I’m a pretty relaxed traveler. I don’t over pack but I pack enough. I’m not afraid of missing my flight but I’m perpetually way too early. I don’t set my plans in stone but I always have a general idea of what I’d like to do. Most of the traveling and exploring I’ve done, I’ve done alone, so globe or stateside trotting with someone else is just about the only thing that makes me a little nervous.

Mr. Possibility and I have been through a lot together and I’ve known him almost the entire time I’ve been writing this blog, making the process of learning to love myself, with or without a guy that much more complicated. I was specific when I started this journey that I wasn’t going to make any rules and I wasn’t going to stop dating if someone happened to fall into my life that I was interested in. Most literally, I just about fell into Mr. Possibility’s lap on that sunny afternoon nearly nine months ago.

And here we are today, preparing for our first trip together, attempting to put the past behind us and set out into the adventure that is a relationship. I haven’t been in one for a while and the last one (Mr. Idea) wasn’t exactly sunshine-and-roses, but with Mr. possibility, it was nearly impossible (pun intended) to not give it a go. There’s something about connecting with someone on such a personal basis that even if there wasn’t chemistry or passion or sex or all of the above, you’d still like who they were as a person, all other things aside. That’s Mr. Possibility for you – a good guy. A guy who gets me, who makes me laugh, who doesn’t try to hold me back, who encourages my dreams and is pretty dependable.

He is many wonderful things or he wouldn’t be with me – but one thing that he’s not is organized. I’m not the cleanest person in the world, trust me. Neither is he and that not-so-winning combination has caused some sticky situations in the past. But when it comes to preparing to go away or getting my affairs in order before leaving home for a week, I start to think ahead…well, ahead. Mr. Possibility doesn’t quite think in the same way, or rather if he does, he’s far more relaxed about it then I am.

I’ve had my suitcase packed for two days, an idea of what time we have to get up to be there in enough time, and our itinerary, including our rental car information and flight schedule printed. I’ve packed magazines I’ve been dying to read (and one for him), formulated a few blog posts so I wouldn’t have to stress on vacation (but I’m bringing my laptop, can’t help myself), and came up with a list of things I want to do. Mr. Possibility, on the other hand, didn’t start packing until right now, is stopping by a friend’s birthday party when we have a 6 a.m. flight tomorrow, and I’m finishing up laundry so he’ll have everything he needs.

Needless to say, perhaps, there’s been a little tension.

A big part of a relationship is compromise and accepting someone’s idiosyncrasies. I know I have ridiculous traits and I also know he has his, but if we can both learn to relax, to take a step back, and remember why we care – instead of what annoys the hell out of us – then we have a chance at a great trip and at a great partnership. I probably packed too many shoes and will be a little flustered if I don’t get to see some of the things I want to see, and Mr. Possibility could run away screaming from me if I ask him one more time if he has everything he needs – but I take him for him. He takes me for me. It’s not perfect and it’s not supposed to be, but it is life and this is a real relationship. We can’t escape reality, even if we are going on vacation.

I’m still coming to terms with giving up the single status but I’m excited about taking a trip with a man. Even if he happens to be the sort of man who is standing in front of me, asking which tie goes the best with the suit he wants to bring and neither of his options match at all. Did I mention we’re leaving ten hours? And his suitcase is empty?

Sigh.