Posts Tagged Key West

Dinner Reunion

Smiles and I made plans over the Christmas break to share a home-cooked meal my first full night back in town. I was greatly looking forward to it after not seeing him for a week. We’d spent a week apart before, but not over Christmas. Something about it made it tougher for me to get through.

That morning, Smiles sent me a text. He was wishing me luck on my first day back in the office after being away for some time. It was a truly sweet gesture considering how out of character this was for him. Since I left him, he was showering me with attention I didn’t normally receive. I attribute this to our conversation the night before I dropped him at the airport. That was just my assumption, but the only other factor that changed was spending time apart.

Out of the blue, in the middle of the afternoon, he picked up the phone and called me. I’d told him I had to go to the office that week, but there was little chance I would actually be working, so I guess he felt I’d have the free time to chat. It was a very welcomed distraction from my Facebook status perusal and email correspondences.

He called out of boredom. He couldn’t seem to motivate himself to work. He was still in vacation mode from being away. “My head is still at the beach,” he added. I told him there was no need to dive back into everything unless it was urgent. We all have lazy days. Why not ease back into the workload?

Before Christmas, I bought two cashmere hats from Bonobos. Smiles had mentioned interest in similar hats. I bought them just in case we made a last-minute decision to exchange presents. I could ship them back free of charge and Smiles would be none the wiser, but that seemed like a waste. I got a great deal on them considering how much he paid for the last one he purchased, so I decided I was going to ask if he wanted them. It wouldn’t be a gift — I would just be facilitating the deal.

“Are you still interested in cashmere hats, and what is your price point?” I asked. He told me anything under $80 each, which was $20 more than what I paid for them. I decided I was going to show him the hats and come clean about how I came to purchase them. I was worried I would look anxious in his eyes, but since we had our talk about where we were, I decided I needed to start being more of myself. It’s very much like me to do something slightly awkward and come clean about it. I’m very honest when it comes to things like that, shame or no shame. If he didn’t like it, then he didn’t like me.

That night after work, he came over. He texted me as he was getting on the PATH. When I didn’t hear from him for over a half hour, I tried calling and texting. I was getting no response. I wasn’t sure what happened, but I was hoping the meal wouldn’t be overdone waiting for him. Finally, he told me he’d arrived in Hoboken. When he got to my apartment, he told me he’d gotten on the wrong PATH train and ended up in Jersey City. He had to switch over and come back towards Hoboken.

I filled plates for the two of us, and we sat on the couch to eat dinner while we watched TV. Smiles loved the meal. He said it was cooked perfectly and everything was delicious. I was very proud and thrilled with how much he enjoyed it. One thing I love to do is cook for a man, especially when I get such rave reviews.

While we watched TV, my attention was constantly stolen by the reflection of headlights on the windows across the street. He kept asking what I was looking at, and when I told him, he poked fun at my inability to keep my attention fixed. We had a good laugh about it.

Smiles asked if I had any ice cream to finish our meal (you know him and his sweet tooth). I didn’t have any. We had two options. We could venture back out into the cold to pick up a pint, or we could settle for a variety of candy I had stashed in my room. He settled on the candy.

After dinner, we moved things into the bedroom. I was anxious to hop into bed with Smiles, just to feel his body against mine. I didn’t even care if it involved sex. I just wanted to be close to him. But, before we hopped into bed, I decided to bite the bullet on the hats. I explained, and he decided he wanted to keep the gray hat and have me return the black since he already had one. He gave me cash, and the transaction was complete. I was glad I didn’t just send the hats back without consulting him as many of my friends suggested (I have a habit of doing what I want even against my friends’ better judgment).

We laid in bed and exchanged random stories. We discussed how he was healing after his appendectomy. Like I said before, I was going to start being myself, so I told him the ridiculous story about my belly button. For some unknown reason, when I was in college and I got drunk, I would encourage my friends to feel my belly button. I was a swimmer so I had a flat stomach, and when I got drunk, I like the way it felt (maybe the beer pushed it out a bit). I insisted it was incredibly sexy and even took some of my friends’ finger and guided it to my belly button. I also proceeded to tell him about the time my belly button was handpicked as the body shot glass for a bachelorette party when I was in Key West. “ ‘Wow! You have the Grand Canyon of belly buttons!’ one girl shouted,” I told him. He laughed and looked at me like I was from another planet as he examined my belly button.

