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Hopefully the first time you have sex you actually gain something, like intimacy, pleasure, or empowerment If you have vaginal or anal sex for the first time, it may hurt, or feel good, or both There might be pain and/or bleeding when a penis or fingers go into your vagina/anus, but it doesn’t happen to everybody. Perhaps it might be good therapy to read about a first time that went well. At the time, the study found that the average age of virginity loss is 17.4, whereas the average age of sexual awakening (“a sudden realization of sexual feelings and urges”) is 15.2. From what losing virginity even means to what people wish they'd known before having sex for the first time. Webmd offers tips for thinking about having sex for the first time. See answers to some common questions about sex and sexuality.