His particular move seems much more playful and benign than what we've seen and sensed from Jakob or Julian so far.
Maybe, maybe not. The attitude he had there is completely and casually dismissive of Caitlyn's perspective. She wanted to know something about his reasons for his actions, and he just brushes her off, treating her as just a body and not a person. That's very consistent with what we know of Jakob's view of women.
Also, isn't that pop-up text really ominous? "Pushing my life through your open eyes." Ulp.