Posts Tagged potential

Equilibrium

After our week in the “country” house, as CK liked to call it, it was time to utilize our city abode. It was in no shape, however, to be lived in. Sure, the new bed was delivered, the delivery of which was a bit of contention between us, but the bed was surrounded by towers of boxes.

The day the bed was delivered followed a week straight with CK. There were errands I needed to take care of I never got to do when we were together. Because of this, I dropped CK off for the bus and told him I would meet him in the city later. I was trying to be productive with my time, rather than waiting for the bed to be delivered with him. Looking back, we probably should have just done them together, but at the time, I didn’t want to subject him to my boring burdens.

We were both eating dinner when I cooked at my place, so there’s no reason I should feel guilty dragging him to the grocery store. Going forward, I learned to shed that guilt quite easily. But on the flip side, this meant I would be going to the grocery store with him on the other side of the river. That seemed like a much better arrangement. I was beginning to resent that I had to do the responsible duties while he had all the fun, but that wasn’t fair to him. He never turned me down when I asked him to help me, but in reality, I never asked him in the first place. I couldn’t resent him if I didn’t give him the chance to delight me. There were lots of not exciting things we would both need to do, like cleaning our apartments, that while not fun at all, they could be completed much faster with both our efforts in tandem. Our lives were blending together, and I loved it. It wasn’t smooth, but I loved it.

On the flip side, since we were spending so much time together, I was finding it hard to make the time to work out. My body was paying the price, and as a result, my self-esteem plummeted even lower. I needed to start running again. I needed to get back in the gym and start lifting again.

This posed the challenge of a delicate situation. CK proposed that we work out together. I knew I was a far better runner than CK was. That’s not a dig against him at all, but put simply, I ran cross-country in high school and swam in college. In order for me to get results from my workouts, I needed to push myself, and I needed to push myself hard! I wouldn’t be able to do that if I was holding back to run at CK’s pace. I didn’t want to insult him or his abilities, but I wasn’t sure this was something we’d be able to integrate.

Regardless of this, I decided to make an effort to give it a shot. When I told CK I wanted to go for a run one night, he wanted to join me. We both got ready and walked over to the west bank of the Hudson to run along the trail. As I predicted, we clocked a pace much less effective than I was hoping. I decided I needed to speak up. I was met with the response I had dreaded. He took insult to my comments that I needed to run faster. I didn’t know any way to navigate this without creating a conflict. He took it personally that I was insinuating he was holding me back.

As a result, he played the role of the martyr and told me to take off. The result of running at our own pace was what I was hoping for, but the hurt feelings and passive-aggressive response was exactly what I was hoping to avoid. I tried to talk to him about it to make it a discussion so there would be no hurt feelings, but he wanted none of it. He’d rather I just go, so that’s what I did.

While I ran, I thought about how to deal with the fallout of this. It made sense to me that we work out together, but we needed to do it in a way that benefited us both. I was going to resent it if I wasn’t getting the full potential out of the workout, and that benefits no one. That’s when I came up with a solution:

When we ran together, we would start out together at a warm-up pace. When I was sufficiently warmed up, I would pick up the pace and run ahead of him. When I felt I was half way through the workout, I would turn around and pick him up on the way back. When I overtook him, I would slow down to a cool down pace. I thought it the perfect solution.

It’s also basically what we were doing. When I turned around, I quickly came to find myself right behind him. As we ran, I proposed this new idea, but he still wasn’t having any part of it. I realized I was in a losing battle, and this would have to be addressed later when his ego healed.

Working out in the gym was also a whole other battle. When I go to the gym I like to be by myself. I do not treat it as a social excursion. I am there to work out and go home. I don’t even like spotting someone when they ask me for help. I resent it because I am there for my workout, not theirs. I don’t ask anyone else to spot me. I am not a trainer or an employee. Why should I be “working” at the gym? I know this sounds very antisocial, and that’s exactly what it is. I’m not the biggest fan of lifting. I see it as a necessary evil. I want to get in and out of there as quickly as possible.

When CK asked me to lift with him all the time, I was very hesitant. I loved him, but I was so used to lifting by myself. I knew if we did this together, I would get cranky, and it would start a fight. I was trying to save us from that. I also liked to go to the gym during my lunch break at work, so when he would ask me to hit the gym with him in the morning or the evening, I wouldn’t want to. I would want to use that time for far more fun things.

