Posts Tagged thighs

Deep Pockets

Since deciding to end things with Smiles, I’d already been on one date and had one hookup. I certainly hit the ground running. I felt slightly guilty all this was going on before we even had the chance to formally end things, but then again, things never really formally began between us.

I wasn’t wasting any time either. I had been talking to a really nice guy on adam4adam.com and set up a date to grab drinks with him after work Friday evening. It was a bit awkward because this was truly a blind date.

He had two pictures on a4a, but neither was clear and one didn’t include a face. When I asked him to send me a better face picture, he told me he didn’t like taking pictures of himself. Of course a red flag raised in my mind, but I had nothing to lose either. If I arrived and the guy was unacceptable, I was right next to the Port Authority bus terminal. I would be home in no time with little of my time wasted.

We agreed to grab drinks at Arriba Arriba in Hell’s Kitchen. It was conveniently located between his apartment and my office, and like I said, it wasn’t far from my transportation hub to go home.

As I left my office and began walking north, I was quite nervous. I’d never been on a true blind date before. I’d at least seen pictures of their faces, but this time I had no idea what he looked like. I joked with him, “Not gonna lie. Not sure what you look like… Haha.” It didn’t take him to respond: “Sorry mate. Don’t like taking pictures of myself. We will find each other… haha. You can ask me to leave once you see me and how ugly I am. Lol.” I didn’t care all that much at this point for the picture. I was already going in blind. I replied, “No apologies needed. Just tellin’ ya you’re gonna have to find me…”

I waited for him on the street corner. I put that time in a good location to good use. I surfed Grindr in HK for any new prospects. I know some may say that is classless considering I was waiting for a date, but I’m not in HK all that often anymore, and there is more talent in that neighborhood than where I work. He finally arrived and approached me. I asked how his trek to HK was, and we went inside to find a table.

When we learned we could only stand at  the bar since we weren’t ordering food, we decided to go elsewhere. I was at a bit of a loss because I hadn’t been in the neighborhood for some time. I didn’t know of a good place for us to go for a drink. Luckily, this guy was good on his feet. He suggested Eatery, and we were off.

We grabbed a seat at the bar and ordered a few rounds of drinks. We chatted for a long time about a myriad of things. The whole time, he kept his ball-cap on. Beyond the fact that he should know it’s bad manners, especially since he was an older gentleman, I was also worried there may be no hair under there. I’m not shallow, and looks are not everything to me. But, if he was balding without shaving his head, I wasn’t sure I could deal with that. (Smiles shaved his head and I was obviously okay with that).

We talked about our upbringings. He lived a bicoastal lifestyle, living in California and South Carolina. He also was shipped off to boarding school in Switzerland, where his grandparents lived. I grew up on a farm and went to public school. We had quite the education/socio-economic divide before. This is one thing I‘m not sure I am capable of getting past. I’m sure if it was the right guy, I could handle him coming from wealth, but it’s something that makes me quite uneasy. He came from money, and a lot of it.

I also learned he leads a very lavish lifestyle. He told me about his plans to purchase a house in Barcelona. He’d recently traveled there to scope out some places. He also told me about the $200,000.00 loan he gave a friend and was never paid back because the friend died and left his only possession, his apartment, to someone else. He told me about his lavish trips to the Caribbean islands recently. The list goes on.

Ironically enough, he wasn’t talking about all these because he was trying to impress me (Or at least it didn’t come off that way, which is fine). It simply came up in conversation or I coaxed them out with questions. I just felt uncomfortable with our socio-economic differences. I don’t really aspire to the position of kept man. I want someone who will share the financial burdens with me equally. I know a lot of people would love to find someone rich to marry, but money means very little to me when it comes to love. I think like I would constantly feel like less of a man if I had everything provided for me constantly, and I contributed far less to the relationship. Maybe this is something I will learn to get over in time, but for now, it makes me uneasy.

I learned how he continued to build his wealth and his professional relationship with a family in Canada. He told me about all the businesses he was involved in, and I started to worry he was another Smiles — Too much on his plate to commit to a real relationship. I also learned he wasn’t out to many people in his life, even after he’d been in a nine-year relationship with a man who left his wife for him. It ended when the man cheated on him while he was away on business. I wasn’t sure how I felt about him still being in the closet. He’d experienced too much and was far too old to still be in denial of his true self. I wasn’t sure I wanted a “project” at that age.

Drinks quickly turned into dinner. We stayed at the bar and made friends with the waitress. She was super sweet and very interested in chatting with us. Over our meal, we conversed more, and I learned we share a lot of the same morals and interests. We had similar outlooks in life.

He also became much more physical as the night progressed. He constantly had his hand on my leg rubbing my thighs and caressing the back of my knee. I started to do the same. Periodically, he would stand and give me a big ol’ bear hug. It was sweet. I liked knowing he was a passionate physical man. I needed that after Smiles constant distance.

