It depends somewhat on the amount won (I know, greedy, greedy). Assuming a large payout, and don't we all assume that, I would:
Pay off all bills and debts and put finances on a lifelong strictly cash basis.
Obtain all reasonable feminazation surgeries and procedures beyond the basics I now have scheduled.
Help all deserving family members and friends.
Go on a large shopping raid for cars, new house, clothes, jewelry, toys, etc, etc.
Set up a foundation to support, aid and underwrite transgender equality and work financially to underwrite campaigns to defeat the vicious right-wingers that attack us and to destroy them personally in the same manner they use (yes, get down in their dirt; whatever it takes to get them) political speech over.
Set up a seperate foundation to support my historical interests, also long-term program to help preserve various local businesses and enable them to remain open.
Susan Kay