yeah, it hurt like hell, although I have a skin condition that causes me to tear easily. It hurt for the first month-ish, then we established a routine that seemed to work just fine.
I had already torn my hymen somehow before I had sex, so I didn't bleed, but I was tight. It did kind of hurt the first several times (because we had trouble getting it in) but not bad enough to get me to stop trying. Once we started using lube, that helped a lot. The more we did it, the better it got.