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#dont mind the weird sentences i used as examples for luigi verbally stumbling
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Yes yes bowuigi Luigi dresses up as Peach and when he’s found out by a dramatic display of them lowering his mask or his wig falling off Bowser is so humiliated that he was easily tricked that he forces Luigi to stay and they fall in love with each other. BUT...what about Luigi dresses up as Peach but Bowser knows?
As in, he has spies in the mushroom kingdom who report that they saw Peach and Mario discussing how to save Luigi discreetly and he puts two and two together. Instead of revealing this, he wants to see how long Luigi can last. How long can Luigi go being referred to as Peach? When will he mess up? Bowser takes him to dinner multiple times, wondering if he’ll forget why he’s wearing a mask. 
Eventually, he finds himself growing fond of the plumber. He finds it endearing when Luigi stumbles (”Pea-I mean I, me, I’m peach, went out to the garden and the plants still had dew on them hours after it rained.” “Uh-I-learned that Italian word from Mario and Luigi, ha ha.”). Bowser finds himself being vulnerable with him, discussing his worries about the future of his kingdom, how proud of his kids he is, etc. He catches Luigi putting the wig on and thinks how disappointed he is that Luigi’s fluffy brown hair is hidden (and he kind of wants to run his claws through it...) He finds Luigi’s pretty eyes genuine and curious, interested in what he has to say. It’s nice. 
Meanwhile, Luigi is Freaking Out™. Because oh god. The Koopa King is being so so so vulnerable with Luigi, but Bowser thinks he’s Peach. Mama Mia Luigi is dead if Bowser ever finds out. (Perhaps he doesn’t want Bowser to find out. If he did, Luigi wouldn’t get to teach the koopalings how to cook their favorite foods anymore, or just hang out and surprisingly have pleasant conversations with the Koopa King.) He feels extremely guilty (how could he betray his loving brother like this? How could he play with Bowser’s feelings like this?)
The thing is, Bowser is under the impression that Luigi knows he knows (he’s kind of bad at hiding it so Bowser assumed he wasn’t really trying anymore). That conversation between Luigi and Bowser kind of goes like “YOU KNEW!!??” “YOU DIDN’T!!??” 
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