I wasn’t stopping myself from exploring possibilities that day. I was single and ready to mingle.
I was all over Grindr and even pulled up the OKCupid app to see who was around my area. When this produced little results, I began to filter through all my previous Grindr, Adam4dam.com, OKCupid, and Manhunt contacts to see if there maybe something I missed or someone I wanted to revisit.
I messaged a few guys and asked what they were up to. The ones who I hadn’t spoken to in quite a while I asked how they’d been since we last spoke.
One guy hit me up on Grindr. I was pretty horny, so I wasn’t being picky. He was just offering to come over and give me a blowj*b. I at the very least had a fallback. I was really looking to get it in, but I would settle for him if no candidates produced themselves.
I wasn’t happy with who I was becoming. Once again, I was letting myself get out of control. I needed to reign in my sex life, but that day, I just wanted to get it in. Tomorrow is another day.
I started chatting with the guy I’d gone on an awkward date with. We’d already talked about trying to figure something out about getting together again. I could tell he was more interested in sex than a relationship, but there was also still a glimmer of hope there for something to bud. I don’t claim to be a pro in the bedroom, but I do think, based on previous feedback, I am pretty damn good between the sheets. Maybe I could win him over that way.
We went back and forth for some time about him coming over. He wanted to go to the gym and hadn’t left work yet. Apparently I didn’t give him enough notice, but I could tell he was very interested. We talked about the logistics, and I made some great progress imploring him to come over. He told me he’d try to get his errands done and then he’d be in touch.
In the meantime, I had the blowjob on hold. I told him I had some work to do, and I would get back to him. He wasn’t thrilled, but he accepted my proposal of postponement. I told him I’d reach out to him as soon as I finished my work.
Finally, I got a text message. It appeared we were going to have our “second date” after all. He was wrapping up a few things and then he’d be over. He informed me he was bringing his c*ckring and poppers. I told him that was fine, but I wouldn’t be partaking in the poppers.
I immediately hopped in the shower to clean up, shave and prep for his arrival. I also opened a bottle of wine so we could relax before just jumping in the sack. I wanted to seduce him a little.
When he arrived, he was slightly awkward. I poured him a glass of wine and we sat on the couch chatting and drinking. When I felt the moment was right, I made a move. I was all but on his lap kissing him. And that’s when I learned why he was still single.
He was the worst kisser I’d ever been with. I thought he was going to eat my face. All that time I spent staring longingly at his lips, and that’s how he chose to use them. It was a very sad Valentine’s Day. I tried to soldier on past it. I tried to lead him and make-do the best I could.
Finally, I stood up to take a break, took him by the hand and led him to my bedroom. We slowly undressed each other. I was enjoying peeling his clothes off one by one. As I did, I was groping his entire body. He had a very sexy body and great skin. I couldn’t stop feeling him up.
Warning: The following may be too graphic for some. We laid head to toe and began orally pleasing each other. Eventually, he stopped to put on his c*ckring and grab his poppers from his jeans pocket.
When he came back to the bed, I began orally pleasing his bottom. He had a great a$s and manscaped very well. I was enjoying myself, but it didn’t seem I was doing the best job for him. That’s when I learned he doesn’t really get anything out of it, he told me apologetically. I didn’t understand because long ago he told me he was a bottom. I also recalled how much stimulation he got from his nipples, so I concentrated on them. He went wild.
A short time later, we laid next to each other stimulating ourselves. It didn’t take long before I finished all over his chest per his request. For once it didn’t take me forever to climax. As soon as I finished, he too exploded on his chest.
After giving him a towel and we both cleaned up, we laid next to each other in bed. I wanted to cuddle, but he didn’t seem the type to I just put my hand on his inner thigh. We chatted about the most random things. He was staring at my bookcase, and we talked about some of the books on the shelf. I pointed out my only gay book on the shelf, Beaches. It’s a picture book I like to page through periodically. He told me all the gay books on his bookshelf deal with barebacking. A huge red flag went off in my brain! Was he into barebacking? I didn’t ask him to elaborate, but I wish I did.
