Anyways, here's the outfit I have narrowed down for next Thursday:
This dress - it's a sweater dress and super soft and comfy. Bonus that it's loose so I can eat as much as I want! EDIT - The dress is from Target! They have a ton of cute sweater dresses right now.
These boots - my knock off Frye boots from Target. I love these because the shade of brown is perfect, they were super cheap and look really cute. 
To add in some more brown, this belt around the empire waist part of the dress.
My dilemma is coming in what color tights to wear with it. I'm thinking a fun color, such as navy or burgundy might be fun. But would that look weird? Should I go with brown? Or grey? Or even ivory? I'm not super good when it comes to fun accessories, so I need help!! What's your vote?