$50 million to literally screw yourself but...
Here's the deal: You are offered $50 million, given in the form of an automatic winning lottery ticket (it will be $50 million post-taxes), to have sex with a genderswapped version of yourself.
However, the genderswap version of you is competing against you for the $50 million. So the goal is simple, outlast them in bed and don't c*m first. If they do first then you win $50 million and the genderswap version of yourself simply vanishes.
If they win, then it's you that vanishes and they walk away $50 million richer and they take your place. Additionally the memories of everyone that knew you and official records/documents that have your information get altered to match up with genderswap you.
Only two rules: When it comes to oral it's gotta be 69 and handjob's and fingerbanging are off the table as well (since thats where everyone will try to get the other to lose) but other than that go nuts in any other position.