Y/n woke up from a long nap, he was in his empty ship that was stowed away in a warehouse in Vale. It's been over a year since his last raid and decided to leave the life of piracy for now and his crew decided to retire for a while as well, Y/n got up and checked the time. It was nine PM and Y/n grew frustrated knowing he won't be able to sleep anytime soon.

Y/n: "I need a drink"

Y/n took his weapons and climbed up the rooftops, Y/n free ran from building to building breezing through the air. Y/n then stopped at a building and climbed down to a club, Y/n slid his hood over his head and entered the club. He move past the few stares from the others and sat at the bar tables, the bartender saw who it was and froze. He knew who this boy was, Junior always told stories of the infamous pirate assassin Y/n Kenway. He walked to Y/n with caution.

Bartender: "W-What can I getcha?"

Y/n: "Relax mate I'm not here to take, I just want a few drinks, as for what I want I'll get a rum flip"

Bartender: "A what?"

Y/n just sighed remembering a run flip wasn't a familiar drink mix in Vale.

Y/n: "Rum is just fine..."

The bartender walked his way to the shelves and poured a glass for Y/n and handed it to him, he swirled the glass a bit before taking a sip. It wasn't terrible but it wasn't the same, he was pretty disappointed by it but hid the fact that it was.

???: "I didn't expect you here"

Y/n grimaced in annoyance as he turned to see a man in a white coat, black bracer-like gloves, red hair and a bowler hat adorn on his head. He had a weaponized cane in his hand and five men behind him.

Y/n: "I'm not playing that game anymore Torchwick"

Torchwick: "But you're so good at it"

Y/n: "My men and I are retired mate, I'm not wanting to live that life at the moment"

Torchwick: "You know thieves like us never retire"

Y/n: "I am nothing like you Torchwick, never have and never will"

Y/n turned to take a drink once more, then out of instinct he threw his elbow behind him dazing Torchwick who had his cane raised. Y/n then hooked his hand onto his neck and bashed his forehead against his nose breaking it, Torchwick recoiled and held his nose.

Y/n: "I've been doing this for most of my life lad, never try that again"

Torchwick held his bleeding nose as he left the club while Y/n finished a glass.

Y/n: "Bartender! Another!"

The bartender took his glass and refilled it with more rum, Y/n took a large gulp of the alcoholic drink.

???: "Aren't you too young to be in a club?~"

Y/n turned to the person who teased him, he looked to his left to behold a sight of beauty. It was a girl grinning at him in brown leather boots, black shorts that revealed her legs, a white skirt, a sleeved leather vest with a yellow crop top underneath, two yellow bracelets and lilac eyes. What caught his eye was the mane of blonde hair that flowed down to her hips, Y/n smirked under the shadow of his hood.

Y/n: "What gave me away lass?"

The girl just just shrugged with a smile.

???: "Just a hunch"

Y/n chuckled at the girl's response, he then called to the bartender again.

Y/n: "Drink for the lassie over here!"

Y/n then did some up close magic making a bill of lien appear in his hand, he passed it to the bartender.

???: "Strawberry Sunrise with no ice, oh! And with one of those little umbrellas!"

??? POV

Aren't I a lucky gal? After all the times I came to this club I found a dark, mysterious, and charismatic stud with parlor tricks in this bar. Too bad I'm not here to mingle, man what bad luck.

Yang: "Aren't you a sneaky magician, what's your name hun?"

Y/n: "Name's Y/n but I'm no magician, but I got more tricks up my sleeve of you'd like to see"

I giggled at his remake causing a toothy grin to appear on his lips, he had such a devilish smile over the shadow of the hood he wore and it just drew me closer to the boy.

Yang: "Name's Yang Xiao Long and I'd love to, but I didn't come here to mingle tonight, thanks though"

Third POV

Y/n watched the blonde girl went to Junior, he was rather entertained taking a drink once more. He listened to her giving her demands to Junior which humored the young assassin as he took another drink of his rum, next thing he knew was the girl crushing Junior's balls causing him to spit out his drink and burning the back of his throat. Y/n coughed and winced at both the pain in the back of his throat and the potential murder he was witnessing.

Eventually the bombshell released Junior's jewels, Y/n sighed in relief as he slumped back on his seat.
Junior was not happy about this and things seemed like they were going to escalate as Junior's goons started to surround Yang, out of caution Y/n pulled a hammer back on one of his flintlocks.