The rest of the night was more of the same — Lots of cuddling and chatter, but no sex. I was fine with this, as I was just happy to have him in my bed. We both brushed our teeth and climbed under the covers. I was going to bed a happy man that night, and I was looking forward to waking in the morning to a sexy man in bed next to me.

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Freedom in Florida

Before ever stepping on a plane to Florida, I told the friends I would be traveling with I was giving myself a hall pass. If Broadway went to Barcelona alone, possibly with a bottle of lube, then I was going to Florida with some new found freedom.

I didn’t break up with him prior to my trip. If you recall from my previous post, he wasn’t my “boyfriend” either. I never heard the phase “I love you” pass his lips. We had been dating for almost 10 months, but I no longer had any indication this was destined for the long term.

I have never been single and gay. I met Broadway, and shortly after, I came out. I needed to give myself the freedom to date. I needed to explore and experience. Is this healthy for a relationship? Was I setting myself up to cheat on the man I was dating for the previous 10 months? Maybe. But was it something I needed to do? Yes. Yes, it was.

Before heading to South Beach, Miami, Boston and I discussed meeting up. When my friend K and I arrived, we checked into Essex House and went down to the beach. I noticed a guy who vaguely resembled Boston. I pointed him out to K, and she said, “Ooooo. Go for it! He’s hot!” But when he walked down to the water with a female companion, the chemistry between them seemed more than just friends. Their body language suggested they were dating. Furthermore, this guy was wearing what I would later come to describe as “straight shorts.”

It wasn’t until I overheard their conversation as they were leaving the beach that I realized it was him. We were texting each other from 10 feet away for over 2 hours and didn’t even realize it.

Later that evening, K and I walked over to the sister hotel for happy hour. The other 2 in our party would be arriving any minute, but we were anxious to start drinking. I texted Boston and told him that if he could find us, I would buy him a drink. He was staying at this sister hotel, The Clevelander. After spotting us, he joined in our happy hour pitchers. Over the course of the next couple of hours, I drank about 4 pitchers. I was truly cutting loose.

Before this trip, I had no plans of attempting anything with Boston. He was just a solid friend. We were going to meet up for a drink or two, but after K made the comment on the beach, the possibility of more was planted in my head.

When my 2 other friends arrived, we discussed dinner plans at The Royal at The Raleigh and extended an invitation to Boston and his friend.

At dinner, I made a bit of a fool of myself. I had quite a bit to drink. When we finished eating, we walked back to the Clevelander for a night cap.

At the bar, I bought a round of beers. Boston tapped the top of my bottle to make it overflow. The only problem was I didn’t have a strong grip on my beer and it shattered on the floor. Minutes later, I retaliated, only to have the same thing repeat again.

After a short while, Boston’s friend went off to bed, shortly followed by my 3 friends. Boston and I were still sitting at the bar chatting when some guy came along interrupting us talking about real estate. Boston turned to me and told me to get rid of him. This was a window of opportunity. I was drunk and Boston is hot. I started getting a bit physical with him, rubbing his leg and petting his neck so the guy would leave. Finally, he got the hint and took off.

After my third trip to the bathroom, I asked him if he wanted to go for a walk. We strolled along the beach and found a comfortable spot to chat. We talked about careers and futures for some time before the authorities chased us. We moved our discussion to a wall at the edge of the sand. At one point, we were both just awkwardly staring at the ocean when I turned and kissed him. He immediately responded, and we proceeded to make out for what could have been a half hour. People passed by making cat calls, but we continued as if no one was there.

Things started to get hot. My hands were up his shirt feeling the chest I admired on the beach earlier that day. Finally, I put my hands down his pants and felt how much he was enjoying it. And he did the same. Me being 6’2″ and him being no taller than 5’6″, I picked him up and leaned back against the wall so I didn’t have to hunch over anymore. I was really enjoying myself. He was a great kisser and the wandering hands on both parties was rather pleasing. At one point, he pulled back and said, “But you have a boyfriend.” This didn’t stop me from going back in. Between kisses, I was able to utter, “He’s not my boyfriend, remember?” He was torn about the issue. He was obviously enjoying himself, but he didn’t want to get in the middle of a relationship.

After a while, I asked if he wanted to go somewhere more private. He pointed out we were both sharing rooms. I noticed the uneasiness on his face. I responded back, “I’m not trying to have sex with you. I’m not that easy. I just don’t want to stand here making out in public…” At this point, I could see his level of comfortability dropped significantly, so we went back to our separate rooms. I sent him a text explaining my enjoyment and my respect for him.

Stay tuned. The remainder of the trip will have to wait ’til Monday’s post.

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