Shannon, you are very lucky to sport the salt-and-pepper so well naturally. I don't think we are all made equal in this department, and even if it's unfair and ageist, some women will look a little "better" (fresher, rested) with some colour to cover the gray. I agree with Claudia, though, it shouldn't be that way that we feel pressure to look prettier, more refreshed or more rested, at any age. Do we insist this of men? But sadly, women are judged by their appearance in a lot of circumstances. It is superficial yet for a lot of people it determines how the rest of the relationship goes. I'm thinking about superficial, temporary relationships such as clients, co-workers, people you deal with but do not know personally in daily life.
Bottom line in this world and day and age, if it makes you feel better to cover your gray, then you should; if it feels imposed, then reconsider. But one shouldn't feel bad for covering their grays if it makes them feel better.
Also, Shannon, your teenage hairdo: ouch! Hard to imagine you like this!