Posts Tagged pleasure
Valentine’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 @onegayatatimePR Independence
Posted by One Gay at a Time in Gay Dating on March 23, 2012
I had a lot to think about since PR left. Was he really what I was looking for after all? I learned things the hard way over the past few relationships. I’d stayed with too many men for too long after I saw the writing on the wall. I didn’t want to repeat past mistakes.
Was I jumping the gun? Should I give this a shot? There were so many questions and no answers.
I began to build a pros and cons list in my mind.
I didn’t want to lose a great guy, but I was so tired of wasting my time with guys who just weren’t a fit for me.
CONS
He enthusiastically showed me pictures from his ski trip with his buddies in which everyone dressed in drag. They went all out with wigs, heels and bras among other things. I had a strong feeling I was not going to fit in with his friends. He also was a big fan of gay bars. He went on and on about his desire to go to Griffin in NYC on Sunday nights. It is apparently a huge gay party everyone on the scene knows about — News to me. This is not my thing, but I’m not made of stone. I would be willing to be flexible, but if this is the norm for him, we were going to differ greatly. Sadly, he may be “too gay” for me.
We are both tops. I am willing to play ball with a guy I’m in a relationship with, but I get no pleasure from bottoming. That’s not to say he wouldn’t also be willing to trade positions. But, if we both prefer it, it’s probably going to become a problem down the road for us. This was a very frank conversation we needed to have to establish expectations.
I wasn’t thrilled that he didn’t have a full-time job. I wasn’t writing him off because he was unemployed. He was in a long-term relationship with a man, and when that situation changed, he needed to find something. He fully realized what he was facing, but I just don’t know if I’m cut out to date another guy trying to get back on his feet. I put in a lot of work emotionally supporting Smiles until things ended. I really don’t want to come off as elitist at all, but I also wasn’t thrilled with the jobs he was applying for. I never did ask if he went to college, but I got the feeling he didn’t. I wondered the financial stability we would attain if we forged a long-term relationship. He was applying to jobs that I could have done over summer break from college. They had odd hours, and there was a good chance we’d see even less of each other.
PR was a good-looking man, but he wasn’t something you would double-take. I was attracted to him, but some of his physical attributes left something to be desired. I know he was making an effort to get back into the gym, as evidenced when we went together, but was that just because of me or because he really wanted to be in shape. I worried he may be habitually lazy.
Lastly, he was moving back home. Home was at least a half hour drive away, and I don’t have a car. This was going to make seeing each other even harder. I wanted someone who was going to be around when I wanted/needed him.
PROS
PR is only a year older than me. Finally I found someone in my own dating pool. We could share many pop culture references and understand them fully.
He is one of the sweetest guys I’ve ever met. He always had my best interests at heart and took great care of me. He was chivalrous and loyal. He exhibited many of the qualities I really look for in a man. It seemed I’d finally met my match in the dedication department. I knew I could trust him to be faithful and love me for a long time.
He was passionate in the bedroom. Recently I’ve put more emphasis on my needs in the bedroom. I took a major back seat with Smiles in the sack. I needed someone who could truly exhibit the passion I required between the sheets. He certainly fit the bill.
He is easy-going and always up for a good time. I could spring a fun trip on him, even a day-trip, and I know he would be onboard. I lead a very active lifestyle and need someone who can keep up. I had a feeling he could.
Overall, I was leaning towards the cons pile. It seemed to be the stronger argument. They seemed to outweigh the pros this time, and for once I was going to trust my gut.
I had a hard time deciding what to do. I spoke with Boston on the phone, and he told me I would be ill-advised if I went out with him on Valentine’s Day misrepresenting my true feelings. I thought I would have been breaking his heart if I called the night off. I thought it better to go out with him and tell him some other time I didn’t think things were going to work out. He told me I had a tough decision to make, but I needed to deal with it delicately. My friend D told me I shouldn’t cancel on him the day before Valentine’s Day. He suggested going on the date and explaining things later. He was worried PR made plans already, and I would be ruining them completely.
