I almost did that once, and she wasn't even that bad looking
Kind of thing where I abused her (not physically) and she loved it. To my surprise. She was the kinda bitch to pop holes in your condom tho, real crazy. In the end I pussed out, and missed out on some millies.
Its harder than it sounds, especially if she is butt ugly. I think she can get it annulled if you won't fuck her. And there is a risk of her wanting a pre nup if she is extremely wealthy.
But it would be like winning the lottery, so go for it.
Especially if your the kind of shameless bastard I wish I was
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