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there are many ways to go about breaking a females hymen before sex. fingering is a good way for both you and her to enjoy "popping her cherry" or she could break it by mastrubating or even riding a horse. it isn't that difficult, but if you plan about going on and doing it youself I'd say finger her, that's how mine broke. hope this helps and good luck =)
Hymen
Is there a way to deliberately break the hymen before having sex? What's the best way to go about doing this?