That strategy could backfire badly. First of all, people in public will look at you funny as a couple if you are grossly mismatched. Having been there and done that, I feel better going out as a single guy by myself and enjoying my own space rather than dating down WAY below a proper type of woman. I'd rather be single with the hope I could get the right woman or have the fantasy of one in my mind then do that. Also, at the end of the day, if it doesn't work out and the ugly woman rejects you, then that type of rejection is 100 times worst because then you can't even succeed with that. It's a bad idea dude.