Posts Tagged New York

Site Launch

First, I am thrilled to announce I am the new and proud owner of the domain onegayatatime.com. I feel so legit now! Please share the link with your friends and family and anyone whom you think might be interested in the content I write. You can also find me on Facebook, OneGay AtaTime, and you can follow me on twitter @onegayatatime.  If you’d like to contact me directly as some readers already have, my new email is blog@onegayatatime.com. Enjoy!

Secondly, I hope you are all having a very special Christmas Eve! Warmest wishes to you, your families, and the loved ones you have the privilege to share the holidays with.

P.S. Don’t forget to abuse the mistletoe.

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Boyfriend Duties

Sunday morning I was awoken as Smiles got up to use the restroom. I’d spent the entire weekend with him so far, so I certainly woke up on the right side of the bed.

He volunteered to make us coffee and breakfast. Smiles has never been much of a cook, so I was enjoying sitting back and watching him do it. It’s not that he can’t cook. It’s simply that he doesn’t do it very often. I came in the kitchen to kiss on the back of his neck and wrapped my long arms all the way around his body holding him tight. There’s something about hugging someone in that way that really warms me at the core.

I borrowed his computer and checked my emails/Facebook while he finished making me an amazing omelet. He brought it to me with coffee made just the way I like it. I’m sure my pleasure was written across my face as I thanked him. This was another great morning waking up with Smiles.

When he finished making his breakfast, he came into the living room and joined me. I told him how impressed I was with his omelet. It really was great — Better than I make myself.

When we finished eating, he told me his plan for the day to move all the boxes out of his apartment into storage. He’d finally moved everything into one storage center, and he was finally able to box everything up in his apartment he no longer needed on a daily basis. Now he just needed to transport them over to his storage unit. I volunteered to help, so he gave me a t-shirt, and we were on our way.

He reserved a Zipcar to do the job, so I gave him a ride to the garage to pick it up. I sat on the motorcycle outside the garage waiting for him to pass by and honk to follow him back to his apartment. A long time passed, but I just assumed it was taking a while to get his car. Little did I know, he was already on his way back to his apartment. He called me asking where I was, and I couldn’t figure out how he managed to pass me by without noticing I was still there or me seeing him drive by.

I stepped on it and sped back to his apartment. We packed the car to the gills and took a lot of things over to the storage center. In the meantime, Smiles was experiencing the onset of one of his chronic migraines. I felt so bad for him, but there was nothing I could do for him. We returned the Zipcar back to the garage and walked back to his apartment trying to find as much shade as possible on such a gorgeous November Sunday.

I put him to bed and went on my way about the rest of my day. I went back through the Holland Tunnel to may apartment. I had the better portion of the day ahead of me, so I decided to be productive while doing something relaxing. I finished all my grocery shopping for the week and began to cook food for dinner and lunch through the coming week.

Later that evening, he went out to grab dinner. On his walk home, he called just to chat. I expressed my concern for him and his headache, and he told me it was feeling slightly better slowly but surely. He told me he slept most of the day to try to relieve the pain, but there were still some lasting visual effects. He also told me he called to see how the rest of my day was. It was a sweet gesture considering I left him only a few hours earlier. The gesture proved to me he cared about me enough to call with no purpose.

Looking back over the weekend, I began to think about how much our relationship grew. It was a pretty special weekend overall. We spent about 45 hours straight together, and he was still not sick of me — So much so that he called. I would never say it out loud to him, but I started to wonder if I had managed to land a boyfriend along the way there somewhere…

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Sushi Cuddling

Congratulations to me! (Or should I say congratilations to us, considering I feel this has grown to become a community and not just a place for me to spill the beans.) This site reached 20,000 page views last night, and I had more traffic yesterday than any previous day. I’m very proud of the community of bloggers and commenters interacting here. So, keep reading, and I’ll keep writing.

Anyway… On with the show…

Smiles and I rode the motorcycle through some decent traffic back to his apartment from Brooklyn. It was now fully dark outside since daylight savings time kicked in.

We hopped off the bike and climbed the stairs to his apartment. He suggested seeing Twilight: Breaking Dawn pt 1 in the car earlier that evening, but now that we were back in the apartment, it seemed he had a change of heart. Instead, he suggested we pick a Netflix movie and order sushi for the night.

To be honest, it didn’t matter to me what we did. It was all just bonus because I had no idea we’d be spending so much time together. I relished every minute. At this point, we’d spent 30 hours straight by each other’s side. This was often the case with me. As long as we were together, I was happy, no matter what we were doing.

