Authors Note:

After a year and a half of reading the wonderful creations on this site I decided it was probably about time I gave back to the Fanfiction community. This is the result of that thought.

Due to this, this work is my first fanfiction (I haven't written anything fictional since primary school ten years ago) ever so do try and keep that in mind when you guys review (i.e. lube me up before being too brutal).

I decided to go with this universe as Highschool DxD recently caught my eye. Due to that I'm not exactly up to date with everything (I've just watched the anime and have started reading the books) so if any of you readers are up for it, I'm accepting offers from people to act as a beta of sorts so that I don't end up doing something stupid on here. I'll gladly return the favour for anyone who takes up the offer.

Anyway, I decided to take up the Challenge issued by Damix96 where either Jiraiya or Kakashi is reborn as Issei. Its a pretty good idea and it also curbs the trend of putting Naruto as the main protagonist of ever single fic.

I went with Jiraiya being reborn because (1) AsterIsk22 accepted the challenge way back in November 2015 and went with Kakashi (His/Her fic is called 'A Pervert Reborn' (Story ID:11610459) which is the same name as the Challenge. It's fairly decent and you can go have a read if you have time) (2) I feel that Jiraiya's personality parallel's Issei's way more than Kakashi's does. Mainly because I feel Kakashi's pervert nature is more of a side trait rather than his main one like Jiraiya's or Issei's.

Anyway you've probably had enough of me yammering on.

Disclaimer (I literally don't see the point of this because it should be implied that I don't own a money making manga/short story franchise. If I did I wouldn't be posting my stuff on this site, frankly): I don't own Naruto or Highschool DxD.

Growing up, Hyoudou Issei was an odd child.

He was something of a prodigy, both in mind and body.

And he was something of a Super Pervert.

Issei's first word had been 'Oppai' (Though Issei's father later admitted that his first word had also been Oppai). His second word, oddly enough was Gama.

Issei's 'My Hobbies' assignment in Kindergarten had resulted in the a four hundred page manuscript of what would later be the first book of the top selling, award winning series that was the Icha Icha. (His father had been so proud. His mother less so).

He later bought a pet toad- the first of many- called Gamabunta with the first paycheck from the series.

Issei's 'My dream' assignment in Grade 1 of Primary School had been a proposal to the Japanese government of why monogamy laws should be revoked so that he could achieve his dream of attaining a harem.

The proposal was narrowly defeated in the Legislative Assembly.

In second grade Issei had started his researching (glorified peeking) habit to, in Issei's own words, 'truly cement the realism within his Icha Icha series'. Nobody was quite sure how the perverted, brown haired boy could possibly survive the near daily beatings he would receive from the victims of his 'research'.

But alas, logic didn't really apply to the great Hyoudou Issei. Or so the legend goes.

Issei's parents (mainly his mother because Issei's father couldn't be more proud of his son) had been somewhat concerned about his somewhat… unseemly habits… and had thus brought him to the doctor in the third grade.

The doctor had determined that despite Issei's eccentricities, the boy had an unorthodox intelligence showing tremendous memory and quick thinking. Further, the brown haired pervert was surprising perceptive, being able to see details others would miss and showing a great aptitude to form accurate logical conclusion from seemingly insignificant pieces of evidence or fact.

Like a police officer. Or a spy.

All in all the doctor had concluded that the Issei was a perfectly healthy boy. After, of course, said doctor slapped the self proclaimed super pervert for his wandering hands had found, and groped, her ass.

And so when it was announced that Kuoh Academy, the haven of oppai, had changed to be co-ed he quickly sought to transfer there for High School.

The fees weren't really a problem with the vast financial backing Issei had in the form of the super lucrative Icha Icha series.

It was there, at Kuoh Academy, where Issei finally met his brethren, people who shared his love for Oppai, who appreciated women as much as he did.

Matsuda, nicknamed 'Perverted Baldy', a self-proclaimed lolicon and a member of the Photo Club. A truly glorious compatriot who provided Issei with stacks of photographic masterpieces, which served greatly as research material.

Motohama, nicknamed 'Perverted Glasses', a man who was born with the envious ability to instantly calculate a woman's three sizes. The information also proved to be invaluable to his research repertoire.

