What about something like this. It's just the general idea but I can elaborate better as soon as I have a moment.
The photos could make a deck of cards, but you'll also add another dick pic. Shuffle and have him draw the first. Sister photo, edging/cock torture punishments of raising intensity. Your photo, same but with femdom and humiliation punishments. Dick card, anal fucking of raising intensity, and the card goes back in the deck. Goes on untill all the pictures of you two have been drawled. Taking away your pics and leaving the dick ones will make that deck an hell in no time
Punishments could be decided with wheels to spin (one for category) with medium punishments, but also really extreme ones. Maybe just one, Russian roulette style.