Last night, I went to the theater for the Star Trek TNG 25 year anniversary special. Ahem. Anyway, there was some behind-the-scenes footage, some outtakes, interviews, and the like. Then, we watched 2 full-length episodes from Season 1.
During the climactic moment of S1 E6, “Where No One Has Gone Before,” this dude (above) appears momentarily in the background wearing a mini-dress. The entire theater cracks up laughing. I don’t recall ever seeing a man in a dress again in subsequent Star Trek episodes.