Posts Tagged passionate
Back to School
Posted by One Gay at a Time in Gay Dating on April 30, 2012
With things gently crumbling between Chelsea and I, I decided to give Middle Eastern another chance. I enjoyed spending time with him, and he certainly was a nice kid. I wasn’t sure if I could see myself dating a guy still in college, but I figured it certainly couldn’t hurt to give it a shot.
Wednesday morning while I was on my run, I did a lot of thinking. I was trying to clear my head. I realized I wasn’t all that into Chelsea after all. There were a few things about him I liked, but there was nothing there that got me truly excited to see him again. I didn’t want to waste either of our time, so I decided it was best to tell him how I felt.
While at work Wednesday afternoon I thought about him a M.E. He was such a sweet guy, he was quite interested in me, he was smart… There were a lot of great qualities there. The big question — Is he mature enough for me. I’d never dated someone that much younger than me before. I wasn’t basing this on a number. I was basing it more on his personality.
The other side of the coin was how great he was in bed. I really enjoyed being with him the first time. I fantasized about he and I having sex in the locker room shower of my gym.
When I got home that evening, I told him to come over. He didn’t hesitate. He finished what he needed to do, and he made his way to Hoboken.
Warning: The following may be too graphic for some. When he arrived, we immediately went to my bedroom. He was hungry for sex. We quickly stripped each other until we were naked and enjoyed kissing, groping, sucking, etc. It was nice to be with a man who was so passionate once again. He loved to kiss and was good at it. I didn’t have a single complaint about him. After ample foreplay, we had sex. It appeared I created a bottom. He was all about it now, even begging for it this time. It was hot. I really like how masculine he was, but also how much he was willing to bottom for me. This was an unusual combination from my experience. [I actually had to walk away from the computer for a minute because I was thinking about the fun we had and getting a bit too excited while writing this].
Afterwards, I went into the bathroom to relieve myself. I came back to my bedroom to find M.E. on his phone. He was doing a lot of typing. I encouraged him to come to the living room with me to watch TV and be somewhat social with my roommates, but he told me he’d be out in a minute. He had a few messages he needed to reply to.
Since I last saw him, he sprained his ankle. I’d been giving him some advice, having sprained both mine multiple times and being related to a physical therapist and someone who teaches athletic training. As a result of this sprain, he wasn’t able to go on his planned spring break. He told me he was working out the logistics of rescheduling the trip for another time.
I left the room and went to the living room. I’m not 100% sure why this idea popped in my head, but I wondered if he might be on Grindr. I had my phone and tablet with me, so I pulled up the app and checked it out. He didn’t show up on either. Maybe he wasn’t on there, but my suspicions weren’t fully satisfied. When about ten minutes passed, I went back to the room to see if he was coming. He put some of my clothes on and joined me. We watched another episode of Modern Family together.
While he watched, he sat behind me in the chair, and I laid between his legs watching the show. We both laughed a lot. By the time the show was over, it was late. I suggested we go to bed, and he agreed. I asked him what he’d told his roommates about where he was going. He told them he was heading home for the night.
While he was brushing his teeth, he left his phone on my night stand. My mind shot back to the chance I had to look at N‘s phone the night I witnessed him kissing another man in front of me. Boston convinced me it was a bad idea. I wasn’t going to make that mistake again. I had no problem if he was using Grindr. We were not exclusive. I was seeing other people. I just found it incredibly offensive if he was cruising Grindr from the comfort of my apartment. That was not okay in my book. I needed to know. I turned his iPhone on, and sure enough, at the top of the screen was an icon for Grindr showing he had 23 messages. I placed the phone back down on the night stand and processed what I just learned. Not only did he have messages, but he blocked me on both my accounts so I couldn’t see that he was cruising Grindr.
It was that exact moment I decided M.E. and I wouldn’t date after all. It was fine if we spent time together and enjoyed having sex, but I wasn’t going to date him long-term. I couldn’t trust him. I wasn’t mad he may be seeing other guys or even having sex with them. I was mad he was attempting to line up other guys from my bedroom. I decided not to say anything right then and there. It would simply form my future behavior.
He came back to the bedroom, and we both climbed into bed. I wrapped my arms around him and he climbed into the natural crevice I created as big spoon until we dozed off.
When we woke in the morning, we fooled around a bit. I had to go to work, but I made sure to set an extra early alarm to allow for a little fun in the bed followed by a shower with each other. It was sexy and a nice way to start my day.
We left together, and he gave me a ride to the PATH. Since he told me last time he wished I kissed him when he dropped me off, I decided to oblige that request. I gave him a nice smooch before heading into the city to start my workday. I liked M.E., but not enough to make him my boyfriend — Not after what I learned. But, it would be nice to have someone around regularly to share affection and pleasure with on occasion. Maybe this was the start of a beautiful friendship…
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Posted by One Gay at a Time in Gay Dating on April 18, 2012
I have a generous amount of vacation days, as I did a very good job negotiating when I was hired at my job. I don’t, however, have friends who share the same luck. They can either take the time off and have no money to travel, or they have money, but can’t get away from work. On top of this, being single leaves me only with the option to travel – Alone. I don’t enjoy this. As a result, I build up all these vacation days and never use them.
