As for me, she should include the following songs:
Erotica (original version)
Into The Groove
Causing A Commotion
Keep It Together (maybe mixed with Express Yourself?)
Pray For Spanish Eyes (just dreams, but I'd love to hear it next to Oh Father)
Sanctuary/Bedtime Story/Skin
Hollywood
Get Together
Push (I always wanted to see it live)
Girl Gone Wild (my guilty pleasure)
Like A Prayer with Act Of Contrition's samples