there aren't really canon answers for any of my characters, but in my mind...

karen: yes for yes/gogo era karen. otona karen I feel like probably has some experience, and there's a decent chance she and kurumi are doing the do

arianna: realistically, her virginity is reserved for whatever important person she's going to marry for political reasons, and within the span of events that are confirmed canon I think she stuck to that. now, if you take the forbidden wood as a canon post-reunion adventure...

lala: in the 'main" storyline, lala is definitely a virgin, unless there's some samanian biological or cultural quirk that mandates otherwise, which there obviously isn't but I'd pretend there was if it was funny. post-timeskip, idk, she might have done it with yuni at some point, and she's definitely doing it with hikaru soon.

dark dream: not only did dark dream die a virgin, it's entirely plausible that at no point in her life did she ever even remove an article of clothing.

tsukasa: yes, for now, but it kind of feels like that's going to be corrected any minute now. (rot13 spoilers, this feels like it needs a cw but idk what it would be) qvnybt va gur nfze erpbyyrpgvba xvaq bs vzcyvrf gung bevtvany gfhxnfn zvtug abg unir orra? ohg gung jnf nabgure crefbanyvgl va nabgure obql naq fur qbrfa'g erzrzore vg fb vg qbrfa'g pbhag

and since I like ending on this:

olympia: