+90 @Hitthereset Designer? No. Custom tailored, absolutely.

+41 @Reddit-adm It wouldn't be a priority for me. If I'm young and in shape, all clothes would look good on me. Jeans and a white tshirt and trainers without any big branding. If I won, I'd be trying to look like old money, not new money.

+35 @LTTP2018 I'd be wearing a bikini or a sundress 24/7 on an island. Designer clothes and shopping? That's hell to me.

+18 @yelowin Yes :) including lots of vintage archival stuff Lots of people fantasize about cars but this interests me more

+16 @juicius Yes, definitely. When I'm talking about "designer" clothes here, I'm not talking about what you can buy at the mall, even the fancy ones. They make good clothes but there's a lot of difference between even the highest quality off the rack clothes and something that was made just for you: bespoke tailoring. Bespoke tailoring is not even custom tailoring. In custom, they tailor to your dimension from a template. And just as importantly, you're limited to the materials and the patterns they have at hand, or can get with a reasonable speed. You walk in and someone will greet you and you may be passed around from one to another, and given a few options and done. It's an assembly line process, although sheathed some fancy pomp. You're not any more special than the next guy who walk in the door with some money to spend. Get you in, get you fitted, and NEXT! At bespoke shops, you're literally embarking on a journey with your personal attendant. You'll browse the fabrics, the patterns, and the style. You'll talk to your tailor and they often have a cutter who's separate from the tailor. You'll get fitted, and again, and again. 3 or more times is common. And that's not what separates them from the custom shops, which admittedly provide 90% of that with maybe less than 50% of the cost. The difference is the attention to detail, and the enthusiasm for their craft, and the service that follows; the difference is the *relationshhip.* Had too good of a time at St. Barts? No problem, they'll fit you again gratis. The diet pills worked too well? No problem, again. They'll keep in touch, suggest alterations to follow the latest trend. They're not pushing to sell more, because they understand that if they maintaining a good relationship, future sales will follow naturally. You basically have established a relationship with someone who can make you look your best at any time of the day, any season, and for any occasion. Even labels like Ralph Lauren Purple Label is largely off the rack and exist for ultra wealth who don't have the time to go all out. It's their "casual" clothes. Consumable. Disposable, if a $900 polo shirt can be called disposable. I know there are billionaires who walk around with cargo shorts, t-shirts with neck opening stretched out, with dirty boat shoes. They make the news because they seem relaxed and somehow more relatable. And that's fine, because fashion is a personal choice. But do you look at them and think, "Wow, they look fabulous!"? Probably not. They do look comfortable, but an immaculately tailored suit is just as comfortable to wear as your favorite concert t-shirt and a pair of joggers.