Oooooh, here's a hot button issue of mine.
First of all, I think virginity is a completely antiquated, misogynistic and just plain stupid concept to begin with. The hymen is also an antiquated concept, at least in the way society teaches it, that we've placed FAR too much importance on for FAR too long. There is, except in rare cases, nothing to "break" or "pop". The hymen is a thin membrane held over from gestation in the womb. During gestation, the hymen protects the female fetus' internal sex organs. As the girl ages, especially once the hormones from puberty are introduced, the hymen reduces until, in most cases, it is a little fringe around the edge of her vaginal opening (there are exceptions to this rule and some girls may never have had one or theirs may have simply disappeared during development altogether). This little fringe is rarely "broken". It is not some barrier to be popped or perforated. It CAN be torn, but with proper stretching, lubrication, arousal and gentle handling, it can simply be stretched with no pain or discomfort, just like almost any other soft tissue in your body. And, like other soft tissues, it will heal and regain it's elasticity after time if the woman doesn't have sex for a while, leaving the woman, unless she was more substantially injured during sex, physically undistinguishable from her pre-sex self. Virginity was a social construct originated to control and suppress women and their sexuality and reinforce the ownership of women by men. The hymen myth substantiated this construct, as well as providing an explanation for the pain a woman feels during her first intercourse if her partner is careless, clumsy, inexperienced or impatient. Virginity has also been the cause, very unnecessarily, of many ruined lives and families. Virginity tests or exams are ridiculous, embarrassing, oppressive rituals (that are thankfully no longer routinely practiced) that, except in the case of the anomaly of imperforate hymens, can never be conclusive! My philosophy is that our sexual lives are a series of firsts, and repeat performances. There are things many people won't do until late in their lives or may not ever do, and there is no proscribed progression or order in which these firsts should happen for each individual. One first does not necessarily negate or reduce the importance of a first that may come later in the individual's life. I had my first sexual experiences with a man, but later came out as a lesbian. The fact that I had once had a penis in my vagina in no way tarnished or diminished the significance of my first experiences with a woman. Each experience is significant, each first is significant. I've been having sex for over 9 years, I've been having sex with women for 8, and I just had a new first last week that blew my mind and will remain a cherished memory. There is simply nothing so magical about penis-in-vagina sex that it renders all new sexual experiences that follow it somehow less important. It does not fundamentally alter a person in any real way.
Annnnnnd, off my soap box. Sorry if this was rant-y.