I have an older Trek mountain bike that I've been using for everything, which is mostly roads right now. I've been getting back into shape and ride every 2-3 days, from 5-15 miles each time. I like long paved hills (1000-1500 vertical feet). I'd like to get up to 25 milers and maybe even more, and up to 2000-3000 vertical feet. I have no plans on racing at this time.
I've been looking at road bikes: Trek 2.3/2.1, Secteur, CAAD9, Defy, etc. Then I looked at Fitness bikes and perhaps they'd suit my needs better? They'd also be cheaper (though price is a minor issue). I like the upright position on my mtb, but bikes like the Secteur are also supposed to have more upright geometry.