@imnotproudofthis in Japan this would be seen as a caring guy willing to take time out once a month to allow her out at night. This is due to as other's mentioned women are at risk of being attacked especially at night.
I'm also a little bit put off they're not married yet he's already so controlling over her who she can hang out with, trying to touch her friends so they reveal secrets, stalking (well he was looking out for her so 50/50 on that). He's giving her permission to go out once a month like he's her keeper.
How about saying i'm concerned about u so if u wanna go out at night by yourself u'll be a target so please take 1 or more friends/family with u.
or maybe suggest her taking self defense lessons, is pepper spray illegal in Japan?