We are just having this issue in our house! LOL! Here is what we have decided so far . . .
First, since we didn't CD either of our other 2 from birth, we are going to have some 'sposies on hand for the first few days. I have 2 kiddos under 4 and I know my limitations! LOL! DH is more than willing, but both of us have decided to ease into cloth with this one since we've never CD-d a BF baby before. (Emma was 14 mo when we began with her).
Also, my babies are usually pretty big at birth (8lbs 4oz and 9lbs 3oz) so I am not purchasing any NB size anything--this has helped us keep costs down on the initial outlay but we do know we'll need 'sposies until he is ready for the smalls I have bought.
We also had trouble with major blowouts with the girls so we are excited to try cloth--I hear that so many people don't have BF poopy blowouts with cloth! To that end, we are buying mostly fitted dipes and wool or PUL covers. I do have a couple of teeny AIOs for outings and such, but I plan to mostly use the fitteds as I hear they contain BF poopy better!
Snug leg elastic and gussets are the 2 things that I think help contain messy dipes the best, so look for diapers with those.
I like the wool cover option as it will allow the little buns to breathe, but I do have a few PUL covers too for times when I need toknow there will be no wicking!!! (I am a wool newbie so my faith level isn't quite as high as some of these other gals! LOL!)
For some cute dipes and great prices, check out these sites I have ordered from:http://www.lizscloth.com/
(absorbant hemp fitteds etc)http://www.doodlebottoms.com/store/
(awesome hemp and sherpa fitteds and great covers too--very inexpensive!!)http://www.7thheavenbabies.com/index.asp
(cute print fitteds and adorable AIOs with fleece or suedecloth inners--very affordable)
OK, well that's my 2 cents. Most people will tell you the best and cheapest way to go is with prefolds and covers--I am snappi impaired though, so we are going with fitteds!