Six hours later, we were ready to leave the bar. He decided to walk me to the bus. I thought when we exited the restaurant we’d exchange a kiss and go our separate ways. He was a true gentleman and walked me to the Port Authority. Not only that, but he walked me to my gate to wait for my bus and stood there waiting with me. It was midnight, and he was being a total sweetheart. He stood anxiously next to me as if he didn’t know what to do or how to close the date. He wasn’t really out, so I had a feeling a goodnight kiss in front of a large group of strangers was out of the question. When my bus arrived, he said goodbye and we agreed to be in touch.

As I rode home from the date, I wasn’t entirely sure what I thought of him. He became more attractive as the night went on, but I wasn’t sure if that was his personality or the alcohol stepping in for average looks.

I had a lot to think about. It was clear to me he was interested in me. The next day, he texted to see if I was interested in catching a movie that evening. I told him I had plans to hang with friends locally, but if they fell through, I’d let him know. When I decided to keep my plans, I texted him to let him know. He wasn’t all that concerned considering he had hopped on a flight to Boston to hang out with friends and go to a party. Yup, hopped on a flight that day. He obviously didn’t have a planned flight considering he asked me to go to the movies — Unless he was planning to fly me to Boston to do so…

That night, while out with my friends, I called Boston. He told me some of his new exciting war stories, and I told him of my trepidations about Deep Pockets. He told me I was nuts to write him off based on financial differences, so I decided to see where things went over the next week or so.

We texted a few times more, but interest wasn’t strong on either end as the text messages slowly came to an end. I was on to the next prospect…

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Night of Surprises

After an attempt to make lunch plans, Smiles and I were striking out to find time to get together after a week apart.

I told him I was heading home for the night and was about to leave work. However, I was pleasantly surprised to get the text, “Meet me for a drink at Extra Virgin. I haven’t heard from [my friend] confirming dinner yet, so I’m guessing it will be closer to 8:00 or he will flake.” I wasn’t thrilled with being second choice/fall-back, but I knew this was a friend he hadn’t seen in years who was in the city from L.A., so I was understanding.

I agreed to meet him and texted him when I arrived at the restaurant. “Oh goodness. I’ll be there in 10. Btw, I forgot I have a call from 6:00 – 6:30. My life is a pain-in-the-ass sometimes,” was the response I received. It didn’t help I was already feeling like an afterthought. Now I was learning the little time I had to spend with him was going to be interrupted by a half hour phone call.

I’d already been waiting for him for 15 minutes before he arrived. We exchanged a quick peck and a hug, and he suggested I could go inside while he made the call. I told him I could occupy myself outside while he took care of business.

While he talked with his movie team about next steps with their film, I sat on my phone playing with every app I could think of to pass the time. I checked my WordPress stats. I answered emails. I read everyone’s Twitter post that day. Anything I could do to keep busy.

When he finished his call, we grabbed a seat at the bar. The bartender was struggling to harvest a pomegranate, so I offered to help her. Smiles pointed out my culinary experience and told her she was in for a real treat. She was all too happy to receive my advice, as this was one chore she abhorred. After running to the restroom to wash my hands, I demonstrated for her how she could save herself some time and energy. She was very appreciative of my advice and thanked me.

Smiles and I placed our drink orders. We chatted over drinks on the spinning stools. I made it a point to turn my stool so I was facing him and our legs were interlocked. I heard all about his holiday on Long Island and the craziness he went through upon his return with his client. I told him about my relaxing trip home, my dysfunctional family, my Black Friday adventures, and my slow day at work.

At one point he had my his arms extended with his hands on my thighs rubbing them. He flippantly made the comment, “I love your big manly legs.” This was the first time he’d ever complimented my physically, so I took notice. He continued to rub them and massage them, and I continued to melt inside.

At that moment, he checked his phone and learned his friend wouldn’t be able to do dinner that evening, so they agreed upon breakfast the following morning.

With that, he turned to me and asked if I’d like to get dinner somewhere. Surprised, I told him, “Well. We’re already here. Why don’t we just eat here.” I was expecting to get the boot at any moment throughout the course of the evening, but instead I was extended a dinner invitation. Once again, I was happy to get to spend time with him.

We quickly placed our dinner orders and continued our conversation. Our dinner was very pleasant, and our meals were excellent. After we finished eating, we split the bill and began to walk down the street.

As per usual, when we reached the crossroad between his place and the PATH, we said goodbye. And, as per usual, it was said with a simple kiss and a gentle squeeze. I pulled him back in for another kiss and made it more than a peck. He smiled, and we said goodbye.

When I got back to Hoboken, on my walk to my apartment, I texted, “Mmmmmmm. I like you. You make me happy… Just felt the need to say that…” He responded twenty minutes later, “Awwww. 🙂 Thank you.” Clearly, he didn’t feel confident to reciprocate the sentiment just yet, which stung slightly, but then again, I already knew  I was ready to move faster than was…

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