When the new year arrives, I have until the end of March to use up all the days I carried over. As a result, I start giving myself four day work-weeks and have staycations. I decided to take Monday off after the local holiday in Hoboken. As per my usual, I woke up horny and turned to Grindr. I tried to get one guy I’d been flirting with to come to my place. He lived in the city in Harlem, so no matter how hard I tried, he was not going to come to Hoboken.
After him, I went through a ton of Grindr guys trying to find someone to come over for some morning fun. None were biting. I turned Grindr off after what I’m sure was over an hour of surfing, and hopped on the computer. I thought I would give adam4adam a shot. I had messaged a few guys, but I wasn’t getting a response. That was until I found one guy who is 26 and worked in the area.
He was a good-looking guy, as per his profile pictures. We began exchanging messages. He unlocked his pictures, and I got a glimpse of his face finally. He was a very sexy, light-skinned black man. He had this college jock look about him, and I was very turned on. His body was fit, he was clean-cut, and his smile was utterly adorable.
I asked him if he’d be free later to swing by. He had a light day at work since his boss was out of the office. We discussed logistics since he worked in neighboring Jersey City. He could either take a cab or the light rail to my place. I gave him all his options, and we made a plan for him to come by around 4:00. I learned he was usually a top, but he was willing to bottom for me. This was extra exciting to me, because I had greater hope he’d be a more masculine man than most typical bottoms.
When he arrived, I was immediately taken back by how sexy he was in his work clothes. Then I noticed his incredible blue eyes. He looked just like Michael Ealy. He was very masculine and had on slacks, a dress shirt, a tie and an incredible smile. He wasn’t nervous about this at all, which I found to be very sexy. I led him into my room, and he immediately began undressing himself. I liked his matter-of-factness — His “I know the drill” style. I sat on the bed talking to him as he undid his tie, stripped off his shirt, removed his shoes and took off his pants.
Warning: The following may be too graphic for some. The man had an amazing body. I was very pleased. I could tell he takes good care of his body, and I was ready to ravage it. I wanted to touch every inch of his milk chocolate colored skin. I was still sitting on the bed in my gym shorts and tank top when he unexpectedly took off his boxer briefs as well. If I wasn’t already excited before, now I was rock hard. He walked toward me as I stood and removed my clothes as well.
He was a well gifted man, and once we were both fully undressed, we laid on the bed with him on top of me making out for a bit. He had amazing lips and knew how to use them. He had a strong body, and I enjoyed wrapping my arms around him. It was hot! We began to fool around and explore each other’s bodies.
Ater some making out and mutual oral pleasure, he got into position for me to use some of the techniques I’d read in Tickle My Tush. I knew he was normally a top, so I took the time to make sure he was fully ready and not rush things. I was enjoying myself as well. He seemed to be really enjoying himself as well from the sound of things.
That’s when I reached over the edge of the bed to my nightstand and grabbed a condom and some lube. He was face down on the bed in front of me, and the real fun was about to begin. I really enjoyed being up against his body and feeling him. He may not have been a bottom, but he sure was passionate in the bedroom and knew how to use his body. The sex was great, and eventually he finished. Seconds after that I too pulled back and finished. It was very hot! I grabbed a towel to clean up his back and the sheets below while we exchanged a few more kisses and expressed our enjoyment with each other.
Just as he undressed like he knew the drill, he began to get dressed. I learned he was heading back to work. I was surprised because he lived in the city. I assumed I was a pit stop on the way home. I felt bad for him he had to return to the office, but I didn’t regret inviting him over. I had a great time with him and would certainly be willing to have him swing by again sometime.
I walked him to the door and gave him another kiss goodbye. He was such a polite gentleman. I could tell him momma did a good job raising him. He thanked me, to which I replied, “Thank me!? Thank you! That was great! Anytime you want to do this again, you know how to reach me.” And with that, he was gone.
In the coming weeks, we’d try to do it again, but he was having a busy week. I could tell he was more than just a hot body, so after that, I asked him if he’d ever be interested in grabbing a drink sometime, but I got no response. Perhaps he will just remain a fond memory of a day off…
Follow @onegayatatimeSo When Are You Moving Back to New York?
Posted by One Gay at a Time in Gay Dating on April 9, 2012
Finally, work sent me somewhere fun, and I was taking full advantage. I stayed out in LA, managed to have some fun, and even managed to find myself a pretty great guy, The Navigator, to hit up the beach with. After swinging by his apartment, we agreed we weren’t done hanging out.
