10 Shoes Men Should Wear To The Office

This is part of the: Get Fresh For The Office Series. The shoes are based on the basics shoe categories. Comment if you think we should add some others.

The Oxford Shoe

An Oxford shoe is the staple for a suit you will be pairing with a fresh wool suit. An Oxford shoe can be cut in many styles to suit your taste and the type of space you’ll be wearing them.



The different types of Oxford toe cuts:

  • Oxford Cap-Toe:

    This style is most popular amongst “summer interns” and can be safe for first day at the office or Friday casual. Oxford Cap-Toe ($) by Florsheim, Macys.com

  • Oxford Wingtip:

    This style is more fashionable and I have seen more individuals wear this as statement shoes and typically are more expensive at the store. Oxford Lexington Wingtip ($110) by Florsheim, Macys.com

  • Oxford Biketoe:

    This style has a modern twist and it has served me well for the past few years. I recently added a leather sole, which has given the shoe an added 4-5 year life. Curtis Bike Toe ($105) by Florsheim, Macys.com

  • Oxford Wholecut:

    This style has a modern twist and it has served me well for the past few years. I recently added a leather sole, which has given the shoe an added 4-5 year life. Oxford Wholecut ($105) by Carucci, Amazon.com

The Monkstrap Shoe

The name rings something synonomous to a Jackie Chan or Bruce Lee movie. However, the Monk Shoe is also called the Monk Strap. The reason being is it typically has one or two straps. Most if not all shoes are made of leather but many new designers are going for cheaper material for fast fashions.

The different types of Monkstraps and toe cuts:

  • Single Monkstrap:

    When I was in middle and high-school; Steve Harvey type suits were cool. Yea, I really had a paid of single monkstrap shoes and thought there were the coolest for church. Fast forward get this shoe for both the office and happy hour. Single Monk Strap ($129.98) by Johnston and Murphy, Macys.com

  • Double monkstrap with cap toe:

    Nothing says you’re a stylish man when you couple your cotton suit that is cut just right showing off the straps for the world to see. Castellano Double Monk Loafers ($130) by Florsheim Macys.com

The Derby Shoe

Though I have not formally worn this shoe, I must say that I want to buy a seersucker suit this summer and go to a dog or horse race to show off my style. This is a very casual shoe and typically comes in different colors and materials depending on the brand. (Not pictured are wingtip toe and more.)

The different types of Derby toe cuts (similar to Oxford)

  • Plain Toe Derby:

    Want to keep it simple while on your first date; assemble the look with some really dark denim jeans and a pair of Brown Derby’s and she will be sure to take a 2nd look. Aauwen Lace Derby ($75.00) by Aldo, Macys.com


The Loafer Shoe

This is my ultimate favorite type of dress shoe at the moment. It is versatile enough for the office on a Monday but surely capable of being used for a date night on the town in Miami, Atlanta, Manhattan or LA.

The different types of loafers

  • Tassel Loafer:

    Want to keep it simple while on your first date; assemble the look with some really dark denim jeans and a pair of Brown Derby’s and she will be sure to take a 2nd look. Estefan Tassel Loafer ($150) by Tallia, Macys.com

  • Penny Loafer:

    Once popularized by Michael Jackson and Carlton from The Fresh Prince of Bel Air, this is not a closet must have. Penny loafers can now be in all types of materials for each type of man who wants to wear them. Berkley Penny Loafer ($110) by Florsheim, Macys.com

  • Bit Loafer:

    Have you ever been to Italy or Miami? If so, you’ve probably seen men wearing these shoes to a dance filled night on the town. Darrin Bit Loafer by Donald Pliner, Macys.com

Another interesting night in Miami Sunday, August 14th, Only Le’Adonis Boutique created a interesting night of Miami fashion and art for me. Robson Noel, who is a successful Realtor®/real estate investor in the south Florida area. He has also been a good friend since college. Hence the reason he asked myself and another friend to find him […]