Why not go for a grey tweed jacket and grey sweatpants? As well as super functional, both of these items look incredible when paired together. For shoes, you can go down a classier route with a pair of black suede pumps. When leaves turn yellow and red and fall is at its best, you'll love this outfit as your go-to for awkward transition weather.
Grey Sweatpants with Black Suede Pumps Fall Outfits In Their 30s
If it's comfort and practicality that you're looking for in an outfit, pair a black leather biker jacket with grey sweatpants. Black suede pumps will put a glamorous spin on an otherwise everyday outfit. As you can see here, it's very easy to look stylish and stay snug when chillier weather hits, thanks to this outfit.