Issei-Chan Rewrite!

After doing some research and testing it, I've decided how to go about doing Issei-chan in one of the most classic ways.
Getting Isekaied into another world after death!
This is the plot:

When being killed by Raynare, Issei was not able to make his wish to be reborn as a Devil, but what if instead of a second life as a Devil, Issei Hyoudou was reborn as a character from a very bad harem webcomic that he read once out of boredom.
One where the 'Protaganist' was essentially the villain that enslaved her lovers.

Meet Issei Hyoudou, now rebron as Princess Ariana de Secramise!

Now, onto the story!

Issei groaned as he woke up and was shocked to see a fancy ceiling before sitting up. "Man, that dream felt so real," Issei said before gasping at his reflection, which didn't show his brown hair and male body but the body of a little girl with short white hair and crimson eyes. This shocked the boy, who thought he was still dreaming. So he slapped his face, feeling pain, which caused him to look at his dainty hands, which looked much whiter than his normal skin tone.

"Okay, calm down. There has to be an explanation for this, right?" Issei asked himself before hearing a knock on the door of what he assumed was his room and before hearing someone speak to him. "Lady Ariana? Are you alright? I heard some noise and thought you were being attacked."

A maid said as she walked into the room to see her mistress, and Issei shook his head before responding to her. "O-oh, it's fine. It's just a nightmare, is all."

"Are you sure? I can have the family doctor tend to you if you need help going back to sleep," the maid asked, making Issei shake his head before replaying the question to her.

"No, no! Not a problem. I should be able to go back to sleep easily."

The maid looks hesitant before sighing to herself. "Very well, Lady Ariana De Secramise." The maid said before Issei was sure she was gone, sighing in relief and thinking about what he had just called.

'Wait a minute. D-Did she call me who I think I just heard?' Issei asked himself before recalling his previous life and how he had read the last chapter of the webcomic, which was trashy but good to mock.

Issei then looked at his reflection once more and couldn't believe he was a child still before looking at a diary on the desk of the room and opening it before seeing the name in a language that should've been difficult for him to comprehend.

'Property of...the first princess of Arbezela, Ariana De Secramise!' Issei shouted in his mind before going towards the books on the small bookcase. He gagged at the image of the men's magazines before seeing a book on history and politics.

"The history of Arbezela," Issei said as he began to read the book before being amazed by how he could read the language of this world.

Eventually, morning came, and the same maid who came later that evening appeared in Ariana's room. This shocked the maid as she saw her mistress asleep at her desk with her head in a book. This made the maid sigh but smile at the girl.

"I figured she would've been like this when she tried to go back to sleep." The mad said before gently shaking Issei awake as he mumbled and groaned a bit.

"Five more minutes," Issei mumbled, making the maid chuckle at the girls' antics before whispering in her ear.

"Want some cookies before breakfast?"

"Would I?!" Issei shouted in joy before seeing where he was before seeing the maid, who had a smirk on her face, making Issei worried before asking.

"Uh... Hi?" Issei said, and the maid giggled at his reaction. She placed a finger over her lips and passed her an oatmeal raisin cookie.

"Don't spoil your breakfast. I will leave you to get dressed." The maid said before Issei thanked her and was still amazed as he ate his cookie.

'That book and the diary proved all I needed to know. I've been reincarnated as that stupid Princess inside of that terrible story!' Issei shouted in shock, knowing he was now the main character in not just the webtoon but that stupid Otome Game that he had played before he died in his previous life.

But most importantly.

'How am I supposed to become a Harem King if I am a girl?!'

And now Issei Hyoudou, the Perverted Beast of Kuoh, is the Princess that went around to claim jewels, but instead of jewels, Issei Hyoudou will attempt to recreate his dream as a Harem Queen!

Let me know if this should be continued. Also, please check out Psydrawer on DeviantArt and his content. The chapter was based on their idea. Also, I do not own High School DXD or The Princess Jewels.