It was going to be a delicate balance, trying to integrate our lives, but eventually we would find equilibrium. Both sides would have to make sacrifices and concessions, but both sides would benefit from each other as well. Needless to say, CK was the first guy I’d gone to these steps with. It was new territory for me, but it was certainly exciting as well!

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Southern Hospitality

After my lukewarm date with the doctor, I was ready to get back out there in search for a man.

I’m happy to report, which I’m sure some of you may have suspected otherwise, I was doing a great job of staying off Grindr. Granted, it was a short period of time, but I was thoroughly proud of myself. I felt like I’d joined GA. Every day not having meaningless sex was another day of Grindr sobriety.

Tuesday after work, I arranged another date with Southern Drawl. The last date was a bit crazy. Footsie under the table. Shenanigans in the bathroom. I was curious if he’d be able to behave this time or would he be looking for another quick trip to the bathroom.

We texted during the day to lock things down. I proposed The Breslin. I’d always loved their food, their drinks and their ambiance. He shot the idea down because he said the place was always full of hipsters. I had always been a fan of Sala 19 in the Flatiron District, so I proposed we go there for dinner. It worked out well because it was halfway between our offices. He agreed.

I had to wait at work for him to finish. When he did, I made my way south to meet him. I met him on the street corner, and we walked to the restaurant.

Dinner was very nice. He was well-behaved, and the conversation was good. I told him about my allergist appointment, and he told me about his day. We talked frankly about our last date. We discussed what went on. I learned he’d never done anything like that before. I was also learning about the guys he’d dated since living in New York City. When we originally spoke on the phone, I was under the impression he was new to the gay world. I thought he’d never really dated anyone before. Now, I was learning about all the guys he dated in NYC, as well as the guy he dated through college that he said I so strongly reminded him of and resembled. It was a bit unsettling.

In the middle of dinner, he told me he’d ended things with the guy he was seeing. He explained they’d only been seeing each other for two weeks, and things were never that strong. When I probed him to ask if he left the other guy because he met me or if he did it because he wasn’t satisfied with the previous guy, he told me it was the latter, but part of it was also due to meeting me. A big red flag went off in my head. Would he leave me for a better model?

I still wasn’t sure about him. I liked talking to him. I liked being with him. He was smart. He was nice. He wasn’t flamboyant, however, I wondered if maybe he was too “straight.” He was a bit homophobic. I’m not the most open about my sexuality. I’m not out to everyone at work. I don’t openly advertise my sexuality. However, if he wasn’t comfortable with himself, how could we be comfortable with each other. I couldn’t be sure about him. Was he right for me? I had no idea. Only more time could tell. I was keeping a distance as we moved forward. We had a connection, but was it strong enough to last? Was it what I wanted?

In our conversations, his southern entitlement shined through. It was an incredible turnoff. Where was the southern charm I’d seen so many times in movies. When I think of the ideal man, I think of Matthew McConaughey. He definitely has an ego and self-confidence, but he also exudes charm and sexuality. His confidence is not in your face, and he seems down-to-earth. Southern Drawl fit the other Hollywood archetype — The Southern plantation owner. He had an air or superiority that was hard to swallow. Many times, he laughed off these comments, making them seem like a joke, but I wondered if there was really something deep down that was more genuine. I wasn’t ready to date a snob. That $hit wouldn’t fly with me. I wasn’t going to let him get away with it, and I’d already started calling him on it.

When we finished eating, we split the bill and walked north to the PATH station. I said goodbye to him ont he street with barely a hug. He was uncomfortable exchanging a kiss with me in front of a city of strangers. I wasn’t thrilled by that.

On my ride home, I questioned why I was continuing to see Southern Drawl. He was definitely interested in me, and I was still intrigued by him. I wasn’t ready to write him off just yet, but I didn’t see a lot of promise or potential. I would continue to see other men and continue to see him until I was ready to make a definitive decision.

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House Call with the Good Doctor

In a strike of luck, in terms of my desire to turn my dating/sex life around, the timing of a family trip could not have been better planned. My parents, my sister and I were heading to Virginia to visit my aunt, uncle and cousins. The purpose of the trip was to see the cherry blossoms in Washington DC.

