Author's Note

Edited by Jason Monroe

Chapter 1

King of the streets to be

Leonardo Jr’s pov

"Get back here, you little fucker!"

I ran around a corner, holding onto my side as I looked around before running down a dark street. 'Damn it! I was loyal! I did as I was told! Why did you do this, brother.' I ran over to a large building and ran around it. As soon as I got to the corner, I pressed my back on the brick building. I slid down as my breathing began to become ragged. I pulled my hand away, seeing blood dripping off my hand. "God damn." I huffed as I sat there and looked up at the night sky. "God, please not like this. I don't want to die like this. I'd do anything not to die like this." I sighed as I looked around to see if either of the hitmen who were after were close. They don't seem to have come closer, so I sighed as I leaned back into the wall more.

"What would you do?"

I jumped up a little, then grabbed my side as pain shot through it. I looked around, scared as I looked for the person that the voice belonged to.

"Up here."

I blinked and looked up to see a man dressed in an overcoat with a scarf in the center of the coat. On his head sat a hat that seemed to be a top hat and bolo hat stitched together. He seemed to have two different shoes on. One house shoe and a dress shoe. He walked down the air as if there were stairs. When he touched the ground, I got a look at his face. He had a short white beard on his chin and one large canine coming out of his mouth.

"I'll give you that chance if you're willing to do some jobs for me now and then."

I didn't know this man, but I knew this was my only option at this point. “I can deal with that.”

“Good, you’ll be starting in Canterlot City, and you’ll have to work your way out. I’ll also be giving you a few gifts that will help you along the way. I’ll give you some weapons and some of the local currency as well as magic.”

“W-what?!” He smiled as he looked down at me then snapped his fingers. A flash blinded me for a second and when I could see I looked around seeing I was in the middle of an alley. I grunted as I looked around seeing normal-looking buildings. I looked down at my side and saw the wound was gone. “What the?”

“Nice right?”

I jumped up and saw the man standing there with a large safe beside him. “You!?” He smiled as he snapped a finger and the safe door opened and I saw a Thompson 1928 submachine gun. Beside it were two Colt M1911A1 and a Remington Model 870 to the right.

“All these weapons are yours and will never run out of rounds. They don’t need cleaning and they can’t be stolen. You’ll also be able to summon them by thinking or saying the name of the weapon. Doing so will make them appear either in your hand or on your side in the case of the colts. I’ve already given you healing magic, though depending on the wound it will take anywhere from a few hours to a few days. It will make it incredibly hard to kill you unless your organs and head are completely destroyed. I’ve also given you a bit of clairvoyance to see a little into the future to avoid danger when you're in trouble. You’ll also never miss a shot again. Don’t want someone that you trust shooting you again. Oh and we need to do something about your clothes and your knowledge.”

He snapped his fingers and my clothes changed. My shirt was turned into a single shirt and my coat turned into black leather coat. My pants turned into a pair of stereotypical blue jeans that a miner would wear with a brown leather belt. My shoes also turned into brown boots. I looked myself over and grabbed my hat and took it off as it vanished from my hand. It changed into a thin set of sunglasses that filled my head with knowledge as soon as I put them on. I grabbed my head as I fell back into the brick wall behind me. After a few seconds I knew that nearly a century had passed. I stood up and rubbed my head as I looked at him. “Well, this will take some getting used to but I can work with this.”

“Good, now you’ll need to find a place to sleep for the night and if you run into a girl named Sunset Shimmer tell her Princess Celestia says hello.”

I nodded as he snapped his fingers and a large bag fell at my feet. It sounded like it was full of bricks.

“There is a hundred thousand dollars. You’ve got more than enough to set up a territory of your own or you could do like most do in this city and buy a small territory. So, knowing all that you should go ahead and get moving.”

He smiled before both him and the safe vanished. I blinked as my mind tried to catch up with everything he’d told me. I looked at my hands then the bag and blinked. ‘Guess I should try it.’ I sighed as I thought of the twin colts before feeling a weight on my sides. I moved my coat to the side and saw the two colts. I smiled as I closed my coat before grabbing the bag and feeling that it wasn’t as heavy as I expected it to be. It was about the size of a basketball and I huffed as I wished I had another bag to hide this one in.

Crash!

