My most worn and favorite style dress that I can throw on and be out the door in no time. This style from Pistola is very stretchy, has pockets, and it’s a timeless dress you’ll reach again and again. I’m wearing an XS. I wear the S in the skinny straps version otherwise it cuts too much into the arm chest area and we all hate that! The best part about this dress is that is seasonless, you can wear it from spring to summer to fall, when the season gets cooler, throw on a sweater and create a new outfit. If you are self-conscious about your arms, stretch the dress a little more and it will cover all the areas you love to hate.

If you’re packing for Madrid in October, my advice is to keep it simple but never boring. The days are still sunny and mild, while mornings and evenings bring just enough chill to want a layer, and a blazer is the perfect answer. This double-breasted houndstooth one is my current favorite. The black and white pattern adds interest without feeling loud, the relaxed, slightly oversized fit looks effortless, and the structured shoulders give an outfit instant polish. Pushed-up sleeves keep it feeling casual and lived-in rather than stiff.

If you want a fall coat that works harder than most, this reversible Zara trench coat is it. One side is a classic camel, the kind of neutral that goes with everything in your closet. Flip it inside out and you get a soft plaid in cream, gray, and navy that feels a little more interesting and a lot less expected. The cut is relaxed and easy, with a clean collar, dark buttons, and a long line that works over just about anything. It’s two coats in one, which is my kind of math. I styled both sides the same way, to show how little you need to change: a simple white tee, straight-leg jeans, and my dark brown tassel loafers.

Styling tip and outfit idea for fall: white cropped jersey, white legged jeans, cropped trench coat, brown belt, brown mules, brown clutch, and out the door in the lightest fall pieces as fall is just making its entrance in Madrid. The cropped length of the trench is what makes this work for me. It hits right at the waist, so it balances the wide-leg jeans without adding bulk, and the buttons tie in with the brown accessories. A white tee under a white jean can feel like a lot of white, but the camel trench breaks it up and keeps the whole look warm instead of stark.