I went through the PSX version skits. Here's some notes. Take anything I say with a grain of salt. I am super amateur.
Stahn hums songs in his sleep sometimes…
Stahn wants to show his family the sights he's seen.
When in Fitzgald, Stahn says he doesn't want to visit his home because his family would just be angry at him and they'd fight. Mary thinks it's nice he has someone waiting for him, and Rutee reminds her she isn't alone.
Stahn, Rutee and Mary dislike the extreme heat of Calvalese, but Rutee complains way louder. Stahn says he doesn't like it because he grew up in a mountainous area. (In the remake, Stahn doesn't mind the heat at all.) Stahn and Rutee both dislike the cold, but Stahn likes snow. Leon doesn't appreciate their whining and says to get used to it.
There's a separate skit with Woodrow, Chelsea and Mary all struggling to stand the heat. Stahn observes it must be because they're all from Phandaria.
When you have very little money, Stahn will worry about having to sleep on the street. Johnny isn't worried at all, says that's the bard life. Mary says it's fine because monsters drop food. Stahn is worried that they have no sense of danger.
Stahn tries his hand at poetry. Rutee jokes that he's better than Johnny.
There's a series of skits where characters try to imitate each-other. There's two of each, one where they're good at it, and one where they're bad at it. Rutee imitates Philia, and admits she practiced hard at it. Stahn imitates Leon, Rutee laughs, Leon doesn't quite understand he's being mocked but doesn't appreciate it anyway. When Leon does realize he's being mocked, he responds "Those will be your last words." Stahn also imitates Woodrow and Rutee.
Stahn is quick to point out when Rutee isn't being honest
When Rutee has poison status, Stahn assumes she ate something weird. Rutee corrects him, but he continues wondering if they have any items that help with food poisoning.
Rutee considers growing her hair out. Stahn says it looks good short. Rutee retorts Stahn should cut his hair because they'll be mistaken for opposite sexes like this. (They seem to have given this a try by the time Kyle is born…) (Stahn's face is typically drawn to have a strong jaw at least compared to most male protagonists... Was the original intent that Stahn should be perceived as feminine? Or is Rutee just being grumpy)
Rutee asks what Stahn's dream is. He noncommittaly says being a hero. Rutee laughs and mocks him.
Rutee calls herself delicate, but Stahn doesn't seem to agree
Rutee makes a big deal about not liking country boys and differentiating herself from Stahn
Rutee calls Stahn lewd when he says about Mary "she's really a married woman after all"??
Stahn and Rutee squabble about as often as Rutee and Leon did
Rutee asks what to do after they're done. Stahn says probably go back to the countryside and relax. Rutee misunderstood, thinking Stahn was inviting her to come back with him, so she complains that she doesn't like the countryside. Stahn's confused and asks what she's on about since it's him who's going back there, not her.
Rutee's pretty sure she and Stahn would have met and become friends even if they hadn't met at the temple. Stahn says no she wouldn't because she'd still be stuck in the temple.
Rutee thinks the people of… Calvalese? Aquaveil? (I was listening to just a collection of voice clips without visuals…) are cold. Chelsea thinks exclusionism is immature and they should grow up. Stahn thinks they're good people, but Rutee says that's why he's fooled so easily.
Rutee and Mary both apologize for causing trouble for each-other.
Rutee tries to convince Chelsea that the ocean is made of sweat. Stahn scolds her.
Rutee is happy (in an ego-boosting way) to be called beautiful by Johnny. She apparently also gets envious looks from other women.
Rutee worries about the orphanage because of the aethersphere. Stahn, Woodrow and Philia urge her to go check on it.
Leon corrects Rutee to use proper titles when referring to Hugo. Rutee doesn't like that, and even mocks Leon for being such a loyal servant.
Rutee and Leon fight often, bickering petulantly like siblings, calling each-other children and their personalities rotten.
Some time after Leon dies, Stahn hears Rutee muttering and observes that Rutee must have cared about Leon, and Rutee insults Leon and insists she has no brother, but she's obviously upset.
After they set off, Leon, without prompting, begins ordering Stahn and Rutee on their behavior pointlessly. It's clear he's just being a brat.
Philia observes that Rutee and Leon are "close" because they fight like brother and sister.
