If you're *only* interested in reloading for the 38 special/357 (or handgun rounds in general), I'd highly recommend the Lee Turret press with auto index. Far and away better than a single-stage kit, for this type of ammo. And it's inexpensive (I think mine was about $80), reasonably fast (about ~200 rounds per hour, about triple the speed of single stage), and much less finicky than a progressive - perfect for a new reloader as it's simple enough to learn quickly, safe enough that double-charges and some of the other foibles of progressives are avoided, and cheap enough that you're not committing too much to a hobby that you're really not sure you're going to be interested in long term. Add a set of dies and an auto-disk powder measure (about $40 each), and you're ready to start cranking out ammo on the cheap. For a sum total of $160 investment, and at 200 rounds per hour, you'll have paid off the costs of the equipment (as compared to buying ammo) within the first few hours of use.
Then, if you find that reloading agrees with you, you could hawk it off on the EE (hould be able to recoup most of your costs), and upgrade to something bigger and slicker like a Dillion 650 or Hornady LnL with all the fixins