Junior: "You'll pay for that!"

Yang: "Oh Junior, I was just playing with you! Don't be so sensitive"

Yang then went in front of Junior.

Yang: "Come on! Let's kiss and make up okay?"

Junior: "Uh...okay"

Y/n's eyes hardened under his hood as he watched Junior puckering up for Yang, relief then filled his soul as Yang punched Junior sending him flying. Y/n continued to drink as Yang's bracelets formed into gauntlets.

Yang fought against the goons that came her way blasting them back, she fought them with ferocity as she threw combos of kicks and punches. Y/n's smirked under his hood as he took a swig of the rest of his drink before sliding it to the bartender hiding under the table.

Y/n: "Another!"

The bartender poured his drink nervously as Y/n watched the show of combat and destruction with a toothy grin, Yang jumped to the DJ who was shooting at her hitting him hard with a flying kick and an elbow to the jaw. She then threw him over and smashed him against the music set up destroying it and punched him off, she got down and watched six more come at Yang.

Before the others six can get reach of her four were shot with an impact rounds from the flintlock and the others were pulled in with rope darts and caught a fist to their noggins. Yang turned to see the hooded boy walk to her as his pistols were on a cool down.

Y/n: "I hope you don't mind if I join you lassie"

Yang gave a grin that could match Y/n's own toothy grin.

Yang: "The more the merrier"

Y/n and Yang turned to see two identical girls, one was in white with blades on her feet and another in red with blades on her arms.

???: "Melanie, who are these two?"

Melanie: "I don't know Militia, but we should teach them a lesson"

Militia: "That's a shame, the guy is pretty cute"

Y/n finished loading his pistols and unsheathed his cutlasses as Yang reloaded her gauntlets with fire dust rounds, the twins split up with Militia taking on the Blonde Brawler and Melanie taking on the Pirate Assassin.

Y/n swung his swords at the bladed girl as she blocked them with precise timing, the Pirate continued to thrust and slash at her in succession taking bits and bits of her aura. Y/n dodged the incoming blades bobbing and weaving away like a boxer, Y/n used his elbow to misdirect Militia's incoming attack and injuring her arm. He then rolled his shoulder away from an incoming blade thrust barely grazing his hood which opened him for a savage uppercut with the hand guards of his cutlass.

Militia back pedaled dazed from the shot to her jaw,  she then shook her head getting her head back in the game. Y/n gave her a toothy grin, as he started to lighten his footwork.

Y/n: "So you think I am handsome lassie? I'm flattered, we could've had a few rounds yeah?"

Militia blushed as he taunted/flirted with her, she then ran at him and continued to duel him blade to blade. Y/n continued to deflect and misdirect the blades coming his way, the two then clashed together.

Y/n: "Just think about it lass, you and me in a bed..."

Militia broke the clash and slashed off some of his aura with her facing matching the color of her outfit, as Militia went for side swipe with her blades Y/n went up close blocking her moving arm instead of her blades. Y/n then used his shoulder to strike her shoulder leaving her open for a body shot, she then felt a chunk of her aura from a slice from Y/n's cutlass.

Y/n: "...We look into each other's eyes..."

Militia: "S-S-S-Shut up!"

Militia then caught one of Kenway's swords and disarmed him, she tried to stab him in the face but Y/n unsheathed his hidden blade from his wrist causing Militia's blade to slide across the face of it.

Y/n retracted the blade back into his sleeve and grabbed Militia's hand, he then pulled her close face to face. He went up to her ear and whispered gently.

Y/n: "...and we rock the ship until it breaks"

He allowed Militia's embarrassment and knocked her out by pricking her neck with a sleep dart in his hand, he caught her gently, laid her gently away from the fight, and picked up his second sword and sheathed them. Y/n watched as Yang knocked Melanie out as her aura shattered.

Y/n: "Well that was fun wasn't it lassie?"

Yang: "It sure-"

They then saw a spotlight light upon Junior who wielded a rocket launcher, the two fighters' attention turned to Junior.

Junior: "You're gonna pay for that! Both of ya!"

Junior then blasted two dozen rockets at the pair, Yang rolled away from the rockets avoiding the explosion of two rockets. She then used her shotgun

Y/n on the other hand had other plans as under hood his right eye glowed a hue of green. Then in a blink of an eye ten tentacles materialized and destroyed each rocket individually and shot the other two rockets with his pistols, as he holstered them onto his chest he felt a bat hit his chest knocking him to the side and taking some air out of his system.