We made our way back to my hotel. After we turned off his street, I came to a stoplight. I took the opportunity to reach over and put my hand on his leg. He immediately responded positively to my advances. He reached down and laid his hand on top of mine and gave it a squeeze. We continued to hold hands the entire way back to the hotel.
We made our way to the room, and when we arrived, we quickly got comfortable with each other. We dropped our bags and laid down on the bed. We chatted a bit before he reached over, pulled me in, and we exchanged a long deep passionate kiss. When we finally came back up for air, I said to him, “I’ve been waiting to do that all day long!” He smiled from ear to ear and pulled me right back in for another deep kiss. He was a great kisser — Not just a good kisser, but a great kisser.
Was there anything wrong with this guy? He certainly wasn’t going to make leaving easy on me. I still had to keep myself in check. This thing would have an end. I couldn’t grow too attached, or I would be in for a world of pain.
The thing I liked most about the chemistry between us was how playful we were. There was no drama. We were just having fun. Everything was so easy. We cuddled and talked and tickled and joked. I felt incredibly comfortable with him. We just seemed to be on the same page about everything. He was certainly giving me hope that I could find a guy out there who I just clicked with right off the bat.
All day long, he had been texting with his friend giving him updates on our “date” as he so-called it on the beach. While we laid there he teased his friend about how good-looking I was, but lied and told him I’d just dropped him off at home while I listened on speaker phone. The exchange between the three of us was very comical and flirtatious. He showed me pictures of the guy we were talking to, and we sent pictures of me to his friend. We all had a good laugh, and his friend asked for continued updates.
The kissing slowly turned into making out. The making out evolved into heavy petting. The heavy petting became stripping. The stripping led to oral pleasures. And finally, the oral pleasures led to me learning he is versatile, which of course led to penetration. My provisions weren’t presumptuous at all. I suspect he noticed my condom/lube purchase at CVS, and this is what gave him the courage to propose going back to my hotel room.
The sex wasn’t the most amazing because I was having difficulties with the condom, but it certainly wasn’t bad. We were passionately enjoying each other on many levels.
After we had sex, we laid next to each other talking more. We attempted to take some pictures together to send his friend, but we couldn’t keep our eyes open because the flash was too bright. After our romp in the sheets and copious amounts of cuddling, I was hungry. I remembered an In-and-Out burger down the street. It was 1am, and they were one of the few places still open, so we got dressed and made our way there to grab dinner.
We took our food back to the room and had a picnic in my bed. We talked and made plans to go hiking the following day. The whole night, all I could think about was how crazy it was I even met him. It was even crazier how we both dove in headfirst. He even mentioned being worried I might be a serial killer for the first couple of minutes in the car. After we finished eating, I jokingly confirmed he was staying. He went to his bag and got changed and broke out his toothbrush. It seems he may have been presumptuous as well in packing his bag.
I didn’t care one bit. I was thrilled to be sharing my bed with such a great man. I only wished it was for a longer-term basis…
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 @onegayatatimeI Want to Know What It’s Like…
Posted by One Gay at a Time in Gay News on March 5, 2012
Today is a double post. Scroll down to see today’s other post as well.
One of my readers from Australia shared a link with me on Facebook that is utterly powerful. I couldn’t wait to share it with you!
It ran chills up my spine and brought tears to my eyes. I was completely moved by the poetic language and raw emotion in this clip. Please watch it. Share it. Send it to everyone you know. Change someone’s perception of what it’s like to be on the other side. Enough talking from me. I’ll let the video speak for itself…
J.A. Thanks so much for sharing the link!!!
Follow @onegayatatimeFinding the Piece of My Heart I Left in San Francisco
Posted by One Gay at a Time in Gay Dating on March 1, 2012
Wednesday night arrived. It was “date night” for San Francisco and I. We were meeting in the Castro to grab a drink and maybe some dinner together. It had been a while since I’d seen him last, and we were due for a catch up.
Since work was paying, and I was too lazy to learn the public transit system in San Francisco, I decided to take a cab. We arrive in The Castro neighborhood, and I witnessed the largest rainbow flag I’d ever seen in my life. The only thing I could compare it to (for the Americans in the room) is the giant American flags that adorn the poles in the parking lots of Perkins across the country. If you read my blog, you know how much I’m not a fan of the rainbow. However, I’m embarrassed to admit, the sheer size and presence of this thing actually made me a little proud.
I got out of the cab and met him on the street as we exchanged a hug and a kiss. We made our way to Badlands just up the street just in time for some happy hour specials. We caught up on the other’s dating life over the past few months. I learned San Francisco is currently casually dating someone. In the back of my mind, I’m very happy to hear this news. I didn’t want things to escalate beyond drinks for us, and this news was reassuring.
I told him the abbreviated story of Smiles and what I did on New Year’s Eve. He was a little surprised, but certainly didn’t judge.
