I'm currently a senior at a private high school, and I'll be heeded to a small preppy liberal arts college next year. I'm trying to create a list of items I need for my wardrobe. I'm an extremely traditional scholarly guy. I've researched the various preppy styles, and I've decided I'm going for the Ivy League Style. https://en.wikipedia.org/wiki/Ivy_League_(clothes) I know the basic things I'd need ( suits, dress shirts, ties, khakis, penny loafers, etc) but I'm not sure how much of every item I'll need. Here's my list of stuff so far 1 gray suit 1 navy blazer 6 dress shirts (3 blue, 3 white) 2 pairs of khakis 1 Shetland crewneck sweater(for cooler weather) 1 pair of brown penny loafers 1 pair of dress shoes 1 tweed sports jacket 4 polos I'd get most of this from Brooks Brothers(seeing as that's the brand that was popular on Ivy League campuses during the 50s) Do I have enough clothes here? On weekdays, I'd wear the suit/blazer with a dress shirt, tie, khakis, and dress shoes. On Saturdays when I'm out doing stuff, I'd wear a polo with khakis and penny loafers. I'd return to my weekday attire for church on Sundays. I'd wear the sports jacket for extremely formal occasions ( church, convocation, other assemblies) My only fear is that I won't have enough khakis. Is 2 pairs enough?