Posts Tagged walk

Surprise Ending

When I got home from my dinner date with Smiles, I sent him a text asking if I could spend the following night with him at his place. I wasn’t sure if he’d already passed out, but I never got a response. I was hoping he’d answer me before I left for work in the morning so I knew if I should bring clothes for work the next day.

My office party was that Wednesday night at the Greenwich Village Country Club. We weren’t able to bring guests, but I was hoping I could see Smiles following the party. I wasn’t all that into it and was willing to leave early if need be.

Wednesday morning arrived, and I still had no answer. I decided to be on the safe side and bring clothes regardless. Maybe he’d answer me midday. When I didn’t get an answer, I asked the question again in a text.

He responded with an apology. He didn’t realize he didn’t respond the night before. “Yes. You can spend the night.” I explained the party, and he told me he had happy hour plans with his wealthy client friend and his partner.

For me, the office party was not all fun. Every year I get wrangled in to help with a few elements of the night. I performed my duties and then had fun drinking and dancing with my coworkers. It was a really good time — Better than I expected. However, I was more looking forward to seeing Smiles.

I texted him to see what he was up to. If he was still out, I was going to meet up with him. He told me he was wrapping up drinks and heading home shortly. I told him I would be leaving the party shortly as well and would come by.

I said my goodbyes and collected my coat. I wasn’t that far from his apartment, so I decided to walk. While I walked, I called his phone just to make sure he was home. I called about 10 times in a row with no answer. I sent text messages and heard nothing back as well. I wasn’t sure what to do, but I decided to continue on to his place. Finally, just as I was nearing his block, he picked up. His phone was on silent in the other room, but he was home.

He buzzed me in, and I came upstairs. I gave him a big kiss hello. I wasn’t drunk, but I was properly tipsy.

We talked about happy hour and the party while we hopped into bed. I undressed and hopped on “my side” of the bed, and he slid into his side.

Just recently, I made the switch back to briefs periodically. I decided I looked good in them since they showed off my legs — The same legs Smiles loved to compliment. So I knew what I was doing when I laid on my back in just briefs while talking to him. We chatted a bit before he made a big move. My seduction worked.

Warning: The following may be too graphic for some… As I laid on my back in my briefs, he started groping my crotch as he rolled over partially on top of me to make out. This was a bit out of character for Smiles, but I like it. Apparently he liked what he saw and went for it. I could get used to that.

Things got more heated and passionate and the clothes came off. I thought this was going to be the extent of our romp in the sheets, but apparently he was ready to escalate things. He proposed sex. I was a little apprehensive because he was still recovering from surgery. I didn’t want to further injure him. He detailed his limitations; he couldn’t top and he couldn’t put his legs up. I was still worried I may hurt him, but if he was good for it, I was game.

With that, he put a condom on me, and he climbed on top. It didn’t take long before I lost it. I’d been drinking the better portion of the night, and that really wasn’t helping at the moment. “I always lose you in this position,” he said. I found that ironic, because that was the position Broadway and I so often found ourselves in.

“Have you ever done poppers? he asked. I told him I’d never done them myself, but I’d witnessed them used. He told me it increased blood-flow and would produce one of two effects. Either it would make the problem worse or it would solve it. I figured it was worth a shot, so I agreed to partake.

He opened his nightstand drawer and pulled out a small vial. He held it up to my nose as I inhaled. Sadly, it had a negative effect.

“Let’s try one more thing. Stand up. It may help the circulation,” he told me. So I did what I was told. Magically, it worked. He turned, and I pressed my chest against his back. He lubed me up and bent over the bed, and we went at it. Finally, we were having great sex, even if it did get off to a rocky start. Apparently, he also was enjoying it as he finished on the floor. Just as he did, he turned around and said, “I wish I could make you cum.”

And it was over… I was close to finishing, but him pointing that out to me made me lose it immediately. My mind switched over immediately.

He walked to the shower, and I laid in the bed. I wanted to hop in the shower, but that wasn’t physically possible based on his setup. I thought we could have more fun and maybe I would finish. When he came back, I took off his towel and pulled him into the bed. I told him not to say things like that because it was a sure fire way to make sure I didn’t finish with him.

We cuddled for a bit, just laying in each others’ arms. Just as he was about to get up to go brush his teeth, I asked him if I could ask another question. I wanted to ask him where we stood. I wanted to know what I was to him. However, as he walked away, he responded, “No.”

