So I was thinking about it and I want to switch the blue dress with the yellow one. I'd do blue for Philanthropy and yellow for Skits. I just think the yellow is more fun for something like Skit Night. Yes? No?
I think it will be fine based on what I know of your outfits. Another thing you can do is poll your roommates or hallmates at the dorm during the week and see which they think you should wear for either round.