Unless you have alot of money to experiment with different systems I'd recommend waiting until you can hear the pipes in person. Everyone "hears" differently.
On a Heritage Softail Classic if you always leave your bags on, I like theVance and Hines True Duals with the quiet baffles.
Put on some Fish Tails too.
I have a stock 2006 Softail Heritage Classic with the Vance and Hines 2 into 1 HS Pro-Pipe. Improved performance and sounds great. My advice would be to go to the Vance and Hines web site, whereyou can actually hear what their different pipes sound like on a Softail. Pretty accurate sound.
As I still don't have any new pics of mine since my modifications.. (bike is put away for the winter). I prefer the V&H Big Shot Longs... for a heritage they look good if you leave the bags on or strip them off. Look up DINGER's bike and you will see them on his. Alos check out YOGI's bike for a nice 2 into 1 look. I think his has a sharp look for a 2 in 1 on a Heritage also.