They did it for reasons neither expected

"At the time none of us were expecting Ann to end up posing for Yusuke, least of all Ann or Yusuke. In fact, the rest of us were completely ignorant of the situation until months after it happened."

"....there have been many fantastical elements of your story so far, but even so I hope your not trying to say your teammate somehow ended up naked and modeling for a painting...purely by accident!"

"Not at all. It was more like they both found themselves in circumstances they had no control over and things continued to escalate from there."

"All right. Start at the beginning please."

"Right. In order to do that we'll need to backtrack a bit. This situation started to unravel only a few days after Yusuke had joined our team. At this point we were still operating under threats from Madarame to contact the police after his big art exhibition, so most of our focus was on penetrating into his Palace and securing a route to the Treasure. But in the middle of this situation Ann was dealing with a problem of her own, one that was urgent in its own way but far more embarrassing to her. Which was why Yusuke received a text that afternoon demanding to meet with her after class near Madarame's house with instructions not to tell me or the others about the request under pain of ****..."

________________________________________

Yusuke was pacing back and forth under the yellow glare of a street lamp. The time to meet with Panther had come and gone and he was growing anxious. The blue glow of evening had given way to night entirely and the shadows were thick around him. He was of course very proud of the location he had suggested. From an artistic point of view it had all the trappings of a noir detective thriller, the dark alley set aside for the mysterious clandestined parties to exchange their information. But as blasphemous as it sounded, he was starting to grow concerned with something other than the aesthetics and artistic romanticism. This part of Tokyo was not entirely safe at night, and the longer he waited the more he grew concerned for his safety and even more so the safety of his female companion.

"Yusuke." A familiar voice hissed from an alleyway.

Yusuke sighed with relief, turning to express his disapproval at Ann's lateness. But the words died in his throat when he came face to face with the girl. He was momentarily taken aback. For a brief moment, all he could make out was Ann's silhouette hidden in the shadows. And in that instant his heart nearly leapt into his throat, for he was convinced for a second that the beautiful female had been brazen enough to wander into the street entirely naked! Yusuke blinked and shook his head slightly, squinting into the darkness. No, his friend was in fact dressed...sort of. Hidden half in shadow he could make out a pair of short shorts, a black tank top, and a pair of high heels. What had created the illusion of nudity were the shadows and what was frankly a absurd amount of bare skin to be sporting in public- Ann's long legs and flat stomach were exposed, as was the curve of her butt cheeks and a rather generous amount of cleavage. It was plain to see Ann wasn't wearing a bra under the shirt, and was either going commando or wore only the tiniest of thongs beneath her shirt.

As Ann grew closer, it must have been obvious how much he was staring. She glowered at him, her face growing beat red from embarrassment and anger.

"D-don't say a word! This is your fault, you know!"

Yusuke blinked, then cocked his head to the side. "...how precisely do I have anything to do with your choice in wardrobe?"

"Because I had to wash my school uniform tonight, and this is what I have left to wear!" Ann snapped.

".....I'm not following!"

"Because of your little 'draw you naked' stunt and how quick we had to get out of Madarame's place this is all I have left to put on!" Ann snapped, self consciously squirming under his disbelieving stare.

".....wait. Are you telling me that absurd pile of clothes you were wearing during the session was-"

"All my clothes. Yeah."

"....you put on your ENTIRE wardrobe, proceeded to strip it off piece by piece to lure me to Madarame's store room, and then left it all there?" Yusuke asked, utterly disbelieving.

".....right." Ann confirmed, blushing.

"Forgive me, but...why not simply buy something new. You have a modeling career that pays well, do you not?"

"Well yeah, but...it all gets deposited directly into my account and...I...sort of forgot that my wallet was in the pocket of one of my jeans...."

".......so you left all the clothes you own and the means to buy anything new in the hands of my twisted mentor." Yusuke summed up.

".....ummm....yeah. That's pretty much it. All I have is this and my school uniform, and I've pretty much worn the other one as long as I can without anyone noticing the smell."

"......" Yusuke just gave her a long look of disbelief.

"S-shut up! Its your fault! I was so nervous about being naked that I panicked and grabbed everything! And I didn't exactly think it through when I did the stripping, okay? A-a-and anyway you owe me!"

"I owe you." Yusuke said evenly.

"Right! Because of me you know the truth about Madarame! And I need your help to get my clothes or my wallet back!"

"Your suggesting we break into my mentor's house mere days after the initial invasion to reclaim your clothing. Do you have any idea how dangerous that will be? If we're caught...."

"I don't have a choice, okay? I'm literally out of options here and if any of the others finds out I'm not going to hear the end of it! You....your the only hope I've got, all right? Just do this thing for me, okay?"