From my experience, my 1st time was very akward, painful and
very uncomfortable. And I even used the lubricant.
My partner was slow and gentle and it was still very
painful. My private swell for 2 days after that.
Then the 2nd time, was still painful, 3rd was painful but
the less uncomfortable. My 6th time was when I actually enjoyed
it.
Anyways, that's just me, I dont know abt other girls though.