318... to stroke or not to stroke???

Boring a block out +.090" is not advisable.
A lot of machine shops will straight-up tell you that they won't do it.

I've seen blocks at +.060" that after one season you could poke a screwdriver through the bore and the tear would look like tinfoil. no exaggeration..

You have a 318 block and crank but 360 stroker pistons, I don't like to be the bearer of bad news but it's probably going to be a problem and machining is probably not going to be a very cheap solution in the long run.

318 blocks seem to be the exception to the rule. I've seen several posts and read articles where a lot of 318 blocks sonic check plenty thick to go .090 over. Just gotta sonic check them to make sure

As for the pistons, their 4" diameter pistons designed with a compression height to accommodate a 4" stroke crank in a 9.59" (Chrysler LA) block. Doesn't matter if you use them in a stock bore 360 block or a .090" over 318 block. The required dimensions are the same and the only difference in machining the 318 is you take out a little more metal due to the .090 over bore. All the machine shops around me charge a flat rate for boring an engine to whatever over bore you want.

The 402 stroker has become a pretty popular combo in the last couple yrs. since there are so many discarded 318 blocks that you can get for practically nothing.