I think the grossest thing that comes up in Critical role C2 shipping discourse repeatedly is the idea that Jester is so naive that she doesn't know what kind of relation she wants or what would be harmful and she needs to be protected and have someone else make choices for her.

So many people who ship her with anyone treat her like an object and a prize. Jester can't figure out for herself how she feels about any potential power gap in an age gap relationship and needs to be protected. Jester can't figure out her own sexuality and needs to be taught.

People pining after Jester and keeping to to themselves are being disrespectful of anyone else who has feelings for her because they claimed her first. She's not a fucking child and she's not an object. She is a grown woman with her own feelings. (And also polyamory is a thing.)

And the reason everyone who pines for her isn't telling her is that they don't know who if anyone she has feelings for beyond projecting romance novel ideas of what she's supposed to, and no one wants to unduly influence her own agency. They want her to choose without pressure.

And if that choice is no one or someone else entirely, I think they'd all be super respectful of that. The characters are trying to not be possessive with their crushes, they're trying to not have attachments. Meanwhile shippers attack anyone else super possessively. It's gross.

There's another aspect where Jester wants everyone to be happy, especially romantically, and no one wants to back her into a position where she thinks she's making them unhappy with her choices when it's something they could let go of and be happy for her.

Because in the end what all of them want most is for her to be happy and cherished and have no regrets and they'd be crushed to think they denied her that in any way. They want everything to her her own free agency.

Man, this really struck a chord, huh? XD Don't get over-invested in things you can't control it will universally end badly.

I ship Jester with happiness & the surety that she can do what makes her happy and that she isn't a bad person if she prioritizes her own needs & desires over others. Whatever relationships of any nature get her there is good, & that what everyone with a crush on her wants most.