I looked back and saw two large men coming into the alley and saw they had a woman with her mouth covered with a hand. She was dressed a little strange with jean shorts and an open top. The two men were dressed a little more like me with thick leather coats. I huffed in annoyance upon seeing them try to take her top off. I hated men like this so I started walking towards them as I took out one of my colts while hefting the bag of money over my shoulder.. “Hey!” The two men turned to look at me as I took aim and fired at the guy that was trying to take her top off, causing him to let go of her while screaming in pain as the bullet exited his left forearm. As I looked at the other man it seemed like everything slowed down and an image ran over them. He threw the woman away then reached into his coat. Everything sped back up and I aimed at him as he threw the woman away. I put two rounds in his chest causing him to fall to the ground. A Glock fell out of his hand as he hit the ground. I huffed as I walked over and saw that he was dead and the other man was trying to crawl away. I huffed then aimed at his back and fired four more times finishing him off. I waited a second then looked at the scared woman as she cowered beside a dumpster. She had hair like fire but was even younger than me. I was only seventeen for god’s sake. “You best get home sweetie, your family must be worried.” She looked at me for a second before I put my gun away and held a hand out to her. “Come on now.” She hesitated as she looked at my hand then took it. She stood up then we walked out of the alley and she picked up a black coat off the ground. She looked back at me and smiled as she looked at me.

“Thanks, but did you really have to kill them?”

I huffed then rested a hand down on my right colt. “I can’t stand bastards like them forcing themselves onto women like that.” I seemed to have caught her off guard a little. I turned then started to walk as I waved a hand. “I’ll see you around. I need to find a place for the night.” I said before stopping as I realized that I had forgotten my manners. Mother would be upset if she were here. “Ah, I forgot.” I turned around and looked at her as she stood there looking at me. I started to walk back over to her. She was shaking a little as I walked up to her. I held a hand out to her. “I forgot my manners, I’m Leonardo Jr but please call me Jr.” She smiled as she took my hand.

“Nice to meet you I’m Sunset Shimmer.”

I blinked as she took my hand. I laughed a little and she looked at me strangely. “Someone asked to let you know Princess Celestia said hello.” She froze as she looked at me and I smiled as I looked at her. “A man with a fang and red eyes brought me to this world but told me if I ran into you to give you that message.” I let her hand go and she backed up as she looked at me. I laughed as I put my sunglasses down. “Now, I need to go find a place to hold up in for a while.” I turned then started to walk. “I’m sure I’ll see you around.”

“W-wait!”

I stopped and looked at her. “Yeah?” She looked at me for a second then spoke.

“T-the apartments I live in are cheap and the landlord doesn’t care who rents an apartment as long as they pay on time. I can show you the way.”

I laughed then nodded my head. “No, a young lady shouldn’t show a stranger to her home without knowing him well. I’ll find my own way around this city.” I looked back around then started to walk again. I heffed the bag as I walked around the corner and stopped as I looked at the stores and cars around here. ‘Hm, maybe I could find a bag shop.’ I walked down the sidewalk and looked around until I saw a lot of different shops and a few restaurants.

“Hey son.”

I stopped and looked around and saw an officer if I had to guess to pull up beside me on a bike. I turned and looked at him as I lifted my sunglasses. “Can I help you sir?” He smiled as he got off the bike.

“Yeah, we got a call about gun shots and I’m looking for anyone who may have heard the shots.”

I turned all the way to face him and I smiled as I looked at him. “Yeah, I heard them, saw a guy running too.” He nodded then pulled out a notepad and pen as he looked at the notepad.

“Can you give me a description?”

I set the bag down and started to give a description. “Yeah, he had a jacket like mine and long blonde hair. He was wearing’ some old torn up jeans with some old shoes on. Maybe a little shorter than you but hard to tell with someone running that fast.” He nodded then looked up at me.

“Any visible distinguishing marks?”

I crossed my arms before shaking my head. “No, if he did have anything then it was where I couldn’t see.” He nodded then put the notepad and pen away. “Hey, can I ask you a question or two?”

“Sure.”

He looked at me with a smile. “Well I’m new to the city and don’t know my way around so I need to know where I can get a place to stay.” He blinked as he looked at me then smiled. ‘I knew this was a gamble but I need to feel out the cops in this century.’