Issei could honestly say that he enjoyed his life up to this point. He had also quite enjoyed being part of the 'Perverted Trio' despite girls fleeing at the sight of him. That or beating the daylights out of him.

Despite all this, Issei still felt like his life was missing something.

In one of his musings, Issei (because despite his many eccentricities Issei was somewhat more philosophical and introspective than people expected) wondered whether he would truly find a girl- even just one girl because in truth, even just one girl was plenty- that would love him for him. Perversion and all.

Whilst Issei truly wished with all his might that he would one day amass a harem, he knew that this dream was something of a temporary, childish one, a dream that was near unattainable and one which would likely be forgotten about and replaced by another one as he matured and became more exposed to the realities of the world.

From stories that his father told him that was pretty much how the older Hyoudou's life panned out and he seemed pretty content about it all.

Issei didn't like to admit it but he had a small fear that one day, a long way down in the future, he would end up alone, a white haired hermit who travelled around the lands, writing erotica, never truly settling down. That one day he would fall in love with a girl but watch from the sidelines as the she (for some reason he kept imagining a big breasted woman, a purple diamond-like tattoo adorning her forehead, blonde hair tied back in twin pigtails) fell in love with another.

That one day he would look back on his life with regret. That even in death he wouldn't be able to achieve anything of worth, whether that be saving someone precious to him (be that a friend, teacher or student) or achieving true world peace (because that was his dream, right after building a harem).

Because despite all his perversion, all his self confidence, Hyoudou Issei was still a living, breathing human being with fears and regrets.

It was therefore to Issei's pleasant surprise that he was asked out by an honestly beautiful girl, seemingly at random during his second year of attendance at Kuoh Academy.

Yuuma, the girl in question, was a true beauty (though Kuoh Town seemed to be full of them). Long black hair cascaded down her back and perfectly framed her face. Kind violent eyes, which shined with innocence, looked at him hopefully when he was asked to be her boyfriend.

How could a hot-blooded man like Hyoudou Issei reject an offer like that? Especially after that depressing self-assessment.

When Yuuma had shown up for their date in a short black dress which accentuated her long legs and a tight, light purple blouse that highlighted her sensual bosom, Issei found himself thanking the heavens.

He acted the part of a gentlemen through the whole date and managed to not make a huge ass out of himself during the day. He could honestly say he had a great time. They had done things typical of a romantic couple, going to an apparel store where Issei had bought the beautiful raven haired girl a scrunchy bracelet, a romantic meal at an ice cream parlour where he had gotten a soft drink and Yuuma an ice cream sundae.

Issei could truly say that he really liked Yuuma, especially after that date. Maybe even the beginning of a feeling even deeper, more complex, than 'like'- love?- was starting to settle in his chest.

"Say, Issei-kun."

After the date the new couple had made their way to a nearby park. The sun was setting, giving the sky an orange tint. Light reflected off the fountain behind Yuuma-hime, giving her a heavenly aura- for surely this beauty in front of him was sent from heaven.

The pickup line 'Did it hurt when you fell from heaven?' (Which Issei swears he invented) truly applied here.

"Yes, Yuuma-hime?" Issei asked, a nervous smile working its way onto his face. His heart quickened even more as Yuuma gave him a sweet smile.

"There's something I was hoping you would do for me. Think of it as a commemoration of our first date," Yuuma looked up at him through her fringe. Blushing demurely, with a finger pressed to those perfectly kissable lips, she looked more beautiful than ever.

Issei's heart quickened even more (seriously if this continued he would surely get a heart attack sooner rather than later) as blood roared in his ears.

W-Was this truly happening? Could he finally put his doubts behind him? Was there really a girl out there who will like him?

Would he, after 17 years of highs and lows that had been his life, be finally receiving his first kiss?

He sure hoped so.

"W-what is it?"

"Could you please die for me?"

…

…

…

"Eh?" Issei really hoped he had heard her wrong; however his muscles tensed in anticipation of an attack.

Suddenly the delicate beauty turned sinister and Issei felt a sinking feeling in his chest. The previous light which had highlighted her angelic beauty now left shadows which cut harsh angles upon her previously innocent face. Her once pure eyes turned dark and malicious.

Instinctively his arm reached for his belt where a kunai hung (because when he had passed a weapon supply store during middle school he had automatically been attracted to their selection of ninja tools and had promptly bought what the store advertised as the ultimate ninja tool bag).

