I did a clothing purge in 2008, a few months before I retired. I had been working part-time for the previous 7 years, and my company had gotten rid of its formal dress code in 1998. This meant my dress shirts and sport jackets had gotten little wear in the last 10 years. I had also put on some weight, so much of those old clothes from the 1990s didn't fit me any more.
I have limited storage space, so I had to get rid of some clothes. That purge helped a lot, but by the end of 2017 I was in need of another one. The clothing rack bar in one closet actually collapsed due to its weight, a strong signal I had to lighten its load. I was able to get it back into place, but by the end of last year, the last time I would get any value from a charitable donation (tax law change), I made a second purge. I got rid of lots more old clothes including several sweaters I had received as gifts but rarely or never wore. Some of the other clothes included shirts from the 1980s which still fit but I hadn't worn in at least 25 years. This purge gave me more room in all 3 closets, especially the one which had the bar collapse. I also donated a portable manual typewriter I had since the 1990s, as the charity specifically mentioned typewriters as allowable items to donate.