High School DXD: Sempai to Onee-san

Pairing: Issei (female) x Rias x Akeno

Genre: Friendship/Romance

Disclaimer: I do not own High School DXD or any of its characters.

Author's Note: Welp...here I am again. This time I'm going for a whole different route. See, after seeing a few gender bent fics of this series, I thought I might try my hand on it. But...for my story, Issei will be gender bent and some others.

Now, this is NOT bashing. I just want to gender bend him. That's all. Hate me, if you want. But if the gender bend fics from other people get so much love, why shouldn't mine?

Anyways, hope you enjoy this story.

Kuoh Girl's Academy. Filled with elegant, sometimes rich females. Isabella Hyoudou is one of them. And boy, does she look fine. Long, brown lucious tresses that go down to her waist, brown eyes and a bust that seems to be I-Cup size. Her two best friends Natsume and Motoko are D-Cup size girls and they are somewhat envious of Isabella.

"Geez, do I have to stare at these knockers all the time now?" Natsume groans. She is a girl with long blonde hair that reaches down her back and is tied in a partial pony-tail. She is just as pretty as Isabella, but not quite there from the chest.

The other girl, Motoko, pushes her glasses up her nose. She has long, dark hair that reaches down her waist, her bangs in hime-cut style. "You and me, girl. Boy, Isa-chan works so hard to become a very beautiful young woman."

Isabella turns to her best friends with a smile. "Well...what's wrong with that? I have to look my best each and every day." Her voice is soft and gentle, fitting for her appearance and personality.

Natsume groans. "Isa-chan, you do realize you ARE part American and part Japanese?"

"That's right," Motoko says. "As your childhood friends, we know how much you like to look your best. Heck, we even know how kind hearted you are to almost everyone. You're like a big sister to all."

Isabella gives an elegant giggle. "Oh, you two flatter me, my dearest childhood friends~"

Isabella is indeed half American, half Japanese. She is born of an American Father and a Japanese mother. Both are lovely parents to Isabella. They raised her well throughout the years and above all, they were very, very sweet to her. And that's the very reason for Isabella's kind hearted nature. They were the ones that enrolled her to going to Kuoh Girl's Academy to be the perfect, elegant young woman. Not that she has done bad stuff to begin with. They just saw to it that this school is very fitting for her to attend and Isabella couldn't be any happier.

"I'm still jealous, girl!" Natsume complains. "We drink as much milk as you do, yet, we still are D-cup! How the heck do you do it!?"

Isabella giggles. "No idea~"

Just then, other girls start squealing excitedly and gather around two BEAUTIFUL girls who are walking down the same path as Isabella and her friends.

"No way! It's...it's...!"

"It's Rias Gremory and Akeno Himejima! Two of the HOTTEST girls of the whole school!"

"Oh, my gosh! They are just breath-taking!"

Isabella finds herself staring at the two. She completely mesmerized by their appearance. Rias Gremory, the girl with long crimson hair and blue eyes. The other girl, Akeno Himejima, has long dark hair and beautiful violet eyes. No wonder everyone else is so captivated by them.

"Wow..." Isabella breathes.

"Why are you swooning?" Natsume says. "You are practically at the same level as them!"

"Yes, but they are still older than me," Isabella says. "Even if I talk to them face to face...will they accept me?"

"Of course they will," Motoko says. "Why wouldn't they like an uber-busty hottie like you?"

Isabella just gives a sad smile and shakes her head. "They have a lot of admirers. I shouldn't really butt in without asking them first..."

Natsume puts her hands on her hips. "You may look pretty, but your confidence needs to be boosted. Even though you look like that, you never even once had a lover. And neither did we, as a matter of fact."

"You guys know very well that I'm super shy," Isabella says sadly. "Yes I look like that and I am kind hearted, but honestly...if I look at new people in the eye, I get terrified. I...I freeze up, not knowing what to say or do."

"Well...you're not wrong," Motoko says. "You were like that when you first met us. That took quite a while for you to get used to being friends with us."

Isabella nods in agreement. "So you see...I am not at the same level as them after all."

"Wait...Isa-chan!" Natsume reaches a hand out, but Isabella is already heading toward the entrance.

"Poor, poor Isa-chan," Motoko sighs. "She hides her shy personality fairly well, but it still shows when she meets new people."

"I really wish there is something we can do to boost her confidence," Natsume says.

*Later*

Isabella isn't only great in looks and personality. But she also excels in academics and sports. The girls admire her for her wisdom and physical abilities. She aces every answer to the questions, helps people who are struggling with them and during P.E class, she is very athletic. Heck, she broke a few records in some events. Natsume and Motoko admire her for her great abilities. The only weakness she has is social skills. She barely talks to the girls that also admire her so.

