Last week, we took a look at some of the best casual messenger bags at accessible price points – the kind of options that most of the men we know and love might not only consider carrying, but would also consider plunking down a couple hundred bucks to own, even if they don’t generally consider themselves to be someone who’s fashion-conscious or concerned with how they dress on a daily basis. Indeed, we only scratched the surface; there are dozens upon dozens of brands out there making bags for those dudes, and many of them do it quite well.

What about the men on the other end of the spectrum, though? The men who wear $4000 Zegna wool crepe suits and fly on private jets and generally consider themselves Masters of the Universe? That group might have fewer members, but their collective spending power means that just as many menswear designers are catering to them in exceedingly luxurious fashion. If one of those men was in the mood to buy himself a bag online, what might he choose? I’ve got six of the most jaw-droppingly expensive options after the jump.

Burberry Large Alligator Holdall, $37,000 via Burberry

Louis Vuitton Porte-Documents Voyage GM, $5,500 via Louis Vuitton

Hermes Steve Besace Messenger Bag, $7,050 via Hermes

Bottega Veneta Tourmaline Light Calf Soft Crocodile Messenger Bag, $5950 via Bottega Veneta

Ralph Lauren Alligator Weekend Bag, $24,000 via Mr. Porter

Gucci Crocodile Tote, $29,900 via Gucci

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