If you're adequately aroused and lubricated it shouldn't have to hurt.
To overcome the fear, pick a partner who you really trust (experienced ones are a less stressful pick, but inexperienced ones can help reduce the whole "oh no my virginity" mentality a bit). Remember to find a comfortable place to engage in the act itself. Try music, stay sober.
Is first time sex painful?
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If you're adequately aroused and lubricated it shouldn't have to hurt.
To overcome the fear, pick a partner who you really trust (experienced ones are a less stressful pick, but inexperienced ones can help reduce the whole "oh no my virginity" mentality a bit). Remember to find a comfortable place to engage in the act itself. Try music, stay sober.