Same thing, Emma storyline feels blocked and hints don't tell you why.
Yeah, that hint is a bit misleading. This only triggers once you completed the Emma handjob scene. This in turn happens after the fourth date when you don't press her to do anything naughty.
It is perfectly possible to have them both (I do), however you may miss other stats. Or it just works the way house first, then band.
The whole idea behind it is that the girl notices you going to the gym often, or at least renewing your membership, then working out. Similarly, there's plenty of events for other girls where you need to wait 2 or 3 days, sometimes even multiple weeks.
And there are other events like Mike telling Kylie he wanted to let some time pass before calling her even though you can call her that same day she gave you her number if you raise your stats accordingly.
