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Hi! I have been enjoying the game for some time, but I found today that sometimes one can't complete a session if a piece of clothing or restraint that the commissioner asks is blocked. How do I unlock items to use in the sessions? Thanks!

Hiya! In the Business category of the session menu there is a Shop option where you can purchase clothing or restraints using the money you earn from commissions. If you can't afford what someone is commissioning, you can always decline a commission and get a new one (you will never run out of Common commissions, so don't be afraid of declining bad ones.) 
Hope that helps :)