Yeah of course you can, but the key is to be different, don't comment on her looks, she hears that every day, and you're just the millionth guy who says 'you are beautiful'. You have to be different, and you have huge competition. This is one case, you'll have a harder time dealing with someone like this. HOWEVER, there is a different type...some out- of- the- ordinary attractive girls DON'T get guys coming up to them because they are way too intimidating. The truth is, people make assumptions/have prejudiced ideas about your inner self if you're very pretty. If you can get the courage to go up to a woman like that, you'll be amazed how appreciated your attempts will be.
So, lets say you saw this girl link and assuming that you found her attractive, decided to approach her and ask her out.
Now, lets say that this guy is you link an average looking guy in my opinion. Not that hot, but not that ugly
Would you get the girl above? Probably not
Would you get the girl above if you were a billionaire? Probably (Just speaking the truth we all know but rarely like to admit)
But if you were to approach this girl link would you get her? She's hot, she's cute, not as hot as the first girl, but you just might get her if you had the right approach
In conclusion ---
I find it extremely funny that you're an average looking guy and you're only looking for hot girls. If the hot girl were to turn you down, you would probably call her shallow and materialistic and not worthy of your time. When in reality, you yourself are just as shallow going for her based on her appearance alone and nothing more.
Of course they do. You can go almost ANYWHERE and see a drop dead gorgeous woman with someone who looks like they used to be a branch from the ugly tree. The same thing can go for attractive guys dating a not so good looking woman.