Disclaimer: I do not own either Highschool DxD or the Fate franchise as they belong to their respective owners.

Author's Notes: I am still not done with the stat sheets as I, myself, am unsure how to rank Issei.

Review Response:

Guest: Issei can use both Dress Break and Bilingual as for Ryuuteimaru and Ascalon, you will soon see in this chapter. He has total access to the Boosted Gear but will not be overpowered as his master cannot supply the necessary amount of Prana for him to go Kickass easily. Boosting has a limit depending on the container.

shikyoseinen: 4th time, meaning it was the 4th grail he had encountered, if you read the Light novel of DxD then you would know that. This is not a Romance centered story but an action one, I just want to play with the idea of a fem Waver and Gilgamesh. As for the challenges... telling you would spoil the story but there would be psychological part somewhere but not soon. Issei is 'less' not 'non' perverted, so expect him to ogle beautiful characters. Issei is not a Gary-stu, he will make mistakes and wrong judgements. though thank you for the criticism, i would try harder in the following chapters.

Persival: He won't be overpowered and Rias' death would negatively affect him mentally. He would not cease to be a pervert.

TetrisLame: Issei used Ryuuteimaru and he rode on Great Red's back during the Underworld Crisis. and I used Rider because i want him to be Waver's servant and the Saber and Lancer is too 'lame' for me. though Berserker is a candidate for he once got mad with Juggernaut Drive.

Chapter 2: Fight against the Bishonen Knight

~Issei POV

"[That that's what happened...]" Ddraig commented.

"Yes..."

"[A battle royale of Heroes in myths and legends fighting for a mythical artifact that can grant wishes...]"

"Yes..."

"[Well... I can't say I am surprised at this.]" Ddraig said, surprising me.

I blinked at that. "You aren't?" Normally people would be surprised if your partner dies and was revived to another dimension to fight in a tournament for the ownership of a wish-granting cup.

"[Of course, years of accompanying you has made me encounter strange things, I mean Evil Gods that wants to start another great war, Descendant of Heroes attempting to kill us, Super Vampires with no weakness normally found on their kind, a psychopathic Devil that wants to conquer an alternate dimension with a legendary beast that is said to start the apocalypse and an army of resurrected Evils Dragons at his disposal... so yeah... unsurprising.]" He said nonchalantly in one breath.

I sweat-dropped. Yeah... if one puts it that way... but in my defense, they were the ones asking for trouble and seeking out to fight everyone.

"[Though I still can't believe that you accepted 'his' request.]"

"It is not a request but a choice and I took my desired course."

"[And that bastard didn't manipulate you again to do his bidding, he knew you had a heroic complex that will make you save people from this 'danger'.]"

Bastard? Well, I think he is still bitter at being defeated and sealed into a gauntlet... but I guess I can't say that I won't hate it if I were the one sealed in a gauntlet for God knows how long, literally.

But… Heroic complex, huh... Rias and the others did say that I have one especially Asia, Kunou and others...

"But he still revived me..."

"[To be a 'servant' of another.]" He retorted. "[...I certainly didn't think you would accept another 'master' aside from that girl, Rias.]"

I flinched. Rias has been a sore topic to me after that event...

"It is only temporary... it is only for the duration of the war..." I replied weakly.

"[…]"

"…"

"[Suit yourself... but remember, be careful, knowing you… I could only guess at what kind of trouble you would inadvertently brew.]" He warned and disconnected.

~ Waver Velvet POV ~ Dream Sequence ~

A silver haired man and a group of large and intimidatingly scary dragons are before me, anticipating. I can't move or talk, it feels as if I wasn't in control. A dream?

I was wearing an armor, an admittedly cool looking one with the crimson color. We are in a city, albeit an odd one, ancient looking yet obviously technologically advance, and it is currently nighttime, proven by the white moon and the dark sky with an odd hint of purple.

Where is this?

"Issei-kun, are you sure about this?" a handsome man with long, crimson colored hair and wears a thoroughly decorated mantle asked solemnly.

"I can handle them, just go and get to Rias." The body I was inhabiting reassured.

"But, Issei-." the man said before he was interrupted.

"Sirzechs-sama, please trust me, I can defeat them."

