Yeah, he went from "bad but somewhat ambiguous" to "haha just kidding I'm evil". He could've been meant to be that way all along and was just hiding it better, but it makes him less interesting.
I wonder what Quark bartered to Dr. Bashir to convince him these extensive-yet-reversible gender reassignment surgeries were worth his time.
They're entertaining in their own way, but definitely completely built around the premise that
Captain Kirk is the most important man in the universe. I also doubt Shatner had much to do with them other than putting his name on them; I don't think Shatner has even watched much non-TOS stuff so there's no way he was thinking of a lot of the other characters and situations pulled in. Maybe he was tossing in ideas like "Make sure Kirk is sleeping with a much younger woman!" and "Make sure Kirk can beat Klingons with their own weaponry!"
Apparently a TNG episode idea that never got off the ground involved a guest appearance by Chekov, and would've had him and Worf bonding over shared Russian heritage.