Junior proceeded to attack Yang giving her a beating before knocking her back, Y/n watched as her hair was lit on fire.

Y/n: "Um...lassie I think!-"

Y/n watched as Yang activated her semblance becoming a fiery golden beacon, Y/n watched in awe as his eyes widened.

Y/n: "Oh Monty"

Yang then went at Junior slugging him with shotgun hook after shotgun hook, she then took a step forward and threw a hard haymaker at Junior sliding him back. She then noticed something in Junior's hand:

A few strands of her hair.

Yang's eyes then turned red as she created an explosion of fire, she then rushed Junior with blazing hair and struck him with a punch so hard that it created a shockwave shattering the windows. Y/n had a look of amazement on his face as Yang calmed down.

Y/n: "Bloody hell..."

Yang then returned to her flirty and upbeat attitude as she turned to Y/n with a wink.

Yang: "How was the show Magic Mike?"

Y/n got up and clapped giving her a standing ovation, Yang bowed as a response.

Yang: "Thank you thank you!"

Y/n chuckled as the two walked to the bar, Y/n vaulted over the bar table and took a mixer. He poured beer, rum, and sugar mixing it into a rum flip, he looked at Yang as he shook the mixer.

Y/n: "What drink did you want again?"

Yang: "Non alcoholic Strawberry Sunrise, no ice and with the tiny umbrella"

Y/n poured his drink in and worked on Yang's, he materialized transparent tentacles and picked out orange, pineapple, and lime juice with a strawberry crush. Y/n mixed her drink and gave it to her sticking a small umbrella as he placed it on the bar table.

Yang: "Didn't know you can make drinks"

Y/n: "I partook a few jobs back at my hometown, I was a bartender and learned how to make drinks"

He vaulted over the table and took his glass sitting next to Yang.

Y/n: "So, what are you doing here Yang?"

Yang: "I'm just here to get some information"

Y/n: "Any luck?"

Yang sighed as she took a long sip of her drink.

Yang: "No, Junior had no clue where the person was. There goes my only chance of finding her"

Y/n: "Hey now lassie don't lose hope, you'll find the person you're looking for"

The two of them took a long swig of their drinks before putting the glass on the table, Yang and Y/n exited the totaled club.

Yang: "This was a fun night, will I see you again?"

Y/n: "We will see each other eventually, have a goodnight lassie"

Y/n and Yang went their own ways, Y/n free ran up a building to catch a view. He looked out Vale's beautiful lights masquerading its dirt and crime that is in the streets, his moment of relaxation was then halted as he took out one of his guns pointing in the shadows.

Y/n: "I know you're out there mate"

???: "I knew I couldn't fool an assassin like you"

From the shadows appeared a man in dark spectacles, a green scarf, a nice suit with a cane in hand. Y/n's finger went on the trigger of his gun.

Y/n: "Who the hell are you"

???: "I can understand your vigilance Captain Kenway, but I am not here to take you in. Please lower your gun"

Y/n hesitated before he put his finger off the trigger and lowered his gun, Y/n blinked as his Eagle Vision kicked in. The man had a blue aura around him, his vision turned normal as the man continued to speak.

???: "You're a notorious figure both in the skies and seas Captain, you're very talented and yet you are fated to be imprisoned the moment you are found by Ironwood and his men"

Y/n: "Any sea faring vigilante knows that, so what is your point"

???: "Do you know who I am?"

Y/n: "Do I care?"

The man chuckled as Y/n continued to lose his patience.

???: "I am Professor Ozpin, and I want you to join my academy"

Y/n's eyebrow raised under his hood, he found nothing but curiosity of this Ozpin's offer. Could this be a trap or a way to start a new life? After all, his brother will also be there and he's already a pain in the ass to deal with. Then again Y/n was retired and didn't want Atlas on his back no more, he holstered his pistol on his chest.

Y/n: "As long as you keep Atlas off my arse I will enroll"

Ozpin: "Excellent, I will see you in class Mr. Kenway"

Y/n walked up to a gargoyle and crouched down, he closes his eyes and saw every nook and cranny of the entire city. He then opened his eyes and leapt from the gargoyle as a cry of an Eagle sounded.