As the alcohol flowed, his emotions escalated. He became much more affectionate, and even started to get a bit hot n’ heavy. I just went along with it. I had no emotions attached to these actions. I was fully over San Francisco. I tried changing the subject so he wouldn’t keep putting the moves on me.
He talked about the possibility of moving back to New York, but said it would be very different this time around. He’s a completely different person. Everything he was saying were basically the reasons why I ended things with him. It was as if he’d read the blog. (To my knowledge, he still does not know about the blog).
We started talking about his dream of opening a bar in Hawaii. We talked a great deal about even the smallest details in his dream. I suggested a name for his bar, and he immediately fell in love with it. He even went as far as to register the domain immediately from his BlackBerry. I told him how to do all this with my advertising background and knowledge and my recent experience of purchasing my own domain for this blog.
He then brought up the possibility of checking out a drag show that evening, but then he remembered it wasn’t my thing. Instead, he suggested we grab dinner at one of his favorite restaurants.
The meal was spectacular, and it wasn’t that expensive. I was also introduced to one of his friends who is a server there. As the night went on, San Francisco grew more and more inebriated. He wasn’t’ too much to handle yet, but he was drawing closer. He started growing louder and more indignant.
When the bill arrived, I think he thought I was going to take care of it. I think he thinks I have an unlimited expense account (which isn’t the case at all), when in reality I paid for his meal the last time I was out there because I wanted to thank him for hanging out with me that night. We split the check and made our way for the door.
The whole time, I was trying to send a pretty clear signal I wasn’t interested in hooking up that night. I was failing. He asked if we should go back to my hotel or hit up his apartment. Then he answered his own question when he realized how close to his place we were. Again, I just went with it. I’m not entirely sure why I didn’t just go home. I think I thought I could get him home and then say goodnight.
While we rode in a cab to his apartment, he asked me about the stuffed animals and orchids he sent me for my birthday. I explained that was over nine months ago. I was lucky I kept the orchids alive for six months. As far as the stuffed animals, I told him I gave the mistaken monkey away, but I still had the bear (of much more significance) at my parents’ house.
When we got to his place, I met his roommate for the first time. One had only seen me on Skype and heard lots about me, and the other had never met me. Ironically, the other share the same unique name as me and joined on as a roommate shortly following our breakup. I’m not going to lie; I thought it was a bit weird.
When we finished tormenting the roommates with S.F.’s drunken antics, we went into his room. It appeared I was spending the night. However, it was just going to be that. I was not having sex with him.
Of course the makeout session ensued. I thought to myself, “At least he’s a good kisser.” Then the makeout session morphed into more passionate actions, and I found myself with no clothes on. S.F. put me in a position to begin to penetrate me, but I wasn’t going to make it that easy for him. I kept casually squirming so it wouldn’t be possible. He kept gently trying, but I wasn’t going to give in. There was no way in hell I was going to have sex with him, but I also knew I was dealing with a drunk man. I gently whispered into his ear, “Let’s just spend the night together.”
With that, he rolled over into little spoon position. I curled up with him and went to bed. In the morning, when my alarm went off for me to head back to my hotel to go to work, I found myself with his mouth on my “morning excitement.” I had forgotten how good he is at that. It didn’t quite matter. I wasn’t in the mindset to finish with him, and we know how difficult that can be even when I am in the mindset.
I got dressed, and he remained in bed. I could tell he was disappointed, but I didn’t care. I was not going to revisit old territory.
I didn’t hear from him until much later the next day. He told me how hungover he was in the morning, proving to me how drunk he was. He asked what my plans were for the remainder of my trip, but we didn’t discuss meeting up again while I was there. I was happy to dodge that bullet.
I let things go further than I wanted, but at least I didn’t hurt his feelings too harshly in the meantime. In my mind things wouldn’t quite be the same for us going forward. No longer did I feel the urge to call him just to chat, which is sad. It appears I have collected what pieces of my heart I left in San Francisco…
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Posted by One Gay at a Time in Gay Dating on February 28, 2012
Touchdown! After a long flight of writing a lot of blog entries, I finally landed in San Francisco. I was very happy to be away from New York. This was forced time to clear my head. It would be impossible to try to find a guy for a date from thousands of miles away, and I needed a break. Don’t get me wrong, I want a man to call my own, but the process of finding one is exhausting.
I rode to my hotel with a very chatty driver. He had lots of questions and comments for me. Many of the comments referred to women and our “shared” desire for them. I didn’t have the heart to tell him I was gay. I just let him continue talking. It wasn’t that long of a ride.
I got to my hotel, and took my good ol’ time getting to the office. They didn’t know exactly what time I landed, and I’m sure they wouldn’t have any work for me yet anyway.
I was right. When I arrived at the office, they had no work for me the entire afternoon. This worked out quite well. It allowed me to update the blog and go for a nice long delicious lunch I didn’t have to pay for. When the workday was coming to a close, I made my way back to my hotel.
