When you're going preppy, way not go way preppy? That's the theme for today's look. It all started with the inspiration outfit. Boyfriend jeans and pointy-toe flats felt like the right fit with this preppy plaid blazer/graphic sweater combo. A red purse ties the colors together, and the cherry on top - a wool ball cap I found randomly on clearance. On my eternal journey for over-the-top style and as a hat lover in general, I'm naming wool ball caps a must-have for fall/winter. I may even pin a "poof" to the top of mine to DIY the look of some of the hats below! 

Blazer: H&M, $15 (similar, similar)
Sweater: Old Navy, $12 (similar, similar)
Jeans: 7 For All Mankind (similar, similar)
Hat: Kohl's c/o, $10 (similar below)
Shoes: J.Crew Factory, $48 (similar, similar)
Purse: Stella & Dot, old (similar, similar)
Approx. dates: Jeans, purse and sweater are 3 years ago. Shoes are 1 year ago. Hat is recent.

Nordstrom  /  Saks  /  Shopbop
Kohl's  /  BCBG  /  Nordstrom
J.Jill  /  Madewell