They tend to stick, so scrape often. When cakes are cooled, crumble into a large bowl. Toss with half the cookie crumbs and the chilled pudding. Pour into a clean kitty litter box. Put unwrapped Tootsie Rolls in a microwave safe dish two at a time and heat until soft and pliable.
Shape ends so they are no longer blunt, curving slightly.
Repeat until you have nine, and bury them in the mixture. Sprinkle the other half of cookie crumbs over top. Heat three more Tootsie Rolls in the microwave until almost melted. Scrape them on top of the cake and sprinkle with cookie crumbs. Serve with a new pooper scooper.