Leon reminds them of the shock tiaras frequently to keep them in line, and shows willingness to shock Stahn for simply forgetting the route to Straylize Temple.
Woodrow and Philia say the days are passing by faster. Leon calls them old.
Stahn is sleepy and Philia is nervous. Leon calls them old. (Rutee calls him a brat)
Leon completely loses his cool and responds angrily and animatedly with a higher voice when Rutee accuses him of having a sister complex for Marian. He insists she's like a stepmother (義理の母親) to him. Rutee just eggs him on further by calling it a mother complex.
Stahn says he likes snow, and Rutee and Leon gang up to mock him for some reason. Mary's on his side at least. Rutee and Leon tend to get annoyed and yell at him for a decent amount of the same things.
Stahn and Leon gang up on Rutee to call her selfish. (While Stahn also admits that he thinks of himself as selfish, but Rutee is worse.)
Stahn and Rutee... never gang up on Leon!
Stahn gets annoyed when Leon's impatient for them to get going.
Leon tells Stahn to stop smiling so much, it's unsightly. Stahn tells Leon he should try being a little nicer. Leon says no.
Leon seems to appreciate it when Stahn's confident about fighting.
Leon seems genuine about wanting the eye out of Greybaum's hands because it's dangerous. (This is odd, because he's in on the plan.) He says he has to do something about it, and Stahn corrects him "Not just you—we." (hhh in that "you're not alone" way) Leon responds with his usual "say what you want" tsun.
Stahn attempts small talk with Leon just because he doesn't want it to be quiet between them. Leon's pretty chill when he responds he doesn't see a need for pointless noise.
Stahn thinks... an innkeeper's daughter? (宿屋の娘. I found a forum post implying he's talking about Ilene here) was pretty. Leon asks if he likes "that kind of thing" and Stahn says he was just observing she was pretty. (I can't decide on Leon's emotion here. It could be curious, it could be slightly annoyed.)
Leon's KO skit has Philia offer for him to use her shoulder for support. He says he'd rather die than need a woman's help. (?!) Rutee says it should be fine to leave behind the immature brat who collapsed during his mission. He basically calls her a brat back (with possibly the most impressive "HMPH" I've ever heard), and she either repeats it's fine to leave him behind 'cause he talks such shit, or that he must be fine because he can talk such shit.
Philia observes how isolated from the outside world she was, as she spent most of her life within the temple. She thinks the outside world is dirty and calls herself a clean-freak. Leon calls her troublesome for it.
Philia and Stahn bond a bit over both having been isolated from the rest of the world.
Stahn asks Philia if she wants to go back to the temple, but Philia feels fulfilled out here.
Philia's parents were devout followers, so she pretty much inherited their beliefs
Stahn doubts his skills as a swordsman. Philia tells him he's improving, and he quickly cheers up in a flustered way.
When Stahn doubts his ability when the aethersphere forms, Philia and Johnny seem to be the best at cheering him up.
Philia feels bad for taking Stahn from Lilith. Stahn says she'll get over it. Philia says she's cute, and Stahn disagrees because she just bosses him around. Philia says that's how she shows her love.
Stahn's KO skit has Philia worried for him, and it has a very romantic atmosphere. Ah, Johnny also says so, which flusters Philia.
Philia is more devoted to her religion, openly praying. Rutee politely doesn't care for it. Philia is upset that the party isn't religious enough. Stahn doesn't quite understand the praying, assuming she feels ill, so he offers to take her to a doctor.
Philia worries that when they're done, she won't see anyone ever again. Stahn assures her that everyone is too nice to just completely separate, and they'll all meet up whenever they want.
Rutee asks Philia about her love life and her type. Philia doesn't want to answer.
Philia removes a fallen eyelash from Rutee's cheek. Stahn and Philia don't understand why Rutee's so flustered.
Stahn is more likely to suggest taking a break for Philia's sake than for Rutee's.
Rutee gets jealous of Philia for how much attention Stahn was giving her before she got Clemente.
Philia offers to mend Stahn's cape when it's damaged. Kongman asks her to mend his too, but he doesn't have one…
Some light political talk between Woodrow and Johnny
Woodrow and Stahn are envious of each-others' positions of freedom and royalty. Woodrow offers to swap places, but Stahn says that'd be terrifying.
