The Fine Young Gentleman’s rules are derived from a variety of sources including tradition, classic rules of men’s dress, common sense and personal taste.

1. Thou shall match the metal of the bit on his loafers, belt buckle, suspenders, blazer buttons and cufflinks.

2. Thou need not match the metal on his watch with the other metals he is wearing, however, it is preferable.

3. Thou can wear black shoes with a navy suit/pants.

4. Thou shall only wear black, brown or oxblood (burgundy) leather shoes for business dress. The only exceptions allowed are white bucks. Blue, green or any other colored shoes are inappropriate.

5. White bucks are badass.

6. Thou shall match the color of his socks with the color of his pants. As an exception, socks can be matched to something worn above the waist such as a man’s shirt, tie, pocket square or suspenders (braces in the UK).

7. Thou shall match the color of his belt to that of his shoes. This holds true in all situations except when wearing white bucks.

8. Thou need not match the leather on his watchband with that of his shoes and belt, however, it is preferable.

9. Thou shall wear a belt when wearing pants with belt loops.

10. Thou shall never, ever, ever use their belt to hold accessories like beepers, phones, Blackberrys, ID tags and/or keys.

11. If pants do not have belt loops they should have side tabs and/or buttons for use with suspenders (braces).

12. Thou shall never wear a tie and pocket square of the same pattern. The sports commentators who do so look like fools.

13. Thou shall not wear a French cuff (double cuff) shirt without a jacket.

14. Thou shall always doubt salespeople and in-store tailors opinions on fashion, style and fit. The stores they work for pay them, not you. Their motives are to sell products to who will buy them, not necessarily to who will look best in them.

15. Thou shall not wear slip on shoes with a suit. In fact, they should be avoided.

16. Thou can wear loafers with a suit, however, this is mostly practiced in America.

17. Loafers are badass, especially those with bits or tassels.

18. Thou shall not wear flat toe/square toe shoes. They should be avoided like the plague. They are cancerous to a man’s wardrobe. They are aesthetically offensive. Their sole purpose lies in showing men what not to wear. Money spent on these would have been better spent on Enron stock circa June 2000.

19. Thou shall only wear patent leather shoes for black tie (semi-formal) and white-tie (formal) occasions. Patent leather is never acceptable to be worn in a dress or causal setting.

20. Thou shall never wear a long necktie for a semi-formal (black tie) affair, even if that tie is solid black.

21. Thou can wear brown suede shoes for business dress. They are elegant and gentlemanly.

22. Brown suede shoes are badass.

23. Thou shall not wear Chesterfield coats, which are typically signified by a velvet collar, with anything of less formality than a suit. They should not be worn with business casual attire.

24. Thou shall not wear a tie without a jacket. If done so, he will run the risk of looking like a waiter at TGI Fridays.

25. Thou shall not wear suspenders (braces) without a jacket. Sorry hipsters.

26. Thou shall only wear suspenders (braces) that utilize buttons, not clips. Again, sorry hipsters.

27. Thou shall not wear a crew neck undershirt when the top button of a shirt is left unbuttoned. When leaving the top button unbuttoned thou shall wear a v-neck undershirt as The Dude does. The Dude abides.

28. Thou can wear brown suits for business dress.

29. Thou shall only wear shirts with white collars and white cuffs with a jacket. These shirts should not be part of a business casual wardrobe, that is, one where suits are not utilized.

30. Thou shall leave the bottom button of vest (waistcoat) unbuttoned. Except when wearing a double breasted or flat bottomed vest, in which case the bottom button should remain buttoned.

31. Thou should iron the collar of a shirt before wearing it. Creased collars caused by dry cleaning and hanging do not follow the natural circularity of one’s neck.

32. Thou shall utilize a pocket square when wearing a jacket.

33. Pocket squares are underrated, underutilized and most importantly they are badass.

34. Thou shall not wear a back pack/book bag when in business dress, especially when in a suit. Book bags are reserved for casual wear and students.

35. Thou shall not wear a shirt with any type of logo on it in a business setting, including when in business casual dress. These shirts should be reserved for casual wear.

36. Thou shall wear a tie bar at a slant, not horizontal.

37. Off color shirts with a white collar should have French (double) cuffs, regardless of whether of not the cuffs are white or the same color or pattern as the shirt.

38. Life is more fun in a tuxedo (dinner jacket).

39. Thou shall never button all three buttons of a three button jacket. Sometimes the top, always the middle and never ever ever the bottom.

40. Thou shall wear over the calf socks as opposed to crew socks whenever possible. For they are far superior in both form and function.

41. Thou shall not wear a solid black suit for business or professional activities. Save it for formal events and funerals.

42. Style is a state of mind.

43. It is impossible for a man to be considered well dressed if his shoes are in poor taste or of noticeably poor quality. For any good ensemble is built on a fine pair of shoes.

44. Thou shall not wear sport sunglasses with a suit. It’s like wearing socks with sandals; everyone else knows its wrong, why don’t you?

45. Thou shall not wear a sports watch with a suit. It would be like playing lacrosse in dress shoes, and no one wants to see that.

46. There should be no presence of logo or branding when wearing a suit. For example, do not wear a Polo shirt with the Polo logo on it under a suit jacket or a Burberry tie with the Burberry tartan (although the scarfs are fine). The emphasis of a suit should be the fit, not the brands it is worn with.

47. It is better to be overdressed than underdressed.

48. A man need not an excuse to wear a tie or jacket. In other words, a man need not an excuse to dress up. Despite the fact that in today’s society it seems he does need one.

49. Never, ever, ever wear a black dress shirt with a suit (or a dinner jacket/tuxedo for that matter). Just because they may be or may have been ‘on trend’ does not mean one will ever look good on you.

50. Thou shall take off his sunglasses when talking to someone else who is not wearing sunglasses. Unless thou is at the beach or pool.

51. Thou shall take off his sunglasses when inside. Even if thou art Bono.

A fine shoe and wrist watch shows that a man has class.