The man just sighed as he conjured a magic circle beneath him. "Well, if you say so but don't die, I would not know how to break the news to Rias if that happens." He replied.

I? just smiled and said nothing. The crimson haired man took a deep breath and disappeared in a flash.

Now that the man left, my attention was now back to the obviously hostile forces. They were all glaring at me except one who was looking interested at me.

"My, my, so the great Sekiryuutei-chan is my playmate today~. To think I would be granted the honor of dancing with you today, you are making me blush~" the man leading the dragons said as he held his cheeks with a mock blush. He has a long silver hair and also wears a decorated cloak normally worn by nobles. He possesses an aura of intimidation and that of which made lesser beings cower, even the scary looking giant Dragons are a bit uneasy at his presence.

His creepy words made me frown in disgust, even a few of those Dragons were staring with some not so slight revulsion.

"Ddraig, are you ready?" I whispered seemingly to myself.

"[Fu, fu, I never expected for us to face a group of legendary evil dragons alone… lets go, partner, show them the might of the Red Dragon Emperor.]" A deep voice within my body said.

Where did that come from and Legendary Evil Dragon? Red Dragon Emperor? What are they talking about?

My body, however, just chuckled, "Couldn't have said it better, my friend." He said before charging at the enemy.

~ Mckenzey Residence ~

I woke up confused in my bed, I am in my room on the Mckenzey residence.

What was that? I read that master would sometimes dream about the past events of their servants but that… that was surreal.

When and where did that happen? During the age of an ancient, great yet unknown civilization? There was no recognizable landmark and neither did I recognize any of the individuals involved

Memories of previous events then came to me. I looked at my hand and saw the commands seals. I suppressed a squeal of excitement.

I did it! I really summoned a servant! To be honest I do not really know whether or not I would succeed...

Even though I planned to summon Saber not Rider. And even if I fainted at the end of the ritual, Rider must have brought me back.

Something is weird though, Rider looked a bit oriental... and somewhat charming…

No! Stop this treacherous thoughts!

Concentrate! Why the heck does 'Saint George' look asian?

Not to discriminate the Asians but I was very sure that Saint George was European or as the books and most historians believed.

I sighed. Is it possible that I made a mistake in the summoning, or is the catalyst defective somehow?

But I am still nervous about my participation, I'm sure that would eventually encounter Kayneth and he would kill me if he finds out...

…

Oh my God! I just signed my death warrant! What was I thinking! Though obviously talented, I am still inexperienced compared to others, namely Kayneth.

I am now starting to regret deciding to join a bit…

And considering that I made a mistake in the summoning somewhere… I'm sure of that, there is no way he is Saint George.

I clenched my fist and determined myself. There is no point on brooding over the past, I must find a way to win… if I survive at all in this war.

I slumped in sadness. Though even if I am a genius (self-proclaimed), supplying him with Prana… felt so much exhausting, why and how does he use that much amount of Prana?

He takes so much Prana without even fighting? I fear the day that I fail to supply him the necessary amount of Prana therefore forcing him to feed on spirits lest he disappears.

…still to use that much energy… is it a bug in the system? Or is he just that strong?

No matter, I will confront him and have a discussion with him later. I looked at the seal at my hand, it looks like a dragon with its wings spread outwards, completed with a tail and a pair of scary looking eyes.

This is what determines what our relationship would be… then the though came back…

I felt giddy, I am a master! I am not a failure!

…I can only wish that he is strong enough to defeat other servants, well he does look formidable but there is no telling what servants other masters summoned.

I looked at the bright moon through the window, probably already midnight.

I yawned, I am still quite sleepy and tomorrow would be a very big day.

Lying back down to the bed, I unceremoniously fell into deep sleep…

…blissfully unaware of the small wooden boat toy lying on top of the desk.

~Issei POV~

I am wandering in the streets at night wearing a fur-collared jacket with a hood I 'obtained'. Why am I wandering in the night? To scout the city to gain a better understanding of the future battlefield, of course.

I looked left and right, seeing no other people. It was still nighttime and people on the streets are scarce, reasonable of course, considering that there is a serial murderer on the loose.

