I really suck at relationships.

[xoxoxoBruce]

I haven't kept this to myself, he knows that I'm not looking to get married anytime soon. There is that part of me though that doesn't believe him when he says he feels the same way about it.

Don't bet any money on that. Everybody's different, but I know for sure, there's a lot of guys that would rather not get married, and maintain the status quo. He may very well have part of him that doesn't believe you, or at least feels afraid you'll change your mind.

That said, try not to worry about what may happen in the future, it has a habit of ruining the present. Paying interest on money you didn't borrow, comes to mind.

Oh, on initiating... just use signals. If he wants it, he can like tap you on the shoulder three times, and if you want it, tap his dick... once.