Was I losing a piece of my own identity? Possibly. Am I okay with that? Yea. I think I am.

He pulled up a sushi menu, and we decided what to order. I asked him for more comfortable attire since I had been wearing jeans all day, part of which was riding on a motorcycle.

We placed our dinner order and picked a movie relatively quickly. Before long, we were both in his bed laying next to each other to watch Hearts in Atlantis.

While we laid there, I placed my hand on his thigh with my thumb behind his knee. This was often how we watched movies. At one point he shifted a bit, so I pulled my hand back to another comfortable position. He reached down and placed my hand back from where I removed it. It sent a message to me he was enjoying the intimacy and my touch. He rarely verbalizes these sort of things to me. I never really know where I stand with him, and at times feel I am constantly auditioning for the role of the doting boyfriend. I feel it is part of the reason I am not climaxing with him. I haven’t yet felt comfortable with him where I haven’t been under pressure to make sure he likes me. I am hypersensitive to these sort of things, so when he does things like moving my hand back, I enjoy the moment  for all its worth.

Our food arrived, and we ate in bed while we watched the conclusion of the movie. When it was over, we cleaned our plates, put away the leftovers and got ready for bed. Sadly, I still didn’t have a toothbrush at his place, so morning breath was sure to ensue. I did my best to brush with my toothpaste covered finger. Not very effective.

We climbed into bed and fell asleep next to each other. I’m always one for cuddling, so I would like it if we cuddled or spooned a bit before dozing off on the nights we slept together, but it wasn’t something I felt comfortable broaching just yet. Again, I was still thrilled I was sleeping over and wasn’t sent home hours earlier.

For every low point, there is a high point. The day had a nice start with a bit of an exciting/rocky afternoon. It concluded very pleasantly, so overall I had to seem is a success. I felt we were growing closer. No one spends that much time with someone unless they are extremely lonely or interested in a relationship with them. Or at least that is my line of thinking…

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Brooklyn

After an afternoon romp in the sheets, Smiles and I hopped on my motorcycle and rode out to Brooklyn for the day.

Smiles has a ’68 Ford Mustang parked in a garage out there, and it hadn’t been run in a few months. He wanted to make sure it would still start and take it around the block. I was thrilled because I was finally going to get to see the car! I had a crush on that car from the moment I learned of its existence, and Smiles knew this. I thought it made him sexier, and it turned me on.

Smiles rode on the back of my motorcycle clutching onto me as we rode over the Williamsburg Bridge and around Brooklyn. It was the first time had gone for a ride longer than a few blocks. I really enjoy riding with him on the bike.

We arrived at the garage and removed the cover from the car. I immediately took my phone out and began snapping pictures with my phone. I put my bike in his parking spot while he pulled the car out of the garage. I tossed my helmet in the back seat and hopped in. I immediately reached over and gave his thigh a squeeze to show him my appreciation and excitement.

As we drove down the street, every single person we passed by was enamored by the car. A kid stopped in the middle of the street with his mouth gaping as he watched the car come closer until he realized he was in the middle of the street. One man even took out his camera and snapped pictures while we sat at a stoplight. Apparently, I wasn’t the only one with a crush on this car.

He proposed we grab lunch somewhere fun, so we scoped out the neighborhood as we drove. We found a parking space and decided to walk around a bit until we found a pub to grab food in, Spike Hill. We settled in, and as per usual, Smiles started chatting up the waitress. After we ordered, unbeknownst to me, he asked her, “Do you know anywhere in the neighborhood where he could get his haircut fixed.” I wasn’t thrilled with paying to have my hair fixed. I was complacent to just let it grow out, but Smiles was pretty persistent.

She gave us directions to a barber up the street, Brooklyn General Barber Emporium, and I begrudgingly agreed to partake in the hair repair excursion.

We got to the barber shop, and from the looks of it, I was a little worried. They weren’t exactly welcoming either. There was a long wait, so we decided to go for a walk around the neighborhood to kill time.

Smiles was interested in opening a bar in the area, so we scoped out some possible locations and realtors. We also popped into some cool hipster shops.

While in one of them, there were two gay men working together making a hysterical fuss. “You got to open one, so I want to open one too. It’s only fair.” “Is this the hunter green one?” “No, stupid! That one is just green.” “Well what about this one?” “That one is celery.” I couldn’t stop laughing at their commentary. I also noticed a poster on the wall I found very humorous. I was very close to buying it, if only I had someone I could give it to who would actually display it.

The time came to go back to the barber. It was getting dark, so I told Smiles we didn’t have to do it that evening. But once again, he was pretty insistent.

