Do you mean would I want to or would I be able to date a woman far out of my league.
Because sure, I would want to. Who wouldn't? I'm not made of stone. But me being me, I'm sure I'd find a way to completely fuck it up. She could throw herself at me and I'd still be like "are you sure?". I would just feel like it's too good to be real and freeze up. That's how it usually goes.
Since you are specifying then hell yeah (not sure why she would stay with me though).
If we were talking about "out of your league" by my standards (which pretty much means her to be a lot richer than me) then I don't know. She would probably expect us to do things that I cannot afford. Still, not sure why she would stay with me though.
It's tough sometimes for sure the girl I date is super hot and is getting a collage education and I work away half of the year at a job that is mostly manual labor. Knowing she is home and probably "too good" to be with me anyway can be stressful sometimes so trust has to be there!
I seriously don't consider myself out of anyone's league as I don't consider anyone out of my league. If pressed I would have to say people of low moral character, lack of ethics or honesty are pretty much not for me. Physical beauty will always fade. Moral fiber stays for life and most times lingers after the person passes.