Ashley ~ You may approach him with the 'let's forget the condoms and timing stuff and not think too much about it for a little while' concept. If he's still bringing home condoms...you are right, poor confused DH. There's a big difference at the beginning between NOT preventing and actively TRYING with temps and OPKs and all that. He may need to get into it in stages, and with any luck, it will all happen in a great way that he's eased out of the confusion about the time you get that BFP.
Bottom line is, to me, it sounds like having a 'not preventing' conversation is the first step.
Others might disagree with me on this: Knowing your body is one thing, but I say do NOT immerse yourself in the land of OPKs and temping and all that stuff if he's still wandering in with condoms ~ you'll end up in the nuthouse. Once the demon sinks its teeth in, it's hard to shake.

Some of us who've been around a while should be there. In the nuthouse. Or perhaps it's only me.
And heck, my H and I have been having serious problems this year -- he's run off a few times, had a mental breakdown (this came first I think), cheated on me, gone jobless...$hit, I'm the poster-child for it 'not being the right time', but now that he's home again, I'm ttc again. Cause it's kinda hard to do it by myself.

Judging by the past almost 31 years, I'll die childless and alone if I wait for everything to be 'right' in my life. I don't care about the mundane obstacles anymore. After more than two and a half years, two losses, 8 months of clomid, countless bloodtests...I don't care what is supposed to be 'right' anymore. KWIM?
Good luck dear.