Finally it was my turn in the chair. I ended up with the female stylist who asked what I wanted done. She was extremely nice and full of energy. However, I use the term she loosely. I couldn’t be sure 100%, but I had my suspicions she wasn’t always a she. Regardless, she was a doll. Smiles stood in the wings while I explained what happened and what I wanted done. “Oh honey! What happened to you!? I could have done a better job drunk! You want me to butch you up?” she said. “YES!” Smiles said from behind me.

Once she started, Smiles returned to his seat intently watching her cut my hair. I found it extremely cute and adorable how he took an interest in my appearance. She asked me, “Is that your boyfriend?” I simply replied, “Yes.” Then she excused herself for the question on the off-chance I wasn’t actually gay. I told her, “No harm, no foul.”

In the end, Smiles and I were both very happy with my new haircut. I thought I was going to be very uncomfortable with it since it was so much shorter than I usually cut my hair, but I was thrilled and shocked. She really did a great job fixing my cut.

We also took the walk back to the car as an opportunity to discuss the status of my barber. He agreed that miss used to be a mister.

On the way to the garage, Smiles proposed going to see the new Twilight movie. I was surprised, because usually at this point, I get the boot. I thought I was going home after I dropped him off because he’d have plans with a friend, but that wasn’t the case. I explained to him I’d never seen any of the Twilight movies, so I was worried I’d be a little lost, but I told him I was willing if he got me caught up. He took the time to explain what I’d missed. We rode back to the garage, swapped the car for the bike and made our way back to Manhattan…

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Sexual Energy

I was elated after my romantic dinner with Smiles. What started out as a crap shoot of a night turned out to be quite and evening for the two of us to grow our relationship.

And, like any morning I wake up next to a sexy man after a solid night’s sleep, I was ready for sex. Smiles, however, was not. I didn’t want to wake him, so I snuck out to the kitchen to brew coffee and make breakfast.

Shortly thereafter, Smiles joined me in the kitchen. He came up behind me while I was making eggs and sausage, wrapped his arms around me and planted a kiss on my neck. Now, this is how I like to spend my morning. He grabbed a stool and sat at the counter while I finished preparing breakfast. He detailed for me his back pain, so I did my best to massage it out. It was no use. The knot was huge and not going anywhere anytime soon. Smiles called his energy specialist and made an appointment for that afternoon.

After we finished breakfast, we hopped on my bike and made our way into the city. We were in a bit of a rush to get him to his appointment on time. I dropped him in front of the building and told him I’d join shortly. I was going to poke around the shops in Limelight since I’d never been. He looked a little disappointed I wasn’t coming up, so I made it a point not to dawdle in the shops. I walked up to the “office” and entered the door. I had no idea what to expect since I did not utilize these types of services. I barely even go to a regular physician.

When I walked in, an attractive man who I can only compare to Matthew McConaughey by the way he was dressed greeted me as I explained I was there with Smiles. He invited me into a room with six massage tables occupied by people of all ages and types. I sat on the couch while Smiles had his energy “fixed” watching this man work his magic. He took the time to explain and demonstrate things to me while he worked. I feel he felt the need to prove something to me as a skeptic.

When Smiles finished, he joined me on the couch. I have to admit, while a skeptic, I felt the knot before his energy session, and I also felt the absence of a knot after. It was impressive. When he composed himself, we got ready to leave. The specialist said to Smiles, “You didn’t tell me you were dating Ed Norton.” I know it was meant as a compliment, but I wasn’t sure if I saw it as one. Regardless, I smiled and said goodbye.

We hopped back on the motorcycle and made our way to Smiles’ apartment. He needed to shower before continuing with his day, so I sat on the couch waiting for him.

Warning: The following may be too graphic for some. When he was done, he walked towards me in a towel, and I took the opportunity to seduce him. I grabbed the towel and pulled him closer. The towel almost fell off, but instead just exposed his manhood to me while we kissed passionately. I took hold of his exposed member and began to pleasure him.

He backed away and said, “C’mon,” as he walked to the bedroom. He stripped off my clothes, and we hopped into bed. We were FINALLY having sex again. We rolled around between the sheets until he found his way on his back. Not only were we finally having sex, but I got to top again. With his legs on my shoulders, I told him I wanted to see him finish because I knew it was something that usually excited me enough to get me off.

Of course, this wasn’t the case once again for me. He expressed his desire to make me cum. At that moment, I knew it was going to be nearly impossible for me to finish. We talked shortly about the issue. I assured him it was through no fault of his own. I laid next to him and attempted to finish myself off, but I couldn’t conquer the pressure. After what felt like five minutes, I gave up and apologized.

