When do you say, "Enough!" and try a new saddle?

[gocard]

Thanks for everyone's input. I am thinking about starting to go on longer rides so my butt and bits are definitely going to be on my mind if I stay with my stock saddle. I'm going to shop around for some new saddles and hopefully find some stores with a decent women's collection to demo. A lot of places here cater mostly to men's seats. I'm most interested in the Specialized Jett and Ruby - sounds like the Ruby is a little firmer and lighter than the Jett? Selle Italia also seems to have a nice selection.