I've often seen you state how Jester would be possessive of his human pet (or presumably Pierrot/Harlequins pet perhaps) at the highest form of 'love' you'd get from him. May we have examples of what that looks like from Jester? :0
(I personally wouldn't wanna be in a romantic relationship with him but having him care about us even a little bit in a friendly way would melt my heart ngl ;;;;)
JESTER AND HIS HUMAN PET HEADCANONS!
(in this scenario, you are either with Pierrot or Harlequin or both and living in the circus)
---He gets less sleep because of you. Not because you're doing anything in particular, but because you haven't actually done anything at all. .....Yet. Jester often stays up, making excuses to visit you and your lover(s); he must be sure. It's routine. Just to check-in, he says, but in reality the leader is trying to make sure you haven't hurt his family. That you aren't planning anything or lighting a match where you shouldn't. Over time, Jester becomes more and more confused by you. All those late nights, enjoying each other's company, playing games and keeping your distance when needed. At some point, Jester cannot tell if you are plotting to escape, hurt them, or, worse off, that you're not planning anything nefarious at all. It's at this point where he cannot tell whether or not this is a good thing.
---Jester notices the little things you bring to the table, but the big things are appreciated. Not in a way where he'd verbally thank you, though perhaps he will tell Bil to go easier on you when it's your turn to clean the trailer. For you see, Jester notices all, and when he sees that Harlequin has less venom in his voice, Pierrot is suddenly much calmer and happier, Doctor seemingly finds you stimulating, and even Bil remarks on your neatness---then, the leader realizes just how much you've influenced things around here. And strangely enough, for the better.
---Affection does not come naturally to someone like Jester. Even when he feels it, deep in the pits of his wounded heart, he does not act upon it without a whip in hand and claws ready to scratch. But when he sees the way you and your lover(s) interact, you have him thinking about things.....differently. Perhaps it wouldn't be so bad to have someone who is there just for you. Someone who is more than a mere toy or casual fuck. You make him believe in love, though again, he will never tell you. Instead, you'll find Jester staring at you and your lover(s) from afar, imagining a world where he too could live that freely with someone one day.
---Jester doesn't mind it if you fight back a little, as long as you're not being ungrateful, unreasonable, or trying to take over. In fact, he finds your little objections to be 'cute' at times, even if ultimately you will do as you're tasked one way or another. Why? Because he sees the way you make Harlequin laugh, Pierrot smile, Doctor pat you on the head---though you've yet to win over Bil in this case who often interprets your rebellious attitude/critiques as sheer disrespect. It is then that Jester knows he must intervene and calm his dear old friend from potentially throttling you. Well.....after Jester amusingly watches you dig your own grave by arguing with the blue creature for a little while longer, that is.
---You entertain all of them like no other, often at times unintentionally leaning into that title of 'pet' the monsters have given you in their minds. Jester was never one for film, always preferring books or radio to seeing humans smash their awkward-looking lips together they dare call a 'kiss'. Monsters are far more elegant in such affections. However, Jester notes that you always take care to make sure each of them will enjoy a movie specific to their interests and is appreciative of your attention to detail. Even though it takes you over a month to find a film that the leader actually, somewhat, enjoys, Jester deeply admires that you didn't give up on him. More so, that you did it for the whole family (which is the only reason he joined in these 'movie nights' to begin with). Even when the film is terrible, and for the life of Jester he still cannot understand 'why' a person would intentionally waste two hours of their life that way, you still somehow make it....a unique experience. Now, for the first time in Jester's life, he can truly say that he has a favorite movie. All because of you.