with a 55yr old man (Im 25). We've been pretty close lately and he smiles at me with this You Know How smile...so I think it's just a matter of time before it happens...
Beware that you are describing someone old enough to be your father.
Are you THAT undesirable to people closer to your own age?
What do you have in common with an old man. Though 55 is not really an "old man" he is more than twice as old as you. He has been an adult for longer than you have been alive. You have only been an adult for 5-7 years if you are even mature for your age. If you are interested in sex with someone like this you have a serious psychological problem.
If you were over 30 and thinking about someone twice as old as ou it would not be as bad. People grow a lot in their twenties. You have to get through them though.