“I see well, there are apartments cheap near Canterlot high school so you can get an apartment there fast. They’re not fancy but you can move in the same day. I could call and get you a ride so you don’t have to walk ten miles.”

I laughed then nodded as I grabbed my bag and threw it back over my shoulder. “No, I think I best start with my feet on the ground.” He nodded as he got back on his bike.

“Well son, I hope for the best for you.”

I nodded as he rode off and I pushed my sunglasses back down then looked around. ‘First thing first, I need a bag and some other things.’ I walked around for a while until I found a store and got what I needed. Now with a duffle bag full of money, some clothes, canned meats and a personal favorite sunflower seeds. I got direction to the apartments and got to the area around four o’clock. I walked into the office and looked around.

“Jr?”

I stopped and looked over and saw Sunset in a pair of sweatpants and a loose shirt. She had a laundry basket with clothes in them. I smiled as I looked at her then lifted my sunglasses. "Well, seems fate has played its hand." I laughed then walked over and smiled down at her. She seemed a little worried as she looked up at me.

"Maybe."

I smiled then pulled my bag around then pulled the zipper down. I reached in then pulled out a few hundred dollar bills. I held them out to her and she looked down at them shocked. "Take this and get something to protect yourself with. I was worried you may get in trouble again after I left." She took the cash as I zipped the bag close. I rested my hand on the bag as I walked over to an open office door. I knocked on the door even though it was open.

"Yeah?"

It was a woman’s voice. "May I come in miss?" There was silence for a second then she spoke in a confused tone.

"S-sure?"

I walked in and looked down at a woman in a purple suit with a scarf around her neck. She had nice blue eyes with slight dull blonde hair. She was a little older but was still a lovely looking woman. She waved her hand to the chair in front of her desk. I smiled as I walked over and sat in the chair. I sat the duffle bag down beside me as I looked at her. "Hello ma'am, my name is Leonardo Jr and I would like to begin renting an apartment." She smiled and sat up straight and fixed her hair as I noticed her breasts were larger than I thought a second ago. She leaned over and opened a drew and pulled so paperwork then set it down on the desk.

"Ok, sir. Rent is five-hundred for a single room a month or seven for a two bedroom. Power, water and gas are all included and the room is furnished. Anything beyond that is up to you."

I smiled then I reached over and took the paper and started to read them.

"So, are you going to be going to Canterlot high?"

I shook my head as I grabbed a pen from her desk. "No, my folks left me a good bit of money. I'll need to start making money before I can do that."

"Oh?"

I nodded as I finished my name then handed them over to her. She nodded then put the papers away before standing up and taking a key from the wall. We walked out of the office and I saw that Sunset was gone as the woman walked me to a ground floor and unlocked the door before leading me inside. She turned on the lights to reveal a nice living room and kitchen mix. There was a nice TV with a coffee table and couch and a chair in the corner. The kitchen had a wooden table and some chairs.

"This way please."

I followed her over to two doors and she opened the first one. It was the bathroom and I liked the white room with a standing shower and fancy looking sink. She closed the door then opened the second one to reveal a nice bedroom with a large bed and two nightstands with a lamp on both. A closet was across from the bed and a tv was on a dresser. I smiled as I nodded while looking at her. "This is nicer than what I'm used to." She looked back at me in surprise as I walked over to the bed. I set my bag down and sat down before looking at her as she stood in the doorway. I opened my bag then pulled out the five hundred dollars.

“Oh! You have cash that’s fine but I normally don’t take cash, though it’s fine this time.”

She walked over and bent over a little and I could see her bra. It was black lace and I laughed a little as she took the cash from my hand then folded it before slipping it into her jacket pocket.

“Rent is due at the end of each month but seeing as it’s the start of the month you're good. If you need anything feel free to come to me.”

“Yes ma’am.”

She smiled with a slight red tint to her cheeks.

“My, it’s refreshing to see a young man with manners.”

I smiled up at her then nodded as I stood up. She smiled as she set the key down on the dresser before she walked out of the apartment. Her wide hips swayed as she walked and I was grateful for that man giving me the knowledge of this era. 'Um, maybe I'll try to get with that woman.' I sighed as I stood when I heard the front door shut. I opened my duffle bag and stopped as I saw a map in the money bag. I pulled it out and saw it was a map of the city broken up in two or three dozen gang territories. 'Where am I?'

