3. Layered for the Weekend
As I’ve written in the past, if you invest in the right pieces, you don’t need a large wardrobe to be “well dressed” for any occasion.
Every layer in this casual outfit, for example, can be worn in multiple different ways – to the office, to a date, to game with the fellas, etc.
Bonus Tip: Don’t be afraid to pop the jacket collar when it gets windy. If it’s meant to be used for protection from the elements, feel free to pop it. If it’s merely a decorative collar meant to frame the face (like on a polo shirt for example) don’t pop it. Functionality first.
Bonus Tip II: A slim-but-not-snug crewneck sweater with a subtle knit pattern is a fall essential. With jeans, over a shirt and tie, under a blazer, etc.
Bonus Tip III: These are the same wingtips as above, in a different color. If you don’t have a beefy longwing in your closet, pick one up. You won’t regret it. It’s the same concept – they’re somewhere between dressy and casual.
Thanks, as always, for reading.
Yours in style,
SB
Photography by Alex Crawford. - for freelance work (fashion or otherwise) contact him here.
As always, you can find additional shots from this photoshoot in the SB Lookbook.
- Grey wool scarf by 1901
- Brown leather longwings by Florsheim
- Red wool cap by 1901
- Brown crewneck wool sweater by APC
- Blue wool bomber by Burberry
- Tortoise shades by Persol
- Watch by Montblanc Timewalker Automatic (42mm)
- Indigo denim jeans by JBrand




25 Comments Add a comment
Is the duffle from Filson?
It is indeed.
SB-
Any suggestion for a slightly cheaper wool bomber? I really like yours but its a tad out of my price range. I’ll stick to navy or grey, maybe something like this would work (http://www.wilsonsleather.com/product/index.jsp?productId=11767520&CAWELAID=949470053)? The fact that its Sean John scares me into thinking its not going to be as slim-fit as it should be..
Any thoughts would be greatly appreciated!
Hey man, I’m just wondering if you could recommend a decent boot I can beat to hell. I’m really looking for something like the W+H x Dayton Service Boot. Only not 700$ and impossible to find.
Thanks!
surprised you actually wore a shirt underneath that bomber… wow
I don’t get it,but thx for reading Billy
-Dan
I like “Army-Boy” the most :) Casual yet smart
http://chicalarusse.com/
Great looks.
Dan..Look #2 is perfect. Those lowngings are dope, to me, personally, I think Florsheim is completely underrated. My duckie brown wings (red/green/silver) are amongest my fave’s. Now with your stamp of approval, I am willing to bet we’ll see more of these on men’s feet now.
Bravo,
Rob
You’re packing those jeans in pic # 3! Damn!
Way to keep your Nordstrom deal subtle.
@Jonny…haters uh uh uh a uh haters…where all my haters haters haaatteerrrrss
You are playing the tourist in Chi-Town…wow Dan!!! Splendid!!!
dope droppings? nope. why in chicago its a no fly
That’s a dope bomber. I love its inconspicuousness, and obvious versatility;)
Have you seen any other brands come out with the flannel jeans? Cool option.
The German company Gardeur makes great ones. Usually in a couple different colors every fall!
This post is extremely dope! Perfect for upcoming season!
On point as always, SB on top of his game!
Nice post. Chicago’s a great city.
I like those wool flannel 5-pocket pants, but I can’t find them anywhere online. Can you give us some more info?
Here’s another option if you can’t find those. http://www.barneys.com/Flannel-Jeans/501313602,default,pd.html?cgid=MPANTS1
On point as usual! When is the fall/winter collection dropping?
Bro – how about linking direct to the products?? Can’t find any of them thanks to Nordstrom’s crappy site.
What Redwing boots are those?
Iron Ranger
I like the clothing but these photos are very overexposed, and you’re losing a lot of the details from the outfits because of that.
Nice post, though.
Great post SB, always nice to show people how to use the same item more than one way so it doesn’t sit in the closet.