Damn! I wish I had run across this thread when it was first posted!
There's another Dynamic going on here that no one else has seemed to catch! Your friend is a Preacher's Kid! Well ... so am I! (I hope I can keep this short ...)
My Great Grandparents, my Grandparents, my Dad, and all my uncles, and male cousins, on Dad's side, are/were Ministers! I'm the first male, in several generations, that didn't go into the Church! But, even just being a "first generation" Preacher's Kid can come with some pretty heavy "baggage"!
And, it's not my (immediate) family that's the problem. It's their Public! Everyone knew who I was, but I didn't always know who They were! Imagine being raised with hundreds of "unknown" parents! I had to be
exceedingly careful with every move I ever made! More than just my own reputation was riding on it!!
Backtrack a bit ...
I "knew" I was gay by the time I was 10, or so. However, I dated girls into my late 20's. It was mainly all for "Show"! Granted, I nearly married 5, or 6, of them, but I didn't because I always knew my Secret! And, yeah!, I truly did Care for them! It's not like I was being a total ass! Still ... it was what was "expected" of me ... I was fulfilling my "Role" ...
And, yeah!, there were also some guys in there that I was "playing with", too. But, that was only after I was, without any doubt, SURE that I could
Completely TRUST them! And, you have NO idea how "dicey" that could be! People, in general, love to "Blab"!!
With the guys, I never went beyond the mutual "exploring thing", as most Str8 guys will tend to do with each other, until I was 500mi. away from Home, in college! During my general teens, they were all just too close to Home for "comfort"! And, even 500mi. away, I STILL had to be careful, given my too well known surname!
Side bar: Just imagine running into a Bishop, and his wife, in Provincetown, of all places!
There's a hell of a lot more to My story, and I haven't even touched on the whole "Religion thing". However ... let's get back to You and your Friend ...
Given his particular "circumstances", YOU will definitely have to be the one to break the "Ice", and confide in, come out to, Him! Don't let the "chicks thing" throw you off! All that could very well be a "Cover" ... or, maybe not ... but, trust me, it doesn't really matter one way or the other.
If He is ever going to fully TRUST You, YOU must first Trust HIM!
Completely!! DO NOT Hold Back! Tell Him what You are truly, honestly, feeling and thinking! Even if he is Str8 (which I doubt from what you've told us, at least not "totally" Straight), and since you've been good friends for so long, he still needs to Know your "Secret" first! And, Never, Ever, EVER, talk about Him to someone else! I don't care Who it is! Just DON'T do that!! (It WILL get back to Him, some way, eventually! Let me repeat ... People love to Blab!!)
How will He take it? I don't fully know because I don't know Him! But, I DO know that if You are hoping He might take a "leap", You have to be the one to jump off that cliff first! Scary? Yeah! But in spite of how long, and well, you've known Him, I'm willing to bet You still don't have any idea just how much higher that cliff seems to be to Him!
Follow Your Heart! TRUST Your Friend! If it feels like it will all fall apart, I'm pretty sure that He will catch You!!
No matter what ... Seriously ...
Keep smilin'!!


Chaz
