For those of you who don't know, Ugly Duckling Syndrome is where a really beautiful girl doesn't know she is beautiful because she was an unattrative as a child but blossomed into a beautiful young woman. This is a serious problem. These "ugly ducklings" are often very nice girls because they were ugly as kids, not the attractive kids who made fun of the ugly ones. I know this girl who is an ugly duckling. She's 18 and definitely a ten with a very nice body that's filled out quite nicely in all the right places. But she keeps dating these ass ugly weird looking guys. I'm an attractive guy btw, or so I've been told, and want to get her to go out with me but my friend told me since she was an ugly duckling there is a good chance she is intimidated by me because she doesn't think she is pretty. What is a good tactful way to tell a girl she has Ugly Duckling Syndrome and to tell her to stop dating these ugly guys because she could pretty much get any guy she wanted. I don't know why but this is driving me crazy.