wander, wonder.

as always, general disclaimer: for me, it’s more interesting for me to think “[character] would do this because [actions]”, rather than “[character] would do this because [player preferences]”. i can’t claim to know the critical role cast, and i think it does a disservice to their characters if i try to bring them in like that. a weird distinction, i know, but i always think it’s important to mention! i try to distance my meta from the cast, and take the character’s actions by their own merit. 

anyway.

for all we joke about how ridiculous jester is or how much caleb was ready to run from the mighty nein, it’s hard to deny these two had a really, really rough start. jester was everything caleb didn’t want in a person, and caleb was someone jester never... really had experience with. 

lemme explain, first with caleb’s perspective: caleb is running from trent & the cerberus assembly. the last thing he wanted was to be noticed or seen, let alone get his name out there in any way shape or form - and yet here comes the most silly, obnoxious, ready-to-turn-the-world-upside-down tiefling he has ever met, and he met molly at the same time. 

naturally, he hates it. but it runs a deeper than having to travel with someone who doesn’t give a shit about discretion when caleb is discretion personified. i think when we dislike someone, it’s because we see parts of ourselves reflected in them; not necessarily all bad, but parts we have lost, never had, or don’t want to acknowledge. 

it’s important to note that while caleb and jester are very different, there are parts that are shockingly similar; caleb started as a very hopeful, bright, and confident young man at the time he entered the assembly, not unlike where jester started in their adventures ( now is a different story, and i’ll get to that later ). they are both stubborn in their ideals and put a lot of faith in the people they care about ( caleb with nott, jester with the traveler, marion, and fjord ). 

i would not be surprised if caleb sees a little bit of his younger self in jester. but the conflict occurs where he sees his younger self as a very flawed, terrible individual, while jester is not... that. he simultaneously wants to protect her from becoming jaded (as anyone with experience tends to want to), while also knowing she could make very awful mistakes (like he did) if left alone. 

that said! jester is the way she is because she was able to foster her positivity, her hopes, and her ideals in a way that didn’t come and bite her in the ass. so it’s not “jester is caleb pre-development”, and more “jester and caleb are two different results due to different experiences from similar individuals”. unfortunately, caleb can’t think like that with the experiences he’s had, hence all of this.  

i think that it’ll make more sense from jester’s perspective: jester’s living conditions weren’t perfect by any means, but they weren’t exactly trauma central, either. she had loving, kind people in her life that allowed her to develop by encouraging what she enjoyed, as opposed to molding her a specific way. again! she was able to grow the strong parts of her personality - her hopes, her positivity, her confidence - in a way that didn’t come and bite her in the ass. she doesn’t regret anything that she did, because she has never had a reason to.

you could say that she doesn’t have enough experience to see the negative consequences of her actions, and i both agree and disagree. experience doesn’t always equate to hardships; while failure is an important part of learning, it is not the only way you learn. caleb is not necessarily more experienced because he suffered negative consequences, but because he experienced more types of consequences.

that said, she is sorely lacking in some experiences! primarily in dealing with people with different wants and opinions than her. having a loving, encouraging, but ultimately sheltered environment likely means she got to have a lot of things her way. and we see a lot of that at the start of the campaign. 

so the simplest way to say is: jester has never really had someone who dislikes her for who she is. she has never sat through a level of conflict resolution her and caleb needed, and so in an attempt to do things in the way that made the most sense for her, basically got off on the worst foot. 

and so, you know, this goes on for a while. start of campaign two is hilariously turbulent for the both of them. caleb makes nice because he sees the benefit of someone like jester in a party (and not much else), and jester isn’t going to treat caleb any differently than she does anyone else. hence, friction. 

then the money conversation / argument / caleb-smears-mud-on-his-face-out-of-spite happens. which i think really was a bigger turning point than we originally thought it would be (because the nature of the fight wasn’t too serious), mostly because caleb took forever to warm up to the party (disclaimer: i love caleb). 

it’s interesting because it’s the one of the first times we actually see... any actual conflict involving jester. most people brush jester off as the quirky weirdo at first, and doesn’t take her opinions as seriously as others. that makes sense, and jester is fine with that! but that’s what makes caleb’s reaction to jester basically saying she grew up spoiled really fascinating. 

he’s furious, and rightfully so. and caleb back then was keen on making sure he didn’t attract any attention, that unless she really struck a nerve he was just gonna nod and not think about it. but as we saw -- that’s not how it happened. i think he especially felt stung because he tried to help, because she had been distressed, but all of it backfired terribly. 

