That Guifoyle woman has a very distinctive look. I find her sexy, but in a strange and weird way. I would feel weird having sex with her and I can't really explain why? It is hard for me to imagine what she looks like in the morning, before coffee, without all that makeup on. Vanessa Trump is much more my style. She looks fun.
From my own point of view, dating Guifoyle would be like dating my mom or one of her friends. Of course my mother is much older than her by far, that is not really what I mean, but she just seems to give off that mature sophistication that I associate with older women. Maybe that's what Don is into? Whatever. To each his own.