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If you and your guy want to get more physically intimate that needs to be a mutual decision — not something that he decides on his own. Some girls feel discomfort when the hymen stretches or tears, which can cause a little bleeding.
If this is not a step you are comfortable with, let him know. Sometimes a girl may not be aroused (or she's feeling nervous or worried) so her vagina isn't lubricated enough for the guy's penis to enter comfortably. And of course, couples should always use a condom every time they have sex to protect against unplanned pregnancy or sexually transmitted diseases (STDs).
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