Here is my attempt at listing my essentials.
Now revised with the feedback.
T Shirts in Earth Tones such as Brown, Olive Green and Cream
Long sleeved for colder weather
3/4 sleeved for in between
short sleeved for warm weather
Button Up Shirts
Denim Shirt
Chambray Shirt
Blue Jeans
Straight Legged Mid rise Blue Jeans
Slouchy Skinny Mid rise Blue Jeans
BF Blue Jeans
Summer Bottoms
Denim Skirt
Linen Pants - Wide Legged with draw string waist, neutral colours (Joe Fresh, Emmy Pants)
Toppers
Cardigans in earth tones. Waist length with buttons (cashmere for winter, cotton for warmer weather)
Denim Jacket
Brown Leather Jacket - Waist Length - Blazer Style
Footwear
Birks
Finn Comfort Sandals
Walking Shoes
Winter Boots - Neutral Colour - Upscale Snow Boot
Chelsea Boots
Frye Boots
Handbag
Vintage Coach Bag
Jewellery
Wedding Rings - Gold Band - Gold Engagement - Gold and Rose Gold Band (Right Hand)
Watch - Usually mix of Stainless Steel and Gold
Bracelet - Bangle - Silver or Gold
Outerwear
Olive Green Puffer
Burberry Trench Coat