In the end, I finally decide I just don’t want to go. I am so tired of pretending with guys. I need to be more honest. If I feel a date is going south, I need to speak up and stop being so damn polite. I decided to tell him my feelings, but I also did it as a coward. I sent him a text…
Follow @onegayatatimeMy Adult Book Report
Posted by One Gay at a Time in Gay News on March 21, 2012
Warning: The following may be too graphic for some. It is of a sexual nature. Proceed with caution!
A few months ago, the fine folks at Tickle Kitty approached me. It seems bestselling author and sex educator, Dr. Sadie Allison published her fifth book, Tickle My Tush: Mild-to-Wild Analplay Adventures for Everybooty. They offered to send me her latest paperback that helps men and women learn the true pleasures of the under-explored “seat of love” for review on my blog.
I enthusiastically accepted the offer, and anxiously awaited its arrival in the mail. I wasn’t entirely sure what I was getting myself into, but how bad could it be? I’m gay. If I had an aversion to anal play, I’d be a very lonely man the rest of my life. Maybe I could learn a thing or two from the book as well.
I wasn’t the only one anxiously awaiting my new book. My roommates were also waiting with bated breath to see what the book was all about. When it finally arrived, we all passed it around paging though to see what exciting new tips we could learn. After we’d all had our fun like immature high school students in the locker room, I took the book back and began reading it.
Tickle My Tush is a light-hearted fun look at anal sex for mainly heterosexual couples, however, a homosexual man can learn a lot from this book. Dr. Sadie covers a lot of material in this quick read — The 14 chapters of this book cover everything from safety and heinie hygiene to toys, strap-ons, and positions of pleasure. And, Dr. Sadie takes a light-hearted approach by using playful language instead of some complicated medical jargon no one understands or uses.
This book does a wonderful job removing the stigma from anal play/sex. I can think back to when I was first experimenting with homosexuality, I wanted nothing to do with anal play. I watched it in porn, and it really just seemed like something I didn’t need. I could think of many other things I could do to satisfy my sexual urges. It was something I saw as overwhelming and uncomfortable. Frankly, I was scared of it. If you find yourself in that position, reading this book will answer a lot of the questions and will clear up a lot of the misconceptions you may have.
What I really like about this book is that it pushes straight men to open their minds and their bottoms to the idea of anal play with their female sex partners. I enjoy sex, and even as a “top,” I enjoy many of the pleasures my bottom has to offer. Having your prostate stimulated for the first time is a mind-altering experience. Many straight men don’t realize the potential their bottoms have for pleasure. I would hope books like these remove the stigma and open their minds to anal play. This book also removes the stigma for women to explore. It takes away the idea that enjoying anal sex makes you dirty or a slut. It’s simply exploring all the pleasures you body has to offer.
As you read, the book certainly gets more adventurous. It starts with safety, hygiene, anatomy and the basics and moves through finger, oral, genital, toy and strap-on pleasures.
One of my favorite chapters is 6: Sensual Booty Massage. It has always been something I’ve enjoyed. “As an often overlooked erogenous zone, those two cheeks are always eager for sensual arousal from kneading, squeezing, kissing, licking, spanking, gentle biting, father-light touching — or simply calming moments of warm-handed stillness. Why stop at the cheeks? Lustily arousing the hips, waist, small of the back, inner thighs and A-spot can add thrilling new dimensions to your lovemaking.” Some are tried and true methods I’ve been using forever, and some are a few new methods I’m dying to try.
Some of Dr. Sadie’s advise is spot on! One of my favorite parts of the book acknowledge the problem I have relaxing during sex. It’s the root of my inability to climax at times. Her best advice — UN-focus.
This book is a great read for the anal play beginner. I can think back to the guy who inserted himself with great force inside me with no preparation whatsoever. I ran out of the room in pain. I can think of the virgin who allowed me to penetrate him for the first time and how scared he was until he learned how much he loved being penetrated. I’ve been with a few newbies in my days, and there is a lot they can learn from this book. On top of it all, the illustrations that ensue are purely erotic. I think they are my favorite part of the book!
