[A little spoilerish -- Tookish]

Frodo's = '03 Volkswagen Bug - 9FINGERS
Gandalf the Grey's = '65 Oldsmobile Riviera - OLD&COOL
Gandalf the White's = White '87 Trans AM -think "WHITE Rider";) -WHITEBOY
Sam's = A riding lawnmower - BESTBUDS
Merry's = A bumper-car -NUMBARM
Pippin's = A go-kart - ILVFOOD
Gimli's = A Hummer-SHRTNSXY
Legolas's = BMW Z3 - PRETYBOY
Aragorn's = A Ford Ranger - STUBBLE or LOSTHEIR
Boromir's = A Semi-Truck - GONDOR#1

Theoden's = '65 Mustang - BADHORSE!
Eomer's = Ford Bronco - GOTEXILE?
Eowyn's = Jeep Wrangler - 1ODABOYS
Denethor's = '73 Pinto - HOTSTUFF
Bilbo's = '03 Mini - CMYVEST
Faramir's = Chevy Silverado - BAD?HUH?

Bombadil's = '68 Volkswagen Van - HIPPYGOD
Treebeard's = A wooden wagon - UNHASTY1
Gwaihir's = '65 Thunderbird - WINDLORD
Gollum's = A Gremlin - MYPRESHS

Elrond's = A Limo - IHAMITUP
Galadriel's = Mazda Miata convertible - NUKEGRL
Arwen's = Chevy Malibu - ELFBARBI
Haldir's = '72 Corvette Stingray - DEAD?NO!
Celeborn's = The Oscar Meyer Weinermobile - RIPTOFF
Figwit's = A Minivan - ELUSIVE1

Saruman's = A Hearse - OLD&EVIL
Wormtongue's = Station Wagon - ICKYTR8R
Lurtz's = A Dodge Viper - RASTAMAN
The Balrog's = A Tank - BIGNASTY
Sauron's = Lamborghini Diablo - AMIEVIL?