That’s when I hopped on his back and began to give him a massage. I have very large and very strong hands. I like to put them to good use. Apparently he was a little more delicate that I anticipated. He asked me to lighten up a bit, but he was enjoying what I was doing. I noticed how he analyzed everything. He really was a headshrinker.
When I stopped, he started inspecting my skin. I recalled on our date how he wished he was a dermatologist. He was very complimentary of my skin and complexion. I appreciated the compliment, but the delivery was incredibly awkward. He was not an easygoing guy, and I started to realize how little I was attracted to him. On top of that, I was starting to get an irritation on my neck from where he was trying to eat it. I knew then this would not be a repeat offender.
With that, he got dressed, collected his things, and we said goodbye at the door. He left very unceremoniously. I had no plans to reach out to him again after that. We’d had such a long history, making it weird, but we’d only really known each other a short while. He too had no plans to reach out to me.
Ironically enough, he messaged me on Grindr the other night, but of course this went nowhere.
Now, the only question is when and if I unfriend him on Facebook and what are the consequences?
Follow @onegayatatimeNot Tired of Me Yet?
Posted by One Gay at a Time in Gay Dating on March 16, 2012
Apologies for all you who got my draft post sent out today. I didn’t realize I had it scheduled for release before finishing it. Please disregard! And apologies for the late post today.
Back to your regularly scheduled program.
So last we left off, my Grindr friend/neighbor, who I will now call PR (short for Puerto Rican), and I were making out on my chair in my living room after a night at the bars and some Cluck U chicken.
I’m sure you’ve been wondering what happened next. Well..
After some making out, I grabbed his hand and led him to my bedroom. We had our fun letting our hands explore the other’s body. Things escalated from there until we finally dozed off for the night. He wasn’t the sexiest guy to enter my room, but we certainly had a good time together. I really enjoyed cuddling and making out with him, as well as many other things we experienced that night.
When we woke in the morning, we didn’t get out of bed. We spent a majority of the afternoon laying there spooning and cuddling and just talking. I really liked how frank he was about things. He didn’t sugar coat or try to impress me. He was being real. This is a quality I seek out in men. It’s very important.
After some time, he asked the question I knew was coming, “Soooo, are you a top or bottom?” I told him I was a top. I quickly learned he too was a top. This, of course, was followed by a long awkward pause on both our parts. I wondered in the back of my head if he was convertible. He told me it was nine years since the last time he’d done it. That left a glimmer of hope that he had done it in the past, however, nine years is a long time! Maybe this was doomed before it even got off the ground. Maybe we were simply sexually incompatible. But, I liked him. I wasn’t ready to walk away from it just based on this.
After more chatting, we started to fool around some more. Warning: The following may be too graphic for some. We orally pleased each other for some time. He felt so good. Finally, we finished ourselves off laying next to each other. It took some time for both of us. When we did, he mentioned how it takes him a long time to finish. I kissed him strongly. I told him how good it was to hear him say that since we both shared that “malady.” I was happy he was understanding.
Around 1:00, we finally got out of bed. I offered to make him breakfast. I cooked up some of my homemade sausage, eggs, avocado, English muffins, coffee, etc. This was serving as our lunch and our breakfast. We watched some TV on the couch while we ate.
Finally, he decided to head home and get ready. We made plans to go out for dinner that night. I had a Living Social I was ready to burn up at Trinity, a nice restaurant on the Hoboken waterfront.
Around 6:00, I met him on the street corner between my apartment and his friend’s apartment where he was staying for the time being. We took a leisurely stroll towards the waterfront, talking the whole way. When we arrived at the restaurant, it was closed for a private event. We decided to go elsewhere rather than wait for dinner because we were both starving. He wanted to go to East L.A. for margaritas. It sounded like a good plan, so I agreed on that.
That night, he had plans to go see a movie with one of his friends. His friend wasn’t getting back to him, so he asked if I wanted to go instead. It wasn’t a movie I was looking forward to seeing, but I had no plans and was enjoying spending time with him. I agreed to go. We talked about many other things over dinner, including the other gay date we were sitting next to. The two guys were younger and we could tell it was a date by what we saw and heard. It was very cute to see — Not something you see every day in Hoboken.
