Wearing shoes a shade lighter than trousers

Wednesday, October 1st 2025
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When I wore this new linen jacket from Sartoria Salino for the first time, I initially paired it with dark-brown loafers. The trousers were a dark grey/brown after all, and the default for sartorial dressing is generally to have shoes that are darker than the trousers. 

But that looked a little dull. Without a tie or a pocket square, or a stronger colour or pattern in the jacket or shirt, there just wasn’t much going on. So I tried a pair of lighter-brown shoes instead, and the contrast created a pleasing point of interest. 

This is not to say that it was a new discovery. But in the same way as you might try on one or two neckties before settling on one for the day, I tried a couple of shoe options, this was the more satisfying, and I thought it was worth relating as we haven't covered it specifically on PS before. 

I have written about the traditional rule of shoes being darker than trousers, and as with all such guidelines, it contains some useful truth. A darker shoe is smarter and more formal, and so it’s a good choice with suit and tie for example. 

But with a sports jacket and trousers, the rule is less applicable. It’s usually what I start with - the default - but it’s also an option to play with. And of course once we get into more casual clothes like jeans, the rule is barely relevant.

As with many rules it’s also best thought of as a spectrum rather than a binary choice. Small contrasts between shoes and trousers can be interesting, but big ones are often garish. 

To describe that spectrum:

  • A black shoe would have been clearly darker than the trousers (though not really in keeping with the warm browns in the jacket). 
  • A dark-brown shoe would have been about the same as the trouser (with a little contrast created by the difference between shiny leather shoe and matte wool trouser). 
  • A mid-brown shoe like the one I chose is just one shade lighter than the dark brown, and works well. 
  • A much lighter brown, approaching tan, would probably be too great a contrast and could look garish. 

So it’s a range. Start with just one shade lighter and see what you think. Remember it’s always a question of your own choice - these thoughts and conventions are simply useful advice: information than can inform a decision rather than the decision itself.  

Another example I like of a shoe that’s lighter than the trouser is dark-brown suede under charcoal trousers. Perhaps flannels, with a boot or a loafer. 

Oddly I can’t find an example of this on PS - although readers, you often have a better memory than me so let me know if you can think of one. The effect is similar to the combination above however, of the faded black jeans with brown-suede boots. 

Only wearing black with charcoal trousers would be rather limiting, and a dark-brown suede can be a nice point of interest in the same way as the first example. Keep in mind that texture is relevant as well - brown suede shoes are easier with casual flannel trousers than smart worsted. 

The jacket is my second from the Florentine tailor Vittorio Salino, who is actually about to come to London for the first time - he’s asked to use the PS showroom, and will be there from October 31 to November 2. 

I’m pleased with the jacket, which Vittorio now cuts a little slimmer than the first one he made for me. We had one fitting in Florence back in June, and that was strong enough to go straight to the finished piece. 

Oddly when the jacket arrived the sleeves were both about 2cm too long, but everything else was perfect. Still, not a hard thing to fix and clearly a result of some small miscommunication rather than a technical fault. 

Vittorio is a very good tailor, and I think his style will suit people looking for something less structured than most English houses, but not quite as soft and round as the Neapolitans. 

The material, meanwhile, is the ‘Mildmay’ linen from Maison Hellard, part of their Carnet de Voyage bunch in which the different cloths were designed with various friends. This one was designed by Manish

I really liked the cloth when Manish showed it to me - a nice biscuity linen that’s like option five in our ‘If you only had five jackets’ piece. It’s the kind of colour I wear more than paler ‘oatmeal’ these days, although oatmeal is arguably smarter. 

The Mildmay actually has a pink thread weaving through it, and my only concern was that the pink might be too unusual. Made up, though, it’s barely noticeable. 

The linen does have a little bit of a sheen, and I think this makes it a touch smarter - I’m not sure I’d wear it with jeans, even in a more casual make. I had thought of the jacket as a summer equivalent of my Campbell’s tweed, and in many ways it is, but it’s not quite as casual as that one. 

This is actually one of the hardest areas for tailoring materials - summer cloths that go with very casual things like jeans. Coarser linens can be good, but they’re usually not offered by mills. Cottons can be good too, but they’re quite particular. It’s why my J Mueser jacket gets so much interest I think. 

