i think seth has a REALLY good point.
one of the great reasons to classically "work your way up through the grades" is so that you can experience things such as runouts, route-finding, bad weather, nightfall, bugs, animals, heat, cold, less than optimal to plain bad gear, etc all while on terrain which is not prohibitively difficult. that difficultly range will vary for each person, but building the pyramid from the base up is what allows you to move into a world where onsighting a hard-to-read R rated 5.10 isnt such a big deal - because you've you done the same at 5.2, 3, 4, 5, 6 and so on.
there are lots of good routes from 5.2 to 5.6 in the gunks where you can put this kind of philosophy into action. you may get around to your first 5.x a season later than some of your friends, but you'll probably be a more well-rounded climber because of it, and have more onsight success once the grades start getting pushed even if it takes you a season or two longer to get there.
all the 5s upthread sound like good ones. but dont avoid climbs like no picnic, hawk, arch, wrist, frogshead, or gelsa because they have tricky spots, runouts, or someone else debates the difference between 5.4+ and 5.5.