Take it easy guys! I am SURE he is talking about "too many guns" on one Visa bill. Isn't that obvious?
What I am thinking about:
Ruger Single Six Convertable .22LR/.22Mag 6.5" brl Blued - This one for sure
Ruger Blackhawk Convertable .357Mag/9mm 6.5" brl Blued
Ruger Super Blackhawk .44Mag 7.5" brl SS
Ruger Vaquero .45Colt 7.5" brl CC Blued
OK, I see the variety in calibres and that is all fine, but I would try to start out with less. Less calibres mean you can afford to buy bulk 500 round boxes (and save a bit) instead of 50 rounds of this and 50 rounds of that. Also, when you start reloading (and you will) your own ammo, it means you don't have to buy as many dies, conversion kits, gauges, powders, etc. Leave yourself wanting something new down the road. An excuse to go to the gun store to check out a new gun doesn't hurt either.
So, on your list, do get the .22LR for sure. Always cheap to shoot and great for new shooters and taking new shooters to the range. Everyone needs a 22 of some sort.
Next, I would get the 357. You can use cheaper 38 Special ammo and when you want the big bang put some 357 Magnum in. You can also find some commercial reloaded 38 Special ammo locally and save even more.
44 Special or Magnum will definitely cost a lot more to shoot whether you buy factory or reload. The more it costs the less you will use it. Of course it does have more bang.
45 Colt has much bigger holes and that is always a good thing. Makes it much easier to see the hole in the target from a distance. Costs will be much more than a 38 Special.
Check ammo prices at your local shop and compare. Would you rather shoot 200 rounds of 38 Special or 100 rounds of 44 Special or 45 Colt per range session for the same price? (or whatever the ratio is)
Why limit yourself and make a list? Read, surf and check out the guns you see at the range. Read and surf some more and check out guns at a gunstore and buy what tickles your fancy.
Wow... too much thinking involved there!

Read, surf, check... read, surf, check... oh boy. Try this one -->
read a little, play at store, BUY! Quick and painless!
Also, Matt, I see you are in Langley, like me, so do come out to the Boston Pizza CGS night this Friday in Surrey. Come and meet a few fellow CGN and CGS members and talk about it. There is a thread on it in the "Events" forum. You can even buy me a beer!
Fudd