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I think – that getting dressed in the morning is also part of the problem. When we’re in a hurry, it’s hard to try on one thing, then reject it, pick another etc.
Can you allocate the time to go through your whole wardrobe – decide how many outfits you want to have (start with winter everyday clothes), divide them up into 100% acceptable, so-so, no good, and then try to go shopping to buy enough new things to have let’s say 5-7 100% acceptable every day outfits.
There are lots of sales now – if you will enjoy wearing your new things, you will then have the courage to get rid of the old “unacceptable” ones.
Good Luck