You were the first on your block to buy the 2018 Harley-Davidson Fat Bob 114, the topic of discussion every time riding buddies gather at your man cave. The bike and its upgrades cost you $20K, but your riding gear needs a major overhaul, pal. For grins' sake, a friend hands you his Harley-Davidson Signature Visa card and tells you to "have fun."

But what Harley gear would you buy if that friend was the legendary Willie G. Davidson, grandson of co-founder William A. Davidson and Chief Styling Officer Emeritus, who brought us the 1971 FX Super Glide, the 1977 FXS Low Rider, and the 1977 XLCR Sportster?

The odds of this happening are slim (but not impossible!), but let’s take this hypothetical journey together. Here are my choices if Willie G.’s credit card ended up in my hands for an hour or so:

Harley-Davidson Stinger B14 helmet: $375

Stinger helmet
Made by Bell, the Stinger B14 helmet is the retro popular Moto 3.Harley-Davidson Motor Company

Harley-Davidson Rally retro goggles: $179

Goggles
My beady brown eyes may or may not appreciate the protection of these goggles, but, man, they look awesome.Harley-Davidson Motor Company

Harley-Davidson Rutland triple-vented jacket: $335

Rutland jacket
As much as I wanted to pick a classic full-leather jacket, practicality whispered in my ear and said, "Go for versatility, boss."Harley-Davidson Motor Company

Harley-Davidson Stormy leather gloves: $75

H-D Gloves
I like the Euro look of these gloves, and they pair well with the Rutland jacket. Subtle but legit.Harley-Davidson Motor Company

Harley-Davidson FXRG Performance riding jeans: $450

FXRG Performance jeans
If that price tag stings, remember two things: Going down at speed hurts even more, and Willie G.’s got you covered (as does the full Kevlar liner).Harley-Davidson Motor Company

Harley-Davidson Brendan boots: $184

Brendan boots
These are the most stylish boots in the Harley catalog, in my opinion, with soles made for walking.Harley-Davidson Motor Company

Harley-Davidson Willie G. skull ring: $304

skull ring
Who calls themself a devoted Harley owner without having one of these to show off at rallies?Harley-Davidson Motor Company

The price for looking good and riding protected? A cool $1,902, but don’t worry: Willie G.’s got this one. I’ll chip in an extra dollar to make it an even 1903, the year his grandpappy and three other pals started the company 115 years ago.