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…