Learning a New Skill
The pirate captain teaches Evelyn how to please him
PART FIVE 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.
Through the month, the pirates patrolled the waters between the Grand Bahamian Bank and Cuba. They captured several small ships and plundered their passengers and cargo. During these attacks, Evelyn was confined to the galley. However, one day they forced a small ship to heave-to while Evelyn was on deck to watch.
She could perceive little of what was happening on the schooner. The pirates used the same strategy they used on her Uncle’s ship, with the passengers huddled together on the deck. An hour later, pirates began returning to the ship with loads of cargo. Several loads of foodstuffs were taken below to Evelyn’s galley. Straining to hold back her tears, she watched the ship’s captain being herded back to the pirate ship.
Evelyn was summoned to Captain Howell’s cabin to serve them coffee.
For a time, Captain Howell treated the man as a welcome visitor. But suddenly, the pirates fell upon him and placed a cannon fuse entwined between his fingers. The fuse was lit.
“I’m sure you know,” Howell said. “That within a minute your fingers will be burned off one-by-one. Of course, I will remove the fuse when you tell me the location of your gold. The question is, how many fingers will you lose before you talk?”
Wisely, he told all he knew to save his fingers. The pirates confiscated the gold and some gunpowder, and released the ship. Following this success, Howell distributed several bottles of rum among the crew. However, he did not order Evelyn to the galley.
“Come with me,” he commanded to Evelyn. She followed him to his cabin. He closed and bolted the door. “Get naked.” Without a hint of resistance, she shed her breeches and shirt. She stood before him with her hands at the sides. In the prior weeks, he had spanked her regularly, and this was what she expected.
“What you need, Boy, is a good buggering,” he said.
Before working aboard her Uncle’s ship, she had been a cook in a brothel. She knew what buggering was.
How painful will a buggering be?
The prostitutes called it the English Way. They said most all young women got it in the ass before their maidenheads were penetrated. Like the French Way — using the mouth — it was a common way newly engaged men relieved their sexual tension while avoiding premarital pregnancy. “Some men like it and pay extra for the opportunity,” one prostitute had said of the practice.
Captain Howell sat in his chair. “Pull off my boots.”
Unlike the most crew members, the captain and his offices wore their boots aboard ship. Kneeling before him, she pulled them off. Gripping her hair, he pressed her face against his thigh. With her cheek adjacent to the location of his manhood, she closed her eyes and waited.
“Look at me!” She opened her eyes and strained to look into his face. “I promised to keep you a virgin. While you may know nothing about these things, when young couples promise themselves to each other, they frequently wish to lie together before marriage. However, the young woman is sworn to be a virgin…”
“I know what buggering is, m’lord.” Evelyn had no interest in hearing his long-winded explanation involving her asshole.
Just get on with it.
He chuckled. “So, you’ve experienced these things before. You are not as innocent as your uncle thinks?”
“No, I’ve no experience. I’ve never seen a man’s cock or ever touched one in any way. But, I am twenty years old. I do know of such things.”
“Indeed!” He pushed her away.
While she sat on the floor, he stood and unbuttoned his breeches. They dropped to the floor and gathered around his ankles. He sat in the chair and pulled up his shirttail. Evelyn saw a man’s cock for the first time.
Protruding from his thick mass of black pubic hair, she examined his fleshy tool. The color of its skin was of a peach hue. It was only about four inches long, much shorter than what the prostitutes had described. Also, it had some stiffness to it, but it was nothing like the bone-hard rod she had heard about.
“Touch it.”
Back on her knees, she eased forward. Kneeling between his open thighs, she touched her fingers to it. It jerked! She traced her fingers along the shaft and back. It moved again.
It’s growing!
Mimicking the hand motions the prostitutes used when discussing hand jobs, she began to explore his manhood. As she stroked it, it continued to grow and harden. A purplish head grew out of the fleshy foreskin sheath.
Amazing!
“I see that you do know a bit about it.”
As though filling his member drained some essence from the rest of his body, she watched him relax as his erection swelled. His voice became tender as she continued to stroke him.
“Aahh, you know a great deal. Are you certain that you are not lying to me?”
“No, m’lord, I learned much from my older sister.” Evelyn was not about to discuss her past employment in the brothel with him. His head rolled back and he sighed. She began to understand the power the women spoke of, the power sex gave women over men. “When their cocks are hard, we are the superior sex,” a prostitute told her.
In another moment, it had doubled in length and girth, and the shaft was rock hard. However, the tip remained fleshy and velvety smooth. Evelyn imaged what putting that tip in her mouth might be like. Suddenly, it did not seem so repulsive. She circled her thumb and index finger around his tip. Drops of clear liquid oozed from his cock. She used this slick moisture as she stroked the tip and shaft.
His mouth fell open and he groaned. “Faster”
Shifting to a position allowing for a better angle, she stroked him faster. His hips began to pulse upward to meet her down strokes. Then, his throat released an animal sound. This was the groan she had heard so many times through the walls of the brothel;. This was the sound she had heard during the night of debauchery aboard her Uncle’s ship.
“Don’t’ stop!”
And then, his cock swelled a bit more within her hand. He thrust his hips against her hand, and a jet of cream spurted forth and splashed between her breasts.
“Don’t stop!”
She continued stroking as his manhood spasmed in her hand. More of his seed shot out. More spasms, and then it was over. She watched his body deflate into the chair. She stopped stroking it, but continued to hold the tool in amazement as it slowly softened in her hand. She looked down as the white streaks of his juice ran down between her tiny breasts.
Captain Howell sighed. “So, now you’ve had your hands on a cock. What’d ya think?”
“Uh, it was bigger than I imagined. I don’t see how…”
He chuckled when she failed to complete the thought. “Don’t worry, my little dear, it all works quite well. You’ll see.” He kicked away his breeches and pulled off his shirt. Standing naked, he continued, “Don’t think you have pulled one over on me. I may have spared your butthole this time, but beware should you cross me…”
Evelyn nodded when he left the threat unfinished. She would strive to obey his orders.
“Unfold the bed, and then you can go,” he said, dismissing her.
She stood, gazing down on his slouched posture, relaxed face, and closed eyes — and his very limp member.
Dressing, she discovered that the insides of her own thighs were slick with dew from her womanhood. Her clit was swollen. She touched herself, and a new spark of excitement pulsed through her pussy. With his eyes closed, he didn’t speak or move while she cleaned her chest and dressed. Completing her task, she crept down the steps to her galley.
Doris was waiting for her. “So, he did you?”
“Not exactly. Rather, I think I did him. Whatever punishment he might have planned, I don’t’ think it happened.” Evelyn related what had transpired.
“You’ve got him by the balls now. While he has the physical strength to force you to do whatever he wants, what he really wants now is for you to give yourself to him. He’ll be much kinder toward you from now on.”
THE END of this part, but PART SIX— Surrendering to the Pirate, 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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