Vox in the flash back (or box Vox as I and I think many other like calling him) is just so flipping cute?
He's so flipping cute, with his big ass head and his sweater vest. Like this is not the way he liked to dress when he was alive.
Vox whole style and demeaner in hell changes from his demeaner when he was alive.
And at this point I have to believe that this was purposeful on Vox's end. Maybe, he didn't exactly call it acting cute. Vox grew up in a time when that sort of appearance and behavior for men would not have been encouraged or looked upon favorably by his peers.
(In fact it's a head cannon of mine that one of Vox's greatest insecurities while alive was his inability to naturally fit into the sort of masculinity that was expected of him. But Vox is a great liar - usually - and he knew how to act the part.)
The only explanation that I can think of for this rapid change in behaviour is 1) Vox's sudden decrease in power and influence and 2) Alastor.
The sudden change from being a cult leader who was - in Vox's mind - on his way to becoming a god to suddenly being dropped into hell as a sinner is bound to have effected the way he conducts himself. I think Vox, at the start of his after life, would likely have been trying to fly under the radar while gather power and influence. Acting harmless or docile (while not being any of those things) would probably be a good way of achieving that. That way while other sinners are busy underestimating him, he can gather more power and influence.
But what if another reason Vox also changed his behavior was because of Alastor influence? I believe that during the start of their acquaintanceship, Vox might have accidentally done something cute (just a facial expression with those big digital eyes or something, just something very small). It wasn't Vox's intention to be cute but Alastor might have still reacted to it. And at some point Vox might have realized that Alastor likes it when he's 'cute'.
So as Vox's affections for Alastor increase, he keeps increasing his own cuteness levels in order to both win Alastor over but also because he likes the way Alastor looks at him in those moments. (We all saw Alastor's pupils be blown wide and that silly smile on his face in the flashback, I'd do silly things too if someone I adored made that face at me when I did).
It comes to the point that Alastor's presence just kind of becomes this switch for Vox.
One moment he's super devious evil manipulator, his grin is taking up more than half of his display over the power trip he's on. The next, Alastor materializes next to him from the shadows and Vox's goes all round-eyes cute mood, his screen lighting up.
(imagine the whiplash the poor sinner who was just being blackmailed into selling their soul is going through)
And Alastor might even play along - pushing and prodding to see just how far he can make Vox go.