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What is the optimal way to lose your virginity? I don't

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What is the optimal way to lose your virginity? I don't want to regret losing my virginity to the wrong person or at the wrong time/place.

I've been advised before to get a trusted friend to do it for me. Is that something I should seriously consider? How do you even break the ice to ask for such a favour?
I'll wait until I'm in a serious relationship if I can but given my situation that might never happen.

Disclaimer: I know it's not a race and I'm trying to be careful, but I'm in my late twenties and don't want to wait until I'm 40 or 50.
>>
What do you mean, 'optimal way'? That entirely depends on what you want
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fast and loose
make your first time mediocre and unfulfilling so you get right back on the fucktrain
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I imagine a very awkward conversation following such a request.

My honest advice would be to hire a prostitute. Take a trip to a place where it's legal and get it legitimately to avoid any moral quandaries.
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>>18092491
If I lose it to some party stud I'm going to regret "throwing it away" and also people will think I am a slut. So that would be a very bad way to lose my virginity.'

If I wait until marriage I'll have no regrets but it will also reduce my chances of ever marrying or losing my virginity.
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