Smiles rinsed off in the shower, and I followed shortly after. While he was in the shower, I tried to see if I was able to climax without him in the room. I wasn’t successful. But, while in the shower, I filed through my mental spank bank and was able to climax. I never told Smiles about that out of embarrassment and the struggle to figure out what was preventing me from fully enjoying sex.

I was still trying to get over the shame of my embarrassing moment while still trying  to enjoy the fact we had good sex after a dry spell. I got dressed, and we discussed our plan for the day. We were heading out to Brooklyn to run some errands, but I was mostly concerned with trying to enjoy the day without harping on the afternoon’s uncomfortable exchange…

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You Make Me Smile

Over the next few days, I thought a lot about my relationship with Smiles. It was a constant roller-coaster. As far as relationships go, I am an infant. I’ve had all of five real relationships in my life, including this one. I was still learning how to be in one.

I needed to clear my head. For three days straight, I woke up early to run. It was the perfect way to start my day, I allowed me time to think without really being distracted, and I was able to work towards my spiteful goal of losing my pudge as Smiles so gently pointed out.

It was also beginning to be quite a busy week for me at work. Tuesday I worked until midnight. I talked to Smiles that night when I had a break to make dinner plans with him for the following night. Since I started dating him, I purchased a lot of Groupons for restaurants, so I thought it was time to start using them up. I was eating out at restaurants a lot more than I would have if I weren’t dating Smiles. This was the perfect way to lighten the blow to my wallet. As I left work, I texted, “Dinner tomorrow night maybe? Just leaving work (12:00) :(”

It wasn’t until the morning when I got a response: “Morning! Just getting this. I went to bed early last night. Dinner tonight works.” I explained the Groupon I purchased for Philip Marie in the West Village and asked him if he was okay with the choice. “Sounds good if you get off before 12!” he replied.

Later that Wednesday afternoon, Smiles called to make sure I was still getting out on time, otherwise he was going to grab dinner with some of his friends. I got where he was coming from, but it also felt a little like he was trying to get out of our date. I assured him I would not be working late. As the afternoon progressed, he asked about what time we’d meet, joking about “a blue plate special at 6:30” when I told him I’d be done around 6:30/7:00. We made plans to grab dinner at 7:30. I took the opportunity to slip a joke in there about his grandpa status and his ability to make it until 7:30, and he retorted by saying, “I’m stressed. It makes me sleepy. I’ll bring my cane.”

We sat in the front window of the restaurant, and after we ordered drinks, we dove into conversation. We talked about family and career goals among other things. He talked about his desire to be beyond financially stable so he could spend more time with his family. He is not originally from the Northeast, so spending time with his family isn’t the easiest or most convenient. He also talked about his desire to build an empire. He is very passionate about a lot of different business ventures, many of which are sound ideas. However, sometimes I worry he tries to take too much on his plate at once.

The conversation was great. It was a conversation two people in a relationship would have, not two people who were just dating. I joked with him, “You’re going to be the next Nate Berkus.”

Oooooo, did I get a look! Apparently, Smiles met him in the past, and isn’t the biggest fan of him as a person. “Okay. Note to self: Don’t equate you to Nate Berkus ever again,” I said with a smile.

When the waiter came to ask us about desert, Smiles started a conversation with him like he always does. He asked if we were his only table, and the waiter described his other table. It was a man and a woman who he suspected were on a first date. We joked about our date. While we weren’t on a first date, he was learning all kinds of new things about me, such as my penchant for Black Friday shopping. He took the opportunity to take a few playful jabs at my sanity while we all had a good laugh.

After we paid our bill, we started to walk the five blocks towards the PATH. Instead, we walked about eight blocks. That was about the time Smiles realized we’d gone too far. He questioned the situation, but I explained how I was enjoying the conversation and was willing to walk back up to the PATH if I needed to. We were standing in front of a liquor store while he finished the story he was telling. When he finished, I grabbed his jacket and pulled him in closer so I could kiss him. For the first time, I felt like we were really kissing. We exchanged many affectionate kisses before finally pulling away from each other.

At that point, he said, “Why don’t you live in the city?” I laughed and replied, “Was that a subtle hint? I’m not that far!” And with that, I walked away with a smile from ear to ear. I finally felt like we had moved beyond going on dates with each other. We were dating. We were in a relationship, and I was very happy!

When I got back to Hoboken, I sent a text, “You make me smile 🙂 .” Shortly following he responded, “That’s a good thing cause I ain’t so easy to like all the time!”

