I'm a firm believer in Capsule Wardrobes, going back to the 1980s when Janet someone-or-other published books on the topic. I can say, though, that at times it gets boring for me. This is regarding my fall/winter/spring wardrobe. In summer, I guess I even have a version of one, but I tend to wear more dresses then.
For winter casual clothes, I come up short. Around the house, I tend to wear old, holey sweats. When I go out, I'll just grab a pair of work pants and a turtleneck or sweater. I don't go out to fancy restaurants or anything. Usually just to see my mom or a friend.
A couple of years ago, I bought pants from Lands' End that were sort of like yoga pants. They were too big and I should have returned them. Instead, I ended up paying a tailor to alter them, and I still don't like them. Now the waist feels funny because what he did was basically take the waistband and fold it over in two places and stitch it. They feel weird, but I feel like I spent too much on them to give them away. Even though I don't like wearing the. I don't know how to deal with this kind of mistake.