CAPTAIN GROSSAO by Jorge Alvarez
I look in the mirror and I see a sexy, slutty girl dressed as a lady. She's wearing a magnificent silk dress in silver and gold, showing off a gorgeous cleavage and a long slender neck. She's wearing a white wig with silvery curls framing the delicate oval of her angelic face. The large green eyes with long eyelashes, over high cheekbones, an upturned nose and a firm chin, stare back at me enticingly.
She turns around, swaying her narrow waist, revealing under the ample silk skirts the round, appetizing curves of a young perky bottom. She lifts the skirts, showing her long shapely legs enhanced by sheer silk stockings held by black lace garters. A few inches more... and I see that her pretty bottom is totally bare and she raises the two plump, white globes, tigh together, forming a deep, inviting valley, showing deep, deep in there, the open lips of a moist pink pussy.
She likes to be called that, Pussy, but her real name is Patrick. That's me, Patrick O'Hara, 16, from Tipperary, captured by pirates in the Caribbean. I'm that pretty girl, and I dress like that every night to please him, my lover, my master, my big fucker, Captain Grossao.
The room in the Captain's quarters aboard The Black Orchid, the pirate ship, is dimly lit by candles. I lie on a red velvet couch, on large damask pillows, fanning myself with a fuzzy white feather fan. I smell of a strong perfume, a mix of musk and sandal, like a courtesan. Under my skirts I have a hardon. I sneak my delicate hand under the silk folds and play with my hard, thick cock.
Back in Ireland, the girls were fond of me. Tall and handsome, wide shoulders, long red hair, well built and athletic, I cut a winning figure and was destined to become a merchant ship captain like my father. I was his cabin boy in my maiden trip to Jamaica when we were captured. I saw my dad cut to pieces by Captain Grossao's thugs. I was the only one on board whose life was spared.
"Let's save the pretty boy for the Captain", they said. "He-he-he, boy, you gonna have a great time with our Captain, before he throws you to the sharks..."
I shudder. I'm so innocent, I can't imagine what "great time" I can have with a barbarous pirate chief... When I'm finally brought before him in chains, while our ship burns down and sank, my jaw drops at the sight of Captain Grossao.
He towers over me, looming large like the devil, black as night, his bulging muscles bursting under a tight and bloodied white shirt, a red bandana tied around an incredibly thick neck, black shorts revealing majestic, rippled thighs, a shiny shaven head, large knowing eyes and a wicked white smile. His long sharp teeth glare in the Caribbean sun.
"Well done, men, you got me a peach of a prize here... Come closer boy, turn around, let me see your butt".
I try to fight but the men push me around. They whistle lewdly when the Captain fondles and pinches my butt with his large, strong hands. I get an immediate hardon.
"Look at that, Captain, the boy is hard! He likes you already..."
"He's good. Tight young ass, just how I like them. Take him to Rosie and tell her to get the boy ready for me".
I hope that Rosie is a good old woman, but no, she's a man, a pirate just like the others, only gay, a real sissy, some mulatto guy with dreadlocks, tight shorts and a tank top.
"Hi darling... holy shit, you're so cute! Look at that red hair, those green eyes, that gently freckled skin, you're a peach, dearie, the Captain will have the time of his life with you".
"What's this 'great time' with the Captain you people keep talking about? I don't see how I can enjoy being a prisoner of some godamn dirty pirate!"
"Watch your mouth, sweetie, the Captain doesn't like swearing around here. You'll see, when your big moment comes, you'll have a wonderful time with him, I promise you. Now let's wash this cute little man, get you groomed and dressed for your first night on the Black Orchid".
While Rosie washes me like a big baby, in a huge brass tub, my first warm bath in weeks, she tells me her story. She was born Roselmo, in Salvador, Bahia, the capital of colonial Brazil, the son of a slave woman and her white Portuguese master. His own father had deflowered him when he was 9. When he grew up, he met by chance the leader of a slave revolt, a big black warrior called Jorge Grossao.
The revolt was crushed, but some of the fugitive slaves were able to overwhelm the crew of a ship and they fled to the Caribbean, where they became bold, sucessful pirates under the command of Captain Grossao. They plundered all sorts of ships, killed everybody and amassed a treasure on board, not only in gold and jewels, but also in ladies' clothes.
Rosie brings me to a large walk-in closet full of dresses, wigs, and all kinds of feminine finery. I look at myself naked in the mirror and feel proud of my strong, beautiful body. My cock stands erect.
