One-and-a-half years ago, I got rid of half of my wardrobe, 3/4 of my shoes (I have very problematic feet) and half of my make-up. I'd never given away clothes before of guilt stemming from family values (don't waste) and my own (wasted money). That experience liberating and, compounded with frequent moves, emphasized the importance to me a unique but reduced wardrobe.
Photographing my wardrobe for the Stylebook app made me acutely aware that I still don't wear more than half of my wardrobe. I like the clothes of have, but there are several discrepancies:
a) I own more skirts and dress than pants, even though I wear pants most of the time. Skirts and dresses, however, get packed when visiting SO.
b) Makeup and scarves--I haven't worn many for months, even though I like knowing they're there.
I'm not sure if the problem at this point is either:
a) I don't absolutely love a lot of what I have--like, but not love;
b) I don't feel compelled to push myself sartorially everyday because I don't always go into campus, and/or I'm only there for two hours, and therefore feel like it's a 'wasted' effort.
In this case, if you had bought garments/make-up as recently as 5 months ago, would you still hang onto them if you liked them, they fit, etc., thinking that you'll get into them at some point? SO and I may be in the same city come the summer/fall, so the skirts/dress would be worn more frequently.
Or would you be strict with yourself and get rid of it because the times you use them are to few to justify space in an otherwise small room?
