I find the top-of-the line Pearl Izumi and Castelli (with the "Y" shaped chamois) to be the most comfortable and Terry shorts to be the worst. I ride off-road and the Terry chamois bunches terribly after a few miles.

I won't skimp when it comes to riding shorts - chafing ruins the best ride and can be painful for several days.

Another suggestion is to take a look at your saddle. There are saddles designed with cutouts and/or gel inserts that take much of the pressure off sensitive parts. I ride Terry's Fly (men's) saddles and like them very much. Terry's web site lists all their saddles.

Good luck,
Charley