When we finished dinner, we started walking down the street towards our apartments. He decided against the movie since he was tired, so we agreed to just stay in and watch TV instead. I’d never seen the Paranormal movies, and he liked them. We decided to make a Paranormal Activity marathon night of it. We snuggled on the couch the entire night. I was very happy being in his arms, and he in mine.
When the movies were over, it was late. We decided to just go to bed, and I asked him to stay the night…
Follow @onegayatatimeWelcome Back?
Posted by One Gay at a Time in Gay Dating on March 7, 2012
Sorry for the late post… Had a very busy morning at work…
Since that fateful night on December 31st, 2011, I’ve had my eye on a certain someone. He was also attending the party I went to on New Year’s Eve.
Throughout the night, I talked to him a fair amount. He seemed like a really nice guy. For a solid twenty minutes, he and I were the only ones in the living room until more guests arrived. We got to know each other fairly well. My original thought on him was he was too young, but the more I got to know him, the more I learned how mature he was. Obviously age had nothing to do with maturity. I learned that the hard way with Smiles. I wasn’t going to rule him out just because he was 22. It also helped he was very attractive. He had both the jock look and the intelligent look about him. It was very sexy.
I didn’t want to jump the gun however. I somewhat embarrassed myself that night, and I wasn’t sure if he took notice. I decided to wait until the dust settled, especially since he knew Smiles though a mutual connection, the party’s host. Before my trip to San Francisco, I laid the groundwork. I informed him of my breakup with Smiles on Facebook. He sent his condolences.
Now that I was home, I was ready to dive in and see if I could ask him out on a date. I sent him a Facebook message that Tuesday: “Hey dude. I know this kinda comes out of left field, but I thought you were a pretty down-to-earth guy when I talked to you on NYE. I was wondering if you’d be interested in grabbing a drink sometime…?” I don’t know why, but I felt very vulnerable doing this. It’s crazy. He’s five years younger than me. Why was I so intimidated? All I could do was wait for an answer.
That night, he finally responded: “I am flattered, but I am kinda seeing someone. Happened right after New Years actually. Doesn’t mean we can’t chill as friends.” My hopes were dashed. I’d been plotting and planning this whole thing out over time to find out I missed the boat. I was kicking myself, but there was nothing I could do. It is what it is.
I needed to graciously respond, and secretly hoped I could meet him as friends, and he would realize how much of a catch I am. Maybe he’d let things fizzle out with the other guy. The door wasn’t closed, even though it was beginning to shut. There was still a glimmer of light — A glimmer of hope.
“All the good ones are… haha… but yes.. Chill as friends works for me too. Always lookin’ for friends as well. Shoot me your #, and maybe we can find a time to hang/grab a drink…” I responded.
Sadly, I wouldn’t hear back from him again. Three weeks later, I tried to see if he would be interested in meeting up, but I got no response. If he was truly interested, he would have responded. I was learning to stop pursuing men who didn’t return an interest in me. It never worked out in my favor, and it just caused me greater frustration. If there were interested, they’d be as excited as I was to message/call/text. It wouldn’t matter about waiting two days before calling. If someone is interested, they won’t care about any of that. They’ll just be thrilled you connected at all.
I was beginning to feel very disappointed and lonely. I had no promising prospects on the horizon. As time goes on, this dating thing is getting harder and harder. Everyone thinks gay dating in New York City is a cinch but far from it. It is so incredibly hard to date in this city. The gay men here certainly don’t do anything to make it any easier.
Warning: The following may be too graphic for some. In the meantime, I was back on local Grindr. I found a guy who lived very close to my apartment who wanted to be dominated and wanted to muscle worship me. I hardly think I’m the muscle worship worthy type, but if that was what he wanted, why not give it to him. I went over to his apartment. He was a bit awkward, but I wasn’t there to find love. I was simply there to satisfy a primal need. I thought I would be able to play the part. I thought I could say all the things a dominant top would say, but in the end, I think I sounded ridiculous. It’s not who I am. It wasn’t awful, but I don’t think either of us were getting out of it what we thought we would. It took me a long time to finish with him, as usual, which didn’t exactly make for a smooth evening. When I did, it was worth his wait. However, because of the nature of my climaxes, he had to run to the kitchen and grab a bottle of Resolve and a paper towel to clean up a spot on the carpet when I overshot his chest.