Like after school today, she is approached by two fan girls.

"Isabella-sama!" One girl says. "Congrats on beating the new record!"

"Yes, Isabella-sama!" Another girl says, stepping closer to the uber-busty brunette. "Congratulations! Would we ask for an autograph~?"

And just like Isabella told her best friends, the brunette completely freezes up, trembles a little and backs away a few steps. Her face is bright red with embarrassment.

"U-u-u-ummmm...uhhhh...w-w-well ummm..." Isabella says as she taps her index fingers together. "I-I-I'm not sure if..."

"It's alright~" the first girl says. "We won't force you~"

"We can always ask you next time~" the second girl says.

"Um...yes..." Isabella gives a weak smile. "I will, um, uhhh...let you know."

"Great! Thanks again, Isabella-sama!" With that, the two girls trot away with the uber-busty brunette waving.

Isabella lets out a loud sigh and drops down to her stocking clad knees. "This is hopeless...! Why am I so nervous around new people all the time!?"

Natsume and Motoko considered helping her boost her confidence earlier. Isabella is glad for them to help out, but even so, she will end up doing the same things over and over again.

"Is something the matter?" A voice says from above.

Isabella slowly looks up to see one of the school idols, Rias Gremory standing before her. The very shy brunette scrambles to her feet and shakes her head roughly.

"Really?" Rias raises an eyebrow. "You look like you have a problem."

"Ahhhh...uhhh...n-n-no...I don't," Isabella says. "S-so sorry! I have to go!"

She bows quickly and dashes off before Rias can respond. Just then, her best friend, Akeno, walks over next to her. She cups a hand to her cheek.

"Ara, ara~" she says. "Who were you talking to~?"

"This...girl," Rias replies. "I heard some people talk about her. Her name is..."

"Ahhhh...Isabella-chan~?" Akeno finishes. "She seems pretty interesting~"

"Very interesting," Rias says, rubbing her chin in thought.

"Ara...what are you thinking about...Ms. President~?" Akeno giggles.

*Later*

Isabella sighs as she exits the school. Her two best friends have left earlier than her, so she's on her own. She is still depressed that her shy personality is always getting the best of her, preventing her from dating anybody. She heads toward town and sits on a bench at a local park. The sun is already setting but she doesn't care. She wishes there is someone she can actually talk to, to actually ask out on a date. Rias or Akeno would've been great choices, but maybe they wouldn't accept her shy personality.

Just then, a sweet voice calls out to her. "Hey, um...are you by any chance...Isabella Hyoudou?"

Isabella looks up to see a beautiful girl with long dark hair and golden eyes. She is wearing a different school uniform. It consists of a brown blazer with a white buttoned shirt underneath, short frilly green skirt and white knee high socks.

"Y-y-yes..." Isabella freezes up again. "Th-this is she. Wh-who are you?"

The dark haired girl giggles. "Oh, you are so cute when you are nervous. I admire that about you~"

"But ummmm...uhhh...why are you here...?" Isabella says. "And how do you know who I am...?"

"I see you almost every day walking to and from school," The girl replies. "And I couldn't help but...admire you."

"Nice to have a fan..." Isabella gives a soft smile. This girl...she seems like a very nice person.

"Well...I came here to ask...well..." the girl is nervous herself. She fiddles with her schoolbag. "Are you...seeing anybody? Like do you have a boyfriend or anything? Or better yet, a girlfriend?"

"N-no..." Isabella replies. "Why?"

"I've been...watching you for quite some time," the girl steps forward, having determination in her eyes. "And I want to...to tell you that...I like you!" She shuts her eyes tightly as she says the last part. "Please, go out with me!"

Isabella's heart skips a beat as she hears the girl say it. Is this...for real? This girl...from a different school...just confessed to her. Now granted, Isabella has received some love letters, confessing their love, but she politely turned them down. And yet...this girl...why does she feel like she wants to accept her feelings? She isn't...as nervous around her as she expected herself to.

Isabella still needs to give her answer. If she desires a girlfriend, then why not take this chance? "I...I will...! I will go out with you!"

The girl brightens and nods happily. "Excellent! Oh! I'm so sorry! Where are my manners? My name is Yuuma Amano! I will gladly be a great girlfriend~"

"S-same to you...Yuuma-san..." Isabella says.

A/N: I dunno how well this is gonna go. But who knows? I'm sticking with it no matter what anybody says.

And yes, please be aware of OOCness of the characters. There, I gave out my warning finally so you wouldn't get so flipped out anymore. I hope so anyways.

Have a nice day.