"Could you please die for me?"

Suddenly dark feathered wings sprouted from Yuuma's back, tearing the fabric of her blouse leaving two gaping holes. The wings gave her an even sinister look as she resembled some sort of demonic harpy.

With a flap of her wings, Yuuma shot high into the air and hung there.

Meanwhile Issei, sensing the danger had jumped back holding his kunai in a defensive reserve grip. His eyes were roaming the area hoping that he could come up with some sort of plan to escape whatever was happening.

Suddenly Yuuma's clothes change before his eyes, the previously cute clothing being replaced by a risqué latex bikini which wouldn't have looked out of place on a dominatrix in a BDSM video. Her previously petite frame grew, her height growing until she was well over six foot, her breasts enlarged until they were truly spectacular.

If Issei were in any other situation he would have brought out the little book from his back pocket and began writing whilst giggling perversely.

"Although it proved to be short lived, playing love-dovey with you was quite fun," Yuuma said as she held her right hand above her head. Light seemed to gather and condense, in a way that Issei knew light didn't behave, creating a spear like weapon, "Dating a kid like you was a nice break for me," she held up her left hand which was she still wore the small scrunchy he had bought her. "Don't worry; I'll always treasure this gift you gave me." She lifted the spear, obviously intending on throwing it. "That is why I will make this as painless as possible."

Before she could throw the light spear however, Issei had brought out smoke pallets from his ninja pack, throwing them down. In the small window where her vision was impaired Issei quickly made his way behind a tree for cover.

Fuck, Fuck, Fuck! Of course this was all too good to be true!

Issei quickly scrimmaged through his ninja bag as he sought to initiate his escape plan. Finally he found a kunai.

God dammit doesn't she know that there is a 'no bodily harm until at least after the third date rule'.

Thankfully, Issei had adhered to a strict training regime throughout his life as a result of a constant nagging in his mind whenever he hadn't exercised in a while. As a result of this physical training when the Super Pervert threw the kunai, it sailed at an unexpectedly high speed grazing a visibly surprised Yuuma.

It also helped that Yuuma was still somewhat disoriented from the smoke.

"You…you little shit! I was going to make this quick but now I'll wring your little neck!" Yuuma screamed as she swooped down quickly to pierce Issei with her spear.

She, however, did not see the ninja wire that was attached to the kunai nor the other projectile the ninja wire was attached to. As a result when she ploughed into the near invisible string, the two projectiles coming back into the outstretched hands of Issei, who quickly slammed them into the trunk of the tree he was hiding behind.

The string tightened around the raven haired girl, resulting in Yuuma being tied rather ineloquently against said tree.

This should be enough! That ninja wire can withstand two hundred pounds of force! She can't possibly break through it!

Issei quickly turned, hoping to make a dash to the exit of the park.

What he didn't expect was his legs not moving.

Looking down he saw that the lighting spear which had previously been held by Yuuma was cleaved in his stomach.

Collapsing to his knees, Issei turned his head slightly and saw that Yuuma had broken out of her bindings.

"I would have ended cut you down right now, but I guess I'll just let you bleed out after you scratched me," Yuuma said as she harshly took out the spear protruding through Issei's body.

Issei immediately collapsed as more blood spilt out onto the pavement before him.

So…this is it huh? The twist ending of The Tale of Hyoudou Issei the Gallant.

As Issei bled out, slowly dying from his wounds, his mind beginning to go black a small slip of paper that he had forgotten about began glowing, a deep crimson as it flew out of Issei's back pocket.

I…I don't want to die like this. I don't want to die alone. I still have so much to achieve!

There was a flash of light as the sheet disappeared, being replaced by a large blood red circle. The circle hovered for a few moments before slowly descending towards the ground akin to the holographic communicators in sci-fi movies.

As the crimson circle finished its descent, a figure appeared from within.

Rias Gremory looked at the boy who she had been observing for the past couple of weeks. It seemed her assumptions were correct he did possess a Sacred Gear, a powerful weapon bestowed to man by the Biblical God.

It was for that reason and that reason alone, Rias Gremory hadn't intervened. She had also been somewhat surprised by the boy's combat ability.

Truthfully, Rias truly hated acquiring Hyoudou Issei in this manner and if circumstances were different she would have approached his recruitment in a very different manner.

