Ok this is what I would do. I took the picture of the cookie cutter and drew our your color scheme. You are going to have to pardon my artisitic skills. (also my chicken scratch, I was jotting down some ideas) So basically you would do these following color schemes the first color in thelist below being the majority representing color 1
Pink/white - if for women
All Gold for the Golden Glove
I would cut out the fondant of color 1 with your cookie cutter, then i would take your cookie cutter and go over your cut piece of fondant and shift it over to the left about the amount shown on my picture and cut that part off with your cutter (unless you have a good steady consistant hand) Use a pizza cutter and cut out that portion. Then cut out the portion of color two from your second color of fondant and attach it to your cookies.
Then I would have a bag of Royal Icing I am thinking you may need to outline the whole cookie to give it detail with Royal Icing, maybe a black or a white...possibly white may do.
Then I would get another back of Royal Icing and either do a silver or gold and write the following phrases where it says messages I sooo dont have good writing with a pen let a lone with a pastry bag, So I hope you can do this.
IBHOF - International Boxing Hall of Fame
WBHOF - World Boxing Hall of Fame
I would dust this with shimmer.
I also am including a good picture that demonstrates contrast of the boxing glove. Maybe my drawing is off a little big but your cookie cutter is a side view, but this picture should help you get a take on my vision.
Granted I know you need to make 200 Cookies and this will be alot of work, hope they are paying you well, cuz I think these would turn out good. I have had fondant on cookies for a week and they still tasted fresh I kept them in a ziplock. I hope this helps GOOD LUCK!!!!!!!!!
ADDITION/Ammendment to my post: I just looked at your gallery, you look like a good Royal Icer, you might be able to do the whole thing with royal icing, I sooo suck at it, so thats why I stick to fondant. So if you create your dams in one color that could be your outline that i was referring to above....after looking at your cookies you can do it with Royal Icing, please let me know how it turns out.