The fastest way to clean out your wardrobe is to recruit one of your friends (preferably a non-sentimental, stylish friend) to help you out for the day.
Empty everything out, and only put back what your friend lets you! They will be far more ruthless than you as they have no emotional ties to the clothes. Get them to take everything away with them that you are discarding.
Job done!
(The ease at which you are able to accept the help of another person to do this job will determine how successful you will be. It's not something I would do myself which is why my cleaning out is taking months).
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