There are a few things in the book I disagree with on some level. For instance. in regard to the question, “Do you really need an enema before anal sex?” Dr. Sadie says no. But, after a few of my own horrific experiences, I HIGHLY RECOMMEND IT.
Overall, I must say, I didn’t learn a whole lot from this book I didn’t already know. That is because the first guy I slept with was a very good teacher, and I have a curious mind that has been satiated by experimentation. But, not everyone is as lucky as I am. If I had this book from the start, it certainly would have made for many less awkward situations. The thing I most learned from the book was anatomy. In fact, I often refer back to it to make sure I am giving my man the most pleasure I am capable of.
Dr. Sadie does an excellent job giving you the basic tools you need to be confident, succeed in anal play in the bedroom and know you can enjoy the untapped pleasures your bottom holds. She gives you invaluable tips that help get you in tune with your partner. She answers a lot of the embarrassing/uncomfortable things that may arise with anal play so that when you encounter them in the bedroom, you can proceed past them without the interrupting the fun. So buy it — Read it — And for heaven’s sake, try out all the new things you learn with someone you feel truly comfortable with. You’d be surprised what exciting new experiences you can unlock.
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 @onegayatatimeSpecial Forces
Posted by One Gay at a Time in Gay Dating on March 6, 2012
My time in San Francisco ended. I was thrilled I finally got to meet the online friend I’d shared so much of my life with over the past two years. We grew much closer in the little time I spent with him. I was already looking forward to the next time I would get to see him.
Early Saturday morning, I made my way to the airport. I was off to Chicago to finish out my week-long work trip. I’ve actually begun to look forward to these plane trips. It’s one of the few times I can sit and concentrate on writing blog entries without any distractions.
As I boarded the plane, I made my way past first class to my standard seat. I was happy to see it was a newer plane with slightly extended leg room. Being 6’2″, flying has become quite uncomfortable these days. I look forward to the day I get an upgrade, but those days seem to happen about once a year, even with status.
I was also thrilled to find I was sitting next to a very good-looking man with a great body. I could tell this guy was no weekend warrior. He spent a lot of time taking care of himself. I was enamored by his square jaw line and cute dimples. He started chatting me up when they announced the upgrade of six passengers to first class. Since we are both larger gentlemen, we jealously talked about their comfort levels with a certain level of “good for them.” I asked him what he does and learned he was a green beret in the Army Special Forces. I scolded him for not making that known. “If you were in uniform, you’d be first in line to get one of those seats!” He was such a nice guy. “It’s cool. I’m fine here,” he replied nonchalantly. It was such a nice change of pace not having to sit next to someone fat who stole half my seat or who smelled and ruined my entire flight.
Apparently, I wasn’t going to get through very much writing on the plane. So much for no distractions. I asked him if he was headed for business or pleasure. He told me he was flying to Brussels for an internship in defense analysis for the next three months. He told me all about what he does and how much he loves doing it. He also took the time to ask me what I do. I was proud to be sitting next to this man. To me, he was bigger than sitting next to a celebrity. I’ve always had a major soft spot for the military service men and women. Not necessarily in a sexual way. Being in the Navy was my grandfather’s proudest accomplishment. I regularly donate to the USO in his memory partly because I know how much it meant to him, but more so because I know what they have to give up to serve our country. I have friends in the service, so I’ve seen first hand what they sacrifice to keep us safe.
Through chatting with him more, I also learned his girlfriend is also in the Air Force. They were both stationed in California while he was finishing up at the Naval Postgraduate School and got to see each other on the weekends. They had it rough. They got to see each other so rarely, my heart really went out to him. We talked a great deal about his relationship and how they make it work. He realized it wasn’t ideal, but they make it work. I admired his convictions. I asked if she’d be coming to visit him while he was abroad in Belgium, but they have yet to determine if it would be worthwhile since he doesn’t know what his leave will be yet.
