Parlay

 Prologue: This story was inspired by the erotic musings of Fallen Depths though it takes a very different turn and has a different style. I recommend reading the original too. ~MN

She was the cruelest bitch to ever lay flint to powder; the dread pirate Annie McMayhem, queen of the seas. I had met up with her once before in a Malaysian smugglers den where she was fighting for gold teeth. On the table next to her bottle of rum sat a small pile of bloody gold canines and incisors. I knew then and there that this was not a cunt to cross.

We were three days out from the Fiji, heading east when our crow’s nest spotted her flag. We signaled her and pulled along side for Parlay. As I boarded the ship I heard a blood-curdling scream. A man, stripped naked to the waist was lashed to the aft mast; in front of him a small figure brandished a rapier. She was bald with a silk scarf keeping the sweat from her eyes. She wore an off white shirt open to her navel, exposing breasts casually to anyone brazen enough to stare, and one large hoop earring. One arm was capped at the wrist by a stainless steel dagger while the other lined up the rapier tip. She lunged forward at the man tied to the mast. The blade deflected off his jaw and into the wood. He screamed as if castrated. Tears ran down his face streaking the dirt.

“Hold the fuck still you bilge rat or I won’t be able to pierce your ear!” McMayhem screamed. Someone appeared with a belt to strap his head to the mast. She lined up again and lunged. This time he screamed before she reached him. Her blade missed its mark and pierced his throat. The screaming died as blood filled his lungs. The blade had exited through the back of his neck and stuck tight to the mast. She gave it a pull but it didn’t budge. She put her foot on the dead man’s gut and blood spurt out as she twisted the rapier free. Victorious she wiped the blade on her shirt absent-mindedly. She looked up and saw me.

“AHOY Nodi! You ole syphilitic sea turd! Is that a belayin’ pin in your britches, or are ya just happy to see me?” She leapt from the bridge of the boat and landed on the deck beside me. We hugged and sized each other up, looking for new scars since the last time we had met. She had a fresh scar, still pink on the left side of her face and three of her teeth were now made of ivory with sapphires set in them. The missing hand was not new but the stainless steel dagger was.

“That’s quite a dagger ya got thar.” I said holding up my new steel hook. The same doctor had fitted both of them so they looked like evil sibling appendages.

“Aye, and that a mighty nice patch!” she said, lifting it up to look at my newly vacant eye socket. “Ya lose that to the French?”

I laughed. “Arrrrg! I didn’t stop to ask the lout if he was French and his wife was otherwise too distracted to tell me when he barged in on us.” McMayhem giggled.

“You, Nodi, are a whore.”

“Right now I be a thirsty whore. Whatcha got to drink on this skiff?”

“You’re in luck me heartie! We just plundered a Spanish galleon two days hence and filled our hole with bourbon and wine! Come, let’s drink!”

She led me to the Captain’s quarters. It was a spacious set of rooms with a sitting area occupied by a large round table scattered with maps, candles and the leftovers of several meals. With a sweep of her hand the table was cleared. A second mate brought me a chair while Annie sat in a high backed, red crushed velvet chair that was too big for her and the room but as she sat down she seemed to own in it. She put her foot up and tipped back in the chair.

“Whiskey and grub!” She yelled and the echoing sound of people springing into action reverberated through the room. Supper was served by two beautiful servant wenches. Their eyes were constantly down-turned and any movement by the cap’n or myself made them flinch. As we drank we started to play with this fear; as one girl began pouring my drink I would sit up quickly as if preparing to grab her. She would flinch and stumble back toward McMayhem who would bolt up scaring the poor lass back my way. Back and forth a few more times, until the waif burst into tears and ran from the room. We burst into laughter each time we did it. Annie began to tell me about her girls, Dutch captives that had been missionaries in Africa.

“They know more than missionary now!” She started giggling uncontrollably at her joke, pieces of food falling from her mouth. I spit bourbon across the table and tears welled up in my eyes. She calmed down and called in her first mate.

“Bring me a four pound cannon shot.” He raced out of the room, passing one of the wenches as she entered with more wine. Annie grabbed her by the arm and pulled her in and across the table. The girl was barely eighteen with golden blonde hair and pleading blue eyes that stared at me. Her face was held down into a plate of half-eaten food and she let out a small whimper; she knew whatever was coming next was going to be nearly unbearable. The first mate returned with the shot. It was a iron ball just a little smaller than a grapefruit. McMayhem took it and called for the other one of the servant girl. When she came in, Annie handed her the ball and with her steel-daggered hand, lifted the pinned down girl’s dress exposing her soft white ass and using her good hand to anchor the wench by the neck. The smell of sex wafted from beneath her petty coats betraying her slutty desire.

