Pretty much every "show off the attractive female main character" outfit that they've invented for Trek has not worked for me. Troi's outfits, Seven's outfits, T'pol's outfits... I think that actually the only exception is the Farpoint miniskirt and even then it just looks attractive but I don't like what it meant for Troi's brains so all things being equal I actually like her the most in the standard uniform jumpsuit which is, quite frankly, already designed to make people look good.

Now that we're decades away from the show and everybody involved has been interviewed a bunch of times, what I actually wish we could have seen was Troi as the diplomatic counselor instead of the vague psychological lead / poorly utilized character that we got. Because if she was the ship's therapist the long dress would work because it is tasteful and different yet still professional, but then we'd not be seeing her on the bridge the way we did.