Two girlfriends were in DC for a conference in early February, and we gathered at Proof to eat, drink and talk about work and boys. After listening to the latest about their jobs and beaus, I updated them about my life over the past six months. As I was in the middle of telling them about Mr. Exec, Best Boy, and Mr. Agency, I received a text message from Best Boy with his typical opener:


Given the timing, I chuckled when I saw the message come in.

Me: Best Boy’s wanting to hang tonight.

Ash: Have him come by! We want to meet him. [Lauren nods in agreement.]

Me: Okay.

I continued to finish my story, and shortly thereafter, Best Boy joined us. Lauren was discussing one of the guys she was dating, and Best Boy politely interjected to get caught up to speed.

Lauren was torn between whether she viewed this guy as a friend with benefits or someone with relationship potential. The situation became even more confusing since she occasionally did work for his company.

Me: Do you care about him as more than a friend you have sex with?

Lauren: I think so. [Pause.] Maybe. [Pause.] I just don’t know what he wants.

Best Boy, Ash and I agreed that Lauren needed to talk to the guy about their situation. As Lauren debated how best to broach the subject, Best Boy suggested that she ask him:

So…what’s our deal?

Over the next 15 minutes, Best Boy offered a variety of strategies to Lauren. I had forgotten how good he was at listening and giving advice! Lauren thanked him for his input and peppered him with a few follow-up questions. While they were engrossed in the discussion, Ash mouthed to me:

He’s awesome…and really cute! Go with him!

I shrugged my shoulders and mouthed:

We’ll see.

As Best Boy and I walked to his car, it crossed my mind that I didn’t know what OUR deal was. I still wasn’t sure what I wanted, though, so it still didn’t make sense for me to broach that subject with him.

While he was driving, I turned and kissed him on the cheek. Best Boy looked at me with a mildly confused expression on his face.

Me: Thanks. They really liked you. You’re a good guy, Mr. Best Boy. [We both smile.]

When we arrived home, we went upstairs, got ready for bed, and had sex. It wasn’t mind blowing, but it was comfortable. I had always seen routines as bad when it came to relationships, but with Best Boy, it was nice to know what to expect. I might not have known what our deal was or where this was going, but we cared about each other. That was enough for now.

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