<human>: Can you condense the text into three sentences or less?

I could use some advice from guys or gals who have been in similar situations. 

A good friend of mine for about 10 years has volunteered to rep his company at a convention in my city over the weekend and the company isn't providing a hotel because it's a 2 hour drive from their main office where he works. He's asked to stay in my tiny studio apartment for a couple of days so he doesn't have to make the drive and I told him no problem. 

Throughout high school and college we would have drunken hook ups here and there, but we've never actually had sex. More often then not, these would put some awkward distance between the two of us for a few months and then we'd be fine. Two years ago when he lived in Chicago, I went out there for a week's vacation (I have many friends out there, it wasn't just to visit him) and after about 8 drinks he made a move--but I was sorta seeing a mutual friend at the time and turned him down. 

When I met him at 16, I had a big crush and ten years of friendship later, I still think he's the greatest. I don't know if the feeling is mutual, but we're definitely each other's type, have a lot in common and are very flirty (sharing drinks at parties, kissing hello/good bye on the cheek, we even say "I love you" from time to time)--but, he does have a well earned reputation for being a lady killer and I wonder it's more sexual curiousity than anything else. He got out of a year long relationship 3 months ago and with the upcoming visit and our history, I'm wondering...what's going on and how can I play it cool this weekend? Speaking for myself, I'd love it if this turned into something more, but I'd be so upset if I lost him.
<bot>: old friend (10 years) who I have feelings for and who I've had casual drunk hook ups with is now a few months single and staying in my studio apartment for a weekend for work. Help me not eff it up.