First one to 100 wins!

I had an idea for a game with a sub or multiple subs can play I suppose. But it goes like this: we use an online dice roller we agree beforehand to use one or two dice and decide side penalties like if you roll under 10 an extra $5 added to your financial destruction . If you somehow reach 100 first then it is your choice what gift to get me, and if I win it will be my choice of gift.....there is of course a $25 deposit to be paid via amazon gift card to start a session game of this magnitude with me. Ladies feel free to use this game and adjust it to your liking with your own rules and penalties. Boys, lets play!