But, as of this moment Rias needed power. And she was becoming desperate.

She couldn't risk the chance- no matter how miniscule- of Issei, a wielder of a sacred gear, to reject joining her peerage.

Her thoughts were interrupted by a cough and the soft sound of splattering blood. Looking down, Rias was surprised to see that Issei was not only alive, but he was still conscious.

"I-it.." he coughed, causing more blood to spurt out. It was a miracle he could speak; the spear should have more or less disembowelled him. "I-it…seems I-I…can l-leave the w-world w-with…w-with one l-less r-regret…w-with such a b-beautiful girl b-by m-my side."

Rias found herself feeling surprisingly flushed. Whilst she had been told many times that she was beautiful, it was usually only said before someone asked her for a favour or after a long, perverse look at her body.

That or it was said by her family members. But that didn't really count.

It was almost like the boy before her was stating a fact, that her beauty was an objective truth and not a subjective opinion. And the boy was obviously only looking at her face.

The fact that the boy had said this whilst dying had made it more heartfelt, more genuine.

Who knew that the resident school pervert could be so sincere when complimenting a girl?

It also made her feel more regretful over her lack of action.

Summoning her evil pieces, Rias got to work, placing the pieces of his chest. She wasn't too surprised that the boy before her was worth 8 pawns, not after the fight he had put up.

"I command thee, Hyoudou Issei, on my name Rias Gremory!"

As Rias held her hands over the chess pieces, the red glow they possessed seemed to brighten even more.

"Become my servant and walk these lands as a Devil!"

Slowly, but surely, the glowing chess pieces sunk into Issei's body.

"Thou shall lead a new life with great joy as a member of my peerage!"

As the mutated pieces disappeared into Issei's body, the world was once again shrouded in darkness.

Issei gasped for air, his life being drawn back into him. Rias watched as the brown haired boy went from the brink of death to relatively well, save for the wound remaining in his stomach.

It would seem she would have to heal that manually. Which was somewhat odd as the evil pieces should have healed everything.

Shrugging to herself, Rias picked up the school's resident pervert as a teleportation circle appeared before them.

Hyoudou Issei…it would seem that you are even more interesting than I expected.

A cute, though flat chested blonde girl approached the clearing as I sat there waiting alongside a black haired, white skinned boy. A middle aged man stood off to the side, eyes closed.

As the girl approached I stood up offering a hand and a goofy smile.

"Yo! I'm Jiraiya! You can send me a love letter later!"

"I'm sorry Jiraiya…" The same beautiful blonde I saw before said to me. Now she was older, more mature probably in her 20s. The previously flat chest had been replaced by the greatest busom I'd ever-and probably will ever- see.

I recognized her; she was the girl I had imagined falling in love with whenever the more philosophical part of my mind comes to the surface and my perversion took a back seat.

Tsunade. That was her name.

And I knew. This woman was the woman I loved.

"I'm sorry Jiraiya…I can't return your feelings…Because… I love Dan."

But she didn't love me.

I was in a cave of some sort, a giant maroon toad sitting before me. Around his neck bore a beaded necklace with the Japanese word for Oil engraved onto the largest bead at the centre of his chest. A ridiculous looking hat completed the old toad's attire.

A smaller male looking toad- Fukasku-sensei- on my left addressed me. "Jiraya-chan, the Great Sage has had a vision concerning you. As you know this is a prediction about your future! Listen well!"

"Yes, sir!" I answered, waiting for the prophecy to be spoken by the revered Toad Elder.

"Now then…In my dreams I see you becoming a pervert with no equal…and a shinobi of incredible talent. And someday you will take a pupil!"

I was slightly annoyed there. I knew I was a pervert but did he have to be so specific?

"This pupil will become the Harbinger of a Great Revolution in the Shinobi World! I have seen this in my dreams."

Well that wasn't very specific. Why is it that important parts of prophecies were always so vague?

"A revolution?" I asked, hoping to seek clarification.

"They will finally bring peace to the World or utterly destroy it. The result of their revolution will be one or the other…"

"One or the other? What do you mean?" I needed to know more.

"You will be their master, their teacher. And eventually you will be faced with a difficult choice. The path you take will determine the fate of the world."

