Lyn--I always love a good Fly Girls (In Living Color)/Madonna vibe, and I think the belt and graphic blazer help achieve that. Maybe the belt would feel restrictive, but I didn't have it super tight, and I would compare it to maybe keeping the clasp of your necklace at the back of your neck all night.
If it were hot, I might take off the jacket, because it is a totally acceptable, solid black bralette. (But I might do a few more sit-ups before I went out.)
Androgyny is one angle, and certainly club culture has a long history of that. But I don't think it's necessary at all. Look at how popular bodycon dresses and platform heels were for years at clubs--those are more feminine than this. Balancing masculine and feminine elements seems to be a good general practice, that doesn't need to be practiced everywhere. I do love ankle pants, though, and I would try that.
Here is a photo of just how girly people were dressing at clubs a few years ago, and the second is the group En Vogue, who kind of dressed like this. I would kill for their wardrobe.
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