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Jun 15, - You may not execute it perfectly the first time, but you'll feel good . For some people who have pain, first intercourse pain is a hiccup, and for. The first time you have vaginal sex, it may hurt, or feel good, or both. You may also have pain or irritation during vaginal sex if your vagina isn't lubricated (wet) enough. It's totally normal to not have a lot of vaginal lubrication, and it doesn't mean anything's wrong with you or your partner.