Folks who know me know that I'm a fan of good cufflinks. . . and I enjoy bad ones possibly even more. My favourite set of cufflinks that I ever actually owned are no longer in my possession, but have been trasferred to a gentleman who asked me to be his Best Man: I couldn't allow creature_tamer go into a life of marital bliss without some protection from the elements.
I'm moderately interested in things like pin-up girl cufflinks (link may be nsfw, since it's got. . . pin-ups on it), but more because it's a pleasure to have a beautiful girl on your arm even if the only way you can manage it sometimes is to buy a picture of one on a set of cufflinks. Really my interest lies in things that say something about me: the hula girls said that I was a relaxed, care-free sort. The bear and bull would say that I was serious about my religious work. I should be clear that it's not always about what the items mean to others so much as what they mean to me.
Similarly, lapel pins: nothing says more about a man than the item he wears on his lapel, I tend to find. I own several, myself: a golden apple from wishemaiden, a DP completion pin, an Eagle Scout pin, a silver pin with three cranes, a frog playing an upright bass, and many more. It probably says a lot that I tend to wear the crane pin and the apple almost exclusively.
I love the little touches that turn clothing into subtle statement, though I have always despised the "walking billboardness" of the non-subtle statements of "Hollister," "Abercombie," and "Pink," particularly when written across the rear end of a child under 13. I own t-shirts that advertise things, I suppose (ADF and the BSA in particular), but most things advertised are no longer extant: the original Nintendo system gets much free advertising via t-shirt, as does hard-core devil-rock, which I have never actively listened to (but I love my "Keep Music Evil" shirt). Various tentacles and creatures of odd, non-Euclidean geometry can occasionally be found beneath a button-down dress shirt, but for the most part, I'm simple in my dress and the things I wear, choosing to express myself on my own time in my own ways.
Is there a point here? Not really. Mostly, it started out as a discussion of cufflinks, then it turned into a note on conveying image.
I suppose that if there is a point, it's this: image is something to be cultivated internally, and expressed with symbols that truly have meaning only to those initiated into your inner circles of understanding, and most importantly to yourself. The shared symbol set of marketing tools shouldn't define who we are: we should define what the symbols mean to us, and not really worry if those who view them cannot translate them.
Then again, I'm also of the opinion that it's all about lookin' good.