What attire would you/do you pair with the Cartier Santos Medium

That would work for sure! I wear neither sneakers nor suits.

It wears well dressed down, but without fail when I do, people comment that it looks out of place as whether we like it or not, most think it is a dress watch these days. I can espouse how it was the original pilot’s watch, but times have changed on it. Either way, I will continue to wear it casually as well as occasionally with a suit.

Any damn way you please.

Jeans and a white tee? Goes perfectly, trust me.

Change your lifestyle. Forthwith.

I understand why you think this is a very problematic watch. I have no kind words for it. If you are not interested in channeling Hans Gruber, Frasier Crane, or the Butabi brothers, I really don't see how else it can be worn without looking seriously out of place. But apparently a complete disregard for how jarringly wrong it looks to others is part of the standard owner persona. It doesn't sound like you have this yet.

I wear mine with anything and everything. I do wish I had a dressier strap for it, as it’s not as dressy on the bracelet as people think (in my opinion at least) but their straps are very expensive :/

To dressy for casual wear. Looks very effeminate without a jacket or blazer.

I wear a colorful 34mm Timex Marlin Snoopy Christmas watch around the house, but won’t go out or visit friends with it… people don’t notice your watch until it appears that a grown-ass man is wearing a little girl’s first watch.

Do what you want (and enjoy it!) but people WILL wonder why you are wearing a woman’s watch. Yes, it’s technically a man’s watch, but nobody outside of watch forums believes that.

Get a reverso. Lots of great strap options to dress it down. I just wore mine to the movies with jeans and a polo. I had/have it on a light tan canvas and leather strap.

Probably one of the most versatilewatches out there. Don't go diving with it.

I think most Cartiers are dressy at first glance but do have a touch of sportiness that allows them to be more versatile than say, a PP Calatrava.

Metallica t-shirt AUD$48

Theodore Corso Venezia Neopolitan Blue Pinstripe blazer AUD$900

Levi's 501 AUD$70

Adidas Superstar Foundation AUD$110

Looking sharp!

I actually think the Santos is very sporty and looks great with jeans an T-Shirt. For dress watches I prefer leather Straps and thinner watches that hide unter the shirt cuff. I have the Tank Must XL as my dress watch, but even that piece looks great with jeans and an oxford shirt or plain T-Shirt/long-sleeve.

The Santos will go with a anything, its one of the sport watches which doesn't look out of place in any setting. Leather strap makes it slightly dressier but on the bracelet it just goes well with a anything.

One of the purchases I wish to make is the Santos medium. Just waiting to see if they would release a version with brushed bezel after their latest Tank releases and it would be an instant buy.

What do YOU like ?

I never looked at a watch to match with my attire especially since 99% of the time I'm dressed like Hank Hill from King of the Hill. Before I got into watches I wore the same watch for 17 years it was a Citizen Eco drive that was more dress watch then everyday watch, but that was my watch. I think it's super cool to wear a Cartier with jeans and a tee shirt. Wear what you like.

Yes, I'm a Wrangler man myself and even wearing my Timex. lol

That picture doesn't do the watch justice though: A Santos deserves better than this overly tight, skinny-lapelled Boss-cheapy of a suit. 😁

But frankly, I think it's fine with anything as long as it's not shorts and flip-flops.

You can see from the tan line that Mr. Calhoun had just removed his Santos. Likewise, I would only wear one with overalls.

It’s more my lifestyle than my attire, but the Santos, like many other watches I own, DOES match my lifestyle. That said, when I have multiple lifestyle appropriate watches, the second deciding factor is, does this match?

First world problem!

I don’t even consider what I’m wearing when I pick my watch. I wear the watch because that’s the one I want to wear.

I certainly don’t consider anyone else’s opinion about my watch. Tank XL on bracelet with jeans and a concert T-shirt? Absolutely!!!

Some of these comments are, erm, interesting. It goes with literally anything. One example is in my profile pic. 😉

The attention I got wearing this would have been great some years ago, before I was married. 😂

The Cle is still my favorite Cartier, by far.

I think that you can get away with wearing almost anything with a Cartier.

I think it looks super weird in a casual setting.

But if you like the idea, go for it.

Very sad it never quite got the spotlight.

Agreed. My Dad snagged one last year though...

I think all men's Cartiers are cool design objects because they connect all of these male materials stereotypes with a very old-money/high-luxury attitude. The exposed steel, tank treads, and exposed screws combined with the rugged looking bridle leathers contrasted against the old-world dial designs... 👌. When you wear one you look masculine and refined and rich all at once. These are watches I can imagine a young JFK wearing with boat shoes, khakis, and a white oxford. Classic and waspy. Dirty up the look with exposed tattos and a leather bracelet. I love that sh*t.

It goes with a suit to the boardroom or out for a day in your board shorts and flip-flops

I'd wear a pair of slim fit slacks, tucked white t-shirt suede shoes or boat shoes, or even low sneakers.

it works with a Reverso, so it should work with a Santos)

It's a sports watch after all