"Around" or "in"? Cause, if it's "around" I'd pick that.
WYR fight or push?
(Well... they were never /on/ Dark Island and they still suffered its effects.)
Like fight someone or push said someone? I feel that either could go badly and end up being the same thing in the long run. Push, I guess?
WYR hear Lucy tell about the wardrobe or a bard sing about Cor and Aravis?
(Ah. That's what you meant.
Like Reep and the Sea Serpent.)
Lucy!
WYR visit Cair Paravel during SC or right before LB?
SC
WYR go hunting with Tirian or Lune?
Tirian.
WYR play a prank on Cor or Corin?
Corin.
WYR have a toffee tree or a tree with beautiful apples that were extremely good for you but not fully magic? 
Thank you, Hobbit!
Hm... *wonders at the nutritional value of toffee-fruits* I'll go with the apples. I like apples. 🙂
WYR be Andrew and Jadis' waiter or the jeweler Jadis stole the pearls from?
Waiter...
WYR plant a tree or build a wardrobe?
Uhhh... plant a tree, actually. Sawdust is waaaaaaaay too itchy.
WYR explore the sea-people's city in VDT or Bism?
Thank you, Hobbit!
Erm, sea-people.
WYR meet Eustace or Tirian?
Eustace!
WYR have a silver chair or a stone table?
Thank you, Hobbit!
silver chair
WYR be fed enchanted Turkish Delight or be bound to an enchanted chair?
Erm, tied, I think?
WYR be pranked by Cor or Corin?
Corin.
WYR travel cross-country with a Talking-Horse or a Marshwiggle?
Thank you, Hobbit!
Horse.
WYR be kidnapped by the Tisroc (may-he-not-live-forever) or Pug?
