Tonight is my first mess in a long time. I have the following:

3 real pies - 2 lemon creme (from Gordon Food Service) and 1 Chocolate Creme
going to make 2 pies with frosting mixed with cool whip
3 industrial sized cans of pudding (probably using 1 or 2 of them).
1 bottle of chocolate sauce.

Any suggestions for more mess?

I am going to setup the kiddie pool in the kitchen and then the fiancee is going to mess me...

Just enjoy yourself and make sure your fiancee has fun too. It sounds like a blast.