09-29-2012, 04:55 PM
I found myself in a very similar situation years ago when I first came out. I had a gay friend I was hanging out with and I kept reinforcing how 'gay friendly' I was and that I was cool with going to gay bars with him etc. Turned out he knew all along I was gay and was just waiting for me to reach my comfort zone and finally admit it to myself (and him).
Like Blue says, I'm sure he will understand what's going on in your mind space and may just be waiting for you to get comfortable with the idea of coming out to him. Your feelings for him may complicate things slightly but if you procrastinate too long about it you may miss the boat. I've had a few 'what if's' and 'if only'' moments in my life that I regret sometimes, so it's up to you. Sometimes chances are worth taking, and if it doesn't pan out, well, you can chalk up the experience and move forward again.
Like Blue says, I'm sure he will understand what's going on in your mind space and may just be waiting for you to get comfortable with the idea of coming out to him. Your feelings for him may complicate things slightly but if you procrastinate too long about it you may miss the boat. I've had a few 'what if's' and 'if only'' moments in my life that I regret sometimes, so it's up to you. Sometimes chances are worth taking, and if it doesn't pan out, well, you can chalk up the experience and move forward again.