As a very young kid, like almost four when TNG premiered, I always thought that it was cool that Deanna got to wear her own thing. It wasn't until I got older and realized why they had her dressed that way that my opinion changed. I was a teenager when Seven of Nine and T'Poll both debuted. The little creep that I was, I was a fan of their look.
I'm much more thoughtful as an adult, and I hate those outfits. I never paid enough attention to it until the wife and I watch Voyager together, but I mean they even put Seven in these crazy impractical platform heels. How was she supposed to do anything in that? Fantastic character, talented actress, terrible writing and design.
I never saw the episode, or at least the scene in it, but isn't there supposed to be an episode of ENT where T'Pol shows her entire backside? How is Trek supposed to represent an enlightened future when they're treating the women like trash?