“That’s the finest pirate booty I’ve ever laid eyes on!” I said with a sneer.

The second girl, who had a similar face and hair a shade darker, knelt almost reverently in front of Annie, turning the metal shot over in her hands. She let a long thread of saliva leave her lips to coat the ball. She then spit on her hand and rubbed the already wet cunt of the blonde. The blonde’s eyes closed as she let out a moan of pleasure.

I slammed my hook down on the table and her eyes were again wide with fear. “Ye look at me while she scrapes yar barnacles,” I hissed. She kept her sharp blue eyes on me as her fellow servant, possible sister, began to work the ball into her cunt. Her lips parted slightly showing the whiteness of her teeth as the stretching became tearing, and soon after became filling. The brunette finally passed the threshold and the ball disappeared into the blonde’s cunt.

“Now ye hold it, me proud beauty or I’ll get me flogger!” barked McMayhem. She looked at the other girl, still on her knees. “Take off me pants.” The brunette undid the buttons and let the trousers fall. Underneath the pants McMayhem was wearing a harness with attachment points but nothing rigged to it.

“Get me the ram rod,” she commanded and the brown haired wench nodded and crawled to a nearby chest. When she opened it there was almost a glow from the great variety of dildos inside. There were silver and gold and polished wooden ones with fine grains of yellow running through the black meat. There were thick and thin ones, long and short. The brunette pulled out a simple blue steel cylinder. She hooked it into Annie’s harness and started sucking it without being told. Once it was wet and glistened, the captain pulled the girl off of it and positioned herself behind the blonde. She directed her steel cock into the girl’s ass and very unceremoniously, she drove it home.

“RAMMING SPEED!” Annie roared.

The blonde, whose eyes had never stopped looking at me no matter where I was looking, screamed as the rod tore into her. McMayhem liked the sound and giggled as she picked up the pace. Faster and faster she sodomized the girl whose cries of pain started to melt away and turn into screams of pleasure.

“Give this Sea Dog Hansel,” Annie offhandedly said to the girl on the floor. The wench had been enraptured in the fucking. She was caressing her breast and cunt absentmindedly. “Now!” Annie ordered and the girl jumped from her reverie and returned to the pleasure chest against the wall. She came back with a six-inch long statue of porcelain. It was a little Dutch boy with rosy cheeks and wooden shoes. The brunette adeptly removed my hook and replaced it with the figurine, and then with her eyes raised to me she slowly took the statue into her mouth, coating it with saliva. I took it out of her mouth, watching the line of spit trail from her swollen lips. I walked over to the blonde and she eagerly started licking at the wet figure.

“Now, bring me Gretel.” The sweat was beading up as McMayhem continued to work the girl’s ass. There was a disappointed moan followed by a crash as the cannon shot finally fell from her overused cunt. The captain stopped.

“You lazy whore! I’ve crushed seventeen men’s skulls between me thighs and you’re pussy is wider me ship’s beam!” She pulled out of the girl’s ass and picked up her rapier. “Ye know the punishment.” The blonde nodded, stood up slowly and turned over to lie on her back in the middle of the table while all the time, not for a moment, letting go of the Dutch boy that was my hand. She shifted her weight and moved back to get her whole body on the table. She brought her legs up and lifted her dress to expose her red and swollen cunt. A light fuzzy of blonde hair covered her like down feathers. Without a second of warning or preparation, the dread pirate brought the sword down across her labia. The girl screamed and bit down on the Dutch boy.

“One,” said the brunette still on her knees, rubbing her clit. Annie slashed at the cunt again and again the blonde screamed.

“Two,” her voice was getting more aroused.

Slash. Scream.

“Three…” She was working her clit frantically. McMayhem shifts position to cut perpendicular to the last three.

Slash.

“Four!”

Slash! The last one was with such gusto that the tip drew blood as it crossed the soaking wet pussy.

“Five!” The brunette screaming in orgasm as the blonde cried in pain. Annie leaned in and kissed away the blood and licked the blonde’s swollen labia but before she could get the impression that all was wine and roses, she took her little Dutch girl and shoved it into the little Dutch girl. The little blonde was devouring the dildo in her mouth and in her cunt almost completely forgetting the pain from just a few minutes earlier. Annie fucked her hard and fast while I went for depth, reaching far down her throat.