This Hellard linen is fairly soft and creases quite easily, but in my experience so far I still wouldn’t say it’s a solution there. Perhaps it’s not helped by the fact most of the colours in the bunch are quite dark or cold. If anyone’s tried another option that they like in this regard, please do shout.

Clothes shown:

  • Sartoria Salino bespoke jacket in Maison Hellard ‘Mildmay’ cloth
  • Simone Abbarchi bespoke shirt in Thomas Mason beige/white stripe ‘Journey’ cotton
  • High-twist grey/brown trousers from Perro (now defunct)
  • Charcoal over-the-calf socks from Anderson & Sheppard
  • Belgravia loafers from Edward Green (more on them here)
  • ‘California’ sunglasses from EB Meyrowitz

Sartoria Salino UK prices:

  • Jacket: £3,750 (all inc VAT)
  • Trouser: £950
  • Suit: £4,700

UK dates:

  • October 31st to November 2nd
  • PS Showroom, 37 Harley Street
  • Planning to visit four times a year
  • Contact [email protected]

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102 Comments
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Jean T.

Hello Simon,
Very interesting piece. I believe you speak of a clue on dressing I like without formulating explicitly : “When confronted with a choice of pairing, try it before a full length mirror and trust your eyes”.
Obviously easier on a week-end with no sense of urgency, and fall back to tried and true pairing when in a pinch, but sometime, trying things that theorically shouldn’t work out proves to be verypleasing to your eyes, and other time, pairing “by the book” that should work just feels off. On this second point I believe you’re very good at finding the why it’s off, but feeling that it is often is already enough.

Philip

All makes good sense, although snuff would be a good addition to the range of choices.
I would not have gone for grey socks though. My preference would be for a sage or forest green as I think they are more closely aligned to browns than grey are.

Dario

I was last week at the launch of Suitsupply’s fall/winter collection in my city, I saw this new brown suit (in my screen it comes out more as a grey, but I’ve seen it in person and it is brown):

https://suitsupply.com/en-dk/men/suits/dark-brown-striped-tailored-fit-milano-suit/P7151.html

And I was thinking “it looks nice but I would only be able to wear it with black shoes”. Do you think it could also be worn with shoes as yours in this article?

Michael

This is interesting! To my eye the shoes are a very similar value to the trousers (I compared them in greyscale), but the colours sufficiently contrasting hues as to be subtly interesting (the warmth of the shoes, as well as the sheen).

Lindsay McKee

Beautiful jacket and article on shoe colours.
What is that actual pattern called? It’s almost like houndstooth but not quite?
I clicked on that cloth link and the one that caught my eye among the other beautiful swatches was the blue and white/ black stripe, a striking cloth that I’m sure would make an equally striking if rather eccentric jacket!
Great help on the shoe colour for me.
With my navy suit, navy jacket and grey whipcords or even a grey herringbone jacket and charcoal trousers, one could get away with very dark brown oxfords for example??

Lindsay McKee

Great
Many thanks
Lindsay

Richard

I think this choice of shoes works especially well because they are not simply mid-brown but seem to range from mid-brown to dark brown depending on the depth of the patina. The darker parts at the toes and near the welt match the trousers but the lighter parts don’t, which seems to create a pleasing and sophisticated vacillation between matching and non-matching.
The jacket looks great. For some reason the lapels seem especially good in terms of width and cut, and the silhouette strikes a nice balance between comfort and sharpness in keeping with your move to a more relaxed tailoring.

AK

I think the fact that the jacket is lighter than the trousers is very important here also, as the lighter-but-not-extremely-light shoe isn’t dragging the eye down.

I’ve been loving my own Salino jacket. I wore it to drinks with a friend (also a PS reader) and he was very impressed as well. He was surprised by how lightweight the construction was when I handed it to him. Plotting a second commission.

A

I was going to say the same – that this works better because of the lighter jacket than trousers – not just in this outfit but also the one with the washed black jeans, so perhaps this is another rule of thumb for how to wear lighter shoes than trousers?
Also, if I may, the subtle stripe in the shirt really elevates this outfit. A simple white shirt would have been fine too but that stripe really takes it to another level. These are the little details that (among other things) I really value PS for.

