TiffanyCardiTiffanyCardi
IsabellaEvaIsabellaEva
BustySquirt_DinaBustySquirt_Dina
SofiSaenzSofiSaenz
scarlettblancooscarlettblancoo
EveBrownEveBrown
JimenaDussanJimenaDussan
Swipe to see who's online now!

Under the Black Flag Ch. 01

Story Info
The forced taming of a young sailor by a ruthless captain.
2.7k words
4.21
38.2k
42

Part 1 of the 4 part series

Updated 06/10/2023
Created 05/31/2020
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

A battle raged in the turbulent ocean water. The flag of England snapped high above a ship in the stiff wind. It's bold red lines stood out against the crisp white background. The second ship flew a tattered black flag with a single white hourglass in the center. The cannon fire was deafening as the two ships crashed against the waves. Men shouted and screamed as they fought and died. The salty water burned the eyes of everyone fighting for their lives.

The flag of red and white was lowered and replaced with the white flag of surrender. Swords and guns clattered to the blood soaked deck as the English crew fell to their knees with their hands above their heads. An eerie silence settled over the ships, broken only by the crashing of waves and snapping of the flags.

The pirate captain strode across the blood soaked deck, the sleeve of his shirt turning red with his blood. The captain of the English ship lay dead behind him. Sweat plastered his long black hair to his neck and forehead. His cold, dark blue eyes scanned the scene before him as his men gathered the survivors into a line. His boots thumped against the boards as he walked the line slowly looking over the men. Some dared to glare back at him or simply stared at the ground. The captain eyed the stronger men who might be able to join his crew. The others would go overboard or to the brig until they could be traded off at port. His stride slowed next to a sandy haired 25 year old man who was staring at his boots for only a beat before moving on. The captain barked orders to his crew to get the men sorted. He spoke to one of the crew members with a bandana wrapped around his head and over one eye before heading to the other ship to plunder what they could.

The man with the bandana grabbed the sandy haired boy and pulled him roughly to his feet as other men were sorted and pushed to different parts of the ship. He pulled the boy to the brig along with a few other men. The last thing they saw before going below deck was their old ship going up in flames. Lightning streaked across the sky in the distance. They were shoved into the cold dark brig in the bottom of the ship.

Hours went by before the man with the bandana returned. He opened the brig and wordlessly pulled the boy out. He towered over the smaller man. His gray green expressionless eye stared into the boy's eyes for a moment before he turned on his heel to walk to the upper deck. The boy followed trying to catch glimpses of where other crew members could be, but it was too dark to see. The large man leading him had wild red hair pulled into a long loose braid that ran down his back. It stuck out around the faded bandana that wrapped around his head. The boy nervously walked up the steps trying to be tough as he walked to what could only be his death. The huge man didn't look back as they stepped into the cold rain on deck. The boy took a deep breath of fresh air as he had to quicken his pace to keep up with his guide. The silent man led him to a large door and slammed his huge fist against the door twice. The door opened to the captain's quarters. He paused before shoving the boy inside the door. The boy looked up at the hooded gray eye before the man turned and walked away.

The captain regarded the boy with his cold blue eyes as he shut the door. He was wearing fresher clothes, his arm wrapped in crude bandages with just a little blood soaking through. His straight black hair hung to his shoulders. He was not as tall and broad as the man who had led the boy in. He was lean, but still strong and battle hardened.

"Move against the wall, boy." The captain commanded. His dark blue eyes bored into the boy's dark brown eyes. The boy dropped his gaze and moved to stand against the wall. The captain waited in silence as he looked the boy over. The boy was smaller than the captain, but not by much, with a slight build. His shaggy sandy colored hair hung in his eyes as he looked to the ground.

"What is your name, boy?" the captain finally said. Breaking the endless silence that had enveloped them.

"M...Mathias," he said, clearing his throat as his voice cracked.

"I am your captain now. If you do as you are told you will be allowed to live." He paced slowly back and forth like a wild animal sizing up his prey. He watched as the boy stared at his boots once again.

"Wash your face there boy," the captain ordered, gesturing towards a bowl of water sitting on the table. The water shifted back and forth with the gentle rocking of the ship in the cold night.

