Big bores are a bit expense to buy and operate if shooting a lot, but they are worth their weight in gold for a number of reasons. Look to the future use, ammo expense, resale, and fun-factor. Also, ask yourself this: do you want to single load every time that you shoot, or do you want a magazine fed repeater? The magazine is best for hunting and follow-up shots, and the breech can be single fed at the bench/range. However, magazine fed rifles limit the length of bullet and weight, so they can be "limiting" there for hunting if you find a good accurate bullet that can only be hand fed into the breech.
Future hunting laws will likely change to include the use of air rifles for deer there if the trend continues from other state's. For hunting predators and hogs I'd think about a .357 or even a .45 caliber, as store bought cast lead bullets there can be nearly as cheap as JSB .30 caliber pellets. And if you should decide to go out of state hunting hogs or deer in the near future you won't be under-powered for a double lung shot. For long range bench shooting at paper or ringing steel a .308 or .357 will likely keep you on target out to 500+ yards after it is tuned with a specific bullet, and have the powder burner guys at the range in awe of your abilities.
As a first big bores, a Benjamin Bulldog would be a nice platform to play around with if just plinking .357, with a magazine that fits most ammo, and can be modified to have enough power to hunt any big game if you like. Air Force Texans are pretty much plug and play in any caliber but single fed anything. And just like the Bulldog's, with a lot of aftermarket parts to customize the thing to your liking. Extreme Big Bores, and the like, are really nice but have a super high fill pressure and low shot count.