I was REALLY HAPPY with everything that night. I was getting the validation I needed. I was also looking forward to Friday. That was the first time I’d be able to see him next since I play volleyball every Thursday. That would also be when I would once again attempt to seduce him and attempt to roll around with him in bed…

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Vanity Without the [Af]Fair

When I arrived back at Smiles‘ apartment, we agreed upon watching a movie and ordering take-out. He was in the mood for barbecue, so we pulled up a menu online to figure out what to order. We also took the time to pick a movie to pull up on Netflix since Smiles doesn’t subscribe to cable.

Throughout all this, I started getting handsy. He was sitting in his computer chair, and I stood behind him massaging his shoulders and then his chest. I had my hands down his shirt caressing his chest in a very sensual motion. He was really enjoying it, which means I too was enjoying the moment. He commented, “This feels better than the Asian woman who gives me a massage. You’re more relaxing than she is. I should save my money and come to you.” I took this as a great compliment and continued to pleasure him.

After some time, I backed up and sat on the couch. He was going back and forth between the living room and the kitchen. I stuck out my finger and beckoned him to come closer. I pulled him down on my lap, and we sat there embracing for some time. After about two minutes of silence, just enjoying our closeness, we started to chat a bit. When he had his fill, he started to back away, but I pulled him in closer and told him, “I’m not done yet.” We both laughed and he tightened his embrace.

Our dinner order was placed, and our movie chosen. He grabbed my hand and led me to the bedroom, and we hopped into bed to watch Vanity Fair. Smiles was very cuddly throughout the entire movie. We changed positions periodically to ensure consistent blood flow and comfort, but I was really enjoying snuggling with him. He had been very sweet from the moment I walked in the door.

About half way through the movie, we realized our food hadn’t arrived. Smiles called to inquire and was told it would arrive shortly. When another half hour passed before we saw our food, he called again to complain. Just then the food arrived. We paused the movie, filled our plates and made our way back to the bedroom.

When the movie was over, we cuddled and spooned and chatted a bit. I was happy. Things started getting more playful when I pulled up his shirt and started to blow raspberries on his stomach. He went off in a fit of laughter. He then resorted to pulling any body hair I have. I told him that was just plain mean. I told him that was my mother’s defense mechanism when I would joke around with her as a kid.

This segwayed into exchanging fun stories from our childhood. I was really beginning to feel like I had a boyfriend. Yup. I said it. I just used the “b word.” I didn’t say this to him, but I began to think about it. I felt very close to him at that moment.

Smiles began to become very relaxed and slowly started drifting off towards sleep. I was gently rubbing his whole body while he dozed off. We were spooning, and I slide my hand between his thighs and started to massage his manhood. It wasn’t long before my hand was pulled away with a grunt.

I know I said I was going to bring it up the next time I was denied, but I chickened out. I was a little taken back by it. He had been affectionate all night, but when I tried to make a move, my seduction was shot down.

At this point, my ego was in the toilet. I quietly spooned a few minutes longer before we hugged and kissed goodnight. I found myself in the very familiar situation of walking home alone pondering why the guy I was so strongly attracted to was so distant from me on so many levels. I tried to think about how great the day was instead of the unhappy ending, but I’ve never been good at fooling myself. I’m far too much of a realist.

I needed a new game-plan, but it wasn’t going to be an easy one to come up with…

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A Lovely Morning

Saturday went by and I didn’t talk to Smiles all that much. I was disappointed about being rejected and was still wondering if it was my own issues preventing us from getting between the sheets.

I sent him dirty text messages (not me in the picture) when I woke up about what I wanted to do to him, and surprisingly, he was responding positively. I couldn’t understand why he would be playful over text, but when push came to shove, I got the cold shoulder.

I wasn’t going to give up on him over this. Sex is important, but it’s certainly not the end all and be all of a relationship for me.

He invited me to come into the city to grab brunch with him and a friend. We made plans to spend a majority of the day together. I was on a mission to seduce him once again. After my chat with Boston, I was ready to broach the subject if I was denied once again.

I decided to resort to one of my old tricks. I started watching porn to get myself excited and raring to go. I thought I could use the material if I got to a place of desperation.

And with that, I hopped on my motorcycle and rode into the city through the Holland Tunnel. I parked on the street and walked up the stairs to his apartment. I brought an extra helmet with me so I could throw Smiles on the back if we were traveling around the city.

He decided we should walk to brunch since it was such a nice day, and we weren’t in a rush. We stopped at Starbucks to grab coffees while we walked. As we made our way to the West Village, we popped into a few stores, from clothing to eyewear stores.

