The preppy look reeks of college and academia, and it's fairly popular with girls in those circles. The so-called "Ivy League style" is actually fairly fashionable today thanks to mainstay retailers like Ralph Lauren, so you can pull this look off with relative ease.
The Takeaway: Don't stray from heavy tweeds, sweaters, or other preppy mainstays -- just make sure they aren't too vintage looking.
How to Perfect It: Tailoring is rather important with outfits like this, lest you look less like a student and more like an awkward professor. For example, sweaters should never be baggier than necessary.
Read our Answer More Questions and Answers Ask a QuestionShould I go to a community college before I go to a 4-year college? Looks cheaper.
Had a pair of Carhartt B-11 jeans (dark blue) and they were wonderful. The only real downside about the Carhartt line is that you won’t likely find them when you Google ‘jeans.’ You have to go to ‘workclothes.’