One thing a couple of my old friends used to do is hire a cheap hotel room for the night,
a few would get together, go in male mode, get dressed up in the room, have their night out, then dress back into male mode to go home.
I would definitely consider having at least 2 or more girls with you for your first time out,
the more feminine you look the more dickheads you tend to get hitting on you especially if they think you are female/hot.
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