Puddleglum. He's just so downfully cheerful! He makes me laugh. (Rillian is just creepy enchanted. Nothing he says is "real" conversation.)

WYR play chess with Reep or be taught dueling from him?

Play chess I have no real desire to learn dueling ^.^
WYR
Stay at Ramandu's Island or Go on to the Silver Sea?

Ramandu's Island

WWR be friends with Eustace or Puddleglum (old Eustace)

Puddleglum. 🙂

WYR duel with Reepicheep or Peter?

Peter.
He's so much less dangerous.

Would you rather box Cor or fight a serpent?

Haha! You're probably right 😉

Serpent.

WYR chase after the White Stag or try to find seven lords?

Find seven lords. Sea is more fun.

Would you rather be on Burnt Island or the Lone Islands?

Lone Islands, I think. So long as Pug was outta business.

WYR enter Cauldron Pool or sail for days on the Sunless Seas?

Cauldron pool, I just don't wouldn't like the idea of continual darkness.

WYR enter Narnia by Rings or through a Painting?

Oooh, the painting I think.

WYR meet Mr. Tumnus's father or Mr. Beaver's mother?

Tumnus' father.
WYR visit Narnia in the spring or summer?

Spring.

WYR witness the Three Sleepers' argument or the talk between the Tisroc and Rabadash?

The talk between the Tisroc (may he not live forever) and Rabadash.

WYR meet Oreius or Glenstorm?

Ooh... tough. I'm gonna say Oreius even though he'd scare the living daylights out of me.

WYR defeat a two-headed giant or box a bear?

Defeat a two-headed giant!

WYR travel beyond Telmar and the Western Wild, or beyond Calormen and what lies to the south?