1. Trench it up! Invest in a trench coat. You will need it more than you think and it is the perfect overcoat for this season, and appropriate for multiple occasions. To break away from the traditional style, try one like this from Golden Goose that balances the classic design with a modern collar. The earthy, natural tones will enhance your lingering tan as well.
2. Add a pair of classy, but chill earrings. Try some long ones like these from Jacquemus. The long, gold delicate chain is classic and is a perfect addition to the classic/modern outfit. They will play well with the tan but also welcome the arrival of the leafy season.
If you want to spice it up a little more, you can include some of these Lily Lolo eyeshadows to warm up your makeup as it begins to get cool.