I took it somewhere completely different, more conceptual than quirky or design-y. Keep in mind: these are just quick comps, and I don't have the selection of fonts at home that an Art Director has, so I did the best I could with what I have. If you like any of these, a pro would have to dial it in. As for the color of the actual tee-shirt... that would be step 2: getting everything to work together.
I also saw a lot of nice tee-shirts for sale online that use 4/color photography, so I included a few 4/C photograph examples, where, I assume, the shot would be in a container on the front or back of the shirt.
And I have some definite thoughts on the work you sent me that Drew and your designer friend did. We can talk about that later if you want to.