'Here.'

I heard the man's voice in my head as I green spot.

'Your in changeling gang territory. They're a small but stubborn gang under the command of a woman named Chrysalis. She's greedy but willing to work with someone if she stands to gain.'

I laughed as his voice faded then I grabbed my money bag and pulled out all but ten thousand dollars. I put the rest of the cash into the duffel bag before hiding it under the sink. I made sure it was stuck there before I walked out and grabbed my key. I walked out and locked the door behind me and looked down at the map and nodded as I folded the map up then put the map in my coat pocket. I started to walk knowing all I had to do was kick up a few back alleys. I walked back into town as the sun started to go down and I hummed a tone as I started to look around. I was looking for the place everyone one was avoiding. Soon I found it as I noticed people going around a car park with an old building in the back. I smiled as I started to walk over to the parking lot. As I got closer I saw men with black jackets with green arm bands or headbands. I walked up to the first man standing in front of the only gate. He was a few years older than me and looked at me with a raised eyebrow as I stood before him.

"You want to buy?"

I laughed then nodded my head before speaking. "No, I'd like to talk with Chrysalis. I've come with a deal."

"Oh yeah? Well tell me this deal then if I think we can do something I'll take you in."

I smiled then lifted my bag off my back and held it out to him. With a raised eyebrow he took the bag and opened it. His eyes went wide as he looked in. He looked back at me and I smiled as I looked into his eyes. "I want one of two things and you can see I'm ready to pay to get it." I held a hand out and he gave it back as he stood aside.

"Come on, the boss needs to see this."

I nodded as I followed him into the building. I saw the men and a few women of the gang drinking, smoking or showing off new knives or metal bats. 'No guns out in the open best keep an eye out for that.’ Many of them looked at us as we walked and a few of the larger men started to follow us. I huffed then moved my coat a little and flashed my colts. A few stopped seeing that I wouldn't go quietly.

"Boss!"

I looked back at the man after he yelled up at an office. A woman yelled back with anger like my father had when he was drinking.

"What do you want!?"

A second later the woman herself walked out of the office. She had long dark blue hair with bright green eyes with light brown skin. She was in a black dress that was torn up near her feet and she had on black high heels. She looked down at me and I saw the dark green lipstick she had on. She looked at me and I smirked as the man spoke.

"Boss this guy wants to talk with you and I really think you should talk to him.”

She looked at me with a raised eyebrow and I lifted the bag. “I’ve come to make a deal.” stood up and crossed her arms as looked down at me.

“How many g’s?”

“Ten.”

Everything around us stopped as she looked at me surprised. I smiled as I started to walk to the steps keeping eye contact with her as I spoke. “Like I told your man here, I’ve come for one of two things and I’m willing to put the ten down and if all goes well I can lay down another ten.” She started to smile as I was in front of her.

“I think we can work something out.~”

I smirked then we walked into the office and I closed the door and looked at her as she walked over to an old desk and she had the best light I’d seen in this run down building. I sat down and made it so she could see the guns. She stiffened for a second and I laughed as I pulled them out and held them out to her. “Didn’t know what I was walking into. Can’t blame me for that.” She laughed a little then nodded.

“Fair point.”

She took them then rolled over and set them on a file cabinet. She rolled back to her desk as I set the bag on the desk. She took it then opened it and smiled as she reached in then pulled out a stack of hundreds. She laughed as she looked at me then nodded as she looked at me.

“Ok, so you want one of two things. What are they?”

I leaned back into the chair as I looked at her with a smile on my face. “I was hoping to buy into your business deals or buy a small territory of my own. But, I’m open to negotiate if you’d like to talk. And as I said I can sweeten the deal.” She laughed as she took all the money and set it down into a drawer on the desk. She locked the drawer then leaned back into her chair as she looked at me.

“So, you want turf or a cut of our deals. I’ll admit ten grand is a great way to get in. Hell that’s more than any of my guys can make me in a year. But I can’t give you territory, we're surrounded by four larger gangs and we have to fight just to keep it. I’m willing to let you buy into the business deals though. I’m also ready to make you part of my gang and if you can prove your worth it I’ll make you an enforcer.”