Our destination was a familiar one. Smiles’ friend was meeting us at Extra Virgin. I had no idea who this friend was, but Smiles told me I probably met him previously at his birthday gathering. The three of us arrived at the restaurant around the same time. We all sat at a table in the back corner. Indeed I had been introduced to the friend previously, but we only chatted briefly.

Ironically enough, I couldn’t tell which team this friend played for. It wasn’t until he asked advice about a woman I realized he was heterosexual. There was nothing flamboyant about him, so it was no reflection on him that I couldn’t tell. It was more of a guilt by association thing.

He was a really nice guy, and I was thrilled to be included in the conversation throughout brunch. I am good at diving right in, but when two people in a group of three have a strong long-standing friendship, the third can be marginalized at times. This was not the case. The friend was quite interested in what I do as he works in a similar field of communications.

When brunch was over, we said goodbye to the friend. Smiles and I were on the hunt for a branch of his bank make a deposit. In the meantime, we hit up a few stores and walked around most of SoHo. Smiles was scoping out every bakery we passed along the way. I could tell he wanted something to satiate his sweet tooth. I was egging him on as we walked, but he resisted.

Finally, we made our way back to his apartment. I had been getting calls and emails from work all day. It became necessary for me to go into the office. Luckily, I had the motorcycle in the city with me, so I could shoot up there quickly without issue.

Smiles had plans to meet a friend about a business proposal over coffee, so I told him I would give him a ride on my way to my office. He got changed while I waited, and we were off.

I always like having him on the bike behind me. He’s the first guy to truly embrace the situation. He always inches forward on the seat so he’s right up against me, and he tightly wraps his arms around me. I relish every minute of it. When we stop at a traffic light, I make it a point to rub his leg or grab his hand. I find it romantic ironically enough.

I had to spend about an hour at the office, but the second I was able to leave, I darted back downtown to Smiles’ apartment. He’d already been home from coffee, and I couldn’t wait to be with him again. He really did make me happy. I was also very horny. The porn from the morning worked to get my engine revving, and I was ready to get busy with him. I wanted him in the worst way — Traffic could not move fast enough…

After sitting in tunnel traffic near his apartment, I finally arrived. I rang the bell and climbed the stairs hoping to find a happy ending once I reached the top…

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Am I Broken?

The following topic of conversation is very embarrassing and very personal. It’s not easy to talk about, but I have a strong feeling I am not the only one who suffers from the issue. Warning: It may make some of you uncomfortable. I am exposing myself in this post, but I feel I need to face my demons to be able to get over them. I also feel guilty writing about this, because it’s a bit of an invasion of privacy for others, but I also feel it’s necessary if I’m being honest with myself and this blog. I wonder if someone out there may have insight to help me and others with this predicament. I feel the need to shine a light on this issue, as no one is talking about it.

My intentions were obvious this time around with Smiles. My hand was down his pants fondling him until I was pushed away with a grunt. There was no misconstruing my intentions. After being denied sex yet again by Smiles, I felt the need to consult my council.

I called Boston for his take on the situation. I explained being denied sex on more than one occasion. His immediate response was, “Oooooo. That’s not good. Something isn’t right.”

I responded, “I know, right? I just wanted to make sure I wasn’t making a mountain out of a mole hill.”

We chatted about the issue, and he told me I needed to address the issue. “Sex is an important part of any relationship, and based on what I read in your blog, sex is important to you,” he added. We discussed the best way to bring it up. The main consensus was waiting until the relevant situation arose. He suggested I don’t bring it up over dinner. If I was denied again, I should bring it up immediately to find the root of the problem.

This was the point in the conversation where I made a small confession of my own. I was worried I may have been to blame for the quantity. I explained my climaxing issue to Boston for the first time in full detail. I told him, while I’d been with Smiles a few times, I had yet to climax. This was through no fault of Smiles. This was a common occurrence for me dating back to the days I was with Broadway. In fact, I feel it was a large part of the reason we broke up. It put a lot of strain on the relationship. He took it personally, even though I assured him it had nothing to do with him. I was still quite attracted to him and still received pleasure from sex, but I wasn’t finishing.

I never was able to find the root of my problem. For a while, I hoped it would fix itself. When it didn’t I explored a number of theories. The leading one being I hardwired my brain to function in a specific way in relation to sex.

For 16+ years, my main outlet for my sexual frustrations was viewing gay porn and pleasuring myself. I wasn’t dating men, and I wasn’t exactly a lady killer either. I would go home, open the laptop, and take care of myself. I worried my brain was hardwired to react only to that stimuli.

