Instead of breaking the graham crackers into smaller shapes, I stick a whole S'more inside the cookie (1 graham cracker sheet broken in half, 2-3 pieces of Hershey Chocolate, and 1 marshmallow cut in half lengthwise). I thought putting a smaller cookie would make these a little more manageable, but I've found it works better with a full size.
When assembling your cookie, make the bottom layer wider in diameter than the S'more inside (or Reese's Peanut Butter Cup in this case). Then pick up the whole thing and fold up the edges to enclose S'more. Add extra dough as needed.
This results in cookies that are about the size of my open hand (much more fun and impressive)...and much better looking than my original version.
Bake for 22-24 minutes or until browned on top and dough is cooked through. Gently move onto a cooling rack for a few minutes. Serve warm, of if you need to, microwave for 10 seconds.
Unbaked cookies can be stored in the freezer (in case of an emergency). Taking them from freezer to oven actually results in really fluffy cookies in my experience.
I'm brainstorming and would love your ideas! What else can would you want to see baked inside a cookie?