[He catches onto the weird thing, but expressly doesn't deny it. It is part of what he loves about her, after all.]

Hopefully not. I mean, it might be a bit strange at first. ...And I think the fact that you're hoping that it'll work out well will go a long way.

[He smiles, a more genuine, thoughtful one. Warm, even.]

Desi's... well, she's got a big heart. If you accept her for who she is, then that'll mean more to her than anything else. With that... you can both go from there, and figure out what you both want to do.