Skip to main content

A Guide to Tailoring

Tailoring can be a tricky thing so to help our gents out we got the sartorial sizzle from Alex Wilcox of Lord Willy’s.

Our thoughts on the subject: 

Our mantra is simple: Buy Less, Buy Quality, Support Craftsmanship! Why have piles of cheap, ill-fitting items when you can have a tight collection of handsome, quality, well-made pieces you can be proud of?  There ya go…

Image used with permission by copyright holder

Tips from a tailor:

We popped around to one of our favorite tailors, Alex Wilcox of Lord Willy’s in New York City to ask him for some essential tips for dressing well. Alex and his wife Betty are British expats who have been whipping New York men into sartorial shape for years now.

1. A good shirt will save a bad suit, any day of the week. Your entire appearance comes from the neck down. A well fitted, clean, precise collar will set the tone and draw less attention to what follows. To the same point, a great suit with a bad shirt is going to do you no favors.

2. What color tie should I wear with this? When in doubt, go with a solid navy tie. It will “ground” your other choices and always look sophisticated. It’s the “Swiss Army Knife” of the sartorial world. The only color it doesn’t go with is black.

3. I need to buy a suit. It will have to work for work, weddings, funerals, and possible court cases. What should I get? A solid navy or a solid charcoal suit will work for all of the above. Grey and navy both allow other colors to breathe, so it’s up to you how to accessorize. A black suit (which seems to be most people’s first suit) is very limiting. It’s too harsh and, like a picture, it simply frames your other choices and should only be worn for black tie events or by people who know how to wear it.

4. Choose pieces that you wear, not pieces that wear you. If your personality is confident and playful, by all means, let your outfit show it. If you are the shy, retiring type, don’t go looking for the clothes to change you. Embrace your own persona and shine from within. There’s nothing wrong with sophisticated — it’s always fashionable.

5. Don’t spend more than 20 minutes getting dressed in the morning. Just go with the flow. If you botch it up, don’t worry, it’s just called “character building.”

Image used with permission by copyright holder


  • Don’t ever buy something because it is expensive. Buy it because you like it.
  • Do step out on a limb and try something new. Maybe not creepers but how about a pair of red socks?
  • Don’t ever be rude to salespeople. They are there to help and have a family to feed too.
  • Do take care of your clothes. Clothes don’t fare well on the floor, that’s what hangers are for.

Editors' Recommendations

Cator Sparks
Former Digital Trends Contributor
Cator Sparks was the Editor-in-Chief of The Manual from its launch in 2012 until 2018. Previously, Cator was covering…
Luxury cufflink sale: Up to 71% off Montblanc, Gucci, and more
Closeup of blue cufflinks

Cufflinks continue to be relevant and the ideal addition to your suit, and right now, you can buy some luxury cufflinks at a huge discount from Jomashop. There’s up to 71% off many designer cufflinks meaning this is the ideal time to stock up on some new additions to your ensemble. There are dozens of cufflinks in the sale so we suggest you click the button below to see what suits your taste. However, if you want some more insight into what’s available, keep reading and we’ll talk you through the highlights.

What to shop for in the luxury cufflinks sale
Some of the best cufflinks form part of the Jomashop luxury cufflinks sale. The biggest discount is on the

Read more
Don’t miss this huge sale on Zenith watches — up to 44% off
Zenith El Primero Revival A386

Jomashop has some fantastic watch deals right now including up to 44% off some high-end Zenith watches. If you’re looking to treat yourself to a stunning new timepiece and want to save money along the way, this is your chance to do so. There are dozens of Zenith watches in the sale, so we recommend you click the button to see what’s out there for yourself. However, if you want to keep reading, we can also guide you through some highlights with insight into what to expect from the sale.

What to shop for in the Zenith sale
Zenith makes some of the best watches around so whichever you choose in the Zenith sale, you’ll be delighted. The biggest discount is 44% off the

Read more
Looking for a watch under $5,000? My five top picks in 2024
A man wearing a Tudor Black Bay GMT watch.

Choosing a price cutoff point for your watch is important, as the sky is the limit, but we've found that watches under $5,000 are a sweet spot for your first luxury watch. If you're in the median income bracket or above, this represents about a month's or less than a month's salary. With proper care and maintenance, a watch can last a lifetime, and make for a nice heirloom.

So, as you look these watches and consider this price band, keep the scale and context in mind as well as consider your own priorities. There's nothing wrong with going with a popular watch instead, if you just want to live for the moment. If you're ready to dive into watches under $5,000 keep reading. Otherwise, our watch primer dives into the matter of budgeting for a watch headfirst.
Tudor Black Bay GMT

Read more