Not exactly clothing... but this at the min:
Yeah I'm going to get rid of one pair of mine too I think, not sure which to keep though.
First up, I'd love the classic Schott Perfecto one star, as famously seen on Marlon Brando. It's £980 on Mr Porter: http://www.mrporter.com/product/327002s This is my favourite picture of someone (The Boss) in it:
I'd also love a Rolex Submariner, although with limitless budget, I'd snap up the Deep Sea (it's bigger and doesn't have the date bubble):
I also think a lot about the Mulberry Barnaby messenger. I almost bought it recently (and regret not doing so):
I'd also love a Savile Row suit and go through the whole process of having measured and made.