The more I talked to him, the more I realized how polite, cute, smart and sexy he is. I wanted to be friends with this guy. I wanted to hit up the bar and buy him a beer. It was completely in a non-sexual way too. Since I was young, I’ve craved to have “the guys.” I’ve never had a group of guys I’ve hung out with regularly. And, I’m not talking about a gaggle of gay men either. I’m talking about a group of men, gay or straight, who hung out all the time and were just real. We could rely on each other to have our backs, no matter what. He seemed like a guy who would fit that mold. He was a genuine good guy. I always try to surround myself with individuals like him, but it’s not easy.
When the flight attendant was coming by handing out drinks and asking for food/snack orders, I wanted to buy him one of my favorite United Tapas snack boxes. Had she not asked him before she asked me, I probably would have done it, however, looking back I’m not disappointed it didn’t work out. It may have made him feel awkward or uncomfortable. I just wanted to show my appreciation first-hand for what he does, however, I didn’t want to do it at the expense of his comfort. He probably had no idea I was gay, but some people are uncomfortable taking handouts. I also loved watching him flirt with the flight attendants. He was quite a smooth operator without being overt or corny.
When the plane landed, he proved once again his gentleman status. He was “Mr. Chivalrous” helping all the women with their bags. I glanced over at his boarding pass for his connecting flight to Brussels and caught a glimpse of his rank, Major and his name. He turned to me just before stepping into the aisle and wished me luck on my pitch.
As we exited the plane, I snapped a picture as he walked away (trying not to be creepy!).
When I got to my hotel, I hopped online to see if I could look him up. I wasn’t going to stalk him. I was just curious to know more about him. I found him on LinkedIn and learned more about his educational/occupational background. It is vastly impressive. I resisted the urge to add him as a connection on there and went about my day.
While I was in Chicago, I planned to visit my friend who moved there a few months prior. I hit him up when I landed because I was going to try to meet him for dinner/drinks that evening instead of dining with my coworkers. He replied telling me he had a fever and wouldn’t be able to make it out while I was in town, and we’d connect at a later date.
This was going to truly be a work trip, so I dove in full force to make sure I delivered.
In only somewhat related news…
A photo I came across in my Facebook feed over the past week makes me smile every time I see it. I dove into researching all about it. I am fascinated by it and love the media attention it is receiving. This shouldn’t be getting media attention. It should simply stand on its own as an amazing display of love and affection. But, until homosexuals are treated as equals, I welcome the attention. I hope it inspires you to be more courageous in your life, as it has inspired me.
If you’d like to read the full story of what is happening in these images, click here.
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Posted by One Gay at a Time in Gay Dating on February 15, 2012
Things with Smiles had soured, and I was already getting back into the dating game. I found a guy who I thought I’d have a connection with on Grindr and set up a date. When the date didn’t go swimmingly, I made my way home.
I was horny — Really horny. Smiles and I had a sparse sex-life. This could quite possibly be a result of my inability to climax at the drop of the hat, or it could have been a result of something else. Regardless, I was hungry for some good sex. I’d come close a few nights earlier to succumbing to the temptation of a Grindr booty call, but in the end, I behaved myself. I hopped on the computer and managed to take care of myself.
Tonight I wouldn’t be so well behaved. I knew I could find a guy to selfishly pleasure me without much effort on my part, both in the search and in the bedroom. This may sound disgusting to some, but we are all animals when you get down to it. We have sexual desires and drives that need to be satiated. I held no loyalty to one man at the time, so I felt no guilt. The other guy would be quite aware of what he was getting into — A one-night-stand.
I didn’t always have this mindset. In fact, I can specifically remember a conversation I had with N about sex and relationships. At the time, I didn’t believe I could have sex without having an emotional attachment to. He didn’t have the same mentality. I found it ironic since I was further along the gay timeline than he was. I would have thought our positions would have been the opposite. Obviously, if you read my blog, you know my position has changed. I know I am capable of having sex outside a relationship.
I’m not proud of this, and this is far from and ideal situation for me. However, at times, my animal instincts take over and my libido craves for satisfaction.
