Hey William welcome back and aboard. I can quickly answer some of your questions. Jedi robes is not a good option. For armor contact Walt and company at WTF (Walt's Trooper Factory) does a decent enough kit depending on your size. Boots are a bit easier for the shadow trooper. Any Chelsea or jodhpur boot will be acceptable. But if you want specific types there's Imperial Boots, not sure if they're doing a run now, and CrowProps.
Undershirt and all of that are easy as well any plain black compression gear or even long John type of underwear is good there.
Any questions just shoot me a question here or in FB if you have one.