He came back to the bed and we laid next to each other chatting a bit. I learned he knew the other awkward hookup I had in the same building. Apparently they were friends. I specifically asked him not to mention me, which of course spurred a whole new line of questions. I knew this was going to come back to bite me in the a$s. It was only a matter of time before the 40 year-old started messaging me again.
With that, I got dressed and made my way home on my walk of shame. Luckily it was cold out and it helped me clear my head. What was I doing? This isn’t me. This isn’t what I’m looking for. Why am I doing this? Yes, we all have needs, but I should be putting more energy into finding the right guy instead of Mr. Right Now.
I thought about all the other guys floating around out there on my roster. Was it even worth it to revisit with long-time online friend after our failed date? Maybe the southern boy I was chatting with would finally find the time to meet up. The guy who came back on the roster after almost a year was still a possibility. I needed to plan drinks with him. My Asian neighbor friend from Grindr was still asking me to grab dinner sometime, but he doesn’t drink, so I didn’t see us being very compatible. There was the very sexy, very compatible guy I found on Adam, but he wasn’t responding to any of my messages anymore. I needed to cut him from the list.
I needed to get back in shape and concentrate on building a better me. Ironically enough, I was hitting the gym regularly again. For so unknown reason, I was looking for N there every time I went. I don’t know why, but something inside me wanted to see him there, even though I wanted nothing to do with him. I needed not only to close that chapter, but also to toss the book to someone else and forget about it.
I was spinning my wheels. I was constantly Grindring, and it was getting me nowhere. I was still feeling a little angry for letting Smiles take advantage of me. I thought back to all my relationships and realized how each of them let me down. N, San Francisco, Smiles… I didn’t need any of them anymore. They brought nothing positive to my life. It was time to drop that baggage. The only one I wanted to keep around was Broadway. Since we’ve broken up, we’ve managed to remain friends. I turn to him for advice, and he is always there for me. He’s a good friend and I truly appreciate him. I can’t understand why they all couldn’t be that way. I’m thrilled we’re still friends and want that with all my exs, but if they weren’t going to make that possible, so be it.
I needed to get to a better place. I wasn’t in a dark place, but I was certainly stuck in this constant gray area. I was walking around in a cloud. I was wasting my life away searching for a guy in all the wrong places. If I wasn’t happy, I wasn’t going to find anyone. I just needed to figure out how to change things. It wasn’t going to be easy…
Follow @onegayatatimeLazy Morning
Posted by One Gay at a Time in Gay Dating on February 3, 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…
Smiles and I had a very special night together sharing dinner in my apartment. We went to be happily in each other’s arms after being away from each other for some time. I’m not entirely sure why, but I felt he’d finally come around to me.
The next morning, we woke up late. I knew I had a very light workload that day, so I was in no rush to wake up. I was also feeling frisky. I tried to seduce Smiles with a back rub. I instructed him to roll on his stomach as I lifted his shirt and began massaging his back. He commented on how my hands can completely cover his back from end to end. This was one thing my big hands specialized in, so I was content putting them to good use. I began to reach my hands under him grasping his pecs in a sensual manner.
The massage didn’t last long and the seduction failed to the grumbles of Smiles’ stomach. I should have remembered that was his first priority in the morning.
We went into the kitchen and brewed coffee while I made us steak and eggs (some of the left over beef from the night before). He continuously hugged my while I cooked. Cooking at the stove for a sexy man while he wrapped his arms around me — What more could I want?
We sat at the kitchen counter and ate while we chatted a bit about what we had to do the rest of the day. I also caught Smiles up on some of the events going on around the world since he didn’t have cable and wasn’t the best at staying informed.
After breakfast, we returned to my room. I needed to get ready for the office, and Smiles needed to get dressed to head home to begin his workday. We started to make out a bit until I pulled him towards the bed. “Do you want to have sex?” he asked. I giggled with a big grin and replied, “Of course. Why do you think I was trying to seduce you before? I always want sex.” That was also my subtle way of letting him know I wanted to have more sex.
