Wanting to mainly minimize the estate sale burden to my descendants but also live a little better now, I entered into a modified KonMari project to minimize my possessions. She starts with the most emotionally neutral, clothing. While it is impractical for me to put everything made of cloth on a surface at once, I can put categories in a more manageable pile. I started with sports jackets that include suits, some of which I've not work for a while. My tuxedo jacket still fits. A few previous staples have no prospect for expert tailoring. I tried on the jackets, separating into subcategories: serviceable but need to try on pants, maybe a little tight but can be worn open if pants are adequate, give away, keep and return to closet. Fairly equal outcomes. I have tuxedo shirts to try on. Since I usually have some notice of when I will need to wear something of this type, pants from suits can be altered later. Pants set aside with sport coats that don't fit probably are not worth altering since I have dress pants of neutral colors that fit. Dress clothing really doesn't give me joy though at times the status it projects might. I have some tuxedo shirts with this. Try them on. Good enough for one occasion, they stay, collar too tight they go. I know well in advance when I will need one and can order one that fits. It will last until I gain too much weight, which will probably be within the interval of the next wearing.
I set aside lab coats as sentimental, though they probably aren't. Then ties. Sometimes ties bring me joy, though I hardly ever wear one. If I can get through clothing within three months, I can tackle books by year's end.
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