Spencer Flack (he of the bright red fighters) bought his Spitfire G-SPIT because he wanted to fly one but found it was a case of "If you havn't flown a Spitfire before, then you're not going to fly mine". It seems to be something of a closed shop.
The way must be to get taildragger experience and work your way up. Depending on where you are, a would be a good starting point - not that many about for hire, but there is one at Wickenby in Lincs.
Best of luck!