Men wearing jewellery was always an abstract concept to me until I met my boyfriend who looks gorgeous in that one bracelet he chooses to pair with everything. Such is the power of metal jewellery ...

Caden Stover, shown here on the Belle of Louisville, models a navy sport jacket by Tallia ($195), a good choice for men's outfit for the Kentucky Derby 150. This outfit is available at Von Maur.

Most of the best Kentucky Derby outfits for men have had their roots in preppy style. A single or double-breasted navy suit or sports jacket paired with a light-colored shirt is a smart choice.