The boy looked up sharply and hesitated before stepping over to the water. He bent over the bowl and dipped his hands into the water. He splashed it onto his face, washing the sweat and grime of the battle away. The captain leaned on the wall with his arms crossed watching him.

"This is how it will work, boy," the captain said, his voice deep and clear. "I am your master, you will do as I say without hesitation, or I will kill you and toss you to the Kraken. If you speak to anyone of what I choose to do to you, I will flog you and leave you on an island to die. You are mine to dispose of if I wish, so I suggest you learn to obey quickly." The boy snapped upright and wiped the water from his face. His bottom lip twitched before his adams apple bobbed as he swallowed.

The boy's breathing quickened as he weighed his options in silence. He was not as strong as the captain and also not in a position to refuse. Finally he dropped his head again and muttered, "Yes, Sir."

The captain smirked and cocked his head, "What's that?"

Mathias swallowed the lump in his throat, "Yes, Sir!" He said louder.

The captain took a step towards the boy, standing 4 inches above him he looked down. His voice came low and husky, "Strip." he commanded.

Mathias jerked his head up, his brown eyes wide, his mouth slightly open, saying nothing. The captain's hands reached out in a flash and seized him around the throat, forcing him against the wall. The fingers squeezed tighter as the boy registered what was happening to him. He helplessly clawed at the captain's arms as blackness dotted his vision. He stopped clawing and began to tap begging for mercy. The captain let go and stepped back letting the boy fall to the floor in a pile. The boy rubbed the red marks on his throat as he gasped for oxygen. After a minute of recovery the captain nudged his side with the toe of his boot.

"Strip," he ordered again.

The boy shakily got to his feet and began to untie the laces of his shirt. The captains piercing blue eyes hungrily stared him down as he lifted the shirt over his head and let it fall to the floor. A smattering of light blond hair ran across his chest and down his lightly muscled stomach before disappearing into the waist of his pants. He removed his boots then paused just long enough for the captain to step towards him when his hands flew to his pants. He untied the string before gripping his pants and sliding them over his ass to the floor. He stepped out of them pushing them to the side. He ground his teeth in anger as he stared at the ground. His dark pubes almost hid the head of his cock as it tried to shrivel up from view. He had no interest in men and did not want to think about what might be in store for him.

The captain eyed the hiding cock and walked a slow circle around the boy. He had a few unfinished tattoos, he must be new to the pirate life. He tisked his tongue as he came to a stop in front of the boy again. The boy kept looking down but noticed the bulge starting to form in the captain's pants. He swallowed as the captain began to remove his clothes. He had a much stronger body that was tanned and hardened by the sea. Silky black hair covered his chest, arms and back. A few tattoos and scars marked his skin. As he stepped out of his pants his hard cock sprang forward proudly out the nest of black pubic hair. The boy looked away only to have his face caught in the hand of the captain. He turned the boy's head towards his cock.

"Get on your knees, boy." He growled while pulling the boy's jaw down. The boy slowly sank to his knees, his mind racing to fight or run, but he knew he didn't have a chance.

"Open." The captain commanded as he stepped forward and bumped his cock on the boy's lips. The boy reeled backwards and the captain stepped with him bringing a crashing fist to the side of his face. The boy was knocked to the ground, stars exploding in his vision. He could taste blood on his lip where it split. The captain grabbed his hair and hauled him to his knees.

"Open." He commanded again. The boy opened his mouth slightly and gagged as the head of the captain's dick was forced between his lips. He almost tried to pull back but the thudding pain in the side of his head made him stop. He couldn't take another punch like that.

"If I feel teeth, I will remove every tooth from your head to make you easier to skull fuck, boy." the captain growled menacingly. He pushed with his hips and forced more of his cock to slip between the boys lips. The boy gagged again, unable to comprehend taking another man's cock in his mouth. The captain pulled back slightly feeling the moisture from the boy's gag reflex getting the saliva flowing. He coated his cock in the saliva before forcing his cock further into the boy's mouth. He picked up a steady rhythm as the boy kneeled there, gagging every so often as his mouth was violated. He used the boy's face, tapping the back of his throat before pulling back for another thrust. He face fucked the boy for a long while, savoring the warm wet hole to fuck. Finally be pulled out of the boy's mouth and let him bend over and retch on the floor. The boy had nothing to puke up so only strings of saliva fell from his mouth.

