Literally not what happens Yukari preps him for a fight, and when the shadow approaches she’s determined when she pulls the evoker and says I can do it I can summon mine, bro knew hey this might be useful.
Excluding Morgana, There's basically 4 guys and 5 girls (Akechi and Sumi included) While Ann is obviously a girl, she always felt like one of the guys, especially when it came to Ryuji and Ren
I doubt Akechi was about to slut-shame her, especially given what happened to his own mother. It'd be more in character if he pointed out how on the nose the connection between her Persona's design and the circumstances of her awakening is.