Also dont forget its about being yourself, not a magazine ad.  So if you arent a penny loafer or wing tip type of guy, dont get them.  Go with a solid leather boot if you are outdoorsy probaly.  Something that has minimal ammounts of stiching, and definatly hard leather, no suede boots here.  They let a little out of your personality.  
jewelry, definatly no digital watches...you can find something really nice on ebay these days.  a coworker got a beautiful Invicta watch on ebay for pennys on the dollar.  Go with a neutral color like silver, and like a silver or black back.  Im one for earings tho, but keep it simple.  If its a formal occasion Id think about taking it out, but light formal, a stud.  Kahki day, a hoop is fine.  
Dont forget skin and hair care while you are at it.  Keep that facial hair under check.
all else fails...watch some queer eye for the straight guy 

.  but dont listen to everything....some of that is just too.....yea