According to a newspaper I 'bought', a murderer has been raiding houses of people and murdering everyone inside. While mad men were quite common, the concerning part was that the victim's blood was used to draw a magic circle, albeit a rudimentary and crude one that speaks of the killer's inexperience in the occult. I was already starting to think that Freed has an alternate on this Dimension.

Still to think that a Master can be this careless, I can only imagine what would happen if he or she were to summon a strong servant as cruel as he or she is.

I sighed. What a troublesome tournament, I can already see it, dozens of casualty and countless property damage. It already happened 3 times before and I still wonder why people retain their residence while threatened by 'gas leaks' every 60 years for 200 years now.

"!"

My mulling, however, was brushed aside by a feeling of another servant's presence.

I turned to face the general direction of the servant, on top of a building. Standing there was a man that I could only describe as a bishounen knight like Kiba but with black hair. He was an admittedly handsome (no homo though) man with a long hair swept backwards as if to tame an unruly hair and wears a black colored outfit that hugs his skin.

My eyes then drifted towards the two spears he was holding, one was shorter than the other. he obviously was Lancer and by the way he held himself, he was probably both powerful and famous.

"Greetings." He said. "When I began scouting the city to familiarize myself, I certainly did not expect to encounter another servant this early in the war."

"…" I said nothing in reply.

"Though I wonder if your appearance here is a blessing or simply back luck."

His eyes were that of a veteran, it speaks of experience. I can't get careless around this guy.

"[Be careful Issei, I can sense that he is definitely an opponent we cannot underestimate.]" Ddraig informed me.

I know Ddraig

"We will see soon enough won't we?" I replied and grinned as I made a 'come hither' gesture with my hand.

He merely smiled at the invitation and jump to the ground, destroying the pavements. He took a stance, wielding both his spears with some skill.

I glanced at the spears he was holding. Which is which? I should not charge blindly without knowing what his Noble Phantasm is.

With a swipe of my hand I summoned 《Ascalon》 and took a stance.

I saw Lancer glance at 《Ascalon》 and frowned.

"A sword? Are you Saber?" he asked. It was understandable, normally Saber would be the only Servant who uses swords.

"Those under the class of Saber are generally Ancient Heroes of legends renowned for their prowess in swordsmanship. Saber was said to be the strongest class, unmatched by other Servants in a contest of blades. Why don't you find out?"

Lancer blinked for a few seconds before he chuckled. He then leaned forward and prepared to lunged at me

"!"

Suddenly but not unsurprisingly, he charged at me in high speeds with his spear stretched out. By the time he was before me, two simultaneous strike were already sent.

I dodge the first strike directed at my heart and deflected the second by slapping the spear away with 《Ascalon》.

I jumped back to get some space, Lancer did not pursue.

So this is the strength of a Servant… That was close, he is fast and agile, someone that needed to be taken seriously.

I narrowed my eyes at him. "You were holding back. Are you perhaps underestimating me?" I asked.

At my words he looked like as if he was insulted at the mere idea of him doing that.

"Never, one cannot be too cautious against an unknown enemy and my pride as a knight does not allow me to something that dishonorable as to underestimate an enemy."

I blinked. A knight? A knight that wields two spear? I do not know anyone like that. Most knight wields swords and those who use spears are mostly mounted knights. It was also possible that his skill in his spears are overshadowed like King Arthur who, unknown to most wielded a spear called 'Rhongomiant'. I sincerely doubt he is King Arthur but his description would severely narrow down the search for his identity when I get back home, but for now I have a battle to win.

I charges towards him and attempted to strike him vertically but was blocked by the shorter spear.

Our weapons clashed again but this time, I was the one attacking. I kept pressing my attacks but nothing pierced his defense. He eventually started counter-attacking, riddling me of multiple small cuts. It just like fighting Cao Cao wielding two spears, my opponent's skill in dual wielding spears surpasses my skills in swordsmanship.

Pavements were crushed, cars were destroyed as we continued our battle in the streets. Eventually, Lancer sent a strong slash, which was blocked by my sword but I was still sent back a few meters.

I suffered minor injuries but he has yet been hit. This is problematic, he has yet to release his Noble Phantasm.

Suddenly, Lancer looked a bit startled and then looked as if he was hearing something.

"I apologize but it seems that my master doesn't want our battle to last any longer." He said as he threw aside the longer spear as the purple cloth that covered the shorter one dissipated.