The captain picked him up by his hair again, pulling him to his feet. He roughly led him over to the table and forced him to bend over it. The boy yelped and was about to scream before a hand was slapped over his mouth and the other hand gripped his balls in a death grip. The boy screamed into the hand covering his mouth as his stomach cramped in pain. "Don't you scream, boy. Ain't no one gonna help you." He whispered into the boy's ear. He bent him over again and released his balls then his mouth. The boys sobbed into the table as the captain kicked his legs apart, exposing his ass to the larger man. He felt the captain's cock slide up his buttcrack leaving a cold trail of saliva behind. The captain leaned over and grabbed a scrap of cloth from the table and forced it into the boy's mouth tying it tight, creating a gag.

The captain reached down and rubbed his finger against the boy's clenched asshole. The boy yipped and cried as he received another punch to the back of his head. He lowered his aching head to the table as he heard the captain spit and felt a wet finger return to his asshole. The finger rubbed the outside of his puckered hole before it applied pressure and entered his tight virgin ring. He sobbed again as he was violated. He was finger fucked for a while before a second wet finger was forced into his slowly loosening hole. The captain kept one hand busy working the boy's hole, while the other hand kept the boy's shoulders pinned to the table. His hard cock bounced against the boy's thighs as he worked him over. Finally he spit into his hand and worked it over his hard cock. He lubed it up for the boy before pressing the tip against his tight little hole. He reached up and held the gag tight to keep the boy quiet. He pushed his hips forward and finally felt the boy's sphincter give as he pushed into his tight channel. The boy screamed in agony into the gag as it felt like daggers were being shoved up his ass. He tried to wiggle away but it was no use. His struggles only forced the cock deeper into his ass.

After what felt like hours, but was only minutes, the captain finally bottomed out in the boys ass. He swirled his hips and chuckled.

"I needed this, boy." he said throatily as he pulled almost all of the way out, leaving his head buried in the boy. He spit on his cock again and rubbed it in as the boy kept sobbing and begging into his gag. The captain braced himself again as his slick cock slid home once again inside the boy. He picked up the pace, plunging into the boy's guts. The hot tight hole almost sucked at his dick as he pulled out before thrusting forward again. After a while the boy tried to check out focusing on anything but the fiery poker being shoved into his ass. He begged into the gag for it to stop but knew the captain would show no mercy. After an eternity the captain shoved himself as far as he could into the buttery channel before his balls tightened and unleashed a massive load into the boy's bowels. He pumped string after string of cum into his guts before he relaxed against the boy's body. Sweat dripped from his brow onto the boy's back and glistened as it caught in his chest hair. After a long pause of just heavy breathing and agonized moaning from the boy the captain let his softened dick side out of the used hole. The boy's asshole twitched as he felt a tiny stream of cum drip out of his now red and swollen ass. The captain released his hold on the gag and the boy spit it out with a sob. He slowly put his clothes back on feeling the ache in his ass. The captain slipped his pants on but left his shirt off. He eyed the boy.

"Speak of this to anyone, and I will know, and you will be dead." he warned. The boy swallowed and nodded once, his bottom lip trembling.

"Now get the fuck out." the captain barked.

The boy jumped and almost ran out of the door. He slipped on the wet boards and smacked into the chest of the man with the bandana before falling backwards onto his bruised and sore ass. The huge man picked him up by his arm and led him towards the brig. The boy followed in terrified silence. The man lifted his hand and the boy flinched away.

The man grunted, "bread." in a deep gravelly voice and shoved a hunk of bread to the boy. The boy took it and ate it quickly trying to block everything that had happened to him out of his mind. He was returned to the brig where only a few men remained. Most had joined the crew or had been thrown overboard. The boy curled up in the corner trying to ignore the burning ache deep in his ass as he felt another drip of cum fall out of him. He closed his eyes to try and fall asleep.

To be continued.


Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
5 Comments
AnonymousAnonymousabout 3 years ago
I love a good pirate tale and...

Forced first time. But 25 is NOT a Boy. Mathias is too old for the role.

