Artofmanliness.com's How to Build a Manly Wardrobe Checklist

Items that should be in the Constant Professional’s wardrobe:
6+ Suits
3+ Pair Dress Shoes
2 Pair Casual Leather Shoes
Belts that match above shoes
15+ Dress Shirts
15+ Ties
1 Pair jeans that fit – no holes
4 Pair Slacks, Dark & Light
4+ Button-up collared sport shirts
2+ Solid Polo Shirts
5+ Sweaters
10+ Undershirts V-neck
2+ Sports Jackets
1 Navy Blazer
10+ Pocket Squares
2 Simple Dress Watches
1 Overcoat
1 Pair Leather Gloves
1 Trenchcoat
1 Hat
Presentable Athletic Clothing
Collar Stays, Cuff Links

Items that should be in the Casual Creative’s Wardrobe:

1 Suit & 2 Ties (Just in case!)
1 Pair Dress Shoes
2 Pair Casual Leather Shoes (Suede or Saddle Shoes)
Belts that match above shoes
10+ Dress Shirts (tailored, contrast stitching, unique fabrics)
4 Pairs of well-fitting Jeans
2 Pair Slacks, Dark & Light
6+ Button-up collared sport shirts
2 Solid Polo Shirts
6 Sweaters
10+ Undershirts
1+ Sports Jacket – unique style or fabric
1 Simple Watch
5+ Pocket Squares
1 Overcoat (Aim for a Unique Fabric)

Items that would be helpful to have

2 Vests – possibly wear in lieu of a jacket
1 pair Leather Gloves
1 Hat
Collar Stays, Cuff Links
Here's a cool checklist that I found on artofmanliness.com that's pretty interesting! I'm way over the limit on all of these items but shopping is a hobby/lifestyle/passion of mine but for those of you who want to put together a well-equipped wardrobe then here's a little blueprint for you to follow.