Nobody decides for you. But please decide wisely. Don't forget that you're responsible of your action during and after the sex.

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If you like the guy go for it. Take time to make sure you are very aroused - it will help him slide in and make him enter slowly (my experience taught me both of these)

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I would not bother ask your Father what he thinks about the question.

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Wouldn't advise it if you are having to ask a bunch of strangers

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