Disclaimer: First Chapter
Story Start!

'Oh, that is interesting, Uzumaki-kun is writing down riddles.'

Rias noticed her classmate wasn't paying attention to class, and was instead using his time when he should be studying to write down riddles. She just noticed it passively, but she glanced over his shoulder to see what kind of riddles he was making. He was a new guy in her class, so while she had been interested in him a bit more before, now she just planned on treating him like anyone else.

Some of the riddles he was making were interesting.

-In the Underworld-

"Okay, give me your best shot."

"What has a neck, but no head."

"A bottle." Serafall stated as she was helped by Ajuka, who was helping her practice solving riddles. They both had reasons why they wanted her to get the date that would be given to a fan who solved a riddle in the next Code:Orange stream. Serafall wanted the date, just flat out wanted to prove herself in a date.

Ajuka wanted to study Code:Oranges memories of his old world, and offer him a King Piece that would turn him into a devil and bring him into their society. That way he could study more and more, and see what made the visitor from another dimension tick.

"What 5 letter word in all caps can be read the same upside down?"

"Swims." Serafall waved her hand at the easy riddle.

"What has holes but still holds water."

"A sponge." Serafall knew that she was going to be SO ready by the time that the next show started. She was grinning at Ajuka, who was nodding back to her with a satisfied smile. The two of them had been studying riddles and trick questions together for days now, and she was memorizing hundreds of riddles to try and get her hands on anything that might be the riddle he would ask.

-The Next Night-

"... that was a hell of a question... lets see... well... my best guess is that if you REALLY aren't sure if you want to finish your mission anymore, talk to your superior about it first." Naruto stated to answer the question he had gotten.

10,000 Hokage Points from Little Miss Kitten: Is it true that you'll be doing a riddle, and the person who answers it right will win a date with you?

"Ah... that is true... but... I guess the rumor started to spread around. Yeah, in a little bit I plan on doing a riddle I've been working on." Naruto guessed that somebody overheard what he said to Serafall, and spilled the beans to others on it. "If a dude wins, I guess it will just turn into... I dunno, a cool hang out or something?" Naruto wasn't going to go on a date with a dude. Still, his statement got tons of replies.

Everyone was shooting out replies left and right, arguing about who was going to win the reward.

It seemed that the rumor being true was causing a lot of excitement.

"For starters, I need to give out some thanks... some of you gave me some anime suggestions... and I binged all of them in my free time. For starters... can we just talk about how anime makes like... everything 100 times sexier than real life?" Naruto asked, since there was a whole lot of questionable content that he got suggested.

1,000 Hokage Points from Chastity is Important: Sexier?

"Yeah, yeah... like, anime makes thing that shouldn't be sexy, sexy... like... for real. Like, compare anime to real life, and anime is just like adding a sexy filter on life. Things that shouldn't be sexy, become sexy when you make it anime. Like, I never thought I would think a little girl is sexy... but some of those girls in anime are just too sexy... I think it's gap... like... real life children or gross little booger monsters with no curves, and are super annoying." Naruto crossed his arms and nodded his head.

10,000 Hokage Points from Red Head Beauty: Are you talking about loli characters?

"YES! That is the word... why are lolis in anime so freaking weirdly sexy... Like, most of me realizes it is weird, but even though it is weird, it's still hot... also... Red Head Beauty, you're the one who suggested the sexy loli anime... so... I'll just say it... it was a pretty good anime, even ignoring the fanservice in it."

100,000 Hokage Points from The GOAT Scientist: Until modern history, girls were married off to suitable partners between the ages of 12 and 17, because that was when they started to develop. Some remnants of that mentality are subconscious, though by today's standards it is weird. Anime exaggerates beauty to the extreme, and removes the flaws people have in their younger years.

"That... is a very science response. Still, it's weird but sexy is my opinion. As far as I'm concerned, as long as you can see the difference between reality and animation, watch what you want. Anime loli characters are weirdly sexy... but real children are still super gross... back to the topic, Illya Prisma was a good anime... and another anime suggested to me that I really enjoyed was. The Gundam stuff was really fun. I loved the giant robots and action." Naruto started to do karate chopping motions.

10,000 Hokage Points from Grim Loli: So, you like lolis now? Flat girls without curves.

"Grim Loli, I know what you look like, and you're just a really skinny girl, you aren't a loli. You barely had boobs, but I don't judge a girl by her chest size. Trust me, one of my best friends was a girl who was as petite as they came, but NOBODY would call her a loli... heck, some of you flat chested girls out there could beat her in boob size." Naruto was happy to take some digs at his friends, since there was absolutely nothing she could do to punch him. "By the way, my friends name is Sakura, and she has a chest so flat you could karate chop the air in front of her torso, and hit no boobs... she was still super cute though." Naruto added that on the end.

Just in case.

10,000 Hokage Points from Baka Ranger Red: So you don't care about boob size on women?

"Judging a woman based on her boob size is kind of like judging a dude on his dick size. Don't judge people over stuff they can't control. Having huge or small boobs, or a big or small dick isn't something like being fat that you can change with working out... judge people over the stuff they have control over... like having a good personality." Naruto deadpanned. "... Also... Baka Ranger Red... I've seen your mother, your sister, and your wife... I know the kind of women you are surrounded by." Naruto added.

The comments started to roast Baka Ranger Red as a pervert, and Naruto laughed.

The topics changed several times for the next hour.

"-I really liked that movie I saw the other day, the one with the shark... okay... since we're closing out soon, time for the riddle... the first person who answers this riddle wins themselves a date with me." Naruto declared.

There was a long pause.

"Okay, everyone is ready." Naruto saw ALL the comments stop in the video as everyone got prepared to answer the riddle at their top speeds. "... I'm made with the beginning of Failure, and some would say I end in comedy Art. You never see me coming, but you know when I enter a room. What am I?"

The replies started to come in.

Everyone was shooting shot after shot to try and brute force the right after.

"We have a winner! Okay then, Miss Sexy Kitty, you've won-" Naruto was in Six Paths Sage Mode, and he was using his power to track down the person who had the MOST positive reaction, and matched the username. He closed his eyes for a second, and out of all of his viewers, there was one who jumped for absolute joy. "... a date... I'll come and pick you up Friday night, and we'll go on a date. Don't worry, I'll come and find you. With that said, the next stream is in a couple of days, so keep your eyes peeled."

With that, Naruto ended the stream.

He had a date with Miss Sexy Kitty to get prepared for.

Chapter End!
Please Leave Me Lots of Nice Long Reviews, But No Flames Please!