During the summer of 2010, after my breakup with N, I was having a lot more sex. I decided to be more economical with my condom purchases and bought a forty pack. I kept them in my nightstand drawer next to the bottle of lube I purchased. Smiles had been in the drawer before, and I’m sure he’d noticed the quantity. But, he never said anything about it until now. He made a comment on how many I had. “Does it intimidate you?” I asked. He simply replied with a “No.” I then gave a not so subtle comment hinting about how I’d like to have more sex. “Well, we could just use them all, and then there won’t be so many,” I exclaimed. Apparently, our conversation about the state of our relationship gave me the confidence to speak my mind when it came to our relationship going forward.
Warning: The following may be too graphic for some. I was already on my back with him on top of me, so I could only assume he wanted to top this time around. I topped the last time, so I only thought it fair to receive this time. I slipped the condom on him as he made a comment questioning whether I was doing it right. “[Smiles]. This isn’t my first condom, obviously,” I quipped.
I lubricated myself and laid back. I hadn’t thought much about my inability to finish with Smiles in quite some time, but I was going to try a new technique this time around. I was going to completely relax and try to enjoy every minute of it. I usually derive no pleasure from bottoming, but for some reason, this time it was working. He felt great, and I could tell he was enjoying himself as well.
I was getting very close as I pleasured myself while he penetrated me. Just as I was about to climax, he said, “I going to cum.” I quickly responded, “Me too.” And with that, as close as I was, I was a mile away from finishing. In that split second of him distracting me, I lost it. I could feel my muscles quivering just before he said anything, but it was gone. Now, it was top of mind, and I knew it wasn’t going to happen.
Smiles would have been so happy. He’d wanted to make me finish for so long, and he would have been the first to do so from topping me. Alas, it wasn’t meant to be. When it didn’t, I could see him looking into my eyes with compassion. The sex was great. There was no pain or awkwardness. I wanted to show him how much I enjoyed it, but I couldn’t. My mental block got in the way once again.
After we relaxed and kissed a bit, he suggested we clean up in the shower. He was getting ready to hop in, and I told him I was coming in with him. My shower has two shower heads and a seat. Everyone that has seen my shower has made sexual comments about it, and I was going to finally get some use out of them.
I wanted to have some more sensual time together, and when I hopped in, Smiles began to wash me. I was very turned on by this. When he finished, I tried to do the same for him, but he wasn’t interested. He rinsed off and hopped out of the shower to dry off. I watched him as he toweled off, and immediately got extremely aroused. He put lotion on his face with his towel on the floor while I pleasured myself in the shower at the sight. When he left my bathroom, I beckoned him to come back in the shower and help me finish. I wanted him to be a part of it. He climbed in and I pressed myself against his back while I tried to finish. Once again, failure.
When we ran out of hot water, we hopped out. He finished applying lotion and brushing his teeth while I masturbated on my bed. I needed to finish somehow or work was going to be hell for me! He came and joined me in the crook of one my arms while I pleasured myself. FINALLY, it came. I thought of him dropping the towel in the bathroom, and it set me off. I was disappointed it wasn’t a direct reaction to something Smiles did, but I was relieved he was there to witness that it was possible and that my climax was something pretty special 😉 .
We quickly finished getting ready and walked to the PATH with my roommate chatting the whole way. The conversation wasn’t as free-flowing between us as much as when it was just the two of us. I wondered if Smiles had issues with PDA and public discussion. It just felt a little awkward.
When we got to his stop, I gave him a peck on the lips to say goodbye. I thought about that morning all day. I was happy to finally finish with him in the room, but I wished it came at Smiles’ hand. I think it would have been an ego boost for him and a big step forward for the two of us. However, it was progress — Baby steps. This something I was going to conquer, hopefully with Smiles’ assistance.
Follow @onegayatatimeSurprise Ending
Posted by One Gay at a Time in Gay Dating on January 19, 2012
When I got home from my dinner date with Smiles, I sent him a text asking if I could spend the following night with him at his place. I wasn’t sure if he’d already passed out, but I never got a response. I was hoping he’d answer me before I left for work in the morning so I knew if I should bring clothes for work the next day.
My office party was that Wednesday night at the Greenwich Village Country Club. We weren’t able to bring guests, but I was hoping I could see Smiles following the party. I wasn’t all that into it and was willing to leave early if need be.