I was a little crushed. I went from being so happy to finally be having great sex to utter disappointment. How was I supposed to be in a relationship with him if I couldn’t express how I was feeling.

He came back, and I was already prepped for bed. I curled up facing the wall ready for sleep. I wanted him to read my body language and realize how much I closed off, but I don’t know if he got the hint.

That night I had a dream about Smiles. I specifically remember him in the dream saying to me, “You know I like you, right?” It was the reassurance I wanted in reality, but this was a figment of my imagination. It was just that – A dream.

For the rest of the night, I didn’t sleep well. I tossed and turned like the inner turmoil I so wanted to release.

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Breaking Through

Saturday night, we had a special celebration planned. Every year, to commemorate another year of my father being on the planet, my parents come visit, and we go out to dinner in New York City. Afterwards, we take in all the Christmas sights around town.

Even though I recently moved and invited my parents into town to help me move in, this year would be no different.

With a closet built and an entire chest of drawers assembled, we prepared to go out for dinner. My parents wanted to have dinner in Hoboken, so I decided to take them to my favorite restaurant I go to every year for my birthday, Piri Piri. I coordinated with my sister to meet her there to celebrate my father’s birthday.

We sat down for dinner and placed our appetizer orders. Somewhere along the way, we started to talk about me and the guy I was dating. For the first time, they didn’t change the subject to who my sister was dating at the time. I was shocked when my mother brought it up. I think they got the hint this was more than just a fling when I went into the city to spend the night. They were finally taking an interest in my dating life, and I loved it. They asked questions about what he did for a living and where he grew up. It was great. I was happy to talk about him.

Both my father and my mother were showing a vested interest. I wonder if my sister spoke to them about my unhappiness. It seems like a night-and-day shift from past history. I don’t care how the change came about. I’m just happy it happened. My dating life is a LARGE part of who I am, and for them to not share that with me was painful (However, I don’t share everything. I don’t quite know how to tell them I write a blog).

Our food arrived, and we had a very pleasant meal. My sister wasn’t feeling well, so when we were ready to make our way into the city, she went home instead to rest.

I took my parents to a cute shop in Hoboken, Michaelangela’s. They had the store decked out wall-to-wall with Christmas decorations and ornaments. We continued to the PATH as I asked them what they’d like to see. We have all grown tired of the standard Macy’s windows and the Rockefeller Christmas Tree. One of our favorite displays, the Sak’s snowflake window show, was discontinued. I proposed a new set of sights. We’d never done the Union Square shops, so I proposed we start there.

When we got off the PATH, we walked to Union Square. It wasn’t too cold out, so the walk wasn’t too bad. When we arrived, all the shops were closed for the night. I apologized, and we hopped into a cab to head uptown to Bloomingdale’s. This was another part of the city we never usually visited. The cab ride was cramped, and he was a very bad driver. I’ve never gotten so many red lights in the city in my life!

Bloomingdale’s was less than thrilling, so I suggested we head over towards Fifth Avenue. My mom kept commenting on how impressed she was. She couldn’t believe how quickly I could learn to navigate the city coming from a the farm life out in the country. I explained how easy it was. As I was showing them new landmarks they’d never visited before, my mother commented on how many she’d seen on her Sex in the City tour of New York City. (I found it ironic that subject came up. Even though I’ve only seen the show twice, I aspire to maintain my blog in the Sex in the City fashion).

She was finally piecing parts of the city she’d been to before together on a map in her mind. It was all starting to make sense to her. Who knew Sex in the City could teach you geography. We window shopped as we walked because many stores were closed. I took them to The Plaza Hotel. They were happy to see the inside since they’ve never been.

Afterwards, we walked past the Bergdorf Goodman window displays. These are some of my favorites since they are not childish and are often done tastefully. My parents took pictures in front of them and of each and every window. They really enjoyed them. I was happy to be sharing the joy with my parents after they spent the weekend substantially helping me settle in to my new apartment.

A small part of me wished Smiles joined us on our little adventure. It would have been nice for him to meet my parents and spend a little time with them, but we weren’t there yet. I also wanted him there because I love spending Christmas in the city with someone I care about. Last year, Broadway and I made a point to take in the Christmas sights. He even treated me The Plaza Hotel to my first drink ever bought for me by another man at. I wanted to share such happy times with someone else I cared about. However, this wasn’t possible or realistic. We weren’t at the meet the parents stage yet, and Smiles was home in bed recovering.