Both Rutee and Woodrow worry about Mary's wellbeing rejoining the party. Mary says Woodrow reminds her of Dalis because he's trying to keep her from fighting. She says it lightheartedly, but Woodrow seems shy about it.
Woodrow offers to do anything Mary needs, and she asks him to hold on to Dalis's sword. He says she's being deliberately mean.
Mary offers to help Woodrow with improving Phandaria when everything is over.
Woodrow asks about Mary's worries, and Mary asks why he's so worried about her. He takes a while to answer, and stutters that it's because they're fellow countrymen, and as King, it's his job to protect her. Mary isn't convinced that that's the only reason, but lets it go.
For Mary's KO skit, Woodrow loses his cool entirely and basically confesses his love to her. He says there's no point in fighting if Mary should fall, and that he needs her. Mary says he'll regret saying such things later, but he insists he won't. (TOD2 guidebooks would later specify that Woodrow's love for Mary was one-sided, and she rejected him. Never would have guessed this went on since the remake removed Woodrow's feelings for Mary entirely, and I don't remember these feelings being hinted at outside of skits, so the localization probably didn't have it at all.)
Chelsea seems to be aware of Woodrow's infatuation with Mary, because she randomly tells Mary that she's not going to lose to her.
Mary asks if Stahn ever thinks about people. … Stahn and I are both confused by what she means. She says he'll understand one day.
I have no idea how to interpret Stahn's laughter when Mary says riding a boat sounds fun. I don't know if he's nervous about her airheadedness (it's while she has amnesia) or if he's bashful because she's being cute
Mary wonders if she would have been happier if she never regained her memories. Philia offers to hear her troubles.
Chelsea thinks it's "a waste" that Mary speaks like a man. Mary doesn't see a problem with how she speaks. (Mary uses some rougher, casual language, but she still uses わたし (in hiragana!) and her cadence is generally very polite.)
Mary comforts Johnny about his relationship with his family.
Johnny recognizes that Mary is different when she rejoins. Mary observes that they both have a lot of worries right now.
Stahn is just generally good with Chelsea. He sounds so gentle with her a lot of the time.
Chelsea asks what "impertinent" means but Stahn doesn't know either. Chelsea says people call her that a lot.
Chelsea wants to go on adventures to train herself to be a good wife. That's just how it's done! When she says she'll become Queen of Phandaria, Stahn laughs at her and jokingly cheers her on. (…Holy shit?? Stahn's laugh is incredibly cute.)
Stahn and Woodrow bond over their similar situations with clingy girls (Chelsea and Lilith). Chelsea doesn't realize she's being talked about poorly.
(For Chelsea's KO skit?) Woodrow scolds Chelsea for getting herself in trouble. Calls her immature and that it'd be a good opportunity to go home. He doesn't think he could repair his relationship with Alba if something happened to Chelsea.
I cannot make heads or tails of what Chelsea's aim is when she gets poisoned. She seems to enjoy it.
Chelsea says she wants to grow up to be like Rutee and Philia. Stahn tells her she shouldn't.
Johnny is sad that Phandaria girls have to wear so many clothes and cover up their beautiful skin. (Also Phandaria girls apparently have a reputation for having beautiful skin because of the snow)
Johnny flirts with Rutee, but she doesn't quite get it. Chelsea says it's pointless to pursue her.
Johnny flirts with Philia. Stahn is embarrassed to hear it. (He also flirts with her in the pachislot, but that might have been just to get a rise out of Kongman)
Johnny mocks Kongman's singing, but he doesn't realize he's being mocked. Stahn does.
Stahn admires Kongman's strength, but Kongman says Stahn is plenty strong himself. Other than this, Kongman's kind of a jerk.
Rutee's pissed because Kongman has increased their food costs by an absurd amount. Kongman doesn't think women should eat much. Specifically he thinks Rutee should eat less.
Kongman tries to get Stahn to go with him to fool around with drunk girls? (Or was it to get the girls of the party to drink?) Rutee scolds him. Kongman asks if he's going to refuse because a woman told him to. Philia calls Kongman scum. Critical hit.
