Kirk resisted a relationship with Rand while hey were serving on the same ship. It might be interesting to see if NuKirk wrestles with that or just dives straight in. I didn't subscribe to the notion that Kirk had boned Chapel because if he had, I don't think he would have had no idea who she was.
And do you think he knew those "Caitians" names months later?
The guy was a horndog.
Kirk's a softy. Remember how dewy eyed he got seeing Ruth?