Fall makes me think of sharpened pencils, turning leaves, and preppy clothes, which is why I’m so in love with the clean, menswear inspired looks that are so hot this season, yet timeless in a 1940’s glamour sort of way. The New Dream Argyle Sweater Dress from J.Crew is the freshest take on the schoolgirl prep frock, which I love paired with the red flats shown on the model.

I also adore the Donegal Tweed Jumper at Old Navy, and the Sweater Dress Jumper with the sweet pleated detailing at the empire waistline at Forever 21.

I’m particularly fond of this look with long bangs, red lipstick, and boots with a bit of heel. Mmmmm, fall…