Like Joy said, your "cherry" is you hymen.
Not all women bleed when they lose their virginity, that's a common misconception, especially in countries where virginity is a must at marriage. Many men in those cultures believe that a woman isn't a virgin unless she bleeds the first time. That's not true at all.
Can a doctor tell if you've had sex? Well, a doctor can tell if your hymen is still intact, but a hymen can be torn without sex, some women are born without a hymen. So, yes, a doctor can tell if your hymen is still intact, but he/she cannot say with certainty that a torn hymen is due to sexual activity.
Now, if you get pregnant, everyone will know that you had sex. No form of birth control is 100%, did you know that? So, even if you used the pill, a condom, and another form of birth control, you can still get pregnant. Any time you have sex, pregnancy is possible.
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