The shorted spear glowed and with a pulse of magical energy, It was unsealed. The beautiful golden yellow spear was now for the world to see.

So that was his Noble Phantasm… there is no telling what that does…

"[Partner, something in that spear is making me uneasy, try not to get hit by it.]" Ddraig warned.

I would try, Ddraig but no promises.

He twirled his spear in his hands and prepared to pounce at me.

I tensed as he rushed towards me with the intention of impaling me. I blocked the initial strike but he was relentless, sending attacks constantly.

Soon his attack were starting to get through my defense, and small cuts were appearing.

At this rate, I would lose… I need to get serious.

He lunged at me, spear out stretched and pointed towards my heart.

[Boosted Gear]

His eyes widened in surprise as the 《Boosted Gear》 was summoned. With my armored covered hand, I grabbed the end of his spear and kicked him hard in the chest, sending his tumbling backwards with his spear in hand.

I am exhausted already... at this rate...

Then, I notice that my wounds aren't healing, even the lightest ones. I may be no Phenex but my Devil and Dragon Constitution should have at least healed the minor cuts but it didn't and that only happens if the attack was Holy or if it has Dragon-Slaying property.

I glanced at the unsealed spear. It doesn't feel Holy nor Anti-Dragon… but I cannot regenerate from the wounds it deals… just one fatal hit and I might lose.

"Huff… Hah… hah… I have to admit that it surprised me, but now I am going to get serious." Lancer said while panting lightly.

My eyes widened a bit at his words. He still has trump card? I just hope that could handle whatever he would throw at me… my 《Sacred Gear》 is still in its initial state, I still have my [Balance Breaker] and [Triana] but I will only use them when truly needed.

Lancer grabber his other spear but before he could do anything…

He frowned…

…What?

"Once again, I apologize because unfortunately, I am ordered to retreat." He said solemnly. "It seems that we had some unwanted witnesses and my Lord does not like my identity to be known early in the war." He glanced at the familiars lurking nearby.

Ah… those animal, I sensed them too, they had arrived in the middle of our battle. Their presence was the reason I held back my Sacred Gear and its ability to Boost.

"[Let us retreat too, Partner.]" Ddraig said. "[We have learned enough, any further is not worth it, besides, you are tired.]"

"It's fine, I won't hold it against you. Though, I look forward to a rematch." I said with a smile.

"I too look forward to another battle." He said with a radiant smile like how Kiba smiles creepily at me.

Lucifer… It felt so wrong to be subjected to such a smile from a pretty boy… I felt violated.

Lancer was going to turn back but stopped half-way. "May I ask a question?"

"Hmm?" a question?

"Are you truly Saber?" he asked me, staring at me in the eye.

I was surprise at his sudden question. Hmm... what to say... I should let them come to another conclusion and confused them.

"I'm afraid I cannot disclose the information." I responded much to his disappointment. "But I can tell you that I am a Knight." not exactly a lie, I could promote myself to a 'Knight' If I wished so.

Lancer brightened considerably at the prospect of me being a 'Knight. Probably because of honor, chivalry and all those stuff.

"Farewell then, Knight." he said as he took his astralised form, disappearing.

I was then left alone, with the familiar already gone.

Such a strong and noble warrior…

What do you think Ddraig?

"[He is strong. Someone not to be underestimated.]"

I gazed at the destroyed cars and road.

Yeah… definitely… not to be underestimated...

With that thought, I astralized and traveled home.

Chapter 1 End

Author's Note: I would like to start by saying that neither of them was serious and this is my first battle scene that i wrote. the fight was my experiment, I made them fight because i want to divert it from canon this early and to test my battle scene writing skills. I am still wondering is Gae Dearg could pierce his Balance Breaker of not. Lancer used Gae Buidhe because Issei is not wearing any kind of armor, unlike Saber.

Issei here would be smart, enough to trick his opponents but he is still perverted and that would affect his battles. I am not sure if i should make Excalibur into a Holy sword or not, There is no Heaven system to make light damage Devils and Excalibur in Nasuverse is created by the Fae not the Biblical God but then, i would like Issei to have a disadvantage.

I am still an amateur writer so please go easy one me. Review please and tell me what you think, no flames though.