An Ugly Debonair is a man who is not only visual ugly, but also mentally and emotionally ugly as well. These types of guys would be considered a -1 on a scale of 1 to 10 (10 Being The Best Catch). Even though these types of guys are extremely ugly; they still get the hottest of woman because they are confident and carefree. Which women tend to be very attracted to.
(Man 1) I just don't get it. John Doe is the type of ugly that normally dies at birth, but he keeps getting hot women! (Man 2) Yeah I know; he treats them like dirt and for some reason they like that. (Man 1) Why though? He is just a fake-ass Ugly Debonair!!!