She wasn't that timid in his eyes in the cinema bathroom either, evidenced by him thinking she might want to give the stranger a blowjob, and that was a place where he wasn't really there, so he couldn't stop it immediately once it did start going too far, unlike in the alley where he could, so that's why I said he acted a little bit out of character by panicking so suddenly in the alley, you'd expect him to be happy she went along with it and liked it instead, especially if you made all the choices to push her before that scene, even when she refused afterwards, that way those earlier choices would actually matter as well, locking letting it continue even further behind having tried pushing her too far all the times beforehand as well, as it would fit more with his character to let it continue until she felt uncomfortable instead, like before.
I thought more days had passed, and you just skipped a few days to let things sink in for them, as not every day has to have something special happening, but apparently I was wrong.