I’d been on Grindr all day hunting for a guy to either meet for a drink or have some fun with. Nothing was turning up. I recalled the last time I was out there. Originally, I had the same luck. That is, until I picked up signal from San Francisco. No such luck that day.
I thought about the other weapon in my arsenal. I could pull up adam4adam.com and see who was in the area. I managed to find a few sexy men to message. It was only a matter of time before one of them messaged me back. A few did, but many of them were flakes. A few of them were unattractive as soon as I saw their faces as well. I asked a few to hang out, and the ones only interested in sex, I proposed coming to my hotel. Some of the guys on Grindr offered bl*wjobs, but I was looking to get it in.
One guy was very willing to make the journey to my hotel, and he was a bottom and looked pretty sexy. I told him to come by and gave him the details. I had one failsafe. They would not be able to come up to my room without me picking them up from the lobby. If I was unsatisfied with what showed up, I could hop back in the elevator and shut the door. That’s terrible, I know, but you never know what will show up when push comes to shove.
I was doing it again. I ended a relationship and simply fell back into old habits of hooking up outside of a relationship. I wasn’t thrilled with myself, but I was giving myself a free pass while in San Francisco.
I would have to put off dinner until after my evening tryst arrived. I was hungry, but I wouldn’t have time to get dinner before he came by. When he arrived, I collected the man from the lobby. He was a good-looking Aussie.
We got up to my room and talked about where we were from and our stories. He sat on the bed and talked with me. He seemed like a pretty cool guy. He was a bit of a vagabond. I liked his traveling experience. I was envious of it.
When the moment was right, we both went in for a kiss. This was followed by LOTS of kissing. Lots! He seemed quite nervous. I was trying to get him to relax a bit. I took my time with him gently feeling his body. He was a good kisser. This was a good sign.
Slowly I began peeling off some of the many layers he was wearing until we were both naked. He had a decent body. He was skinny, but not exactly muscular and defined. The kissing became more passionate and the petting grew heavier. When we were pretty far along, I whispered in his ear, “I want to be inside you.” He responded the same sentiment, so I reached for the condom and lube I had in the nightstand drawer.
Warning: The following may be too graphic for some. Now I know I say this in a lot of posts, but this time, it may be too graphic for even those who are normally turned on by my warnings. Just be forewarned. Don’t say I didn’t tell you so!
I inserted myself inside him. He felt great. He seemed to really be enjoying himself as well. We were about two minutes in when something didn’t feel quite right. I took a whiff of the air, and immediately knew what was wrong. I looked down in horror, and it was all I could do to keep myself from vomiting all over this man.
I immediately pulled out and hustled to the bathroom. We both knew what was wrong. I tossed the condom in the trash and began scrubbing myself. I casually suggested a shower. I was trying to maintain my composure so this man wouldn’t feel worse than he already did. This was horrific, but I still had the man’s ego in the back of my mind.
He suggested I go first. I’m not sure why. All I could think about was his uncomfortable state while I showered. He made his way to the toilet and took care of himself while I washed up in the shower. When I finished, I left the bathroom so he could do whatever he needed to do.
I was still a little shaky and trying not to think about what just happened. I’d encountered this before, but never to this extent.
When he emerged from the bathroom, you could have knocked me over with a feather. He actually suggested we keep going. I was speechless. I didn’t know what to say. At this point, I no longer had the man’s feelings in mind but only my own sanity. I told him, “No. I think I’m done for the night.” He didn’t stop apologizing. “Don’t worry about it. It happens. Part of the territory,” I reassured him while he got dressed.
And then, when I didn’t think this man could surprise me any more than he already did, he suggested we grab food since he hadn’t eaten anything yet either. “No. I think I’m just going to order room service or something but thanks,” I added.
Just as he was walking out the door, my phone rang. It was San Francisco. I explained to my departing guest that I needed to take the call and gave him a wave goodbye. I couldn’t wait for him to be out of my sight so I could stop thinking about what happened.
“Helloooooo. How are you? Are you Grindring?” he said as I picked up the phone. All I could think in the back of my head was, if you only knew! I simply replied, “I’m single. I can do whatever I want.” We talked about our schedules for the week and planned a night we could grab a drink together. He suggested we meet in The Castro since I didn’t make it up there during my last visit. Once our plans were solidified, I hung up and tried to figure out what to do for dinner.
Joe’s Crab Shack was a block away and was one of the few places still open at that hour. I decided to go there. This would be the second mistake of the night, as this was the worst seafood I’d ever had. I couldn’t finish it. I was literally wiping the seasoning off the crab legs with paper towels, and I still could barely tolerate them.