It was a fun trip. I got to see my cousins’ girlfriends and their children, many of which for the first time. Even though the cherry blossoms had already fallen due to an early bloom, it was still nice to get away and relax.

While driving back to New Jersey with my sister, I began attempting to line up dates with all the guys I’d been talking to before I left. As far as going on dates, the trip came at a bad time because it put a roadblock in the momentum. I kept up with the texts from the southern boy I’d gone on one date with so far. We were trying to line up a second date, as well as a few first dates with some other men I’d chatted with.

I got back to town on a Monday afternoon and tried to dive right into the dating. One of the guys I’d been chatting with was a doctor I met on Grindr. We exchanged pictures. He was very good-looking, very well-spoken and very charming. His response to my picture was, “Matthew McConaughey party of one?!” I was incredibly flattered, and suggested he consult with an optometrist friend. Although he had some promise, I wasn’t all that excited to meet him. I was going in with an open mind, but the fact that he was a doctor was somewhat of a turnoff. He would have no time for me, and I have come to realize I need someone who will be around and spend time with me.

We texted back and forth to nail down plans. As the workday was ending, I asked him what he wanted to do. He responded, telling me, “I honestly feel like I need a quiet night in. A bit drained here but would definitely like to have you over for drinks and conversation if you are up for that?” It was a bit unconventional, but I told him I was game. He gave me his address, and we set a time at 9:00pm.

I made my way into the city, bottle of red wine in hand, and walked to his apartment. I called Boston, and he shocked me by picking up. I wanted to hear how his birthday went and catch up. He further shocked me with a story involving an on-duty officer and himself that made me so proud. It was nice to hear Boston letting loose.

As I walked up to his apartment, I hung up with Boston. He lived in a very nice building. He answered the door, and we exchanged hugs. He had a gorgeous place. I came in and made myself comfortable on the couch while he opened the bottle. I felt quite overdressed when I noticed him in sweatpants and a t-shirt. I was jealous. I removed my shoes and sat Indian-style on the couch.

He was far more attractive than his pictures. His tight t-shirt showed off his chiseled body, and his face and smile looked very similar to Taye Diggs. I was slightly mesmerized.

It wasn’t long after we began talking that he let his guard down. The flamboyance came bubbling up, and it was really turning me off. I immediately lost my attraction for him. I could see us being friends, but I could never date someone like that.

We sat on opposite ends the couch talking the whole time. I learned about his job and what he does in his free time (which wasn’t much since he didn’t have much of it). He told me his specialty, and that dominated a majority of the conversation from then on out. Ironically, his specialty was relevant to me, and we got on the topic of safe sex and HIV for over and hour. It was incredibly educational on two levels. I learned a few things about HIV transmission and the disease itself, and I learned how little I know about the stuff I was so cavalier about days prior. I thoroughly enjoyed our talk, but I wasn’t attracted to him as a potential man to date. I would, however, love to keep him around as a friend.

It was late, and I needed to go home. He needed to go to bed. He walked me to the door, and I said goodbye with a kiss. He pulled back and made a comment on how he wished he’d only done that sooner. He really liked it and came back in for more. He was a good kisser too. I walked to the PATH and then walked home, and it took me a while to get there.

The next morning I noticed a text from the doc. “Off to sleep here, but just wanted to say thanks for an awesome date! I really had a great time meeting you.” I apologized for my lack of response and told him I was at the allergist to getting poked with various things to find my allergies. We exchanged small talk on the subject, and the conversation fizzled out. That was the last I’ve heard from the good doctor…

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Something We Should Discuss

Things with Middle Eastern certainly weren’t leaving us holding hands skipping down the beach. I really liked him, but I never really saw the potential for a strong relationship with him. I would like to think I wasn’t leading him on. I would like to think he was well aware we were casual and enjoying each other’s company. But, who could be sure what’s going through someone else’s head?

I invited him to come over for dinner Tuesday night after work. A part of me was horny, and he is really great in bed. Another part of me wanted his companionship — Just someone to watch TV with and cuddle. He was in class and would come by a little later. This worked out because it would allow me time to make us food.