Annie McMayhem giggled. “Let’s make ’em kiss!” There was an irresistible insanity in her eyes and we both started fucking our corresponding holes as deep as we could imagining that we would eventually meet somewhere in the middle of the bitch. She gagged and gasped and squirmed as the captain pushed up against the wenches cervix.

“On the count of three, lift.” she said. “One, two, three!” We lifted her off the table by the dildos. Her hair hung down and her limbs hung limp but the small of her back was floating as if by magic.

“Now that, is a spit roast!” By now the brunette was on the floor writhing uncontrollably.

“It looks like your whores can’t control themselves.” I nodded at the mess on the floor and laughed.

“She’s insatiable! However, most of my whores can fuck for hours without so much as a moan.” As she talked she motioned for the brunette to come closer. When she was near, the dread pirate rubbed her boot on the girls cunt, mixing the mud and salt with her cum. She lifted her foot and the brunette, like a starving dog, jumped up and started licking the mixture from her foot.

“I don’t know,” I said. “I’m a thinkin’ I could get one of your whores to cum before I do.”

“Bullshit!” She sneered and kicked the brunette away.

“Care t’ make a wager?” I looked for that bit of crazy that would give me the advantage.

“I’ll bet me best. No! I’ll bet better than me best!”

“You’re on,” I said.

The dread pirate Annie McMayhem smiled and a twinkle filled her eyes. “Get Bridgette.” The order went out like ripples behind a massive stone being thrown into the water. The girls were cleared of the room and the table was broken down as to give the competition more room. Shortly after the room was prepared, a small hooded figure made her way to the open space. She removed her hood and I was instantly taken by her jet black hair and emerald eyes. She was an enchantress and I knew it.

“Avast, me proud beauty! I be firing me cannon down through your porthole.” I growled.

I found a stool, sat down and called for a bottle. The blonde was on her knees at my side and I handed her a new attachment for my hand. It was two thin, slightly curved metal plates that came together in a duck’s bill. A small cord tied to the harness near my elbow allowed me to open and close it with a simple flex of the forearm. I stuck it in the blonde’s mouth and pried her teeth apart to test the mechanism. She moaned a little and I spit down her open throat.

“Bring me Moby Dick!” The dread pirate giggled as the brunette took a small wooden box from the larger chest. Inside was a scrimshaw dildo shaped like a sperm whale. There were rubies and diamonds embedded in it like petrified blood and sea spray. She put it into her harness and removed her shirt, now completely soaked in blood, sweat and cum. She made quite the sight standing there in only her boots, scarf and strap-on made of whalebone. Her nipples stood out like gumdrops, and thrust at the air. The brunette backed up and offered her cunt up to Annie, who fell upon the wench with renewed hunger.

“Let’s board these bitches Nodi!” she yelled as she fucked her captive. Bridgette lost no time, moving in close. Her hands were like snakes, seeking to wrap themselves around me until the found a place of weakness. I grabbed her hair, snapping her head back, pulling her mouth open ever so slightly. One hand was inside my shirt running up my side while the other wasted no time finding my cock. I opened the new clamp that was my right hand just far enough to take hold of her windpipe. She gasped and stepped backwards as I pushed her against a column. I let go of her hair, reach down and with a single movement pulled off my belt. I wrapped it around her neck and the post, cinching it to the point that she winced in pain. I watched as the color faded from her cheeks and her green eyes started to glaze before I released. She moaned and I secured the belt to hold her tightly without choking. I pulled off her robe and used it to tie her hands behind the post. I pushed her down onto her haunches, feet beneath her, knees spread. She was mouth level with my cock and stared at my crotch greedily. Her mouth opened and closed with her pouty lips quivering. I took the speculum hand and shoved it down her throat until her eyes were watering and then pulled it out covered in saliva and bile. I slid it into her cunt and spread it so I could easily reach her G-spot. Once inside her and pushing in her spot, I removed the speculum and put it back in her throat. In less than thirty seconds she was squirting all over the floor, crying gagging and convulsing.

“Thar she blows!” screamed Annie.

I stood up and pulled out my dick. While holding her mouth open with my speculum hand I pissed down Bridgette’s throat. She closed her eyes and drank thirstily. Annie put her boot against her brunette’s ass and pushed toward us. “Lick it up, slut!” I pulled up my pants and removed the belt from Bridgette’s neck.

“Ye got quite the crew here,” I said as we dress and watch the brunette clean the floor. “Ye sure tha’ ye can part with one o’ them?”

The dread pirate Annie McMayhem giggled her evil giggle. “Aye, me have an even better bitch in mind for yar prize.”