Star Trek: The Next Generation/Guys in Skirts Seriously!
I'm watching the first episode and some of the men appear to be wearing skirts. Why is this?
Yes, it is pretty funny to see those scenes now. :) According to Memory Alpha, here is the story behind the skirt uniforms:
According to the book The Art of Star Trek, "the skirt design for men 'skant' was a logical development, given the total equality of the sexes presumed to exist in the 24th century."
The uniform was used primarily by background actors, though "Encounter at Farpoint" featured both Deanna Troi and Natasha Yar in skant-type uniforms, the latter only briefly. While Troi got a new look entirely for subsequent episodes (according to the Star Trek: The Next Generation Companion the uniform was referred to as the "Space Cheerleader" look), Yar remained in her jumpsuit uniform for the rest of her stay aboard the Enterprise, never donning the skant after the pilot episode. Male crewmembers wearing the skant were only seen in few episodes, "Encounter at Farpoint", "Haven", "Conspiracy", "Where No One Has Gone Before" and "11001001", though the footage seen in the last episode was re-used from "Where No One Has Gone Before".
The skant was primarily seen in the first season, appearing only four times, worn with black trousers, in the second season episodes "The Child", "The Outrageous Okona", "The Schizoid Man", and "Samaritan Snare". After that its final appearance was in the flashbacks during "All Good Things..."
Hope this helps!