If this was a sign of what was to come from my San Francisco trip, I was going to lock myself in my hotel room when I wasn’t at work. The positive was, it certainly couldn’t get much worse…
Follow @onegayatatimeJuggling Act
Posted by One Gay at a Time in Gay Dating on February 27, 2012
Over the course of time, I began talking to a guy who’d been in and out of my life for almost a year. I think I started talking to him on Grindr first. We then found each other on adam4adam.com. Finally, we became Facebook friends.
You would think with all this contact, we’d be best friends or lovers by now, but that wasn’t the case. Whenever I was between guys I was dating, I would once again hit him up. He was very attractive and seemed to have a very level head on his shoulders. I really wanted to get to know him better, but I got the feeling I was going to have to pursue this one. I wasn’t going to win him over overnight.
For some reason, this time around was a little different. He was much more receptive to my advances. When the conversation would die down, I would prod him about losing interest. He would deny it and pay a lot of attention to me. He was constantly asking for me to send him pictures of myself and sending me compliments. It was nice to have a man tell me I was attractive.
We spent many evenings chatting on a4a and Facebook. I got to know a lot about his sexual side through those conversations. They would start innocently enough about our typical lives and somehow they’d always segue into our sex lives/desires. I was okay with this because I wanted a good man with a healthy sexual appetite. This was something I’d come to learn as of late. I needed to stop sacrificing good sex for a decent guy. I needed both.
I was also trying to juggle him in with the other guys on my roster. It is always such a challenge to get gay men to commit to anything. They never seem to want to be locked down to anything. I would schedule a date, and sure enough they’d always cancel or postpone. I was really getting tired of flakes running my social life. When my Friday night date cancelled, I tried to see if he was free for a drink.
I wasn’t able to meet him when he was free. He already had plans to go to Sugarland, a gay club in Brooklyn with a friend. He reported to me about his night with texts and pictures. Apparently he wasn’t having the best time and told me it was “Indian night.” Not his cup of tea. Since we couldn’t meet on Friday, we agreed to try for Saturday night.
It was going to be tough however. I was supposed to be attending my sister’s birthday gathering at a local bar. He had plans to go into the city. We agreed to try to meet up later, but who knew if that would come to fruition. He said, “I may head into the city, but we’ll both probably be out late… Let’s keep in touch and see where we are at later.” Of course, we’d never find each other that night. He still insists he sent me text messages to meet up, but I never received them.
Instead, when I got home, I texted my new “friend with benefits” to come by. I even volunteered to let him spend the night so he wouldn’t have to walk in the cold. He agreed and came by.
We had a great night together. He was really a passionate lover. It’s too bad he was so old. Instead, we’d simply just take care of each other’s physical needs.
At 6am, we woke and fooled around some more. Again, we never had sex because we are both tops, but he did mention the possibly of bottoming for me in the future.
At 8:30, he left to go home to get ready for church. I stayed in my bed and went back to sleep.
When I woke up later, I told him and my new southern friend about my upcoming work trip and how I really wanted to meet them before I went away. The southerner had to pass because he was helping move a good friend into her apartment. We agreed to grab dinner Monday, Martin Luther King Day in the evening. Hopefully this date would finally come to fruition…
Follow @onegayatatimeDeep Pockets
Posted by One Gay at a Time in Gay Dating on February 16, 2012
Since deciding to end things with Smiles, I’d already been on one date and had one hookup. I certainly hit the ground running. I felt slightly guilty all this was going on before we even had the chance to formally end things, but then again, things never really formally began between us.
I wasn’t wasting any time either. I had been talking to a really nice guy on adam4adam.com and set up a date to grab drinks with him after work Friday evening. It was a bit awkward because this was truly a blind date.
He had two pictures on a4a, but neither was clear and one didn’t include a face. When I asked him to send me a better face picture, he told me he didn’t like taking pictures of himself. Of course a red flag raised in my mind, but I had nothing to lose either. If I arrived and the guy was unacceptable, I was right next to the Port Authority bus terminal. I would be home in no time with little of my time wasted.
We agreed to grab drinks at Arriba Arriba in Hell’s Kitchen. It was conveniently located between his apartment and my office, and like I said, it wasn’t far from my transportation hub to go home.
As I left my office and began walking north, I was quite nervous. I’d never been on a true blind date before. I’d at least seen pictures of their faces, but this time I had no idea what he looked like. I joked with him, “Not gonna lie. Not sure what you look like… Haha.” It didn’t take him to respond: “Sorry mate. Don’t like taking pictures of myself. We will find each other… haha. You can ask me to leave once you see me and how ugly I am. Lol.” I didn’t care all that much at this point for the picture. I was already going in blind. I replied, “No apologies needed. Just tellin’ ya you’re gonna have to find me…”
I waited for him on the street corner. I put that time in a good location to good use. I surfed Grindr in HK for any new prospects. I know some may say that is classless considering I was waiting for a date, but I’m not in HK all that often anymore, and there is more talent in that neighborhood than where I work. He finally arrived and approached me. I asked how his trek to HK was, and we went inside to find a table.