I wanted nothing more than to “fix” this issue. For some time, I masked it by prepping myself. If I knew Broadway and I would be having sex, I watched porn before I saw him to build up a “spank bank.” I referred to this when he got me close to finishing to get me over that last hill. It worked for some time, but eventually that solution lost its effectiveness. That’s when things got really bad. I got so stressed about it, when the moment came, there was nothing I could do but think about my lack of performance. I was so wrapped up in the issue, there was no unwinding me at that point.

I had many frank discussions with Broadway on the subject. After discussing it, we agreed not to talk about the issue for some time. It was the only way I was going to be able to relieve some of the pressure I was putting on myself. Eventually it did the trick, and I had my happy ending. However, it wasn’t a 100% solution. Most of the time, I was only able to cum after he performed oral sex. A majority of our relationship, I never climax from anal penetration. The issue was still there. It was just lessened.

It wasn’t as big an issue with San Francisco because we were an entire country apart. When I was physically with him out in San Francisco, I had no issue. When we Skyped, it took slightly longer, but eventually I climaxed. After San Francisco, I slept with a handful of guys. I specifically remember it being an issue with The Trainer. I know it’s not an issue of physical attraction, because he had a body like a god! However, I had to finish myself off that time, and it took some time.

When I was dating N, it took a long time, but I almost always finished. He started noticing my “condition” as time went on. We discussed it lightly, but I think he was under the impression it just took me a little longer than most guys to finish. As I’ve said before, I had to resort to my “spank bank.” Many times, what I was imagining involved the two of us. I wasn’t even imagining porn stars. It was the two of us in different scenario/locations other than in my bed.

Over the summer, it wasn’t really and issue for me. I had no strong connection to the guys I was sleeping with. It was purely recreation and my own need to get some crazy out of my system. I had no pressure or image to keep up. I was just having fun, and it worked.

The first time Smiles and I had sex, I bottomed. No matter who I have been with, I have never finished from bottoming. It has its pleasures, but it never had that effect on me — Hence my status as a preferred top. With Smiles, there was one time when I was very close during oral sex. I was right there, but I just couldn’t close that final gap. After we had sex other times, and I still didn’t finish, I began to morph my theory.

I have a very high pain threshold. Because of this, I wonder if I am in turn cursed with a high pleasure threshold. Maybe it takes more to get me off. I also wondered if my stimulation comes from something more visual. Maybe I need to witness the penetration to climax. Again, these are all just shots in the dark, no pun intended, but I want nothing more than to figure out this enigma. However, I haven’t been able to test my theory at this point.

Smiles expressed his interest early on to work with me to figure this out. It meant a great deal to hear him verbalize this to me. I need someone who can be understanding and patient with me if I’m going to lick this thing.

After I talked to Boston, after a drunk night at the bar, I discussed in length with D my issue. This was really tough for me because I am so embarrassed by the situation. It makes me feel like less of a man. He was helpful in our discussion and helped me feel more comfortable talking about it.

I also called to Broadway. I didn’t exactly feel comfortable talking to him about the details of my new relationship, nor did I think it was fair to him. But, he had experience with this issue. He knew what was going on with me, and maybe now that we weren’t together, he could help me find the key. When I told him I was being denied sex, he immediately said, “Something’s wrong! That’s not normal. You need to talk to him about it.” Everyone was telling me what I already knew, but not what I wanted to hear. In thinking I was partially responsible for the situation, I brought up my issue. Maybe he was avoiding sex with me because I couldn’t finish.

Broadway told me I needed to stop being so stupid about it. I was stressing myself out over it, and that wasn’t going to solve anything. I needed to acknowledge to myself the issue and go see someone about it. I told him I had been entertaining the idea of going to see a therapist, but it takes a very special type of therapist for such a sensitive issue. It wasn’t exactly the easiest thing to find in the yellowpages. He again just indicated I needed to talk to someone about it if I wanted to get over it. He also reminded me I needed to talk to Smiles directly about why we weren’t having sex more often.

The next morning when I woke, I sent Smiles a message detailing my desire for him to be in the bed next to me and how horny I was. He responded positively and seemed he would have been up for morning sex had he actually been there. I was surprised considering a few hours earlier I was denied.

We made plans for Sunday, and I went on with my pondering my issue for the rest of the day. Did he think I didn’t enjoy sex? That certainly isn’t the case. Even if I don’t finish, I still thoroughly enjoy sex and still get a body high from it. Did it bruise his ego to know I wasn’t being fully stimulated by him? I can assure him, it is me, not him. There were a million questions, but no solid answers.

