“GGGGGODDD,” she cried out in pain. His thick cock head had breached her anus, Stefani fighting the painful muscle contractions that raced through her hole. If felt as if a giant pole was inside her, stretching her open, keeping her anal ring pulled taut. She felt him poised inside her, his cock jerking in pleasure as her muscles clenched uncontrollably on the thick cock that sat inside her defenseless anus. He seemed to be in no hurry, his hips beginning to move, each time a small jerk sending his cock deeper into her anus, her anal ring stretching wider over the thick crown of his cock. “GGGODDD, please make the pain go away,” she screamed out in pain when the head of his cock was finally trapped just below the rim by her anal ring. She could almost feel it snap tight around his cockhead.
The Captain looked down, her pink anus now stretched widely around his cock, the tip of his cock buried inside her. He had to hold back the desire to fuck his cock inside her hard, wanting to feel the pleasure as her asshole was forced slowly over his cock. He dug his fingers into her white ass cheeks, loving the way she moaned in pain. “You have so much more cock to take Princess before you will give me such pleasure.”
He began again, letting his hips slide forward, his cock beginning to enter her now, his thick helmet pushing aside all resistance as it slowly sank into her rectum, the muscle giving him such pleasure as it tried to force his cock back out. He would push forward, then withdraw until only the head was trapped by her anal ring. Then back in again, this time deeper, tiny gasps of pain drawn from her lips each time.
She couldn’t believe that it would fit inside her, the painful stretching of her insides as he pushed in. The withdrawal was almost as painful, her insides feeling as if they were being sucked out. She would hold her breath when he pulled out, waiting until he shot his hips forward, his cock driving into her backside, feeling like a spear was entering her. As he drove deeper, the painful stomach cramps began. She wished she could clench up into a ball as they tore through her, her bent over bound body offering no relief from the pain his cock induced into her. She was afraid he was ruining her forever. “TTTTTOOOO DDDDEEEPPP.” She cried out in pain, his cock felt as if it were ten feet long and two feet wide. Her insides were stretched taut over the thick cock, feeling every bump, ridge and vein in his cock as he sank into the depths of her bowels. How could any man want to do this to her? To put his cock in such an unnatural place.
The spasms that raced through her insides massaged his cock as if it were being encased in a soft leather glove, her hot buttery insides clenched tightly on his rigid cock. He had over half of his cock buried inside her, her breathing heavy as she suffered under the slow, painful intrusion. He began to whisper into her ear. “I bet men dreamed of being where I am Princess. Making you ride their cocks with your hot, tight asshole.” He pushed harder, a squeal from her lips. “If only your betrothed could see you now, squealing like a stuck pig, my cock up your asshole.”
Would it never end? His cock seemed to go on forever. When he pulled out and pushed back in it drove the air from her lungs as she felt the thick cock push aside all her resistance and sink back into her bowels. Each time he would go deeper, finding new places untouched previously, his cock burrowing into the depths of her soul. It seem to fill her stomach as if she ate too much, the cramps making her cringe in pain, biting her lips as she suffered beneath him. “EEEEHH.” She screamed out in pain as it felt as if his cock would come out her mouth. Her only relief was she felt his stomach against her ass cheeks, his balls slapping harshly beneath her, hitting her pussy from behind. He was in as far as he could go. She couldn’t believe it. She had all of his cock inside her, his hot flesh jerking in pleasure inside her.
He could feel the sudden change in her. Almost relieved, looking down to see her anal ring clenched tightly around the root of his cock. She had taken all of it inside her. “How do you like having that much cock inside your hot, tight asshole Princess?” He made his cock jerk inside her until she answered.
“It’s so big! And long!” She had no choice, knowing he was trying to embarrass her in front of his men, but his constant jerking of his cock was sending repeated cramps tearing through her stomach.
“She loves his cock in her asshole.”
“Fuck her Captain. Make her ride your cock.”
The Captain reared back, his hands on her hips, drawing then up. “Time to give me my pleasure Princess.” He began to pull his cock out, inch by painful inch. He held her hips tightly, making her hold still as her anal ring slid tightly over his thick shaft as he began to pull out. He stopped only briefly before thrusting back in again with one powerful thrust.
“EEEEEGGHHH.” She went from empty to full in only seconds, her delicate insides pushed aside by the thick cock that bore inside her. Her stomach cramped when he buried his cock deep inside her, only to feel it withdraw again, knowing that it would only be seconds before she was filled again.
He began to sodomize her, making her take the full measure of his cock with each thrust, her throat making ragged noises, hoarse from the constant screams he tore from her. While her insides did clench on his cock when he induced a cramp in her, he wanted more. He wanted her to clench on his cock, knowing that it would be painful for her to do it. “Squeeze your asshole on my cock Princess. Give me a pleasurable ride up your asshole.” He drove into her, another squeal tore from her lips.
She couldn’t do it, his thrusts already painful, tightening her muscles would only increase it. And she would never willingly participate in this unnatural sodomy. “Never! You will never make me do that!”
“Should I get the persuader Captain?” One pirate was more then eager to see the Princess perform.
“Yes, I think the Princess needs to learn a lesson.” The pirate rushed out, returning in a few minutes.
Stefani looked up when he returned, frightened when she saw what he was carrying. He pushed it in front of her face. It was a long glass cylinder, a cork at one end. Inside was the largest and ugliest bug she had ever seen. It must be some type of cockroach. It had to be at least two inches thick and over three inches long, the black shell looking hard. The six legs almost looked hairy with needle sharp spines on them.
The pirate loved the look on her faces when she saw it. “It’s an African Cockroach. The Captain found it on one of our trips down there. We have a colony of them. The black African tribes use them to get back at their enemies, they capture the man and his wife. They tie the husband down while they have their way with his wife. When she is uncooperative, they use this on her.”
“What are you going to do with it?” Stefani was scared, not liking bugs, especially big, ugly ones like the one in front of her.
“It loves hot, moist places. But isn’t just content to be inside them. It is the most aggressive of the cockroaches. It tends to move around a lot inside and with the needle sharp spines on its legs tends to make it quite painful. And it loves to bite. I am told that it is very disconcerting to have one inside you. But I wouldn’t know because it loves a nice hot pussy.”
“NNNNOOO!” She screamed loudly, the pirates laughing as they saw the look of terror on her face. “I’ll do what you want Captain!” She tightened her muscles of her asshole on his cock, feeing it jerk in pleasure. Even though it hurt, anything was better then that terrible creature.