I like the grey uniforms from First Contact, Insurrection, Nemesis, and late seasons DS9 best.
A close second is the TWOK, TSFS, TVH, and TFF.
I actually really like the slight variants we see sometimes, like Kirk's uniform later on part 3 and 4. I don't know if that's official or not, or just a personal uniform. That's the look I like Kirk in most, though.
I think if everyone was wearing the blue-grey senior officer long sleeve shirt (or the white short sleeve) with black pants the TMP uniforms would be much better liked. The matching color pants gives the pajamas vibe and the beige/brown is what dates them.Special Mention: TMP (the colours were a little wishy-washy but loved the multiple styles)
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