What is the stupidest thing each of the shepherds has spent money on?
Blade: a super high-end weapons pouch. So what if no one can recognize the utility of having twenty-six hidden compartments?? No, he will not tell you how much money he dropped on it... and he won't admit he rarely uses it because it was so expensive that he's saving it for special occasions!
Trouble: a bright red leather jacket. Like fire-engine red. He was convinced it was going to look amazing on him and then walked out of the store and immediately got teased by some neighbor, caught sight of himself in the mirror and was like, ".......damn it........." and then kept wearing it out of stubbornness until it was all beat-up and faded! Now it no longer makes him look like a bull-fighter :')
Tallys: she's a pretty smart shopper and very rarely makes dumb purchases, but she did get hoodwinked one time by a very convincing spice trader into buying a "love potion" that was just filled with fake ingredients and additives... She figured it out when she uncorked the bottle around the corner and it just reeked of alcohol... she turned around and the vendor was gone and she ended up pouring out the whole thing, lol
Shery: sometimes she gets bullied into buying things because she's too polite and anxious to say no to people and disappoint them, even if they're strangers! š She's gotten better over time and usually finds some use for the things she ends up with, but one time she showed up with an entire stack of obscure math books that some bookseller talked her into adding on to the romance novel she was actually there to buy... luckily, Riel was there to take them off her hands!
Riel: he never makes stupid purchases! He's a businessman and the leader of Merchants Guild! If he wasn't smart about the things he bought, he'd get torn apart! (But he bitterly regrets a lot of sub-par meals at restaurants. He tries something new and rarely has his expectations met. This is why he prefers to stick to a rotation of a few tried-and-true, very high-end places. But nooo, Briony insisted that she heard this afternoon tea place was good, and now he has wasted his money so he could seethe over a cup of watery, over-ground tea and stale macarons. Why does he keep opening himself up to hurt?)
Chase: why spend money on stupid thing when you can just steal it? (But when he does have money to blow, he tends to spend it on pretty whimsical, useless things that make him happy in the moment and then wind up discarded or utterly cryptic later. Why did he buy a wind-up toy of a frog? No clue, he just liked the green color of it and thought it was cute. Now it's one of the Piles of loot in his room. He didn't even wind it.)
Red: oh God, the disintegrating, barely-legible books this man buys... He's constantly finding some rotting volume in an antique bookshop with faded, almost invisible ink, thinks, 'I can save this!' and then it goes into an ever-growing chest of book corpses that he can't read and they just sit there, haunting him and growing ever larger
Ayla: she's spent so much of her life having so little money that she's quite the spendthrift and never wastes her coin on frivolous things she doesn't need! Well, not shopping-wise... but she has wasted some money on gambling and card games, so she'd probably say those times, because she spent the money and usually didn't even get anything out of it!
Briony: she seems to have inherited the Elvish tendency to not be great with money and often gets tricked into miscounting or overpaying for things when she's distracted. Also, directly out of getting out of the arena, she's so excited to be out and free to buy whatever she wants that she goes on quite the shopping spree, and isn't quite street-wise enough to realize what's utterly useless and what isn't; she just goes by what makes her happy in that moment! Like clothes that don't look great on her (so she doesn't wear them) but they're still really pretty aesthetically so she still felt compelled to collect and own them... Or, like, way too many paintings for the amount of wall-space that she has... Or just a shit-ton of dried flowers. What will she do with them? Hasn't figured that out yet! They were just so pretty that it broke her heart to think about walking away and leaving them behind!
Halek: he can shell out quite a lot of money for pretty silly gastronomical experiences. One time he paid like two weeks' worth of salary to have a chef make an appetizer directly in his hand. They squirted the cheese and sea urchin foam directly into his palm, and he had to eat it out of his own hand like a dog. Still claims it was worth it...
Lavinet: people tend to look down on the amount of money she'll spend on things for parties, but she argues the money is completely worth it! For various reasons!! Like, yes, the Lovelace Day party does absolutely need a chocolate fountain! And yes, she paid extra so there would be a pastry chef there to pour white chocolate hearts into people's bowls of chocolate when dishing them out; you want her to just serve bowls of brown sweet soup without any decoration?? Like a dipshit??
Caine: so many Rangers of Blest cards... so many...