One in the Butt or Two in the Hand
Evelyn finds pleasure under the hands of the pirate captain
PART SEVEN of the Pirates of the Caribbean serial
If you are new to this story serial, read PART ONE, Pilgrims Below Deck, or review the summary by clicking here.
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The pirate ship leisurely sailed east, hugging the Cuban coastline. This was high season for the Spanish treasure ships; they were in a hurry to escape the Caribbean before the storm season. Two weeks after leaving Havana, a treasure ship was spotted. Curious, Evelyn watched as the hull of their prey came into view. This was a ship owned by the King of Spain. This ship was carrying gold to finance the Spanish war against England. On this venture, Captain Howell was not a pirate, but a privateer.
The heavily laden ship was too slow to outrun the pirate ship with its empty holds. However, the Spanish ship was heavily armed. Captain Howell ordered Evelyn below decks when the ships began exchanging cannon fire. The pirate ship was patient and followed in the larger ship’s wake. Evelyn listened to the repetitive thunder of the cannons. First, the pirate ship turned to starboard and fired a broadside volley from the port cannons at the Spanish ship’s stern. Then, Captain Howell would order the ship to come about. When she once again crossed her target’s stern, a volley was fired from the starboard cannons.
The Spanish ship had no chance of escape. She could fire only with her small stern chaser cannons at the ever moving pirate ship. It was only a matter of time until the cannon fire from the pirates destroyed the Spanish ship’s rudder, or cause it to begin sinking. The Spaniards would eventually surrender or die.
Suddenly, new sails appeared.
“It’s a Spanish Man-of-War,” Captain Howell said. He was standing on the poop deck with a telescope, shouting to the men gathered below. “She’s the biggest galleon I’ve ever seen, and she will be on us in a few hours. If we can take the treasure ship now, we may be able to gather some gold and still get away. But, if we lose an hour, the warship will attack us.
“Our choice is to run… and live to fight another day? Or, to stay and hope to disable the treasure ship with our first volley? Remember men, this is early in the season and this is only our first target.”
The men began a disorganized debate among themselves.
After several minutes, Captain Howell asked for a vote, “What will it be men? Attack now?” and he raised his right hand. A cheer rose from the crew. “Or, fight another day?” He lifted his left hand, and a louder cheer rose from the gathered pirates.
Oh, thank you God! Evelyn had no interest in being sunk by a Spanish warship.
Orders were given for the ship to turn northeast. Maximum sail canvas was lofted, and the ship drove like a race horse away from the battle.
The Spanish warship did not give up the chase. While the pirates could outrun the fully laden merchant ship, the huge warship with its four enormous masts was faster. However, the pirate ship had a more efficient sail plan, which could make headway sailing closer to windward than the square rigged galleon. Thus, if the wind remained strong from the northwest, they had a chance. Running from the new attacker, they sailed as close to northward as possible. But, the Grand Bahama Bank lay to the north. Soon, the ship would enter the shallow water and risk running aground. Then she would be a helpless target for the Spanish guns.
The chase continued through the day.
“BOY! Bring us some wine.” Evelyn heard Captain Howell’s call.
She raced to fill a pitcher and take it to him. The Captain, the sailing-master, and the quarter-master were in the cramped captain’s cabin.
“While the actual distance between us has shrunk, the Spanish ship is clearly losing ground downwind, to the east.” Captain Howell briefed the men while Evelyn poured three goblets of wine.
“If we can gain but another mile, we can escape to Inagua Island. The water depth approaching the island is sufficient for our keel, but that giant ship will draw too much water. They won’t be able to follow us. We can lay up on the north side of the island, out of cannon range until they get bored and leave.”
The men agreed and the orders were passed to the men.
Evelyn was alone with Captain Howell. “My Lord, may I speak?” He examined her with a cocked eyebrow. “When are we going to New Providence? In only a month, my Uncle will be waiting with the ransom to free me.”
“In due time, once our hold is full of gold, then we will head to New Providence.”