When he arrived, we immediately went into my bedroom and fooled around. We didn’t have sex, but there was a lot of kissing and groping and cuddling. He told me about his day, and I got him caught up on what was going on in my life since I’d last seen him. When we had our fill, I tossed him a pair of my shorts to put on, and we made our way back out to the living room to eat and watch TV. I learned he’d already eaten, and I made a plate for myself, and we sat on the couch watching TV.

When my roommates made their way to bed, and it was getting later, I turned off the TV and led M.E. to my bedroom. We hopped into bed and watched some more TV before we were no longer watching because other desires took over. Warning: The following may be too graphic for some. The kissing and heavy petting led to stronger desires. I grabbed a condom and lube, and we went at it. It was extra passionate this time, We were thoroughly enjoying each other. We went through many permutations of positions. Every one was better than the last. His body felt amazing, and he seemed to really be enjoying it.

I was disappointed he never finished with me, but I fully understood. I’m not quite sure he did. “I don’t know how to explain it. It’s like I have a full-body experience, but I never cum,” he expressed. I told him I knew exactly what he meant. I never brought it up myself, because I knew that was the exact opposite of a solution. In all the times I’d been with him, he never finished. He told me it was nearly impossible for him to accomplish after I penetrated him. We both went to bed that night without finishing. The sex was so great I didn’t feel the need to finish myself off. I was also hoping for some morning nookie, so I knew I would be hornier if I left it til the morning.

In the middle of the night, he did something that woke me up. I glanced at the clock and saw it was nearly four am. He began grinding against me and grabbing hold of my member. He was massaging his backside with it. When I woke, I began to engage in this activity as well. I was grinding on him until all of a sudden I found myself inside him. It was pure bliss. We both enjoyed this in the spooning position for some time before finally withdrawing and going back to sleep.

In the morning, we woke to the sound of my alarm. I had to go to work. He didn’t have any obligations that morning. As I predicted, I woke up hornier than ever. The middle of the night sex had my engine revving extra hard. We engaged in a lot of foreplay. I started orally pleasuring his backside before climbing on top of him and penetrating him once again.

This time, I did not reach for the condom. I know this isn’t the smartest. I let passion get the better of me. In the back of my mind, I trusted him. I didn’t think he was having sex with anyone else. I also know I’d done a lot to make sure I was protected with all the sex I’d recently engaged in. I had no signs of an STD and no reason to believe I contracted HIV.

We let out synchronic moans of pleasure. It felt amazing. We had lots of sex before he needed to take a break. He caught his breath as we exchanged how much we enjoyed sex together. When he was good again. He laid on his back while I lifted his legs up on my shoulders. I enjoyed looking into his eyes and kissing him while we had sex. He was pretty amazing in bed, and I loved his passion. We stopped when he needed a break again.

I didn’t want to be late, but I still wanted to continue the fun. We hopped in the shower and bathed every inch of each other’s bodies. I was still incredibly horny, and I knew I wouldn’t be able to concentrate at work if I didn’t finish. I tossed him down on my bed and pulled his towel off. We got right back into it for a bit before I withdrew and finished myself off. He was thrilled. He really enjoyed all of it, but I could see there was something else going on there. I knew we didn’t discuss the lack of protection, and it needed to be brought up. I was in a rush to get to the PATH to go to work, so I made a mental note to call him later to discuss.

He gave me a ride to the PATH, and I kissed him goodbye. When I got to the other side of the river, I’d received a text from him expressing his concern. He wasn’t worried, but he just wanted to discuss it. I explained to him I too had been meaning to bring it up, and I’m glad he did. I told him I’d always used protection with anyone else I’d been with, and he needn’t worry. I told him I trusted him, and after it happened in the middle of the night, I let my guard down about it in the morning. I told him I was going to get tested in the next few days so both of us could be certain he had nothing to worry about, and he told me he planned to go as well. He told me the last time he had been tested, and I told him mine. I had a strong feeling I had nothing to worry about with him, so scheduling a test felt more routine than anything. He’s a bit younger, so I’m sure he was worrying a bit more. I wanted to be sure to get results as soon as possible so I could give him peace of mind.

He was a good kid, and I really enjoyed being with him. I never wanted to do anything to hurt him. After we chatted over text, he told me he felt a lot better and wasn’t so worried. I apologized for putting him in that situation, and I told him we should discuss things after we both got our results back. I found it to be a very healthy conversation we probably should have had earlier, but I was happy we had it.

