Really? But as you said if your Ian was chasing after Wade then how could he kiss Cindy in the first Place after the Club?If you just kissed Cindy then her path is closed off iirc. Instead of Ian pursuing Cindy after the photoshoot, you get a chance to reconcile her and Wade, essentially a "good friend to wade" path.
I think to pursue Cindy in ch 9 you need to have fucked her in the alley, anything short of that wont cut it.
I might be wrong though since this is coming from a playthrough where my Ian chased after Wade and not Cindy, it's not the same as chasing and then kissing her.