"M-me…what do I have to do? What's the right choice?" This was too sudden- too big. I was trying to process this. What was the choice? How could I achieve peace?

"You will travel the world and write a book!" The Great Elder seemingly randomly changed the topic.

"I don't understand the reasons myself. But you will walk across the globe observing, all creation watching as nature takes its course."

Huh…looked like the fate of the world was in my hands.

Never had I feel more weighted by responsibility.

Stepping out from the wooden shack that my students and I called home, I saw a red haired boy- Nagato- sitting quietly on the raised step out front.

Sighing I looked back through the open door to see that the orange haired boy- Yahiko- and the blue haired girl –Konan- were still asleep before joining Nagato on the step.

We sat there for a few minutes, him looking down whilst I stared at the perpetual rain which covered Ame.

"I don't know if it was right or wrong myself. But thanks to you Yahiko is alive. You saved him. You did what was right. No one blames you."

Nagato looked up at me with surprised eyes. I looked at him for a few moments before continuing.

"When people get hurt they learn to hate…when people hurt others, they in turn become hated and racked with guilt. But knowing that pain allows people to be kind; pain allows people to grow."

Nagato looked away as I finished, "I just want to protect them. No matter how much pain it causes."

I smiled sadly at him. "I understand."

"Shisho…what are you always thinking about?"

The first thing I wanted to say was oppai but I knew this was a serious question and he deserved a serious answer.

"This world…it's filled with war. Hatred is everywhere. I think about how I can change that. I wonder what peace is…I want to know what peace is. I want to know the answer."

A thoughtful silence grew over us. I hoped that Nagato understood what I was talking about.

We sat there in the rain as time passed.

I stood opposite my white skinned, black haired friend both of our bodies bruised from the battle that had just occurred.

Yellow, snake like eyes bore into me as I looked at his face hoping to find some sign of regret.

"Why Orochi? How…how could you betray Konoha? How could you kill all those people?"

A malicious smile grew on his face as his eyes became more demented.

"Jirayia, Jirayia, Jirayia…always so loyal. Always so slow. Why wouldn't I betray Konoha? Why would I stay in a place which robs me of my talent, that steals from me the credit I am due? Why is it that your pathetic student is named Hokage whilst I am forced to wallow in some pit?"

I couldn't believe it…my friend, the man who I had always relied on was willing to betray everything for such a petty reason?

"Is this what this is all about? You being passed over for Hokage? All of this because you are…jealous?"

"Partially," Orchimaru shrugged. "Also because I see now that I can achieve so much more, be so much more, without the confines of morality that has locked Konoha in the dark ages."

"But it's been nice talking to you, Jirayia. It's nice to see that you never learn from your mistakes."

Suddenly, Orchimaru's body seemed to disappear in some sort of haze.

"Genjutsu," I muttered to myself as I sunk to my knees.

Never had I felt so useless.

I was looking down at an older, grown up Minato as he smiled at me, book in hand.

"No I don't think so. This tale is wonderful!"

As I walked to the chair opposite, Minato continued to talk.

"Each chapter reads like one your legendary exploits. I thought his determination, his guts to never give up, was admirable."

He smiled up at me as I sat down.

"He's a lot like you Sensei!"

Embarrassed, I started rubbing my head "Y-you think so?"

"So I was thinking…I was really hoping my unborn son can become a great ninja just like this main character!" Placing the book down, Minato continued.

"Which is why I'd like your permission to name my son after him!"

Hearing the request I felt my eyes widening in shock, "A-are you sure? It's just a random name that I thought up while eating ramen!"

A melodic voice floated in from behind Minato, from the kitchen

"Naruto…"

A beautiful red haired woman walked into the room, her arm around her obviously pregnant stomach. Standing in the doorway, she gave me a gentle smile.

"It's a wonderful name."

"K-Kushina!" I said trying to hide my feelings of happiness and pride that were welling up inside me. I gulped down slightly. It wouldn't be very manly of the Great Jiraiya-sama if he were to break down from tears of joy would it?

"C-cripes! That would make me the godfather I guess! A-are you sure you want that?"

Kushina moved forward resting her arm of her husband's shoulder. Minato smiled up at his wife with all the love in the world before interrupting my rambling.

"You are my sensei; a truly great man who possesses the true talent of a ninja. There's no other like you!"

