727 torque converter questions....

So would I be ok with a 2500 stall that was behind a 340 and put it in a 71 big block 727 - going behind a stock rebuild 69 383 Road Runner engine in my 68 B'cuda ragtop with 3.55's and 26-27 inch tire height? Opinions? Too loose? Will be a fun cruiser, not a race car.

The 383 puts out more torque than the 340, so the stall will probably be higher than 2500.
How much is difficult to say.
You need to remember that Chrysler supplied the 340 with a cast crank and the 383 with a steel crank. That issue needs to be taken care of to assure smooth operation.
What do you know about the 2500 stall converter? Is it new or used? If it's used it may or may not be the stall you think it is.

A quick calculation (thanks to Randy's Ring & Pinion) with your diff ratio and tire size(s) shows that at 60 MPH the engine rpm will be around 2700 RPM.