GoddessViolet86GoddessViolet86over 3 years ago
More

Please write another!! I want to know what happens next!

SadisticNeutronStarSadisticNeutronStarover 3 years ago
A fantastic introduction

I am very excited for the next part.

AnonymousAnonymousalmost 4 years ago
Keep going

Always love a forced cherry popping theme.. The Captain needs to share him with at least the first mate..

AnonymousAnonymousalmost 4 years ago
...

...Yes!

Share this Story

story rosa-blanca.ru

READ MORE OF THIS SERIES

Similar Stories

A Losing Game Pt. 01 Danny loses a bet to his step-brother.in NonConsent/Reluctance
Becoming His Prison Bitch Lexus learns his place behind bars.in NonConsent/Reluctance
Let's Play a Game I break into the house of a young man to play a special game.in NonConsent/Reluctance
The Bear and the Jock A straight guy is forced by an ex-con biker.in NonConsent/Reluctance
Pay Your Dues Coal's rent is due, his landlord expects to be paid in full.in NonConsent/Reluctance
More Stories


incest story "no vaginal"Day full of Black Cock Ch. 02/s/the-werewolf-3literoticbigcocksonsexstoriesliterotica.com predicament"fucking my aunt"cumslutThe Concert ch. 3 sex storiespowerful muscles drained leroticaslut mommie ch.4sister upskirt story loterotica"literotica tags"literotica chachicathartico jessica change"lit erotica"/s/shy-wife-on-holiday-ch-01literotica daddy and littlea tight spot sex story95lb wife used hard literoticaHouse of sand lesbian storyvueslak !iteroticalitertica aunt sissy"nipple torture"litoraticaFree exotic 69 literotica sex stories"literotica futa""mom son sex stories"Spinal Meningitis is No Joke Ch. 08"hotwife texts"master boratusMother In a remote control app for a chastity belt bondage literotica"young black pussy"Fucking my son when husband was awayerotic stories"free exotic stories"rcscrudato"mom literotica"Non consentement le prince de chairShit eating fetish storysadsack2008 incest story she had no idea 2wife plays with big cocks in theater storyFucking my husbands big dick friends all nigth "litrotica" storiessnowbound incest gay sex storyxxx stories of the wonderful adventure of miss kஅக்காவுக்கு அம்மா உதவியுடன் குழந்தை கொடுத்த கதை"sex stories free""literotica lesbian"cursed mother taboo sexstoriessaree thooki kondi adikum sex videos'Sex with postman' voyeur & exhibitionist stories"literotica tefler""gloryhole literotica"www.literotica.comliterotca ass worshiprevengeing cheerleader sexstory"her short stump" bra storiesLiterotuca stepmom Tanyalyricsmaster drunkoviposition"mother daughter nude""men sucking cock"mind control karl incestBrother place his sister in a metal collar bondage literticamom lets me touch her ass pt 8Btb erotic stories"literotica new"/s/photo-shoot-ch-04/comment/1370226joriskhuysmans juliemind control karl incestboratus i think you are rightMother in handcuff and shackles literticaLesbian maid "toilet" stories literoticaincest stories , oh my god , i gotta have my own daddys huge 9 inch cock in my asstwist loving wife leroticaBending housemaid on the kitchen table and banging her lesbian literotic"hold back your cum" mom cock story"incest sex story""literotica tags"straight boss gay revenge story loterotica/s/julie-submits-to-dark-temptation-ch-04?page=1sister "butthole" litrrotica/s/a-dream-come-true-ch-01-5black men with fat wife ,oooh fuck me harder,cuckold ,asstrlyricsmaster drunk sistercathartico jessica change management/stories/memberpage.php?uid=1200914&page=contactliteritica tyrandeKyraSadenA novel , home alone with my landlord's daugher(sex story, my sex with her)litertica sissy cusckholdliterotica dad forced homeworkIncest or taboo sex stories:backseatsadsack2008 incest storydirectoire knickers stories"her tentacle" emerged from her vaginaLitrotica class teacher masturbationpeeping dirty panty literoticacheating wife body modification ,literoticaliteerotica reluctant hand jobmaxima and clark sexstorhes