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After You Buy All the Essentials, Then What? My Personal List Moving Forward

Navy double breasted blazer with white jeans
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Switching focus from the urgent to the important is a vital practice in the business world. Have you ever worked somewhere where it’s clear that instead of thinking critically about the core of the organization’s mission for ways to grow and improve, the focus is instead on whatever the newest, shiniest idea is (or often, whatever the latest crisis is)?

I always had a sense of urgency about buying clothes, because my goal was to dress in cool tailoring every day of the week in ways that I would consider meaningfully different. But being constrained by a budget meant I had to think carefully about what I bought, so I wouldn’t end up with something because it was a great deal, only to discover I had very little use for it. So I created a list of clothes I wanted that I imagined would comprise a complete wardrobe (for my tastes and needs). That helped me stay focused on my goals when sale season started and there were so many awesome things to buy.

Now, though, having largely built that wardrobe I imagined, I tend to get distracted by the new, shiny thing much more. I’ll find some product on eBay or in a shop on sale and become obsessed with it, going back to look at it over and over again. Without that hit list of must-buys to bring myself back from the brink, I always have a creeping sense that whatever it is I end up actually purchasing is maybe the wrong choice for me and I should instead be saving that money for some other, better purchase down the road. I’ve picked all the low-hanging fruit, but I have no personal guidance for reaching higher.

So, in an effort to try and refocus myself on buying what I can consider important purchases—not just those with the urgency of desire—here’s my list of next must-haves.

(By the way, if you’re just starting out and want some help building a wardrobe from scratch, check out my “Guide to Building a Tailored Wardrobe.” In it, I explain just that—how to have the right mindset about buying clothes, plus specific advice for versatility in clothing. Check it out here.)

More cotton-linen trousers for summer

Since becoming a dad—but even before then—dress trousers in wool just don’t get much wear from me. Primarily that’s because pants need cleaning more often, and I hate dry cleaning bills. But it’s also because I prefer a silhouette that just doesn’t work with dress pants, at least in wool. Jeans or even chinos made of denim or cotton twill drape differently and thus can work in the tapered cut I prefer. My previously perfectly fitting flannel trousers with that ideal taper from Spier & Mackay are now too slim because my calves got too big. So I have to go fuller. I’m fine going with that in a drapey wool, but day to day I prefer a slimmer knee and slightly tapered opening at the hem.

This is why cotton-linen trousers exist. Cotton-linen seems to have that perfect balance of cotton’s stiffness with linen’s drape, so they hang well but are forgiving if the fit isn’t bespoke-perfect or your proportions make things difficult. Pure linen just doesn’t give off the vibe I’m looking for typically (it feels a little more louche the way it hangs and rumples than I as a person am). And other options like wool-silk-linen blends are beautiful and amazing (I’ll get those below), but what I like about cotton-linen is I can usually machine wash it myself to no ill effect. Currently I have one pair, so it’d be nice to get another 2-3 to rotate through (much as I have with flannel in the winter). My list would be: 

  • A second pair of off-white 
  • Tan / khaki
  • Deeper brown
  • Maybe a light blue or mid-navy

Options I have for buying these: Spier & Mackay’s dress trouser fit is still my best bet right now, and I’ve been told they’ll have a crop of 7 colors of cotton-linen trousers in mid-April. That said, I also just purchased some pairs from Brooks Brothers’ Red Fleece line that arrive soon, made from fabric by the same mill as Spier’s, for $37 a pair that might work, too.

Navy raw silk blazer with off white cotton linen trousers

A rotation of good chinos and a pair of light wash jeans that fit

Chinos are nice because they dress up or down pretty well (you can wear a tie with them without it being weird, unlike five-pocket pants, but on their own without a jacket they’re good too), and if you get them in the right fabric, they’re pretty hard-wearing.

Finding chinos that 1- don’t have stretch, 2- are made from material that’s a good mid-weight, and 3- fit the way I want is extremely difficult. You wouldn’t think so but man it’s hard to find good chinos. And finding good, faded jeans with similar qualities is likewise hard without spending $200+. That said, if I can find them, what would make my wardrobe happy would be chinos in:

  • Off-white
  • Stone
  • True khaki
  • Possibly a pair in fatigue, which is a good color when it’s too hot to wear a jacket

Options for chinos are tricky. I like the idea of what fellow menswear blogger Ian is doing with his new shop Lost Monarch; $125 is hefty for chinos, but I suppose if they fit really well and the fabric rules, the investment might be worth it. I also always forget about classic chino maker Bill’s Khakis, which was always hailed as having the highest quality back in my early Styleforum days. They introduced a number of slimmer fitting styles over the years and are still fairly easy to find on eBay. Spier & Mackay’s chinos are a great deal but each time I’ve tried them, the fit’s been off for me in some way or other. I might try them once again this spring. 

As for light wash jeans, I’ll be looking probably at American Eagle, Polo RL, Abercrombie, Banana Republic, and other mall brands. Much as I’d like to get some 3-Sixteens or even Naked and Famous, they’re hard to get ahold of where I live and trying jeans on is critical.