On my walk home, I fired up Grindr. I began chatting with a few people, but there wasn’t much talent. One of the guys seemed decently cute, but I wasn’t sold just yet. I was still on the hunt. We talked a little bit, and I realized we’d spoken a bit on adam4adam.com.
I hit up a bunch of other guys. I was tempted to hit up one of the two friends with benefits I’d established over the summer, but better thinking kicked in. I didn’t want to open up that can of worms again.
When the night was drawing on, I decided to settle for the decent guy on Grindr. He was a really nice, genuine guy. I could tell he’d been judged for his smaller stature based on his adam4adam profile. I felt a connection in our current lack of self-esteem.
We talked a bit more about what the night would entail. It was getting quite late, and he wasn’t thrilled with having to trudge around Hoboken late in the night. I did the unthinkable. I told him to come over and said he could spend the night.
When he arrived, he came directly to my room. I was a little disappointed. He looked better in his pictures, and he was quite small, but I looked on the brighter side. I really enjoyed feeling strong in the bedroom, and it meant I could toss him around a little bit. We casually chatted while I sat on the bed, and he removed his coat and shoes. He joined me on the bed, and we began to make out.
We had protected sex and both of us rather enjoyed ourselves. I showered and then invited him to do the same before going to bed.
When I woke in the morning, it was a bit awkward. I had to go to work, but I also had to get rid of him so I could get ready. I woke with enough time to do both. I politely hinted it was time for him to go so I wouldn’t be late. He quickly got the hint, but he wasn’t going to leave immediately.
He decided to give a parting gift. He climbed down under the sheets and started pleasing me orally. He was good. He was very good. Surprisingly, it didn’t take long before I finished — For the second time in less than twelve hours. If this kid was more my type we surely would have started a thing that morning. He surely knew my libido and how to satiate it. Morning is when I am horniest, and the fact that he just went for it really got my engine revving.
I hopped in the shower while he got dressed. After my shower, I escorted him to the door. I was trying to avoid my roommate from seeing him, but I failed. I gave him a gentle kiss at the door and said goodbye. My roommate then said, “I guess the date went really well last night.” I didn’t feel the need to lie, but I didn’t want to get into it. “He wasn’t the one I went on the date with,” I added with a grin. And with that, I simply walked away.
I texted him that afternoon thanking him for coming by and telling him I had a good time. Later, he texted me saying, “Me too :). Do you wanna grab dinner or something sometime? If you aren’t interested or were just looking for a one-time thing, I’d totally respect that. Not trying to sound crazy. Haha. You just seem like a really nice guy, so thought I’d ask.” Apparently, I’d done it again. A guy who knew he was coming over for a hookup wanted more than just sex. I wasn’t interested in him for anything else, so I let him down gently. “Gonna be honest with you. You deserve at least that. Just ended a relationship this week, so I need to figure out me right now… Make sense?” He was quite classy and responded, “Absolutely man. Sorry to hear. Mine ended back in September. Dated over a year. It’s rough. Hit me up sometime :).”
I did need to figure myself out a bit. But, there was no reason I couldn’t do that while simultaneously playing with “Mr. Right Now” and searching for “Mr. Right.”
Follow @onegayatatimeTo Kiss or Be Kissed
Posted by One Gay at a Time in Gay Dating on February 7, 2012
Goodbye 2011 and all the hardship that came with it. 2011 was a tough year, and I was ready to kiss it bon voyage.
New Year’s Eve had arrived, and so did Boston. He came to New York City to celebrate with some friends. They were staying at a hotel in Hell’s Kitchen and going to a bar to ring in the new year. We’d been in close contact about meeting up while he was visiting for some time.
We made plans to meet that night before I met Smiles for dinner, however these plans would be broken. As the night’s close grew nearer, Boston realized he wouldn’t have time, so we agreed to try to meet on New Year’s Day.
Instead, I killed time spying on my neighbors across the street with my roommate before venturing into the city for the night. It appeared we’d discovered two ‘mos living over there after some close examination. However, their blinds have been drawn now for quite some time, hindering further “study.”
