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Apr 17, - Everyone says losing your virginity is either painful and awkward or magical (if it's with the right person). Having sex for the first time is so personal that there's no way of knowing if What Virginity Means To Queer Women. Jul 21, - Tell him when it feels good and when it hurts. What position should I use? Many women prefer to have sex the first time being on top, where they can If you're a virgin and she's not, tell her, and let her lead if she wishes.