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Most guys have a strong preference for chaste women when they are ready to settle down. This is not because they have sexual hang-ups, but because statistically speaking women who treat sex casually are more likely to cheat on them. Maybe it's not true in every single case, but having a bunch of old flings walking around just creates opportunities for infidelity. Not to mention that most people don't change their patterns of behavior just because they get married.
Does that mean that having a double standard makes sense? Well, yes. Because infidelity in a female partner carries much more serious consequences. It can mean raising some other guys kids. Of course for most men all of these calculations happen on an instinctual level that is nearly impossible to override with mere logic.
So it's not surprising that many sexually liberated women should hit a few extra stumbling blocks on the road to the altar.