Wednesday morning arrived, and I still had no answer. I decided to be on the safe side and bring clothes regardless. Maybe he’d answer me midday. When I didn’t get an answer, I asked the question again in a text.
He responded with an apology. He didn’t realize he didn’t respond the night before. “Yes. You can spend the night.” I explained the party, and he told me he had happy hour plans with his wealthy client friend and his partner.
For me, the office party was not all fun. Every year I get wrangled in to help with a few elements of the night. I performed my duties and then had fun drinking and dancing with my coworkers. It was a really good time — Better than I expected. However, I was more looking forward to seeing Smiles.
I texted him to see what he was up to. If he was still out, I was going to meet up with him. He told me he was wrapping up drinks and heading home shortly. I told him I would be leaving the party shortly as well and would come by.
I said my goodbyes and collected my coat. I wasn’t that far from his apartment, so I decided to walk. While I walked, I called his phone just to make sure he was home. I called about 10 times in a row with no answer. I sent text messages and heard nothing back as well. I wasn’t sure what to do, but I decided to continue on to his place. Finally, just as I was nearing his block, he picked up. His phone was on silent in the other room, but he was home.
He buzzed me in, and I came upstairs. I gave him a big kiss hello. I wasn’t drunk, but I was properly tipsy.
We talked about happy hour and the party while we hopped into bed. I undressed and hopped on “my side” of the bed, and he slid into his side.
Just recently, I made the switch back to briefs periodically. I decided I looked good in them since they showed off my legs — The same legs Smiles loved to compliment. So I knew what I was doing when I laid on my back in just briefs while talking to him. We chatted a bit before he made a big move. My seduction worked.
Warning: The following may be too graphic for some… As I laid on my back in my briefs, he started groping my crotch as he rolled over partially on top of me to make out. This was a bit out of character for Smiles, but I like it. Apparently he liked what he saw and went for it. I could get used to that.
Things got more heated and passionate and the clothes came off. I thought this was going to be the extent of our romp in the sheets, but apparently he was ready to escalate things. He proposed sex. I was a little apprehensive because he was still recovering from surgery. I didn’t want to further injure him. He detailed his limitations; he couldn’t top and he couldn’t put his legs up. I was still worried I may hurt him, but if he was good for it, I was game.
With that, he put a condom on me, and he climbed on top. It didn’t take long before I lost it. I’d been drinking the better portion of the night, and that really wasn’t helping at the moment. “I always lose you in this position,” he said. I found that ironic, because that was the position Broadway and I so often found ourselves in.
“Have you ever done poppers? he asked. I told him I’d never done them myself, but I’d witnessed them used. He told me it increased blood-flow and would produce one of two effects. Either it would make the problem worse or it would solve it. I figured it was worth a shot, so I agreed to partake.
He opened his nightstand drawer and pulled out a small vial. He held it up to my nose as I inhaled. Sadly, it had a negative effect.
“Let’s try one more thing. Stand up. It may help the circulation,” he told me. So I did what I was told. Magically, it worked. He turned, and I pressed my chest against his back. He lubed me up and bent over the bed, and we went at it. Finally, we were having great sex, even if it did get off to a rocky start. Apparently, he also was enjoying it as he finished on the floor. Just as he did, he turned around and said, “I wish I could make you cum.”
And it was over… I was close to finishing, but him pointing that out to me made me lose it immediately. My mind switched over immediately.
He walked to the shower, and I laid in the bed. I wanted to hop in the shower, but that wasn’t physically possible based on his setup. I thought we could have more fun and maybe I would finish. When he came back, I took off his towel and pulled him into the bed. I told him not to say things like that because it was a sure fire way to make sure I didn’t finish with him.
We cuddled for a bit, just laying in each others’ arms. Just as he was about to get up to go brush his teeth, I asked him if I could ask another question. I wanted to ask him where we stood. I wanted to know what I was to him. However, as he walked away, he responded, “No.”
I was a little crushed. I went from being so happy to finally be having great sex to utter disappointment. How was I supposed to be in a relationship with him if I couldn’t express how I was feeling.
He came back, and I was already prepped for bed. I curled up facing the wall ready for sleep. I wanted him to read my body language and realize how much I closed off, but I don’t know if he got the hint.