When we learned we could only stand at the bar since we weren’t ordering food, we decided to go elsewhere. I was at a bit of a loss because I hadn’t been in the neighborhood for some time. I didn’t know of a good place for us to go for a drink. Luckily, this guy was good on his feet. He suggested Eatery, and we were off.
We grabbed a seat at the bar and ordered a few rounds of drinks. We chatted for a long time about a myriad of things. The whole time, he kept his ball-cap on. Beyond the fact that he should know it’s bad manners, especially since he was an older gentleman, I was also worried there may be no hair under there. I’m not shallow, and looks are not everything to me. But, if he was balding without shaving his head, I wasn’t sure I could deal with that. (Smiles shaved his head and I was obviously okay with that).
We talked about our upbringings. He lived a bicoastal lifestyle, living in California and South Carolina. He also was shipped off to boarding school in Switzerland, where his grandparents lived. I grew up on a farm and went to public school. We had quite the education/socio-economic divide before. This is one thing I‘m not sure I am capable of getting past. I’m sure if it was the right guy, I could handle him coming from wealth, but it’s something that makes me quite uneasy. He came from money, and a lot of it.
I also learned he leads a very lavish lifestyle. He told me about his plans to purchase a house in Barcelona. He’d recently traveled there to scope out some places. He also told me about the $200,000.00 loan he gave a friend and was never paid back because the friend died and left his only possession, his apartment, to someone else. He told me about his lavish trips to the Caribbean islands recently. The list goes on.
Ironically enough, he wasn’t talking about all these because he was trying to impress me (Or at least it didn’t come off that way, which is fine). It simply came up in conversation or I coaxed them out with questions. I just felt uncomfortable with our socio-economic differences. I don’t really aspire to the position of kept man. I want someone who will share the financial burdens with me equally. I know a lot of people would love to find someone rich to marry, but money means very little to me when it comes to love. I think like I would constantly feel like less of a man if I had everything provided for me constantly, and I contributed far less to the relationship. Maybe this is something I will learn to get over in time, but for now, it makes me uneasy.
I learned how he continued to build his wealth and his professional relationship with a family in Canada. He told me about all the businesses he was involved in, and I started to worry he was another Smiles — Too much on his plate to commit to a real relationship. I also learned he wasn’t out to many people in his life, even after he’d been in a nine-year relationship with a man who left his wife for him. It ended when the man cheated on him while he was away on business. I wasn’t sure how I felt about him still being in the closet. He’d experienced too much and was far too old to still be in denial of his true self. I wasn’t sure I wanted a “project” at that age.
Drinks quickly turned into dinner. We stayed at the bar and made friends with the waitress. She was super sweet and very interested in chatting with us. Over our meal, we conversed more, and I learned we share a lot of the same morals and interests. We had similar outlooks in life.
He also became much more physical as the night progressed. He constantly had his hand on my leg rubbing my thighs and caressing the back of my knee. I started to do the same. Periodically, he would stand and give me a big ol’ bear hug. It was sweet. I liked knowing he was a passionate physical man. I needed that after Smiles constant distance.
Six hours later, we were ready to leave the bar. He decided to walk me to the bus. I thought when we exited the restaurant we’d exchange a kiss and go our separate ways. He was a true gentleman and walked me to the Port Authority. Not only that, but he walked me to my gate to wait for my bus and stood there waiting with me. It was midnight, and he was being a total sweetheart. He stood anxiously next to me as if he didn’t know what to do or how to close the date. He wasn’t really out, so I had a feeling a goodnight kiss in front of a large group of strangers was out of the question. When my bus arrived, he said goodbye and we agreed to be in touch.
As I rode home from the date, I wasn’t entirely sure what I thought of him. He became more attractive as the night went on, but I wasn’t sure if that was his personality or the alcohol stepping in for average looks.
I had a lot to think about. It was clear to me he was interested in me. The next day, he texted to see if I was interested in catching a movie that evening. I told him I had plans to hang with friends locally, but if they fell through, I’d let him know. When I decided to keep my plans, I texted him to let him know. He wasn’t all that concerned considering he had hopped on a flight to Boston to hang out with friends and go to a party. Yup, hopped on a flight that day. He obviously didn’t have a planned flight considering he asked me to go to the movies — Unless he was planning to fly me to Boston to do so…
That night, while out with my friends, I called Boston. He told me some of his new exciting war stories, and I told him of my trepidations about Deep Pockets. He told me I was nuts to write him off based on financial differences, so I decided to see where things went over the next week or so.
We texted a few times more, but interest wasn’t strong on either end as the text messages slowly came to an end. I was on to the next prospect…
Follow @onegayatatimePut Me In Coach
Posted by One Gay at a Time in Gay Dating on February 13, 2012
It was obvious things were strained between Smiles and I. For quite some time, our relationship was on the decline. He was distant, closed off, and not very engaged, and I wasn’t happy.
