I work in a jewelry store too! (Friedman's... if you know the history of Marks and Morgan's, we are actually bitter enemies through a split of the Friedman family... haha PM me if you don't know and you are interested)
I would definitely go with the diamond studs. To me, charms on a charm bracelet are more special if you get them one at a time. You could add one on for any special occasion (maybe even with your Christmas check
). The watch is nice, and unique. But I do think that it's a little dressy to wear for every day.
I wear my half-carat diamond studs every day, mostly in my first hole, but sometimes in my second hole when I am wearing a different pair of earrings. Half-carat is a good size, not too expensive but still impressive if you get good quality (like the Leo diamonds).
I just bought myself a strand of pearls (which, with my discount, were unbelievably cheap) and I love those too. Classic, timeless pieces will last a lifetime.