One thing is clear. I need help. I cannot solve this problem on my own, but maybe talking about it with my therapist, Dr. WordPress, will help me face my demons head on and conquer them. Only time will tell…

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Great Story, No Climax

Things weren’t exactly progressing smoothly in my mind between Smiles and I. In fact, things weren’t progressing at all when I come to think of it.

Instead of abandoning my relationship with him, I decided to put forth greater effort to ensuring its success. I’m not one to quit without a fight, so when Smiles texted me to ask how my day was going, I was quite elated. I told him it was going well and was anxious for work to be over. We made plans to go to dinner that evening after work. I was looking forward to it and was ready to make sure it wasn’t a repeat of our last date.

In turn, I asked him about his day, and he responded with an explanation. I explained I wouldn’t be done work until a little later, and I wasn’t sure exactly what time that would be. One of my coworkers was dragging his feet, and my day was beginning to drag on. It was a Friday, and I wanted nothing more than to see Smiles after a long day.

Smiles was running errands in my neighborhood and called when he was finished. I had a feeling I would be done shortly, but there really was no telling when I’d finish. Smiles occupied himself for some time. When he called again to check in on me, I was able to tell him I was about to be walking out the door. He was about to hit up Barracuda to have a drink with his bartender friends, but instead, we picked a place to meet.

I snuck up on him on the street and startled him with a big hug. We exchanged a kiss and started to walk towards Chelsea. We quickly found a spot to grab dinner. Smiles wasn’t drinking, but I certainly needed a drink. I ordered a glass of wine and took a big swig. I’d been talking up a storm from the time we kissed on the street. I was going to make sure the conversation flowed like a waterfall. He was well engaged all throughout dinner at Bar Baresco. I really felt very comfortable with him and was appreciating his company greater. It was night and day difference from the last date we had. I was realizing why I fell for him in the first place. No awkward pauses. No blank stares.

During my workday, I began drafting plans to build my new closet since I was moving. Smiles had much experience in this sort of thing, so I asked him for advice and to look over my plans. He gave his suggestions, and I appreciated his advice.

When we finished dinner, we hit up Barracuda. Smiles suggested it because he figured we’d say hi to his friends. When we arrived there, we found they weren’t working. Smiles ordered us two drinks. After relieving myself, we found a quiet corner to tuck ourselves in to sit and chat.

We discussed age and the ability to hang. He talked about how he used to be able to go out all the time all night long. We talked about growing older and looking forward to staying in and sitting on the couch on a Friday night.

We were growing even closer. As time progressed, I realized he was growing weary. I asked if he would like to get out of there, and he gladly obliged, but not before we played around with his scarf in about 20 different permutations around his neck and head.

As we walked outside, I proposed coming back to his place with him. He agreed. I thought I was sending a pretty clear signal of my intentions. We walked over to Seventh Avenue to hail a cab to no avail. I was not properly dressed for the weather. I was freezing. The Smiles did one of the sweetest things. He came up behind me and wrapped his arms around me to keep me warm. I reached up and grabbed his arms and brought him in closer. It was extremely romantic, and I wasn’t about to let this moment run away from me. It took a long time to get a cab, but I was relishing every second.

When we finally hailed one, we hopped in. He extended his hand beckoning for mine. He was winning me over big time! It was a complete 180. I was thrilled with his new-found affections. It painted a clearer picture of his true feelings for me. He was still interested in me. I was thrilled.

When we arrived at his place, he started cleaning. I kept yelling at him to stop. I didn’t care about the condition of his apartment. I would have liked to think of myself no longer as company, and more as companion. He sat on the couch, and I sat on his computer chair facing him while we chatted. After a while, I realized how ridiculous this setup was. I aimed to remedy it. I got up, walked over to the couch, moved the pile of papers from it, and sat next to him. He looked slightly uncomfortable by this, and I couldn’t fathom why.

He suggested we move to the bed. My goal was being accomplished. I was all too happy to move things to the bedroom. We climbed onto his bed. We talked and then began hugging each other. This morphed into spooning.

I was happy and hoping this would progress to sex, but I was sorely mistaken. After spooning for about ten seconds, he had his fill. He was ready to go to bed, and apparently I wasn’t part of that scenario. He went to brush his teeth, and was giving me all the signals it was time for me to go.

We said goodnight and exchanged a kiss at the door. Yet another night without sex. It was an enigma to me. I couldn’t figure him out. He spent the earlier portion of the night being utterly sweet and affectionate, but when it came time to end the night, the sparks were quickly doused.

I wished the night ended on a more positive note. I would have liked to go home a happy satisfied man, but yet again, I was debating in my head Smiles’ attraction to me…

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