That night I had a dream about Smiles. I specifically remember him in the dream saying to me, “You know I like you, right?” It was the reassurance I wanted in reality, but this was a figment of my imagination. It was just that – A dream.
For the rest of the night, I didn’t sleep well. I tossed and turned like the inner turmoil I so wanted to release.
Follow @onegayatatimeSexual Energy
Posted by One Gay at a Time in Gay Dating on December 20, 2011
I was elated after my romantic dinner with Smiles. What started out as a crap shoot of a night turned out to be quite and evening for the two of us to grow our relationship.
And, like any morning I wake up next to a sexy man after a solid night’s sleep, I was ready for sex. Smiles, however, was not. I didn’t want to wake him, so I snuck out to the kitchen to brew coffee and make breakfast.
Shortly thereafter, Smiles joined me in the kitchen. He came up behind me while I was making eggs and sausage, wrapped his arms around me and planted a kiss on my neck. Now, this is how I like to spend my morning. He grabbed a stool and sat at the counter while I finished preparing breakfast. He detailed for me his back pain, so I did my best to massage it out. It was no use. The knot was huge and not going anywhere anytime soon. Smiles called his energy specialist and made an appointment for that afternoon.
After we finished breakfast, we hopped on my bike and made our way into the city. We were in a bit of a rush to get him to his appointment on time. I dropped him in front of the building and told him I’d join shortly. I was going to poke around the shops in Limelight since I’d never been. He looked a little disappointed I wasn’t coming up, so I made it a point not to dawdle in the shops. I walked up to the “office” and entered the door. I had no idea what to expect since I did not utilize these types of services. I barely even go to a regular physician.
When I walked in, an attractive man who I can only compare to Matthew McConaughey by the way he was dressed greeted me as I explained I was there with Smiles. He invited me into a room with six massage tables occupied by people of all ages and types. I sat on the couch while Smiles had his energy “fixed” watching this man work his magic. He took the time to explain and demonstrate things to me while he worked. I feel he felt the need to prove something to me as a skeptic.
When Smiles finished, he joined me on the couch. I have to admit, while a skeptic, I felt the knot before his energy session, and I also felt the absence of a knot after. It was impressive. When he composed himself, we got ready to leave. The specialist said to Smiles, “You didn’t tell me you were dating Ed Norton.” I know it was meant as a compliment, but I wasn’t sure if I saw it as one. Regardless, I smiled and said goodbye.
We hopped back on the motorcycle and made our way to Smiles’ apartment. He needed to shower before continuing with his day, so I sat on the couch waiting for him.
Warning: The following may be too graphic for some. When he was done, he walked towards me in a towel, and I took the opportunity to seduce him. I grabbed the towel and pulled him closer. The towel almost fell off, but instead just exposed his manhood to me while we kissed passionately. I took hold of his exposed member and began to pleasure him.
He backed away and said, “C’mon,” as he walked to the bedroom. He stripped off my clothes, and we hopped into bed. We were FINALLY having sex again. We rolled around between the sheets until he found his way on his back. Not only were we finally having sex, but I got to top again. With his legs on my shoulders, I told him I wanted to see him finish because I knew it was something that usually excited me enough to get me off.
Of course, this wasn’t the case once again for me. He expressed his desire to make me cum. At that moment, I knew it was going to be nearly impossible for me to finish. We talked shortly about the issue. I assured him it was through no fault of his own. I laid next to him and attempted to finish myself off, but I couldn’t conquer the pressure. After what felt like five minutes, I gave up and apologized.
Smiles rinsed off in the shower, and I followed shortly after. While he was in the shower, I tried to see if I was able to climax without him in the room. I wasn’t successful. But, while in the shower, I filed through my mental spank bank and was able to climax. I never told Smiles about that out of embarrassment and the struggle to figure out what was preventing me from fully enjoying sex.
I was still trying to get over the shame of my embarrassing moment while still trying to enjoy the fact we had good sex after a dry spell. I got dressed, and we discussed our plan for the day. We were heading out to Brooklyn to run some errands, but I was mostly concerned with trying to enjoy the day without harping on the afternoon’s uncomfortable exchange…
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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