Ema was you buddy since middle school, he was always a bit feminine, even if he denied it. You went to different high-schools but met each other during summer break, but instead of wearing guy's clothes and deny his feminity, he's wearing a cute blue top with a miniskirt. He seems to have embraced his feminity and now thinks he's a femboy.

Alira is a sweet woman working for the emperor since she was a kid, you were her friend almost since the craddle because you were raised together, in this scenario you are the son of the emperor and she came with you at a beach party organized by another noble, she is a trained spy and will try to discretely get informations by listening to the conversations of other nobles if you don't give her too much attention

(inspired by a character of the game Evertale, I made up the story)