"Darling, what a nice hardon... Let me give him a little kiss. Mmmm, so sweet and manly... What a waste... The Captain won't have any use for that, but I can give you a good time, after he's done, if you know what I mean..."
I don't. I feel puzzled and ashamed. Rosie wraps a silk ribbon around my cock and balls and pulls them up, tying the ribbon on my waist. My manhood is now out of sight. Then she takes a corset from a hook and tightens it around my waist. When she's done, Rosie tells me to turn around and look at my bum. It looks really sexy, my big round white buttocks topped by the tight corset.
She makes me slip on a pair of silk stockings, that look great on my hairless legs. Then she ties the black garters, which tickle my naked thighs. Rosie picks a silk dress, a huge one with folded skirts and a strapless top. She compliments me on my full pecs which under the silk look like a girl's breasts.
Rosie has me sit at a vanity and she applies rouge to my cheeks, powder to my nose and chin, thick red lipstick to my full heart-shaped lips. A large black beauty spot is carefully apllied to my left cheek. She tops it all with a white wig that, according to her, used to belong to a French marquise who was now in the belly of a shark, after everybody in her ship had been slaughtered.
I can't believe it when I stand up and look at myself in the mirrors. Rosie has turned me into a stunningly beautiful woman, a little slutty but gorgeous. Now, I ask myself, what is all that for? A masquerade ball? A play? What part am I supposed to take? In my innocent dumbness, I don't have a clue.
Rosie feeds me and then she brings me to a candle-lit room to wait for the Captain. She tells me to lie on a large canopied bed, covered with rich damask and huge pillows. I'm so tired, I get asleep. I don't hear it when the Captain finally comes in, after a long hard day of slaughter and plunder.
I wake up with his large hands holding my face. I open my eyes and I can only see his huge black face, with a lustful gaze and a fat tongue darting between gleaming white teeth. I'm startled and I recoil in fear.
"Hush, little pussicat, don't be afraid. My I ask your ladyship's name?"
"Patrick".
"That's not a very ladylike name. I'll call you Pussy, what about that?"
"That's not very ladylike either. What do you want from me?"
"I'm here to entertain you, my lovely Lady Pussy. You think I'm a barbarous pirate, don't you?"
"Well, ye... Not really... I guess you are a... great Captain!"
"Great? No, I'm... huge! He-he-he... No, really, you hear people say the most terrible things about me, I'm a murderer, a butcher, a vicious sanguinary savage, and they're right. What they don't know is that I have a gentle side. I can be very good... with a lady like you".
"I'm not a lady".
"Really? What are you? A slut?"
"You know very well what I am. Now, please, tell me, what do you want from me?"
"I want us to have a good time, Lady Pussy, just that. Did you enjoy your bath, your new clothes, your meal? Did Rosie treat you well?"
"Yes, I feel great. She's very nice. She told me all about you".
"Did she? Did she tell you about the curse?"
"No! What curse?"
"A witch, back in Brazil where I was born, cursed me when I was a child. She said that my fate would be to kill thousands, always killing and slaughtering, even those I would love most, until the day I'd find a girl, a beautiful young woman, who would conquer my heart by telling me an unending story, so I'd have to spare her life, always waiting to hear from her the next episode. That's my curse. I haven't found that girl, and I keep killing people".
"Oh, poor Captain... I wish I could help you... I can tell you a story, if you want..."
"Yes, I'd love to... Go ahead! I'm listening."
The captain lies in the bed by my side and unties his shorts. I help him out of his bloodied clothes. He smells of gore and old sweat. The smell of a savage male, a jungle beast. It makes my head spin. He's naked now, and my eyes almost pop from my head when I see his huge monster of a dick. Very long, thicker than my forearm, the giant head glistening with precum.
I try not to look and to concentrate on the story I'm going to tell him. While I'm preparing to begin, the Captain gets comfortable, hugging me from behind and lifting my skirts. I feel his large hands on my bare buttocks. It tickles, but it feels good. Male bonding at its best, I guess. It must be the pirate's way. So I begin.
"Once upon a time there was a boy, a very strange enchanted boy, they say he wandered very far, very far, over land and sea. A little shy and sad of eye but very wise was he. Do you want to hear the rest, Captain?"
"Yeah, it begins well, just let me get more cuddly here, hugging you".
Now the big black man shoves his powerful legs under my skirts and rests his head on the back of my neck, closing his eyes. I feel his humongous hard cock finding its way between my naked thighs. I feel queasy, but I think that those being the pirate ways of male bonding, I'd better let him get comfy. He purrs like a big cat, ready for my story.
