[@Dark Eternity]I'll probably start characters multiple times, with one day passing in game every week or few days (whenever we need a time skip). After two weeks, they'll be an explosion and Deadpool will escape.
So if anyone doesn't have it in when I start, don't worry.  You can just be earlier on the torture schedule than the others.

Day one: "Angel" or one of the mercs use you as a punching bag.
Day two: Waterboarding. 
Day three: electric cage.