In my opinion, if Lorelei is in a scene, it would automatically involve Calypso. He's probably not about to do something with an unknown elve while there's 8 romances more deserving of a scene, especially considering the last update and his realization.
I'm usually trying to not have any expectation or try to "guess" what Caribdis is cooking up, BUT I think having Lorelei in a scene could be done with Calypso using Lorelei as a proxy or something (like she "shows" her, gives her instructions that kind of thing). Then Calypso starts to get jealous and use a tsundere reason or another ("You're doing it wrong, let me show you how a real princess does it" or something) and then jump in on the fun herself.
That's just my wishful thinking, though.
Basically yes.