Bilbo managed to get past both with the ring on his finger.

Nope.

Hint: it has nothing to do with Rings.

They both came into contact with Hobbits of the Shire?

OR


They both went on journeys with Hobbits of the Shire?

No.

They both hate orcs?

Uhh..both were relatively short??

Neither.

Hint: It is something that happened to both of them.

Bilbo slipped past both of them while bearing the Ring.

Both were captured by the Elves of Mirkwood?

Wow, this is an old thread. I'm amazed I still remember the answer - you are correct, Larien.

Welcome to the Downs, btw, and enjoy being dead! :D

I'm right? I'm right! Thankee! :D *Bounces up and down* This Hobbit never wins anything! I think I fried my brain, I thought about that for ten minutes!

Thank you for the warm welcome!

Drogo Baggins And Paladin Took II

Both had a son who became a member of the Fellowship of the Ring?