The cheapest trinket I've ever had and used for SPAM to girls were basically chains for dog-tags that I picked up while in the military.
But when it comes to jewelery etc. I never wear any, maybe a bracelet that I got from when my brother was in Africa, which has some sentiment to it, or a pair of shades that I like, but nothing spectacular.
I like to keep it clean.
But wear what you feel comfortable with.
Make sure everything doesn't crash though, and try to keep a congruent style/theme to it all. Your jewelery is an extension of your expression of self. Just like your clothes are.
Make sure they do represent you, 'cause if you're not comfortable with them, it'll show.
However (and this may be a sidestep):
If you'd like to go classic continental you'll match your watch to your shoes and belt, e.g. if you have a watch that's got a brown leather strap, you wear brown shoes that are of a similar style and a belt that also matches.
That's something that carries you far, and always indicates that you've got class. (or if you deviate, you are doing it consciously and are able to evaluate whether or not it suits your style.)
If you've got a few nice shirts, you can combine many different outfits, so I'll stick with the advice to basically read every article at the Kinowear blog:
www.kinowear.com
It's a good primer if you want to dress smart, and develop a personal touch with foundation in the classic gentleman. (which is always good for high-class women)
Another addendum; you also wear your body, so keep it fit.
That is, in my view, lay the foundation for it to adapt into it's optimal expression of your phenotype; live in your potential body.
(Try the combination of Marksdailyapple.com (with Mark Sisson) and Bodybyscience.net (with Doug McGuff M.D.). It's my current regime, and it works like a charm (still getting stronger at a steady rate after 9 months). You'll also find a lot of support for these in the community in general, and introduction to both through:
http://www.the21convention.com/ )