Okay, I've gotta weigh in on the original question. I am 43. I tend to dress pretty casually / quietly. Usually plain, with no patterns (almost NEVER any prints). HOWEVER, bike jerseys are a great place to go crazy! I don't go too crazy, but I do go for more fun colors and designs than in my regular clothes. One of my favorites is a sleeveless Primal Wear Don't Bug Me jersey (black with green vines and ladybugs all over it, with a little orange VW Beetle hidden among them). I guess most of my others are a lot plainer than that, but still more fun colors than my street clothes. Every once in a while a jersey just calls out to me, and if it isn't too expensive, I'll get it. I'm more concerned about appropriate fit than colors.

In my opinion, age has nothing to do with print and colors in bike / running / skiing clothes. Don't worry about it - dress fun for having fun.

My most outlandish article of clothing? A Hot Chillys ski race suit that is plain black on the lower half (like tights), and black and white fake snakeskin on the top half. I love it, but never wear it because it is kinda snug these days, and it is one piece (hard to deal with in those last-minute porta-potty stops). The weirdest part is the crotch zipper - I've always been afraid the nylon zipper will a) suddenly give way in a crash, or b) be way too noticeable to people lined up in the row behind me. If it were two-piece, I'd wear it in all my ski races.