Jan Willem

I think you touched on this in https://www.permanentstyle.com/2018/12/the-rules-and-how-to-break-them-8-tan-shoes-with-pale-trousers.html. I always find it easier to wear lighter coloured shoes if the jacket is light as well. Oatmeal, cream, beige etc. The trousers in between can be quite a bit darker if the top and bottom are in the same brighter spectrum

JMA

I liked this article a lot. I’ve always liked lighter brown shoes with dark brown chinos and trousers (in a more casual setting). I think your suggestion of “one shade lighter” is on spot, if there’s too much difference it looks tacky. Okay, I think dark brown chinos and tan suede boots might work (depending on the context).
But a combo I genuinely dislike is sleek and shiny light brown shoes (sometimes with fake patina) with navy suits. I’ve seen it in many male fashion publicity photos, and it looks very tacky to me.

Gary

I’ve found that dark brown suede shoes can actually work well with high-twist navy trousers. Navy trousers as separates are quite hard (if not impossible) to pull off, but at least for me the dark suede shoes can bridge the formality gap. Otherwise the trousers look like orphans.

James

Interesting observations, thanks Simon. Explains why I find I my alden snuff suede loafers hard to wear, often trying them with outfits and then reverting to dark brown suede loafers instead. What would you recommend with snuff suede? I tend to find ecru or mid blue jeans work best.

Alexander

I know you don’t like Aldens with tailoring, but for other people Color 8 could be a possible choice with that outfit, I think, or a dark burgundy.

Robert

A side question, perhaps. Is is true that suede doesn’t get ruined in rainy weather? I’ve always wanted to know.

Robert

Thanks, Simon — very informative articles!

George Rau

I think the pants/sock/shoe color is perfection. The jacket is so much better than the first jacket from Salino. The first jacket was a miss in more ways than the boxy cut, The high buttoning point would make it unwearable for me

KayParekh

Simon, notice the ring again – did you get remarried? If so, congrats.

KayParekh

Okay good, for some reason I thought you had an ex wife / got divorced and happy that you are in a good personal situ,

David

Interesting article and a technique that I’ve been intuitively adopting for quite a while. I find it fascinating how the move away from formality sorts the men from the boys. It was the same in the ‘60s and ‘70s insomuch as the death of ‘The Uniform’ obliged Flaneurs to express much more refined tastes.
Simon, one question I would have is how do you rate Edward Green’s versus Crocket & Jones ? I ask because they have a virtually identical loafer at a third of the price. Given that I’m just a regular millionaire, these things are important to me !

Robert

Simon,

I’ve read and adhered to the principles of your Shoes capsule (If you only have 5 pair dress shoes). Such a useful article. Now I believe I’m ready for additional options. You wrote an article some years back about black suede shoes and how they could be used with dark brown flannel/cords/chinos. I already have mid/dark brown suede oxfords (Carmina) and find them quite versatile… do you still find yourself wearing your black suede loafers much? I was thinking about getting a pair of black suede oxfords (instead of loafers) but not sure if that would be prudent.

Best,
Robert

Robert

Thanks Simon – so useful to benefit from your experience. I could see myself feeling obligated to use the black suede shoes every time I decided to wear dark brown trousers.
Re: Formality of black suede shoes looking like evening wear… I didn’t think of that previously but yes, I can imagine black suede would appear as tuxedo shoes at first glance.

Philip

Go to Paris and you will see men there wearing black suede loafers with dark grey flannel. Sometimes with a black roll neck.
Beyond chic.

Alex

Interesting! I had never heard about this rule, but it seems I’ve been intuitively both adhering to it and breaking it in similar ways as you describe here. With grays and charcoal, I only ever wear black because I find the mixing of charcoal and brown doesn’t work for me, but with my casual brown/beige/cream outfits, I usually go for my only (by virtue of not having money) brown dress shoes, which are tan.

With lighter colours (sand, cream, toffee), not a problem, but I’ve found it works all the way down to my brown flannels, a very similar shade to yours here (different hue, though). The shoes are brogued oxfords, so already sporty enough to not really look formal, and I’ve found it meshes quite well.