"He was a big boy, tall and strong, ready for a life of adventure. He had read maybe too many pirate tales, and he dreamed of becoming one of them. So he enlisted himself as a cabin boy in a merchant ship heading for the Caribbean".
"That sounds familiar", says the Captain, adjusting his body so that now the big hard dick is all the way through my thighs, lifting the front of my skirts as it presses its huge shaft against my belly. I don't know why but I have a raging hardon. Thank god, my own cock is safely hidden by the silk ribbon that Rosie has wrapped around it. I feel the Captains wiry pubes scratching my buns. Strangely, I feel safer than ever in his strong arms.
"The boy's ship was captured and every single person on board but him was slain by the pirates. The boy was frightened but at the same time he felt grateful, for his life had been spared. It seemed that the pirate captain liked the boy for some mysterious reason".
"I don't see any mystery there", says the Captain. "Wasn't the boy a handsome Irish lad?"
"Yes, he was handsome and Irish. How do you know?"
"Just a guess. He-he-he..."
Captain Grossao is now fondling my butt, letting his fingers drift along the crack between my buns and slide inside, tickling me. As it feels so good, I moan a little and then proceed with my story.
"To his surprise, the boy was bathed, fed and dressed. But they gave him women's clothes. A glamorous, wonderful dress, with lots of smooth silk skirts. The boy had never felt so pampered. All the soft, perfumed fabric in which he saw himself floating, like in a cloud, reminded him of his mother, and his happy childhood. It almost made him cry with longing... and happiness too. He felt all limp, and slutty, and ready to surrender. He even forgot that he was born a male. Then the Captain came, all naked. The boy felt scared again, but when he saw the Captain's... huge weapon... So big... The boy had never seen anything so enormous... So awesome... He let the Captain hug him from behind, lifting his skirts, and shove the magnificent cock between his thighs..."
Captain Grossao spits in his hands and brings his wet fingers back to my crack. He finds my hole and rubs me tenderly, getting my whole body even more excited. He opens my tiny hole with one, then two, then three fingers, while he says strange things in my ears, calling me Pussy.
"The boy doesn't understand what the pirate is up too. He guesses it's some kind of male bonding. Like Queequeg and Ishmael in Moby Dick, a book that will be written one hundred years from now. Something that men do in ships when they're far away from land, from women, from their former lifes. The big black pirate caresses the boy's butt and it feels so good the boy is almost crying with joy. The boy wonders what the captain would do if the boy were a real woman. Then he would have a pussy, ready to please the horny pirate. It occurs to the boy that his tiny hole is a pussy in miniature. Actually, from the way the black man's fingers are working his hole, soon it will become just like a real pussy. What is it that the pirate captain has in mind?"
Now Captain Grossao pulls his enormous dick from between my thighs and places the giant head between my butt cheeks. I feel the big head throbbing against my now loosened hole. It's a strange sensation, the hard meat pressing on my tender flesh. I can't deny it feels great. I let him do it. I feel the big head spitting precum into my hole. Awesome...
"The boy wants so much to please his host. The pirates have killed his father, so now he has no one else in the world. He feels that the captain likes him, he feels protected in the big man's arms. He wants to be more than just a cabin boy to this nice killer. If he were a woman, he'd do what women do, and let him make love to... him... her... The boy is confused... He's a young man... Dressed as a young woman... More and more he feels what a woman would feel in his place... The big cock well placed at the borders of his... asshole... pussy... The big head rubbing, brushing, nudging, poking, caressing, trying to peek inside..."
Captain Grossao holds me tighter and shoves his hips forward. I feel a brief, piercing pain, and then numbness, a wave of ecstasy rushing from my bowels through my whole body, the presence of him inside me, gigantic, all-encompassing, engrossing, absolute. It's his cock! He's inside me like a beast burrowing through my virgin flesh... my pussy...
"Suddenly the boy understands. And he's no longer a boy... nor a woman... He's a pussyboy, born male and turned into a slut to please his captain, oh my captain, and his whole life opens up before him, a life of love and adventure in a pirate ship as the captain's bitch, humping back to get more of the giant dick inside his pretty ass... And he takes off his wig... And loosens his long red hair... And kisses his black master... My wonderful fucker... My delicious killer... Cumming and cumming, endlessly... As the giant dick shoots its fountain of male juice deep in my butt... Seeding me, breeding me as the pirate's slut, now that I'm no longer Patrick... I'm Pussy, Captain Grossao's Pussy..."
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