I had never felt so damn honoured in my life.

Oppai! Oppai!

I was scribbling down on my notepad. I always knew that the onsen was the greatest place for research!

Suddenly I heard a splashing sound from behind me.

Turning my head slightly I saw a man in his late twenties with sunglasses talking to a blond haired gaki who was wearing blinding orange clothing.

Huh…looks like I'm right on time.

Suddenly a yell and the older man- Ebisu I reminded myself, the tutor for little Konohamaru and one of my biggest fans- jumped at me.

Smirking, I summoned Gama, tripping the guy over resulting in Ebisu being temporarily knocked out.

The blond gaki ran up to Ebisu, checking his pulse. After a moment, he pointed an accusing finger at me.

"W-What's that huge frog! Who the hell are you?"

Now wasn't that the perfect question?

I smirked, adopting the perfect kabuki pose.

"Thanks for asking! I am Mt. Myoboku's Holy Gama Sennin, the Great Jiraiya-sama of the Legendary Three!"

The blond looked at me with a dumb found expression.

Dispelling Gama, I walked up to the kid.

"Ho, ho and who are you who disturbs the great Jiraiya-Sama from doing his research?"

"Oi! You old perv! And I'm Uzumaki Naruto! The Future Hokage of Konoha!"

Heh. Looked like Minato's son had grown up well. Damn well.

Don't worry Minato…Kushina.

I'll make Naruto's dream come true…I'll make him into the best man to ever grace Konoha; to ever grace the Shinobi world.

I was standing on a giant brown snake opposite Orochimaru. The only real difference in appearance of my former friend was that his arms were by his sides, bandaged.

I was on my knees panting, my Chakra moving oddly. It was impossible for me to utilise my true strength.

Damn Tsunade!

Off to the side a silver haired kid with glasses seemed to be approaching Tsunade. Further away from them was a black haired woman and Naruto, both lying down injured.

"Huh huh. To think you, who was once called the village madness, would ferry around such a kid and struggle tirelessly for the village. You've fallen haven't you?"

Looking down at me Orochimaru continued. "I have a keen eye for ability and that kid," he stopped here nodding his head in Naruto's direction, "is mediocrity in my eyes."

Smirking slightly I replied "It's precisely for this reason that I don't need the Uchiha kid. It's no fun raising a genius who is good from the start."

Orochimaru with that look that he used to always give me when he knew something I didn't

I have never hated that look more in my life.

"So you can't leave him alone, huh? Because it's like looking at your old self? That kid you have can't beat a Uchiha with the sharingan. A Shinobi's worth is determined by how many jutsu one can learn. One who can learn all the jutsu in the world will therefore be the ultimate ninja. After all a ninja is merely one who can use Ninjutsu."

I looked up at him with pity in my eyes, "You still don't understand it do you? A Ninja is one who endures. A shinobi's most important skill isn't the number of jutsu he can use but rather the mettle to never give up!"

Orochimaru shrugged slightly, "I guess it's a difference of opinion."

Staring at each other we both tensed our legs, preparing to strike.

Both breathing harshly we pounced.

I was sitting on a step of a shinto shrine, my blond haired student/godson sitting on grass facing me.

He had just asked me a complicated question. A question that before him, Nagato and Minato had asked me.

"Naruto…even I can see that there's too much hate in this shinobi world…"

"There's too much hate?" Naruto asked, pressing me for more.

"I've always wanted to do something about all this hate but I've don't really know where to start. But one day I truly believe that one day a time will come where all people can live today in understanding. In harmony." I said whilst scratching the back of my head.

"Boy, it sounds fairly complicated to me!" Naruto said grinning.

I smiled, leaning forward so that I was staring right in the little blond's eyes.

"And If I can't find a solution to this problem then maybe I'll entrust the task to you, eh Naruto?"

Naruto's grin widened as he saluted. "Yes sir! I can't turn down a request from my shisho, now can I ero-sennin!"

And for the first time I thought that maybe, just maybe, the Child of Prophecy wasn't Nagato or Minato after all.

Maybe it was the little gaki in orange right before me.

