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Please do not have sex with him. You could consent before sex and tell him to stop during sex and if he didn’t stop because you consented previously it would still become rape. You have every right to change your mind on something you agreed to months ago. Having sex without a condom will not make your first time any more special. What will make it special is having sex with a partner that isn’t trying to pressure you into someone you’re uncomfortable with.
Please do not have sex with him. You could consent before sex and tell him to stop during sex and if he didn’t stop because you consented previously it would still become rape. You have every right to change your mind on something you agreed to months ago. Having sex without a condom will not make your first time any more special. What will make it special is having sex with a partner that isn’t trying to pressure you into someone you’re uncomfortable with.