I had my first Pap Smear done not too long ago.. and it wasn't so bad. Should've had it done at LEAST 3 years ago.. and that whole time I was actually worrying which didn't make me less nervous. My doctor happened to be a guy but it wasn't bad at all 'cause he explained everything and did it all matter-of-factly that there seemed to be nothing to worry about.
I think I also found it easier because I felt totally comfortable with my body, through masturbating and just checking it out etc. Not saying that everyone should do that, but only if you're comfortable.