Brown raw silk blazer with British khaki colored chinos

A dark navy blazer in both single and double breasted configurations

I have seasonally appropriate navy jackets—one is wool/cashmere for winter, and one is raw silk for summer—and last summer I added a dark blue double breasted jacket for summer as well. When I recently tried on No Man Walks Alone’s Sartoria Carrara jackettried on No Man Walks Alone’s Sartoria Carrara jacket, which was a dark navy twill, I remembered why dark navy jackets exist: they’re classy as heck. All my navy jackets are slightly lighter shades of navy, which is great, but a good, dark navy blazer brings some gravity to an outfit, looks great in the evening and dresses up very well for more formal occasions.

That said, it’s gotta be the right texture. Hopsack wool is a good option; I would also be interested in some kind of blend like wool-silk-linen or similar. I’m not a fan of mohair, so I wouldn’t do that, and the high twist fabrics are tricky because they tend to look fairly smooth, while I like a little more surface texture. Given how much I like my SuitSupply Jort blazer, I’m hoping they release a double breasted jacket that might fit the bill this spring/summer. As for single breasted, I really, really liked that NMWAxCarrara jacketNMWAxCarrara jacket, so something closer to a 3-season fabric from him would be amazing. Of course Spier & Mackay has staple hopsack wool blazers in both their Neapolitan cut and regular cut, which sold out quickly in my size.

Navy double breasted blazer with white jeans
A dark navy double breasted blazer by Ring Jacket (model 6) I tried on at The Armoury in New York City. Click the image to see the product page of this actual jacket at their site.

A pair or two of summer trousers in a nicer fabric

Cotton linen trousers and chinos are as dressy as I need them to be most of the time in my life, but it’s still nice to have a pair of classier dress trousers in summer for occasions that call for it. I’ve had gray hopsack and fresco in the past, but those were more corporate than I was looking for.

Summer is the time for levity in the color palette, so I really like the idea of a light or mid blue (maybe a petrol blue). Every time Greg at No Man Walks Alone does spring pre-orders for Rota, they offer these beautiful wool/silk/linen blend fabrics, including petrol blue in the past, and every time, I love how they look but always stopped short of ordering for various reasons. A sufficiently textured, interesting blend in a light gray would also be nice and would be better than a corporate looking fresco or tropical wool. In the swatches below, which were for this season’s Rota trouser made to order options, the blue and gray at the top hold appeal, and even that green at the bottom.

Swatches for Rita wool/silk/linen trousers
Swatches for Rita wool/silk/linen trousers From No Man Walks Alone.

Some dress shirts from Anglo-Italian

It feels like I’ve been banging on about this for years at this point, I know, but their reverse stripe OCBD is great and I need to just pull the trigger and buy it. But beyond that, Anglo’s house dress shirt model is essentially the perfect shirt: the collar shape is an ideal wide spread with no tie space and that isn’t too stiff; the fit is comfortable but not baggy; and the details are all there both quality and design-wise. The back shirring is maybe a bit out there for many people, but these shirts are meant to be worn under a jacket, which is how I’d wear them. I’d buy white first then probably their blue end-on-end and maybe the bengal stripe. They’re expensive at $175, but that’s less than other comparable Italian dress shirt companies like Finamore or Borrelli.

Anglo Italian white dress shirt

A couple additional pairs of suede shoes

I love suede for its versatility in dressing up or down. What I wear 95% of the time are snuff suede penny loafers, snuff suede chukkas and tan suede tassel loafers. I’m looking to get more dark brown suede, which, sorta like true dark navy blazers, brings some gravity to an outfit. My penny loafers have been through some rough times; I plan to resole them (which they badly need), but it’d be nice to have a pair that aren’t so beaten up. I prefer a sleeker last shape most of the time (not pointy, maybe almond shaped) to the round lasts you see from classic Ivy brands like Alden, which are more casual and carry a lot more of that Ivy feeling (something I’m always trying to temper with more rakish aesthetics). That said, a rounded loafer of some kind to wear strictly casually is something I’d like to get to help share the load with the other shoes. I’ve also been really into the split toe derby look the last year or so. I tried The Armoury’s on when I visited there in 2018, and really liked it. 

So, the list would be:

  • Dark brown suede penny loafers
  • Dark brown suede Chelsea boots
  • Brown suede split toe
  • Dark or mid-brown suede beef roll or similar more casual loafers

I’ve noticed that the most comfortable shoes I love wearing the most are all made by Allen Edmonds, so I’ll be looking at those for sure. The Sea Island in particular looks awesome for that casual loafer. Beckett Simonon has some suede boots and given how comfortable their shoes are, their Bolton Chelsea looks nice. Meermin of course is another option for suede boots, and they have a penny loafer that might fit the bill for me, too. Spier & Mackay’s shoe offerings look very good, including this suede penny loafer. And of course the Armoury’s split toe derby is the one I’m most looking at for that category as I’m sort of picky when it comes to split toe shoes.

So there’s my hit list moving forward. I’ve already deviated from it this season by purchasing an excellent but not-on-this-list jacket from Spier & Mackay in 100% linen by Sondrio in a mid-brown glen check pattern. It surprised me how much I loved it, so I’m letting myself deviate from the list, guilt-free. And at the end of the day, the clothing hobby is all about enjoying life anyhow, and what could be more important than than?

(Help support this site! If you buy stuff through my links, your clicks and purchases earn me a commission from many of the retailers I feature, and it helps me sustain this site—as well as my menswear habit ;-)  Thanks!)

Spier & Mackay dark brown suede penny loafers

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