Learned something new today 🙂

Chris West

The fabric and jacket is really beautiful. I like the fuller cut you are going for these days. I feel this jacket could definitely work with washed black jeans for a more casual look.
An off topic question but i wondered if you could tell me which colour RRL chinos were in the Instagram post from Scotland? I’ve been looking for a more casual pair to wear instead of my rubato chinos and they seem like a good fit. From the website i can see a British khaki or a dark brown colour.
Many thanks in advance!
Chris

Chris West

Ok no worries. Do you have any good recommendations for more casual chinos? I know you write a lot about your armoury ones.. i like a good mid to high rise.

T

Timely post. I recently got the “Crompton” from G&G and I was wondering with which trousers to match them since they are rather light with some red tones… Would you only limit them with light/mid grey trousers?

Nathan

It suits you very well, Simon!

alan

hi simon,
while we are on the subject, how would you compare edward green’s mink suede to rubato’s brown suede belt?

Alan

Could I trouble you to put them side by side😅

Alan

Thanks Simon, appreciate it.

Diego

I think that how fashion evolves plays a big part on why things may look off. After many years with a focus on black, fashion designers have started to go back to lighter colour for shoes. I always think that that unconscious fashion impact is underestimated in the comprehensive and methodical style analysis that you usually propose.

Emil

This is a great piece, it makes it easier finding use of the clothes you already have that may not have been smart purchases. I guess a lot of people are in a position, like me, where you need to find some use of the clothes you bought before you got into menswear and began making thoughtful purchases for your wardrobe, and this article makes that easier.

starless

Dark trousers are tricky.

Justin

Simon-
I love the silhouette of the EG loafers, but I’ve found the lined leather Piccadillys pinch a bit on the top of the foot even when correctly fitted. In your experience, is the unlined suede Piccadilly a bit more forgiving in that respect? Thanks.

Joe

christ that is an incredible jacket.

Alexander

Truly, always appreciate how you are able to articulate things that sometimes just feel instinctive. As you create a taxonomy for the rest of us it really does help inform and guide choices. As I prep for my trip to Europe I find myself re-reading old posts for that very reason – I may make different (in some cases riskier or bolder choices), but your ability to articulate these style choices is incredibly helpful.
As a side note, I will be seeing Vittorio for the second fitting of my first bespoke commission, and will add that he truly is a gem. Hard to form too strong opinion from a first fitting, but I am incredibly happy and impressed so far (especially the softness and high armhole). It also helps that Vittorio has a distinct sense of personal style and is just such a lovely person to chat with. Would highly recommend him to any PS readers in London. As a resident of the West Coast of the US, I am incredibly jealous of those in London that could commission something from Vittorio and have such, relatively, easy access to him.

Mark

Hi Simon, this is a great article. I am seriously considering the exact pair of EG Belgravia and my only reservation is that the colour may be too light. I am thinking of wearing them in navy suit, or cream linen or navy cotton trousers or jeans. Do you think they will work? Thank you.

Jonas

Hi Simon, would you say it’s easier to pair a dark or mid-brown shoe with a dark grey trouser than a dark brown one? At least the dark grey colour creates a better contrast to the shoe, compared to what a brown trouser does.

Kendall

I think part of what’s helpful is that your hair/beard is lighter. Color theory people, more in the women’s space, say you can always wear a shoe in your hair or skin color because it draws the eye back up to the face and creates a color sandwich.

Suhail

Good article. It’s what I needed. I have a pair of tan brogues (burwood) from Church’s that I purchased years ago but I hardly wear them because I do not know to style them with a sports jacket & trousers. Are you able to advise. Many Thanks.

Per H

I can ecco the advise from Simon; my tan brogues marries perfectly well with mid-grey trousers, even worsted works fine, and with a blue odd sports jacket the ensemble is one of my defaults when in hurry, but of course it is always a matter of the exact colour of tan.

Carl

I think its hard to pull of lighter shoes than trousers (if we are talking about formal shoes, white sneakers work with jeans). I am not a huge fan of shoes of oxblood shoes but I think that a bit of “red” (like in Cordovan Col) can make it easier to wear brown shoes to charcoal trousers. But tan shoes is an abomination to anything other than blue jeans or very light trousers.

