Help me spend my money, LOL.

So, you want a 360 for NOW but a stroker for later, right? He's what I would do. Get a set of reman 302 heads with 1.88 and 1.6 valves in them. Rering the stock short block. Not sure you'll get 9.5:1 but it will be a good compression bump. The factory cast pistons are plenty strong. No need to waste money on new pistons when you don't need them. Remember too, MoPar blocks are higher in nickle content than their brand X counterparts, so the bore is probably not bad. Replace the stock rod bolts and have the stock rods resized. Once again, money saved, because no need for a rebalance using all the stock stuff that was already there. One of the little VooDoo grinds would be good......or maybe even Comps 275DEH. THAT's a really nice cam that often gets overlooked. The intake is a great choice. I think you can stand a bigger carburetor, but try what you have.

I really think you'll come out better puttin the money in the heads. You are already buying pistons for your stroker. Why buy 2 sets? Wouldn't you be getting your present heads reworked? If you go that route, you'll be reworking heads AND buying pistons. Going with the reman 302s saves you money. Think about it.