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Southern Drawl

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…

During my week off from work, I was laying in my bed on Grindr on my tablet. Much to my surprise, the southern guy from OKCupid I connected so well with over the phone popped up. Last I heard from him, he was seeing some guy. That was the reason he gave me for never following through to meet up with me. I wasn’t exactly thrilled with how it all went down. I left a really bad taste in my mouth. I really didn’t want to ever give him a chance, but I was constantly drawn to how well we hit it off when we talked on the phone.

I messaged him, “Well, look who it is!” He responded, and we began chatting a bit. He asked how I was and started getting a bit flirtatious. I told him I was well and pointed out his flirting would not work on me. He’d already turned me off by shooting me down. I detailed for him all the advances I made on him and pointed out how he never even took the time to meet me.

He pulled out the excuse that he wasn’t looking to meet someone else — It just happened. He kept trying to get pictures out of me. I told him I was not looking for sex, especially from him. I pointed out that if he wanted to grab a drink as friends, I would be down, but I wasn’t going to send him pix and do the whole Grindr flirting thing.

I’m not proud of this, but I had an internal conflict in my head. Part of me wanted to steal him away from the guy he was currently seeing. Another part of me wanted to make him fall for me and then dump him. I’m not that kind of vindictive guy, but I have to admit, the thought crossed my mind.

I decided then and there to form a game-plan. I was going to present myself as I am. I wasn’t going to try too hard or be someone I wasn’t, i.e. someone he wanted. I was just going to display my best self. If he happened to choose to go on a date with me, that was his choice, not mine. We exchanged pictures, none of which showed the goods. This is what really seemed to reel him in. He was certainly responding to visual stimuli. He really started getting chatty. I’d already learned he was still seeing someone, but he let it slip that it wasn’t the person he was going on the date with when he dropped me like a bad habit. I called him out for not calling me when things ended with the first guy. I put it all on him. I was running him through a guilt gauntlet. I made myself quite a prize for him to attain. Now, I had his attention. I wasn’t going to chase him. I set the bait, and he was going to chase me.

After more flirting and exchanging of pictures, we made plans to grab drinks after work Monday evening. We agreed upon Chelsea Manor, but when I arrived there, it was closed. He met me shortly thereafter, and we began to walk to find a bar to go to. I met him on the street with a very awkward handshake. He seemed very aloof. I had a feeling this was going to be an awful date!

We found a bar nearby, The Guilty Goose, and sat in the front window drinking a few rounds of beers. I quickly learned how homophobic he was. I’m a fan of guys who aren’t into the scene, but he was so far removed. It was alarming. He wouldn’t even walk through the “gay part” of Chelsea. I wasn’t asking him to go to a gay bar, but that was the neighborhood between his office and mine. There were plenty of places to go that weren’t gay bars.

We chatted over our beers and kinda hit it off once again. After three rounds, he asked if I was hungry, and we decided to grab dinner together. He knew of a good Thai place nearby, so we went there. We ordered a bottle of wine and our food. We didn’t need the bottle of wine. I could tell he was getting quite intoxicated. I was still pretty lucid, but I didn’t want to be drinking that much on a Monday night.

He started getting very flirtatious and sexual. At one point he removed his shoe and began massaging my crotch. I was wondering how the guy he was dating would feel about this. I wasn’t going to move things across the line, but if he did, I wasn’t going to stop him. Some other guy stole him away from me when I was trying to court him. It wouldn’t be my fault if he came to me while seeing someone else. I will say, I egged him on a little by unzipping my pants and offering a challenge to his dexterity. He wasn’t able to maneuver his foot into the opening. Then he tried using his hand, reaching far under the table. When I felt the waitress noticed the under the table horseplay, I got embarrassed and told him to put his shoe back on.

We paid our bill and made our way toward the PATH for me to go home. Apparently, he wasn’t done with me. “I’m really enjoying hanging out with you. Let’s grab another drink.” My goal for the first night was to set the bait, not to win him over. I was very cautious with him. He seemed like a wanderer. I didn’t want to take things too fast with him. He was going to have some decisions to make, and I didn’t want to force his hand with excitement. I wanted him to have the time to choose.

