While I was waiting for Gracie to show up, I looked up all the styles and what clothes I needed for each and started putting them together.
This is a good site to look up what you can wear for each style.
To complete the fashion checks, Gracie needs to visit your town four times. There is a trick to this however. When Gracie visits, complete the fashion check then TT forward a day and then TT back a day. Gracie will still be there. Keep doing this until you pass all four checks. However, be careful. Your villagers will still want to move out. So keep an eye out of villagers who want to move.
The fashion checks work like this: Gracie will be at the plaza. Talk to her to see what style she wants to see. Put on as many items as possible from the theme as possible. Include an accessory as well. Make sure you don't have any clashing styles. Consult the link I put in earlier in my post. It helps. If you successfully complete the check, Gracie will give you a piece of furniture or clothing from her current in season collection (should be her Gracie series right now/summer collection).