Cmon its clear shes pretty innocent, well to us the readers at least mc-kun has only known her for a little while and hes barely started to truly look at her telling her that when he seems like he wants to ask her out is ok i guess but well hurtful to Anjou-san.
Still well as i said he really doesn't know her that well now as for if its bad that shes had other experiences well if shes jusr sleeping around yeah no thx but if shes had some other relationships welp thats that lol i just say this cuz some creeps make it seem like shed be an impure and dirty thing if she had had sex before welp probably virgins that idolize that "purity" of a girl, welp but at the same time i do understand the thrill lf taking that precious thing for myself so.
Anyways i love Anjou-san and cmon you ran away??? Bro .... Broooooo