We plopped down at the bar at Jake’s Saloon and ordered a round. He placed his hand in my crotch and began groping me a little. I was getting drunk, so I upped the ante slightly. I put my hand down his pants and began groping him as well. He was making an attempt to do the same with me when I stopped him. He wasn’t very good at not being obvious. That’s when my mind began to develop a plan. I suggested we casually use the bathroom. I would go, and he would follow one minute behind. I wasn’t looking to have sex. I was simply thinking a little making out with some heavy petting.

I went into the bathroom stall, and he followed close behind. He began kissing me and unzipped my pants. He suggested “you show me yours, I’ll show you mine.” We both stood there with our manhood in our hands when he bent down and began licking the tip of mine. It was time to go. I did not want the bartender walking in on us. We put the boys away, zipped up and casually walked back to the bar.

We finished our beers and made our way for the door. I was saying goodbye to him outside the bar because we would be heading in separate directions. I brought up how he was seeing someone else, and I didn’t want to get involved with someone who was involved with someone else. Better judgment was kicking in. I was noticing how his wandering eye would be a problem. If he was willing to dump his current guy for a better model, who’s to say he wouldn’t do the same to me. I was proceeding very cautiously. He assured me things with the other guy were already on their way out. He’d had doubts before even meeting up with me. He wasn’t willing to really kiss me, and when I called him on it, his inhibitions dropped a bit. We kissed a lot. I told him he needs to shape up if he wanted to pursue anything with me. Outside all the sexual flirtations, we really did click. We shared a lot in common and the conversation was good. I wasn’t thrilled he was so southern, but I’m sure that would be something I could get over.

There was potential here, but like I said, I was proceeding with caution. He was far from perfect, but I did like him. This wasn’t simply a game of cat and mouse. This was the first time I truly played the game with purpose, but he was the end goal. Only time would tell if anything meaningful would blossom…

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Chelsea Comes to Hoboken

My Friday off was certainly an eventful one. I spent the better portion of the afternoon planning and participating in my first real threesome. I was already starting to judge myself and question all my recent behavior. A large part of me knew this was not who I was. I was completely acting out, but another part of me realized these were my gay “formidable years.” I never hooked up with guys in college while all my male friends were taking girls home from the bar. This was my wild time. Basically, I was giving myself license to have emotionless sex for sport.

That being said, I was still searching for the guy who would get me off Grindr and be the reason to settle down. I’d already gone on one good date with Chelsea. He asked what my plans were for the evening. I told him I had none since I had the day off, and he asked if we could do something together. I didn’t feel like doing anything crazy or going out, so I requested a lazy night in and suggested he come to my place. “Cuddle night?” he replied. “Definitely,” I said.

I still felt a little disgusted with myself for my afternoon behavior, but I also hoped maybe he could help distract me. He would certainly be something to get my mind off it. I took all my sheets off my bed and threw them in the washing machine. I hopped in the shower once again. I needed a cleanse.

I texted him back and told him I would make us dinner, and we could watch a movie. He agreed that sounded like a great idea, but he told me he’d already eaten. I made myself something quick before he came over.

“Do I have to come back to NYC late by myself?” he added. I told him he could certainly spend the night. In fact, I would very much enjoy that. He tried to convince me to come into the city, but I wasn’t about to budge. I’d already done one date in his neighborhood. I didn’t want to go into the city that evening since I wasn’t already there for work. He painted a better picture of what I was asking him to do: “Mind you, I don’t even go see my friends in Brooklyn. So this better be scoring me some hefty points! Haha! LMAO. You can ask my friends how much of a NYC snob I am. I’m like who? What? Why? Do I need a passport? And does Jet Blue fly there?” I quickly responded, “This isn’t my first rodeo. You’re not the first guy I’ve stolen out of the city.” Every guy I’ve convinced to come over to Hoboken has fallen in love with it and become an advocate. I am slowly introducing the NYC gay community to the great city of Hoboken one gay at a time :).

He agreed to stay over, as long as we agreed to behave. I told him I had no problem with that, and I appreciated him wanting to take things slow. I was very surprised by this, considering we met on Grindr, and I learned he’d done the hookup thing more than a handful of times.

When he arrived, I got him some comfortable clothes to wear, and we settled in on the couch with a few refreshments. We went through the guide trying to find a movie to watch. Finally, we settled on Drive, with Ryan Gosling. We laid on the couch with him in my arms the entire film. It was nice to snuggle with a man. It was very romantic. We both thoroughly enjoyed the movie, and when it was over, it was decently late. We decided to head to bed.

