"We should do this more often" means what?

[Anonymous]

If a guy that you have dinner with (who is dating someone else) mentions during the night that you "should do this more often" (meaning, I think, have dinner) what should I take from that?

[Misty_04]

*gasp* That...wait for it...You should do it more often!

[heyitsdan]

GASP WHO WOULD OF THOUGHT

[Spirit156]

That the date went wrong and your next