My wife and I were friends first. Kind of had to be in our situation as we lived on opposite coasts when we 'met' and started talking to each other.
I think that starting a relationship out of a friendship first is a wonderful way to bring things to the next level. As you stated, you already enjoy his company, laugh together, etc. Of course there are risks to dating someone who you are going to know for a long time regardless of how things work out.
My 2 cents would to be up front with him. Tell him, not necessarily on the first date, how you are feeling. That you like him as maybe more than a friend, but aren't sure how things would work out between you if you were together and then separated romantically. Odds are that he has some feelings beyond friendship for you as well. If not, at least you'll know.
Have fun with it. And, no, I didn't know that you were recently single. I guess I should check your blog more often.
|