I found it adorable he didn’t take his shorts and shirt off when we went to bed. I don’t exactly sleep naked, but I have a hard time sleeping with clothes on. I find them restricting. I stripped down to my boxer briefs and encouraged (playfully removed the shorts I lent him) him to get comfortable before spooning with him a little. He warned me about getting too fresh, but I told him to relax. “I’m just trying to cuddle, not rape you. Stop fussing,” I jokingly stated. He did relax, and we got into a comfortable spooning position before finally dozing off for the night.

That night, neither of us slept very well. He was a thrasher and constantly woke up. I didn’t mind too much because I didn’t have anything to do the next day but lounge around. It was nice change to be sharing my bed with such a sweet guy. This had potential, and we certainly weren’t rushing things…

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My Adult Book Report

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.

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Being Supportive

After our night galavanting around the village taking in the Halloween sights, I felt like I made a half step closer to Smiles. We hadn’t completely closed the gap, but seeing him two days in a row was a good step. We finally added sex to the mix again, and I was watching him slowly open up to me. Maybe this relationship did have potential. Maybe I just needed to be more patient.

When it comes to relationships, my major downfall is over-thinking. Luckily, I have friends. And, I have you, my faithful readers. (Oops! Did I just address the audience?) Anyway, even though I don’t have a therapist, and at times I think I need one, I have my friends.

One of the guys I swam with in college, “J,” is a dedicated reader. So much so he harasses me when I don’t post on time. You can all thank him for keeping me on schedule. We’ve been through a lot together. He was almost one of the first people I told I was gay. On my ride back from telling my parents, I met him for lunch. I planned to tell him, but at the last minute I chickened out. I was waiting until I saw him again to tell him the news, but that didn’t happen until a few months later. I am constantly reaching out to him for advice and using him as my sound board. He’s more of a help to me than he realizes.

I have a wide array of friends and different reactions I can expect from them. Some I turn to for sex advice, like my friend who knew all about my philandering on Martha’s Vineyard, even when I was trying to cover it up. Some I turn to when I’m suspicious, like A, however some of those make me unnecessarily more suspicious. Some I turn to who I know will support whatever I’m saying, like D and K. J always gives me a fair and balanced viewpoint of the situation. Boston always gives me the harsh reality dose I need sometimes. Even Broadway weighs in sometimes for advice. And nothing makes me happier than when I get advice from my readers/newly found cheerleaders.

I take everything they all say, put it through my own filter to make decisions on how to proceed. They’re all great and I appreciate them all.

Many times Smiles would tell me about conversations he had with his ex to keep him centered and sane. He was finally reaching out to me to fulfill this role, and I was thrilled!

He sent me an email asking me to call because he didn’t have my phone number. I called, and he explained how he got a replacement phone from Verizon and it was defective. I joked it was the user and not the device that was a problem. He was using a very old clamshell phone he’d used years ago.

He also told me he was in the middle of a breakdown. He had a lot of frustrations, many of which stemmed from work. Luckily, this was something he was opening up about to me recently, so I was able to give him some educated advice. He has a problem seeing things in the small picture. Too many times he looks at the big picture too soon and gets overwhelmed. I did my best to calm him down, and I think I did a fair job. Apparently, others were giving him contradictory advice to my position, but I stood my ground once again. I asked him what he really wanted. If there were no restrictions, what would make him happy. I questioned why he was settling for things just because he thought it was what he was supposed to be doing. It seemed like he was taking my advice to heart.

He told me he was going out to get ice cream instead of going for the run he planned on to exert his frustrations. As he read aloud the flavors in the cooler, I encouraged him to pick something indulgent and go home and have at it. He was stressing a lot and needed to take the time to relax. Sometimes I wonder if he forgets to step back and have fun.

When he got back to his apartment, he was feeling better and was ready to dive into his pint of Ben and Jerry’s. He thanked me for the pep talk and said goodnight.

I went back to watching TV on the couch, but I had a smile on my face. He turned to me in a time of need. I finally felt needed and appreciated. I wanted to be more integrated into his life, and this was a step in that direction. I sat there thrilled a the new development.

Was this the foundation of a relationship?

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