Smiles and I had been texting about our plan for the evening. We were going to grab dinner somewhere along the way to the party on the Lower East Side, but when he tried to make a reservation for the restaurant downstairs, he realized the difficulty that may pose. Instead he proposed to make beef stroganoff for the two of us at his apartment. I wasn’t thrilled with the idea because I was looking forward to a romantic dinner for two, but it would have to suffice. (Now you can begin to see why I hate New Years).
After we finished eating, we took a cab to the apartment. Smiles spent a good portion of it on the phone with his mother. I’d already made all my new year’s calls on the walk to Smiles’ apartment from the PATH. I didn’t want to be on my phone the rest of the night trying to call people so I got it out of the way before starting our night together. I thought what he was doing was rude. When he hung up, you could cut the tension in the cab with a knife. Neither of us had anything to talk about. The night was not off to a good start.
We arrived at the party and were greeted by a very nice gentleman who was not the host. He was one of the guys Smiles had gone to Six Flags months earlier (whom he didn’t remember without a reminder). A trip I wasn’t invited on and still bitter about. When the host emerged from the shower, Smiles volunteered to run to the corner store to get necessary supplies. Apparently he wasn’t the best of hosts (or so said Smiles). He asked if I wanted to join him or stay and made sure I was okay with staying.
I took the opportunity to get to know the guy who greeted us while I waited for Smiles to return and more guests to arrive. More people joined us in waves, and it was a pleasure to meet them all. I sat on the couch talking to one in particular for some time. He seemed like a really great guy. Later in the night, I would learn from Smiles that this guy told him how great I was after learning we were together. “He had nothing but glowing praises for you,” Smiles divulged.
A majority of the night, Smiles wasn’t paying attention to me. He was far more concerned with standing in as host. He made sure everyone had a full drink at all times, including me. I had to tell him to cool it because I was getting too drunk too fast. I don’t think he realized I was also filling my own drinks besides what he brought me. I was making plenty of conversation with a lot of the other guys at the party in the meantime. Ironically enough, we were talking about dating. I was giving some of the younger guys my “fatherly advice” from my experiences, which is absurd considering I’m out less than two years. I did all this without mentioning my blog once, no matter how much I wanted to direct them to it. Smiles was still unaware I was writing OneGayAtATime.
When the ball was about to drop, the whole crowd gathered around the TV in the host’s bedroom. Smiles asked if I wanted to pile in, but I told him my lack of interest in watching the ball drop. We huddled by the door as Smiles snapped pictures of the group from the doorway. When 2012 arrived, he turned to me and laid a nice kiss on me. When he pulled back, he went in a second time. It was one of his better kisses and it was sweet, but I’m not sure it could make up for the lack of attention I received all night. It was like we were at the same party, but we certainly weren’t together.
As I talked to the other guys, I felt like I was revealing a big secret that Smiles and I were dating. No one knew, and it was as if I was letting the cat out of the bag. I felt uncomfortable about that.
The music came up and the furniture was pushed aside. The living room was now a dance floor. Smiles and I have never gone out dancing together, so I was relishing the opportunity to have a little fun with him. I started dancing with him, and he started laughing at me. It wasn’t completely insulting, but it was also a slightly belittling. I think I was making him uncomfortable (and I am not a bad dancer by any means!).
When I went to refill my drink, Smiles was in the middle of the group dancing up a storm just as I’d seen him bust a move in Central Park. I was hurt. He didn’t want to dance with me, but he did want to dance with everyone else. When I looked down, my cup had only ice in it. So I made the conscious decision to drink away my sorrows. Johnny Walker Black and I huddled in the kitchen and had a good time together.
When someone asked if I wanted to go smoke on the balcony, I jumped at the opportunity. When I got out there, there was a small group including the guy who told Smiles how great I was.
This is where the night gets foggy. There was a guy who was late to the party who was fawning all over me from that point on. He told me I was gorgeous and paid me more compliments than I can remember. I vaguely remember pointing out to him that I was dating Smiles, but that didn’t stop him. He kept laying it on thick.
From that night, the next thing I remember was walking home behind him p*ssed because I was chasing after him. We weren’t walking together. I was walking about ten paces behind him.
