makes me think of the female ship captain from Vandread
Spoiler it was brought out at the end of the serie that said captain was a spy for the male faction that received some sort of operation to infiltrate, unknown if it was total or partial but as the 2 genders were at war most likely only partial end of spoiler
If that was the first time he got any inkling she was a shemale, he needs to get his eyes checked. It's obvious she's not dressing to conceal that hog.