Joseph

Great advice as always. As an aside I just made it to London with the wife and both got some great Blackhorse Lane jeans, a nice Japanese for me and Italian for the wife (like me). Thanks to this site I have learned about them so thank you for helping make our holiday even better

Bob

“This is actually one of the hardest areas for tailoring materials – summer cloths that go with very casual things like jeans. Coarser linens can be good, but they’re usually not offered by mills. Cottons can be good too, but they’re quite particular. It’s why my J Mueser jacket gets so much interest I think.
A shame as I thought MH linen could make up the perfect summer jacket – like the J Mueser – in rotation with a navy hopsack. Maison Hellard does have a linen called Chateau de Sable in its standard collection. Could that work?

Ross

Wonderful outfit.
Please can you remind me you trouser cuff size (height) many thanks.

Ross

Many thanks

Martin

Hey Simon!
I hope this message finds you well.
Recently I bought a pair of Myrqvist grain leather lace-up boots. I have beautiful charcoal and beige flannel trousers from Berg & Berg, however, even after I tried, I still can’t decide whether it is suitable to wear them with the boots.
I would be very grateful, if you share your opinion and expertise.
Best regards,
Martin

Martin
Charles

Would this Mildmay fabric be suitable for trousers as well or is the weave too open?

Robert

Simon,
Understand this particular article is older however walking around my office building today I’ve seen smarter dressed men generally go for several shades lighter than their trousers. They are wearing light tan dress shoes with darker trousers and although it’s ill-advised at least they’re making an effort. In general about 10% of men make an effort. These are well-paid professional guys and 90% are jeans/khakis with polo shirts.
I’ve had all my tan dress shoes darkened to medium or dark brown to make them more versatile. Really appreciate your help on this!
Best,
Robert

Liam

For those of you on the perennial search for a spring/summer jacket that works well with jeans. The Anthology recently made me a very nice wool/silk/linen jacket from a seasonal Solbiati fabric that works very well in this way. It’s similar in colour to Simon’s Dupioni silk but maybe a bit more casual (I think the fabric is 80% linen, 18% wool and %2 silk). I am not sure if the fabric is still available (I think it was from the Graffiti bunch), but maybe worth checking with the Anthology. The same order also included a tweed jacket in the PS houndstooth tweed, so the team should be able to identify the right fabric again for you if it is still available.

julien

Hey Simon does 410grm linen from Helard is ok for tropical country you think ? thx for the help

Julien

Ok thank a lot for your help I live in Singapore and barely walk outside with a blazer it’s literally an oven. Regarding the thickness of the fabric it will not look silly and get remarks such as ” look at him he’s wearing a winter jacket in hot weather ” ? Thank again

Tom

Thank you for the lovely article Simon!
I am based in NYC and looking to commission a summer jacket that would work well with jeans and khaki chinos. Given your experience with MH linen, I was wondering whether cotton-linen or wool-linen blends might be more suitable? Specifically, whether the “Cerruti Summer Tweed” (pictured) and “Dugdale Summer Cascade” might be good candidates?

PM
Charles

Hi Simon,
MH’s fabrics are really lovely and I plan to have a jacket made in one of them.
You mentioned mildmay had a little bit of a sheen; does it fade with wear?
Plus, 410gms per linear metre seems quite heavy for linen; does it still work during spring and summer?
Best,
Charles

Charles

Great, thank you Simon!

Anonymous

Hi Simon,

Really like the outfit, especial the brown trousers with light oat meal/beige jacket. I had a look at the fabric from Maison Hellard and noticed it weight 410gms and wondered how it felt wearing during the summer. Was it too heavy?

Anonymous

Thanks

Amery

Simon, I think that Hellard linen jacket is my favorite that I’ve seen you wear.

If you get a chance, wondering if you’d be able to share what you asked for in this jacket commission compared to the previous Sartoria Salino one? I just picked up my first sportcoat commission with Vittorio, and it’s fantastic. I definitely recommend Vittorio if anyone gets a chance to try him- he’s not only a great tailor, but he has a great sense of style, on top of being fantastic to work with.

My jacket is basically house style for Vittorio. 2 things I really love- despite having no chest material, the chest has a very natural roundness that feels even more natural and flattering than English Drape to me (I see that quality in Simon’s photos here too). Second, the jacket truly just grows with me- the more I wear it the more it genuinely morphs into my shape (I’ve felt the whole jacket “pitch forward” in a flattering way). However, I feel somewhat that the 3 button just isn’t for me- I need a longer lapel and for the jacket to have more of an open skirt to be less boxy. Simon, curious what updates you may have requested if you see this!