“But, what if we are detained and miss my Uncle?”
“After such a long journey, I’m sure that your uncle will wait. The people there know I will spend the summer in New Providence. He will be told to wait.” He paused to allow his lips to curl into a devilish grin. “Now, I believe you should be punished for your insolent question. Lower your pants and bend over the desk.”
Seeing their ritual unfolding, she obediently dropped her breeches to her ankles, before bending across the top of his desk. She wiggled her butt, enjoying the experience of being naked before him. The notion that someone might come in and see him spanking her now excited her. When she returned to the galley, these would be the thoughts in her head as she brought pleasure to herself.
He lifted her shirttail, and she savored the comforting pressure as his hand pushing her back firmly to the desktop. She crossed her ankles to pin her thighs together. He playfully swatted her bottom a few times; his spanks merely caressing her soft flesh. The intensity increased, and she smiled as he warmed her backside. She felt the moisture seep from her folds, and waited until his cock was ready to be stroked. He smacked her firmly, turning her flesh a bright pink.
When she thought she could take no more, she opened her thighs and thrashed her feet. She knew that the sight of her secret pink places would turn his attention from her bum to his cock. As the aroma of her arousal filled the air, he stopped his punishment. And then, he opened her butt cheeks. Evelyn gasped as he pressed a finger against the tightness of her bottom hole.
“I desire this today. It will be best if you don’t resist me.”
Pleasantly remembering their earlier experience, Evelyn said nothing. She relaxed her opening as his finger smeared saliva around and inside her. Her clit tingled when his finger invaded her. She offered no complaint as he stroked his cock along her slit, around her womanly opening, to gather her moisture. Then, she concentrated on relaxing her bum hole as she pressed backward into his encroaching member.
His right hand eased between her belly and the desk’s wooden surface. She lifted to allow his hand to slide along her belly, down to cup her pubis. His fingers massaged her fleshy mound. Bathed in the moisture oozing from her sex opening, his fingers explored her folds. Lightly pinching her clit, he teased her nub as it swelled.
Oh my God!
Never before had he attempted to include her pleasure with his. He held his hand motionless, and her clit rhythmically slid back and forth between his fingers as he pumped his cock deeper into her butt.
“OH!” She could not control her groans. “Please!” she exclaimed, but she was not at all sure what she was begging for. Her body accepted his forceful entry. “Please don’t stop.” She wanted him to press deeper, and to continue to stimulate her clit — she wanted him to own her body.
When she felt his spasms within her backdoor channel, an intense burst of pleasure pulsed through her. She felt, rather than heard, her exclamation of pleasure as she involuntarily squeezed his member. The presence of the cock in her ass caused the muscular contractions to oscillate between pain and pleasure. Her body continued to echo his pulsations as he pumped his come inside her.
“OOH, my gawd!” she sighed as the pulsations faded.
They collapsed together as he lay down along her back. Panting, they lay together for several minutes. He kissed the back of her neck.
“My, but you are a noisy wench.” He chuckled. “But, if anyone heard your shrieks, they’ll think I was paddling you.”
Evelyn thought of the sounds the women on her Uncle’s ship had made, they could have been mistaken for cries of pain. Perhaps the crew would believe the Captain was disciplining his cabin boy.
“My Lord, please tell me the truth. Are you going to take me to New Providence and my Uncle?” Somehow, she found herself wishing he would say ‘no’.
“Don’t worry, little one, I have not taken your virginity for a reason.” He withdrew his softening member from her butt. “Why would I leave your maidenhead intact if I had no intention of returning you to your uncle?”
What will it feel like to have his cock in my pussy?
THE END of this part, but PART EIGHT —Doing the Pirate the French Way, continues the story.
I hope you enjoyed my story. Take a few minutes and read The Girl in the Attic, Stepsister Taboo, and Daddy’s New Sub.
Also, consider my short stories and books published on Amazon. Additionally, I write under the name Sterling Scott.
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Copyright ©2022 by Mark S. R. Sterling All Rights Reserved
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