“Don’t worry M’Lady,” Gretchen shot back, turning her head so she could see Stefani. “They won’t break me.”
“Just remember Stefani. The punishment doesn’t stop until I cum in your mouth. Even if you relent sooner, Gretchen will continue being punished until your mouth draws the cum from my balls and fills your mouth. I will enjoy her screams as you suck my cock.” He laughed. “Begin First Officer. Such a lovely white ass, made for striping.”
The First Officer slid his hand over Gretchen’s up-thrust ass cheeks, stroking the silky flesh, feeling her tremble beneath his touch. He hit her ass cheek with his palm, the powerful slap with his large hand covering one whole cheek.
“EEEHH, OWWW,” she screamed, her ass burning, the unexpected slap catching her off guard, her body shooting forward, her pussy sliding along the first row of spikes, her ass quickly shooting back as if she were offering her ass up for more punishment. She arched up higher, preparing for the next, his hand slowly caressing her flesh as she imagined a lover might. She didn’t have to wait long. The other cheek received the brunt of the slap, her body tensed up, pushing out as if she wanted to be painfully spanked. She grunted, not wanting to give him the satisfaction of another painful shriek, biting her lip. The spanks came quicker, alternating between her cheeks, striking one, then the other, the flesh burning but she continued to push her ass up into the air, even higher than necessary, anything to escape the cruel spikes.
The Captain let one hand masturbate up and down his cock, keeping it hard and erect, his other hand moving Stefani closer. “She seems to like her ass spanked, look at the way she pushes her ass up into the air. You can see her pussy, even her tiny asshole, begging to be fucked.” He let his hand slide over Stefani’s breast, feeling Stefani struggle as his hand encircled one tit, squeezing it tightly, pulling her back against his throbbing cock. “Lovely tits,” was his only comment as she struggled against him. “He’s going to get a paddle now that her ass is pink.”
Gretchen shuddered when she saw the paddle, a hard, rough- hewn wooden board with a handle. He rubbed the paddle along her ass cheeks, the skin already tender, the wood harsh. She braced for the first strike, driving her ass up into the air, holding her breath. She heard the whoosh as the paddle broke through the air, then the thud as it hit her ass, forcing her forward. Gretchen gritted her teeth as she fought the movement of her body. Suddenly it hit her, the sudden pain that shot from her ass to her brain. “EEEEEHHH,” she screamed, the pain almost unbearable. The paddle felt like it touched everywhere, her cheeks ablaze in pain, throbbing.
Stefani felt the Captain’s cock jump when Gretchen screamed, pulsating against her hip, his fingers gripping her breast tighter. She could feel his heavy breathing; he was getting more excited now that the punishment was getting more severe. The paddle rang out six times more, each time a louder scream torn from Gretchen’s lips, the final one the loudest, her body pushed forward, her pussy sliding harshly against the spikes before she pulled back, screaming in pain. Her ass looked bruised, the white skin now red, almost purple, her body shaking in pain, a luster of sweat covering her naked body.
Gretchen couldn’t imagine the pain when she agreed to take the punishment to protect her mistress. These men were sadistic, her screams bringing about even greater pain. Her ass felt as if it were raw meat, hot and burning. She turned towards the First Officer, the paddle now replaced with a riding crop, the black leather worn and supple from continuous use on the lovely bodies of other captives. “No, not that!” she cried out, her pleas useless, the hard cock of the First Officer straining his trousers; his arousal would only be satisfied by her screams of pain.
The Captain’s hand roamed over Stefani’s breasts casually, his powerful hands able to squeeze the firm flesh until she moaned in pain. He couldn’t wait until it was time to whip Gretchen’s tits, time when he would strip Stefani naked to the waist, her breasts revealed to his eyes and fingers. “He is going to use the crop on her ass, paying special attention to the tightly clenched cheeks and the tiny anus snuggled so protectively inside. Her voice will rise up in song when he strikes her unprotected anus with the harsh leather, tenderizing it for the sodomy he has planned for her later.”
“How can you do such loathsome things to a defenseless girl? Such unspeakable acts.” Her breasts were being cruelly treated, the pirate captain mauling them as if he owned them, Stefani embarrassed at his fondling in front of everyone. No one had ever touched her there before, not even her betrothed. She felt sorry for Gretchen, seeing her butt beaten, the crop ready to extract even greater screams from her lips.
“Push your ass up my lovely little flower,” the First Officer teased Gretchen, his hands rubbing sensuously over her heated ass flesh. She cringed each time he rubbed too hard over the welts and bruises he had inflicted on her flesh. His fingers rubbed between her cheeks, aided by the sweat of her body, sliding between the flesh until he felt her dimpled anus, her sharp intake of breath signaling his success at finding the tiny hole. He pressed with his finger, her body struggling to prevent entry to her most intimate part.
“NO! NO! Gretchen cried out when she felt the large finger pushing against her anal opening, humiliated at raising her butt up as if she were offering her backside for submission. She felt the pressure of the finger at her opening, and tightened her cheeks in one last vain attempt to stop the breach of her opening, the wide expanse of the saddle leaving her open and vulnerable to his probing finger. “AGGGHHH,” she screamed, her ass pushed down as she struggled under his probing, her pussy sliding along the sharp spikes until she thrust her ass up to escape, only succeeding in aiding his probing, his fingers sliding into her rectum until her anal ring gripped the his finger up to the first joint, clasping onto the calloused finger in a death grip. She couldn’t believe the pain, the finger burning as it slid inside her un-lubricated hole, twisting and turning as it massaged her rectal muscles as she tightened on it, afraid of having an accident.
“Such a hot, tight opening Gretchen. My cock is going to love being buried in your buttery insides.” Her face turned red in shame as he skewered his finger up her asshole, twisting and turning as she struggled beneath him. He pulled his finger from her asshole, feeling her clenching muscles clinging to it until it popped out noisily, almost as if she didn’t want it to leave her insides. He let the crop lightly tap her beaten flesh, her body jumping at each loud slap of the leather. “Now keep that ass up in the air for me Gretchen.” The first strike of the crop was deafening. Not the strap hitting, but the scream extracted from Gretchen’s mouth. The First Officer, an expert with the crop, drew it down exactly along the crease in her ass, the harsh leather slapping painfully along to crack and her delicate anal opening.
It felt as if he was ripping her anus open, the intense pain turning to a burning as he sliced her down the middle with the crop. She tried to tighten her cheeks but only succeeding in sliding down the saddle, her pussy slicing along the spikes before she raised back up again, offering her asshole up to the crop again, a painful grunt the only sound she could make before he tore another scream from her lips. This one was more painful, her anus already tender and abused, the leather hitting the tiny nerve endings around her anus exploding into a pain that raced to her brain. Five times he struck her down the crease, five times he beat her anus, the tiny hole now red and raw, quivering as spasms ran through her body. Each scream from the crop brought about a second, fainter scream as her body was forced down on the spikes, tearing her pussy lips, only to draw up her ass again to meet the slap of the crop.