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Dating my best guy friend: problem or not?

Hi, my best guy friend from high school and I recently found
each other again after 4 years of not talking or seeing each
other. Even in high school I thought he was hot.. but you
should see him now! So I want to ask him out.. even if it's
just for a one-night stand. I want it to be more than that
but we're both finishing colleges far from each other and
will rarely get to see each other. Problem is , he's reallllllly
shy. I want to get him in bed with me or at least have me pleasure
him for a while to see what he likes and how he tastes. (I'm
sure wonderful)So how do i even approach him? I'm not sure
he's experienced at all and I have no idea on what to do or
say to get him to agree. Help!

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