We continued to stroll down Fifth Avenue, but by this time, we were searching for some kind of dessert. We were striking out because it was around 11:00 at night. Most things had closed for the night. On top of that, I was walking around the city on a freshly sprained ankle — Probably not the best idea. My parents were starting to grow weary as well, so I suggested we head towards my office for a pit stop before hopping on the PATH home.

I realized we’d be passing McDonald’s, so I suggested we get hot fudge sundaes, cookies, and fries for dessert. My parents agreed. It would also eliminate the stop at my office because I could use the restrooms there.

I checked the PATH schedule. The next train was leaving in eight minutes, and the following one was another fifteen minutes after that. I urged them to hurry and bring our dessert with us. We hustled to the train, making it there with a little time to spare.

Luckily, we all got seats and relaxed on our ride home. I was really happy to do something nice for my parents in return for what they do for me. It was nice spending some quality time with them as well. I was also still on a high from their newfound interest in my love-life. It removed a big roadblock in our relationship. I could go to bed a happy man.

It was a long day, and we were all tuckered out. We would all surely sleep well the minute our heads touched the pillow.

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Smiles Returns

While returning home from alumni weekend, I sent an email to Smiles to see if we could find time to get together Sunday afternoon: “Hey dude. Let me know if you’re still up for meeting up tomorrow…” I sent it around 11:00 at night, so I didn’t expect a reply until the following day. So, when I got back to Hoboken, I asked around to see who was going out to the bar. No one seemed to be up for anything, so I went home did laundry and watched TV.

I woke the next morning to a return email from him saying, “Hey bud, yeah we can work something out. What did you have in mind?” I replied back, “Your call… Grab bite, drink, coffee, walk High Line…” Apparently, he was already out and about that morning, and he responded, “Just finishing brunch. Let’s grab cords and walk up highland. What time works?”

I was a little confused, but I was used to deciphering autocorrect text messages. “I’m assuming that cords means coffee and highland means highline… haha  I can meet you in about an hour? That work?” I responded. He replied, “Ah yes autocorrect. Let’s meet at 4:30 at Doma in west village its 7th and Perry I think.”

I was very excited but still very relaxed. I was thrilled he was still willing to see me again after the less that stellar first date, but I’ve also done a very good job of not getting my hopes up about these dates anymore. I’ve had enough bad ones to know the drill now. Yes, I’ve become jaded.

I arrived at the coffee shop and waited for him outside. When he arrived, we exchanged hugs and went inside to grab coffees. He paid for mine, which I thought was very sweet of him. He suggested we take a walk through the West Village on our way to hop up on the High Line park. As we walked, he told me about the crazy time he had the previous night at the bars and how he was a little less than 100%. He put his arm around me and explained he was afraid to postpone on me since I was so broken-hearted when he didn’t respond within the first twelve hours after our first date (in a playful way). I was a little embarrassed by my lack of patience and told him he could have postponed on me, and I completely would have understood. We had a good laugh about it.

We walked and came upon a band playing in a courtyard. We stopped to listen before continuing on to the High Line. We climbed the stairs to the elevated park and began to stroll along like everyone else. This was the third date I took up there. I could tell Smiles was really enjoying it. He is very interested in architecture and design, as am I, so we had extensive conversations about all the surrounding buildings. I found it utterly romantic when he would turn my attention to a specific building by putting his hand on my shoulder to talk about a specific element. We talked the entire span from 14th street to 34th street. We even passed Joan Rivers and her small entourage while walking. When we reached the top, we walked back down to street level.

As we walked back downtown, we talked more. I learned he attended three different Burning Mans in the past. Just that Friday, I watched a movie shot by a bunch of guys who attended this years. It looked spectacular, and I was highly interested in attending. He gave me some of the insider tips, and the conversation shifted to the traveling we’ve done.

As we were walking through the West Village again, he noted he’d love to grab a beer and asked if I was interested. We stepped into a nice spot that had an outdoor space in the back, Entwine. We both ordered sangria. When I mentioned I wanted to order hummus and pitas, he noted he had to cut gluten out of his diet. I was rather famished, and I think he realized this.

He originally planned to meet his ex for dinner that night, but hadn’t heard from him in some time. Since this was the case, he asked if I would be interested in grabbing dinner with him. Of course I obliged. He mentioned two spots he could think of. I agreed Extra Virgin sounded great. He warned me he was quite the regular at that spot, but I wasn’t quite sure why that warranted a warning.

I paid the tab for the sangrias, and we started to walk to Extra Virgin. The night was shaping up to be quite a date, but it was only just beginning…

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