Smiles woke me in the morning. I was naked, so I knew we had sex, and I had an uncomfortable moist feeling between my cheeks, so I knew I was the bottom. I thought back and could remember flashes of sex from the night before, but I couldn’t remember anything about leaving the party.
After I searched for my underwear and my dignity, neither of which I could find without assistance, I picked up my phone to check messages. Apparently in my drunken stupor, I wiped out my phone trying to get into it too many times with a failed password. It was back to factory settings.
I told Smiles, and he recounted the walk home. It involved me arguing profusely that we were headed in the wrong direction (Isn’t that ironic). It involved me tapping a French woman on the shoulder and welcoming her to the country. And it involved Smiles being annoyed by my antics.
“And I haven’t even gotten to the fun part yet!” he added.
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 @onegayatatimeVanity Without the [Af]Fair
Posted by One Gay at a Time in Gay Dating on December 15, 2011
When I arrived back at Smiles‘ apartment, we agreed upon watching a movie and ordering take-out. He was in the mood for barbecue, so we pulled up a menu online to figure out what to order. We also took the time to pick a movie to pull up on Netflix since Smiles doesn’t subscribe to cable.
Throughout all this, I started getting handsy. He was sitting in his computer chair, and I stood behind him massaging his shoulders and then his chest. I had my hands down his shirt caressing his chest in a very sensual motion. He was really enjoying it, which means I too was enjoying the moment. He commented, “This feels better than the Asian woman who gives me a massage. You’re more relaxing than she is. I should save my money and come to you.” I took this as a great compliment and continued to pleasure him.
After some time, I backed up and sat on the couch. He was going back and forth between the living room and the kitchen. I stuck out my finger and beckoned him to come closer. I pulled him down on my lap, and we sat there embracing for some time. After about two minutes of silence, just enjoying our closeness, we started to chat a bit. When he had his fill, he started to back away, but I pulled him in closer and told him, “I’m not done yet.” We both laughed and he tightened his embrace.
Our dinner order was placed, and our movie chosen. He grabbed my hand and led me to the bedroom, and we hopped into bed to watch Vanity Fair. Smiles was very cuddly throughout the entire movie. We changed positions periodically to ensure consistent blood flow and comfort, but I was really enjoying snuggling with him. He had been very sweet from the moment I walked in the door.
About half way through the movie, we realized our food hadn’t arrived. Smiles called to inquire and was told it would arrive shortly. When another half hour passed before we saw our food, he called again to complain. Just then the food arrived. We paused the movie, filled our plates and made our way back to the bedroom.
When the movie was over, we cuddled and spooned and chatted a bit. I was happy. Things started getting more playful when I pulled up his shirt and started to blow raspberries on his stomach. He went off in a fit of laughter. He then resorted to pulling any body hair I have. I told him that was just plain mean. I told him that was my mother’s defense mechanism when I would joke around with her as a kid.
This segwayed into exchanging fun stories from our childhood. I was really beginning to feel like I had a boyfriend. Yup. I said it. I just used the “b word.” I didn’t say this to him, but I began to think about it. I felt very close to him at that moment.
Smiles began to become very relaxed and slowly started drifting off towards sleep. I was gently rubbing his whole body while he dozed off. We were spooning, and I slide my hand between his thighs and started to massage his manhood. It wasn’t long before my hand was pulled away with a grunt.
I know I said I was going to bring it up the next time I was denied, but I chickened out. I was a little taken back by it. He had been affectionate all night, but when I tried to make a move, my seduction was shot down.
At this point, my ego was in the toilet. I quietly spooned a few minutes longer before we hugged and kissed goodnight. I found myself in the very familiar situation of walking home alone pondering why the guy I was so strongly attracted to was so distant from me on so many levels. I tried to think about how great the day was instead of the unhappy ending, but I’ve never been good at fooling myself. I’m far too much of a realist.
I needed a new game-plan, but it wasn’t going to be an easy one to come up with…
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 
Lazy 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 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 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.
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 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.
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