I hummed as I looked at her then leaned forward and rested my elbows on the desk. “So, what percent would I take if I took this deal?” She rubbed her chain as she looked up pushing her breast up a little.

“How about thirty percent if you can do something for me.”

I raised an eyebrow as she looked at my guns. I smiled as I nodded my head as I looked at her. “Who do you want dead?” She smiled as she looked back at me.

“I want the leader of the gang to the north killed. He’s a man in his thirties named Sombra."

She seemed to want this and I saw my chance. “How about this I’ll take fifteen percent and we split his territory.” She seemed to be thinking about it. I smiled as I stood then walked around and grabbed my guns. "I'll give you a few days to think about it." I put the guns back into my side holsters and as I turned to leave she spoke.

"Wait a minute then go out the back door the cops will ride by every hour or so."

I nodded then leaned back into the file cabinet. "Ok, so tell me what is your main business?" She turned to face me and smiled as she looked up at me.

"Mostly we deal in weed and blackmailing. On occasion we deal in some heavier stuff."

I nodded then looked out the window of the office. "So, when was your last fight with this Sombra guy?" She sighed as she spoke.

"About a week ago we won the fight. But, we lost a few members."

I nodded as I stood up then started to walk. "Well, I'm off to find this guy." I walked out the door before she could say anything. I walked back down and saw the man from before. I walked up to him and he smiled as he looked at me.

"Sup?"

"Any cops out front?"

He nodded then looked back at the now closed gate.

"Came by not long ago but I'd wait a few more minutes before going out."

"It will be fine." He shrugged then waved for them to open the gate. I nodded to him then walked out. I put the hook out just had to wait and see if she bites. I started to walk down the street and stopped once I got around the corner then stepped into the shadows. A few minutes later two of the changelings walked around the corner. Once the two were close I stepped out of the shadows stopping the two. "You two really shouldn't be following people around like you are." I pulled out my colts and smiled as I looked at the two. They backed up as I tapped the berrale of my right colt on my thigh. "I'll give you both a break for today. But, if you'd like to try your luck.” They looked at one another then turned and ran off. I laughed as I holstered my guns then nodded my head before I walked off. As I walked I smelled something I loved. I looked around and smiled as I spotted an italian restaurant. Without my old man's turf war with the Gambinos I could get some pasta again. I pulled out a hundred I had left after buying the stuff from before. Smiling, I walked across the street. I saw the landlord looking at the restaurant longingly. "Hey landlord!" She looked back at me and I smiled as I walked up. "Guess I'm not the only one out looking for good food." She nodded as she looked back at the restaurant and I looked at the name. "Little Italy. Not a bad name." She nodded and sighed as she crossed her arms.

"Yes but it's thirty dollars a plate."

I laughed then nodded my head as I walked up to the door then looked back at her. “Do you want spaghetti with meat sauce or lasagna?” She blinked as she looked at me then smiled as she looked at me.

“If you're offering, spaghetti with meat sauce would be great.”

I nodded then waved for her to follow me.

Harshwhinny pov

Thirty Minutes Later

I hummed a tone as I sat in my office with Jr sitting in the chair across from me eating his own plate of spaghetti. I laughed as he wiped his mouth with a paper towel. He looked at me and I smiled as I set my fork down. “You know, you're an old breed in this day and age.” He looked at me and blinked as I laughed a little again. “This is nice, it’s been years since the last time I’ve seen kindness like you’ve shown me.”

“Haha, I guess I don’t act like a lot of people my age. My mother always wanted me to treat people right. My father gave a great example of what not to be.”

He frowned as he looked away and sighed as he closed the top of his to-go plate.

“This was nice but I’ve lost my appetite.”

He stood up and walked out of my office. I wanted to say something but what could I say to that. I sighed knowing I may have just opened an old wound. ‘Nice going Whinny a nice guy and you go and do that.’

“Hey, Miss Harshwhinny are you ok?”

I looked up at my door and saw Sunset. I nodded as I looked at her. “Yes Sunset, But I’m afraid I may have upset Jr. We spoke a little about his family and it seemed to upset him."

"Don't worry about it too much. Jr doesn't seem all that bad so I'm sure he'll be fine soon enough."

I smiled and nodded as I looked back down at my dinner. "Yeah, he seems like a really nice guy." Sunset nodded before walking away as I started to eat again.