i think phrasing in page 27 can be better
"Telling me everything that should've been top secret is way too risky" seems like it should be "Telling her everything that should've been top secret is way too risky"
the jp is -
本来なら秘匿したほうが賢い情報を
私に話してしまう迂闊さがある。
well yes it has "私に" but the way you...
him wearing gothic lolita outfit never supposed to be the twist. some sort of bafflement like "WTF pfft WHAT THAT!?" thing. him wearing that dress is supposed to come out of nowhere