The mode where you play as a sissy is coming very soon. That mode will include day jobs and similar activities. In Master mode, you make money through your sissies. There are a few ideas that will encourage your sissies to give you all their savings. If you find a wealthy contact, you can become rich. Then, you can pimp them out to make even more money. The dice game is not meant to generate income, it was designed to convince a new contact to become your sissy and stay in your dungeon :)
It seems like the dice game sucks. It's weird, i'm not that lucky in real life, but when it comes to this dice game, I'm always super lucky. I once had a 100-game winning streak, lol. I'll fix it up. Minigolf i'm working on right now is super fun and easy. That will most likely replace the main way to turn your contactcs into sissies. I'll add a luck-boosting ability tomorrow. Thank you for your feedback and support, it means a lot!
Edit: something went wrong with the doggy, it's in fact broken. Thanks for letting me know.
Edit2: doggy is fixed!