I wear a monkey suit to work every day so almost all my watches get rotation. If it fits under the cuff it gets to go spend a day in the 'salt mines'. That includes the DSSD and many PAMs. The only days I become more restrictive is when we are sitting down with large clients. I tend to go for smaller S/S 'classy' looking sport watches like the VC, FM Conq, TT Sub or a TT Breitling Crosswind. I think you can pull off TT watches very easily because the gold lends a bit of a formal look (if you like TT's that is). Now if it is a true formal event I wouldn't wear a sport watch at all. Only a nice classic watch on a beautiful strap works IMO. That would typically see my 18k RG FM, IWC Port or a Patek.
Now on the weekend it's time to strap on a tuna can and shake my money-maker!