I have dated one of the most beautiful women in the world (literally, I am not joking, she is an actress and is on some of those "Most Beautiful Women" lists).
We had to be very careful out in public because if someone took a picture of us together, we would end up in a tabloid scandal (I was over twice her age). This problem was significant.
One of the interesting things is that she never was asked out much, because guys assumed she would say no. Guys her age would have their tongues hanging out of their mouths and turn to jelly in her presence, and older guys did not think she would go out with older guys (she did with me). Away from the cameras and stage, she is just like any other girl, only prettier. She is just as nervous about our first time together as any girl, and just as happy to snuggle up. I made it a point to burn into my memory the sight of her giving me a bj, because that is something you don't see everyday.
Other than the sight of being with a beautiful naked celebrity, she was exactly average in bed, not the best, not the worst.
Some guys may be insecure when they were with women like that, but I'm rich, so it doesn't bother me.
Waking up in the middle of the night and seeing that spill of hair over the pillow and duvet. Pull back the duvet and seeing those lovely curves. I love the shape of a woman from the back when she's lying down and naked. You just feel privileged to be there. Those big beautiful eyes opening in the morning and that sleepy smile. Who needs money and all that shit. Just need the right woman and a few good mates
Its a very gratifying feeling. Huge confidence boost. And if she has a great personality and is into you... its very easy to fall for her. All of a sudden you catch yourself being a gentleman and pulling all the strings to make the moment just right.
Its all an ego thing. At first it feels good but then no better than anyone else when you get to know them. A lot of times it's easier to date an average looking girl because you don't have to be paranoid about guys always hitting on her when you're not around.
I wouldn't know the answer to that because I've never been in a relationship yet. Of course I'd think though that if I'm dating the girl, then she'd look beautiful to me no matter what, not just average.