1. The Oxblood Dress Shoe
People always forget about how important the oxblood (or dark burgundy) dress shoe is within a man’s wardrobe. (Yes, I know that it’s conservative…but trust me on this) A classic oxblood shoe will be the most versatile shoe in your closet. It can be worn with black pants, khakis casuals, and navy slacks. It’s an awesome shoe for travel because you can replace the need to pack a black and a brown dress shoe. My recommendation is to buy a high quality oxblood shoe in a classic loafer, wingtip, or cap toe, therefore the soles can be replaced once worn. The one shown in the pic above is the $168.00 Cole Haan Caldwell Derby. It’s available at Nordstrom.
2. White French Cuff shirt
Nothin looks finer than a good lookin man in a crisp white shirt. A white shirt with french cuffs is essential because can be worn every day, or it can replace the need for a tuxedo shirt when attending a formal event. Be selective when choosing a white shirt with french cuffs. My advice is to choose one that is %100% cotton, wrinkle-free, with a full placket and unbreakable buttons. The shirt pictured above is the $88.00 Supima® Cotton Non-Iron Traditional Fit French Cuff Dress Shirt from Brooks Brothers.
3.Wacky (or brightly hued) Socks
Classic menswear can get a little boring, so a colorful or wacky patterned pair of socks can keep you in line with your company dress code and show off your individuality. The socks pictured above are very Flash Gordon inspired and available for $8.50 on tonsofsocks.com. Alex Raymond would be proud.
4. A White Monogrammed Handkerchief
Men often match their pocket silks to their ties, but a crisp white pocket linen can bring any look together. You can monogram the pocket square to personalize it. The color tipped linen pocket square pictured above is $45.00 from JCrew. Add on an additional $10.00 for the monogram.
5. Ralph Lauren Polo shirt (Classic, slim fit, or custom)
The Ralph Lauren Polo shirt has been a menswear wardrobe staple for nearly four decades. Need I say more?
6. Basic Light Flat Front Khaki
Take a straight leg trip to nerd land with this tailored khaki staple. Tailored khakis can be wonderfully paired with a sport coat, vintage tee, sneakers, or a casual shoe. Every man needs a pair. The pants pictured above are $54.95 from The Gap.
7. Classic Vans
This shoe is very ‘Fast Times at Ridgemont High-ish’ and still love them. They are comfortable, classic, and look great on all age groups. Classic Vans come in all colors and styles, but the checkerboard is still my fave. The ones pictured above are $47.00 and are from Vans.com
8. The Car Coat
Love live the car coat! I know that your grandpa probably owned one, but that still doesn’t stop the car coat from being cool. The car coat was originally designed for drivers back in the olden days, ya know when cars didn’t have tops on them. The basic car coat has a slightly A-lined silhouette; that is dressy enough for a night out, but casual enough to wear with denim. The wool Car Coat pictured above is $325.00 and from Scott NYC.
9. Pageboy Hat
This hat has many names. Some call it the pageboy hat. Others call it a newsboy cap or an applejack hat. Either way, it been a standard piece of men’s fashion since the late 19th century. The pageboy hat can be found in a variety of fabrics and patterns. I own several. The hat pictured above is from Kangol.com.
10. Navy blazer two-button (with a peaked or notched lapel)
What are your favorite classic menswear pieces?