I like to make a few different outfits in the everyday category and let the game pick which they wear. BUT I make all the outfits match different moods that they might have. For example. I'll make one really pretty outfit with nice hair and makeup; if they pick that outfit that day they are having a "good hair day" and they go out to the bars or take pics of themselves. But if they pick sweatpants and cozy sweaters they are having a lazy day and will stay at home and order pizza or whatever. It's a fun way to spice up the game for me. I usually change them up as they age too. So you don't end up with granny wearing a tube top to your wedding.