Disclaimer: I own nothing, High School DXD and the Fate series are all property of their respected owners. I only own my OC.

Chapter 1 Prologue

New York (Brooklyn)

Snow slowly descended down to earth on this cold afternoon in December. The winds began to blow, dragging snow along. The streets were mostly filled with cars, and not many people are out walking. A city bus slowly pulled up. As the doors opened, a figure began to push his way through the crowd of standing people.

"Excuse me, coming through." were some of the words that could be made out from the struggling young man as he finally managed to free himself of the crowd. Once off, he dusted himself off and flipped his hood up to shield himself from the snow. "Man, there must be one day where the bus isn't crowded." the young man muttered, beginning his trek to his destination.

As the young man walked, he noticed many snowmen, or, at least, attempts to build snowmen. He noticed people shoveling snow from the driveways and walkways. He continued his walk in silence, just enjoying the peace and quiet until he reached his destination. He looked up at the medium-sized home and… he found the snow piled up high. The young man's left eye began to twitch. "I really should just pay some of the local kids to come by and clean this up, but I'll deal with this later."

He went around to the back, grabbed a shovel from the garage and made a small path so that he could reach the front door. He would salt and shovel later after he did his homework and relax.

Once he made it inside, he took his hood off and threw his jacket on the coat hanger and threw his book bag somewhere. He looked to be about seventeen and had shaggy brown hair with blue eyes. He stood at 5'7 and had a slight tan. He was dressed in a plaid blues and green shirt with some worn out blue jeans a pair of Nike shoes. "I can't believe there was school today. It makes no sense since they sent us home after a rapid dismissal. The teacher still gave us work. This sucks so much."

He looked around and noticed the place was quieter than usual. He could not find his parents, but he did find a note on the fridge that said they had a business trip overseas and could not say goodbye before they left. It said his grandparents would be coming to look after him until they came back. This explains why the snow was still outside. He sighed. Before he could think anymore, he heard his cell phone vibrate.

"Hello?"

"Hello, Matthew. How are you, my boy?" He was surprised at the greeting but smiled nonetheless.

"Hey, Grandpa, it's good to hear from you. I'm fine. How's Grandma?"

"She's fine, my boy. Just sleeping right now. We are just stuck in traffic right now because of the snow, so we might take a few hours." Matthew hummed in response.

They continued to catch up for a few minutes before hanging up.

"I guess I could kill some time playing some games on my PS4." So, with a plan in mind, he went to his room, took a random game out of its case, and started playing.

2 hours later

In his room, he is currently asleep after gaming for a while.

But all good things must come to an end.

A loud noise from the kitchen had awoken him.

"Dammit, what was that sound? I really hope it wasn't Grandpa dropping a plate or something."

Matthew said as he rubbed the sleep from his eyes and made his way to the kitchen.

As he arrived downstairs, he noticed the lights were on.

"Hey, Grandpa did you break a glass or somethi-"

He never his sentence as the person sitting at his kitchen table was not one of his grandparents.

but some old man who appeared to be in his fifties and was dressed in some weirdly suited combo. But what really stuck out were his eyes. They were red and slitted. The more he looked into them, the more he felt like he could be driven to madness.

The atmosphere was tense.

"I know I'm handsome, but you don't have to keep staring at me for so long." the old man said with a smirk on his face and a light chuckle. All the old man got was a blank look. "Oh, come now, not even a slight chuckle?"

The tenseness was still in the air, but it seemed to lessen slightly. "Who are you and what are you doing in my house?" Matthew replied.

"You really don't know? Take a closer look." the old man said with a grin. Matthew looked him over again. He did seem somewhat familiar. His mind ran through the memories. He finally stopped on a visual novel he played when he was thirteen. His eyes widened, and cold sweat rolled down his neck.

"You're Kischur Zelretch Schweinorg the wizard marshal." Matthew responded, but internally, he was freaking out from what he remembered about this man. He was a troll of the highest order. He had no idea how Rin trained with this man and remained sane, and from the look on his face, he had a prank coming.

"Good. You know who I am. From that look in your eyes, you know why I'm here." Zelretch said.

"Nope. No idea, old man." Matthew lied through his teeth.

Zelretch just chuckled. "You're a terrible liar, you know that, kid?"

"Okay, the first question is answered. Now, what about my second?" Matthew said, ignoring the previous comment.

Zelretch gave him a serious look. "As you know, I have the power to travel to alternate universes." He got a nod for that. "But some universes have guardians that won't easily let anyone pass their world. I would like to research, but the guardians won't let me past without a fight, and if we did, it might end up destroying that universe, so I came up with a plan." he finished while leveling a fanged grin at Matthew. It sent a shiver down the boy's spine.

"Oh god, no." Matthew mumbled.

"That's right, Mr. Griffin. You have won the Zelretch travel-to-another-world vacation!" Zelretch said, and, for some weird reason, fireworks appeared out of nowhere.

"Do I have a choice?" Matthew asked hopefully.

"No."

"Fuck!"

"But what about my life here? My friends? My family?" Matthew cried, panicked. He saw Zelretch's eyes softening somewhat.

He responded, "Don't worry. Leave that to me. I'll tell you about it after you arrive. Before I forget, you might need this so that you don't end up dead so quickly." Zelretch said. He pointed his finger at Matthew, muttered some words and suddenly Matthew fell to the ground as his mind was flooded with knowledge and abilities he did not know.

"W-what did you do to me!?" Matthew shouted as he finally got up. He glared at Zelretch, who seemed pretty amused.

"I just gave you the ability to use the third mage Heaven's Feel and catch." he explained, tossing Matthew a deck of cards. "These are class cards. I recommend you use them to your advantage when using their abilities." Matthew was trying to wrap his brain around what has happened when a white light began to surround him "Wait ho-"

He did not get to finish as a white light had enveloped him, leaving Zelretch alone in the kitchen.

"I hope he doesn't die too soon. I would lose a great source of entertainment. I hope to witness all the chaos you cause, Mr. Griffin."

Then he flashed off to prank some other poor soul in his world.

Prologue end

A/N: That wraps up that i hoped you all enjoyed. This is my first fanfiction and i decided to do it as a crossover with fate/stay night and High school DXD with a self insert OC with the third true magic and an ability to summon servants and the class cards are to help my OC when he gets into trouble and can't always rely on his servants. I really won't be following canon too much and when I do it will be altered. If this gets some positive review I might end up continuing this.