I tried to stick it out with him. I tried being patient and understanding. He was a good guy, and I could see there was a great guy under all this. But, I had reached my limit. I knew I deserved better. It was time to move on.
Wednesday passed without communication from Smiles, so I sent him a text in the middle of the afternoon. “It’s apparent you’re trying to put distance between us. Can you possibly find time to discuss things with me in person? Thanks,” I typed.
He responded ten minutes later with: “I can this weekend. I’m up at 5:30 and in bed at 12:30 and not a lot of time in between. This weekend will be a littler better but not much. I will make something work though.”
Wow! It was all I could do to restrain myself from responding, “Thanks for squeezing me in!” How could he!? After three months of dating, he couldn’t sacrifice a gym session to take the time to talk to me like a man. What a coward! It was completely disrespectful and painted a clear picture of Smiles’ true feeling for me. I doubt he ever truly cared for me. He simply enjoyed not being lonely.
I’m no one’s lap dog. I was back in the game. In my mind, we were all but broken up. It was inevitable. There was no coming back from this, especially since the relationship wasn’t the strongest to begin with. I’d been through yet another failed relationship with a man who simply wasn’t that into me. My confidence was pretty much shot. What was it about me they couldn’t seem to embrace? I’m not pathetic enough to say what was I doing wrong, but I also knew I may be something to turn these men off.
Regardless, I was back in the game. I needed to put myself back out there. Some people would argue I needed some time to be single and to figure myself out, but I know myself well enough. I didn’t need time to heal from this one. I did need to have some fun. It’d been a long time since I had passionate active sex, and I was hungry for it.
After my last breakup, I went wild over the summer. I hooked up with a lot of guys and expanded my sexual horizons. It was both a good thing and a bad thing. I didn’t want to go back to my old ways. I already learned how unfulfilling it was. There was no need to repeat old mistakes. But I wasn’t going to completely limit myself. I was “single” for all intents and purposes.
I had been talking to a Latino on Grindr for a bit of time. He seemed like a really nice guy, and we had a lot in common. Latinos aren’t really my type, but I’m an equal opportunity dater. N was of Latino background, and we got along well enough in the beginning.
We set a date for Thursday night to grab a drink at a local Hoboken bar, Trinity. He lived in neighboring Jersey City, and I convinced him to drive over since I didn’t have a car — It was a bit cold for the motorcycle.
He arrived before me, and found a spot in the corner of the bar. It was a good spot since we could talk without a large crowd of spectators. I shook his hand and introduced myself. He did the same, and I immediately recognized an accent of some sort. I asked him where he is from.
He told me of his roots in Venezuela and asked about my upbringing. I told him about my time growing up on the farm and how I came to live in the shadow of New York City.
We’d learned about our shared interest in volleyball and talked about that for some time. He was much more of an amateur than myself, but it was nice to find someone who had an interest in it.
We somehow got on the subject of coming out and families. He told me he’d been out of the closet since he was eighteen. He asked when I came out, and I proudly told him I was fresh and new. I told him I’d only come out about a year and a half ago. The expression of shock and disappointment on his face said it all. I knew the date was a failure. We chatted a bit about it, and I could tell he was not thrilled with the idea of my being a “new gay.” I tried to explain to him I wasn’t new. On the timeline, it may seem short, but I did a lot in that short period of time. I grew in leaps and bounds and had relationships of all sorts with varied men. For the first time in my life, I was trying to vaguely paint myself as a recovering whore.
When I think back about this, it was a dumb idea. If it was something that bothered him, I should have accepted that and moved on. I didn’t need to end the date then and there, but I shouldn’t have tried so hard so early to be what he wanted. I should have just been myself. This may be why I get involved with men that aren’t truly interested in me.
Somehow our discussion morphed into the topic of sex with women. He’d never been with a woman, but I have. I was just adding water to the fire with every sentence. We talked about the local gay dating ring, Grindr and the like. It was an interesting conversation, as we the entire date, but I doubted there would be a second.
When we finished that drink, I paid the bill and offered to walk him to his car. When we got there, I went in for a kiss. It was pretty bad. We pretty much crashed into each other with a forceful peck. I’m not sure why I kissed him if I wasn’t all that interested in him. I think it’s because I’ve been out of the game for some time, and I just felt like it was what I was supposed to do.
As I walked home, I checked my phone to find out one of the guys I’d met from Grindr months ago was moving to Hoboken. We’d been in touch sporadically since we originally met. He was just coming off a really rough breakup, and I was just starting things off with Smiles. I met him in hopes of making a new gay friend. I needed those as much as I needed lovers. He’d invited me to go out a few times, but I was never able to due to other plans. Now we’d be neighbors, and hanging out would be much easier. I was just what I needed to come back into my life at that moment.
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 