"The Tale of Jiraiya the Gallant. Now it'll end a bit better, I hope. The final chapter... I'll call it: Frog at the bottom of the well drifts off into the great ocean. Just barely glorious... But glorious indeed. Now I suppose it's about time I put down my pen. Oh, right... What should I name the sequel? I wonder... Let's see: The Tale of Uzumaki Naruto. Yes... That has a nice ring to it."

As my body sunk, being consumed by the vast abyss of the ocean, for the first time I could truly say that maybe-just maybe- that everything I had gone through, that all the shortcomings and failure and regrets in my life, had truly amounted to something.

Because at that moment I knew, with as much certainty that I could say the sky was blue or that my love for oppai would always live on, that the shinobi world was nearing a seismic shift, where peace would replace war as a constant where people- where they be shinobi or citizens- could learn to live in harmony with each other.

For I had faith that Uzumaki Naruto would succeed where I, Jiraiya of the Sannin, failed.

For even if Uzumaki Naruto- the one that I now knew to be the True Child of Prophecy- was to become a limbless invalid, he would still inspire the people around him to change for the better.

For even if a person where to slight Uzumaki Naruto in the worst possible way, the blond would merely turn the other cheek, would only see the potential for redemption and not his own thirst for vengeance.

I had faith that Uzumaki Naruto would never give up, never fall before his dream, their dream of true peace, was achieved.

Because that was Uzumaki Naruto's nindo, one that was shared by his shisho.

I was truly proud of my student.

As I sensed my life nearing its final moments, I smiled to myself. I still had my regrets, things I wanted to do before I died, but for the first time I could truly say I may have succeeded in something.

It was a beautiful morning. The sky was clear, the sun shone, brighter than it usually did and a gentle cooling breeze blew through the streets of Kuoh Town. The sound of birds chirping quietly made it the perfect, tranquil morning.

That was for everyone but our resident protagonist.

Startled, Issei fell out of bed well before his beloved alarm clock could yell at him in that cute tsundere voice of its.

Hobbling slowly towards a mirror, Issei looked at his reflection.

This…what is happening?

The face staring back at him was undoubtedly that of Hyoudou Issei, one of the Perverted Trio.

Breathing slowly, Issei tried to get a grip on himself.

Because he knew that whilst it was impossible what he had seen last night in those dream- memories- were true.

For whilst he was Hyoudou Issei, he knew that, at the same time he was Jiraiya of the Sannin.

End Note: I hope that wasn't too bad.

I'm trying to portray Jiraiya/Issei as more than just a pervert. I took some inspiration for his character from Saeba Ryo and how he was portrayed in a manga called Angel Heart by Hojo Tsukasa (Which I highly recommend).

Hojo Tsukasa's other, more famous work, is called City Hunter (which also stars Saeba Ryo). I also highly recommend City Hunter.

Ryo in Angel Heart was a serious and thoughtful character but was a massive pervert and super eccentric. Ryo's perversion, and I believe Jiraiya's reason for being so openly perverted are similar: because (1) they actually are perverts (2) as a sort of 'mask' to cover up their own personal losses and failures and (3) to make people underestimate them.

I hope I got that down. For those who didn't understand what I was going for basically Jiraiya is Issei and thus even before getting all the memories back he still has Jiraiya's quirks and characteristics.

I was also wondering what you guys thought any allowing Jiraiya his Toad Summons back. Without them Jiraiya, I feel, can't bring back his full power but with them he would likely steamroll the villains in the first couple of volumes. I also don't want Jiraiya/Issei being linked too deeply with the Naruto universe in the fic (i.e. I don't want dimension hopping between the DxD universe and the Naruto-verse to be too big a thing and having the toad summons would logically mean that Jiraiya/Issei could dimension hop between the two).

Anyway, in regards to the pairing, because that's why you're still reading this note, I am going for a Harem. Its a reader's choice in regards to how big the harem is though I must remind you that there is a trade off between size of harem and character interaction of members in harem with Issei/Jiraiya.

I'm open to suggestions for the members too, though from the way things are looking I'm probably going to include Rias, Akeno and Koneko regardless of any protests or reviews. It's a bit cliche in that aspect but to be honest, I feel most DxD fanfics with the three as members just skip straight to the sex. Do try and explain why you want a specific member so I have more ideas about how they connect with Issei/Jiraiya.

Sorry.

Anyway thanks for taking the time to read this. Review if you want. Follow/Favourite if you can.

Until next time.