I can’t bear to cull my clothes. Why is that? It’s not as though they’re designer or anything! If they are ‘wearable’ I keep them. And then add to them, ad nauseum.
Urm, you are describing me!
I thought I had a plan. I wear trousers or jeans 99% of the time, so have black and navy and paler blue in my wardrobe. But then I buy myself some taupe ones, olive green ones, and some sand coloured linen ones, and a pair of grey striped linen, and oh, must have those apricot coloured cotton pedal pushers for summer, and those fine navy striped jeans would look nice with a white blouse, etc, etc, etc. So I buy.
Then invariably I go hunting for T shirts or tops to go with the trousers. Every single summer I add to my T shirt collection so they really pile up. I bought two lovely summery T shirts in Sainsburys last week ( as you do when you go food shopping, sigh.) And because I have so many items, none of them ever wear out or look worn enough to be discarded. I have too many clothes and it makes "what shall I wear today?" a very difficult decision to make. Not only that, If I am not planning on going out the nice clothes stay on the hangers and I wear things I don't mind cooking in or getting messy. 
I read somewhere that too much stuff needs maintaining and it makes decision making harder. It is true when It comes to clothes as well. I am just not sure I want to loose my good clothes, but I have run out of wardrobe space and have pretty cream clothes rails in the spare bedroom - which has become my walk-in wardrobe. I think I really will have to be charitable and do myself a favour by bagging up clothes I decide I can spare.
And then buy no more!!!!