SR is out of town, so I'll try. She has a 5.1 on order for about 2 months now, we know the old style fit her perfect, so after talking with a Trek engineer, the rep and dealer, we felt good about ordering a new Madone without a test ride. She has ridden a pre '08 Madone so that gave us a baseline to compare with the bike we ordered. The hard part is buying a bike you can't ride, hopefully Trek will catch up my the Spring, we are still hoping for a '07 delivery on the 5.1.
She also test rode a lot of other bikes including several Specialized women's bike. None fit, second closest to the Madone was a Giant. The Ruby's seemed to long and we couldn't really get them dialed in. I think they are great bikes, but just didn't fit SR.
So I would try and ride the Ruby if available, if it fits - great, if not - wait for the Madone. She is long legged, and while the bike don't look that different on paper, she quickly knows what she like and dislikes during a test ride.
Good Luck