Kit’s response is probably half jealousy, half common sense.

Thebetweenspace is right. Kit is probably jealous about something. I love how we expect the dates to always be perfect. It is like we set ourselves up to fail.
LoA

Yes, everyone always expects everything to be perfect! I think something bad is going to happen on the date. Sequel, Soon!

I agree with tbs, Kit is most likely jealous.