so they fight. they’re upset at each other. caleb smears mud on his face then walks away and i think it hits jester on the head that oh, what she said without thinking really did upset someone, when she hadn’t meant to necessarily make them uncomfortable. 

jester, for the limited social experiences she has, is a very empathetic person. it doesn’t take a lot from her to understand why he would have been upset by what she said, once she cares enough to consider it.

the remainder is a gradual, but noticeable change to where we are now; while it’s outdated and my opinions on details have changed, i did write a shorter meta on caleb and jester on an earlier episode point. i think the bulk of it stands true, though, so feel free to read that and then come back!

spoilers: they’re destroying me now.

a few things i did want to add: i think a lot about how out of all of the nein, the main people who notice jester’s slowly dwindling confidence are caleb and caduceus (beau, nott, and fjord notice it too, just in a slightly different way; and yasha is.... bring ashley back 2k19). caduceus pretty much has 3 million in insight so i’ll touch on that later, but fitting caleb in here is interesting!

mostly because he likely, again, experienced that dwindling confidence in finding his place in life, just in a more drastic way than jester; he pretty much hit rock bottom at the start of the campaign! he’s definitely projecting a little, but a lot of relationships are built on people projecting parts of themselves to others; it’s the easiest way to relate to another person. 

as an aside: it really is cool, and speaks to his development a ton, that caleb’s motives for helping the party have become a lot more altruistic than when i wrote the post above. he cares about them now, very, very deeply, and i have a lot of thoughts on why! this just isn’t the post for ‘em; maybe next time.

how he comforts her has changed too. before it was a lot of [ throw frumpkin at her and hope it fixes the problem ]; his attempts at bringing the party together were definitely more material in nature, compared to now.

it’s also really, really good to see jester slowly starting to see the “imperfections” in caleb ( the ones that caleb sees, anyway ), and accept them wholeheartedly. again! she is an extremely empathetic person, and once they understood each other it became a lot easier for her to actually provide the support he needed. 

it’s the subtle things; less jokes at his expense, and more ridiculous things in general. sharing porn with him because she thinks he’ll like it. and, a surplus of optimism about her outlook on life that seems to affect the top row a ton. 

they’re all in love with her. i can tell. that’s okay, jester has two hands and a tail ( i had to ). 

so, where are we now? it’s obvious enough to say that they’re friends, good friends at that! they care about each other a lot! caleb makes the softest faces at jester and jester grins so happily at him and they really do have a good thing going. 

i think the biggest change in caleb is that he trusts her enough to rely on her for things outside of her abilities. i think a lot about the conversation they had recently after talking to the scourger, and how caleb let himself be comforted by jester instead of denying her attempts completely. it speaks to the level of emotional vulnerability he is comfortable showing to the group now. 

that said: i definitely consider jester to be the group baseline for caleb. liam has mentioned multiple times that out of all of the nein, jester is the one person who he doesn’t want to share his past with. which, again, given the juxtaposition in their upbringing, makes a lot of sense! 

but the fact that he’s willing to be vulnerable with someone he didn’t want to be vulnerable is huge. the fact that he doesn’t see her optimism and ridiculousness as a weakness for the group, and instead looks to use them as strengths (how they use polymorph is a huge example) is very different than beginning-of-campaign caleb.

the biggest change in jester is that her worldview has expanded to understand what caleb needs, and how that might be different than what she needs. it wasn’t as huge strides for jester as it was for caleb, but i think that makes sense! a lot of jester’s development is internal, and reflects a lot about what she thinks of herself, whereas caleb’s development has been very external, and how he is beginning to view the people around him ( and allowing himself to be viewed ). 

but still! it’s huge! jester has two decades of solving problems a certain way, and being told that that way was all that she needed; but her ability to listen, comfort, and provide insight in ways that others in the group can’t thanks to her unique world view really helped shaped the types of conversations she had with him. 

a really, really simple way to say this is that jester started taking caleb a lot more seriously. which i think is hilarious, because you’d think that’d be more fitting for caleb’s thoughts on jester. but once she started reaching out to him to understand, the tone of their relationship changed. it seems less caleb-indulges-jester-on-nonsense and two equals who indulge each other on ridiculous nonsense, if that makes sense? 

oh that said: i do attribute a lot of caleb’s relationship changes with the party to the fact that he went through a lot of external development. definitely not the place for that here, maybe i’ll come back to it some day.