Play them all if you like them all. Who cares how long it takes and if you have no real main? It's nice being able to switch gears now and again and play a different class. I'd recommend not worrying about gear for your toons though. The game is so much more fun to play untwinked.
Otherwise if you really want to twink them, here's how to do it fast and on the cheap:
Monk: 5/55 rings, Wu's Quivering Staff, Any cheap 1hb for skillups (or a pair of Trance Sticks for 200p more for better DPS 1-20), Wu's Gloves ~ 700p-900p
Necromancer: 5/55 rings, Smoldering Brand (or Water Crystal Staff if you want to save 450pp, but Smoldering Brand is nice to have to pass to every new alt you roll), Plat for Spells first 20 levels ~ 900-1300p
Bard: 5/55 rings, Vendor Bought Instruments, Cheap 1 Hand Weapons for Skillups ~700p
This is assuming you have that much in gear, otherwise for the really cheap:
Monk: Wu's Quivering Staff 100p
Necromancer: Plat for Spells
Bard: Vendor Bought Instruments, Maybe a set of Banded Armor ~90p
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