Monique watched his eyes darken, and she knew any superficial kindness she had attributed to the pirate over his actions with Patti were merely so she would assist him in securing her friend’s grip to reality.
Now, he was angry, and she could tell he meant to make her pay for her outburst and actions in front of his friends.
He dragged her into the cave and over by the bed.
She batted at his hands as he grabbed her wrists and secured them behind her back with a leather strip he had picked up from the dresser.
“No,” she wailed, at the pirate’s determined actions.
Monique was terrified at what the punishment would be for striking his friend.
Deegan reached for one of the interesting gags that had been in the chest he had acquired, and when she screamed and turned her head away from the plug, Deegan merely grabbed her hair and held her facing him while he shoved it into her mouth.
The muffled wails behind the gag excited him while he tied it in place with a strange material that seemed to stick to itself when he layered the straps over each other on the back of her head.
Her panicked eyes and futile kicks fed his arousal as his rough hands grabbed onto her full breasts painfully.
She struggled, until she realized that any movement caused his grip to tighten.
Her eyes widened.
Oh god, what have I done?
The pirate was focused on her breasts, and he turned her so that she was forced to kneel on the bed and face the rock wall.
Deegan took one of the leather loops he had used to secure her wrist the first night, and he slipped it over one breast and tightened the lash so the meat of her breast bulged through the opening.
He restrained the other breast the same way, pinning her close to the wall.
He let his breeches fall to the ground and climbed onto the bed, kneeling between her trembling thighs.
His hands began rolling and gripping her ass cheeks, pleased with their fullness.
A strong arm reached out to the dresser and retrieved a leather strap.
His stiff cock twitched at the alarm in her eyes as she realized what he was going to do.
There was a swish before a loud slap reverberated across the cave, and a second later the intense burn of the blow registered and she muffled a scream.
He reached a finger to her crease and ran it up and down her pussy until he felt her cream begin to flow.
Monique squeezed her eyes closed as her hips began their humiliated push into his stroke.
Thwack!
Another searing welt reddened across her flesh, accompanied a second later by her muffled shriek, and she shook her head in agony and cried when the strikes had her pulling her swollen breasts within their bindings.
Once again his fingers brought her to the edge of climax, and once again the strap came down denying her, while she moaned and wailed her torment.
Deegan could not hold back his desire much longer, and he tossed the flogger onto the dresser.
He lightly trailed his fingertips across the purpling welts, absorbed in them.
He ran his finger up and down her soaked folds and plunged a finger into the tight puckered ring of her ass.
Monique clenched her aching cheeks together, screaming as she realized his intention.
He kept plunging his finger deeper, adding more of her juices with a second intruder and humiliating her with the knowledge that it was her own arousal that would lubricate this torture.
His cock slipped up and down through her cream, and she shook her head wildly as she tried to buck him away without straining her breasts.
His staff centered on her and pushed past the tight entrance, and she shrieked and pushed her hips towards the rock wall, trying to dislodge him.
He gripped her hips and plunged deep.
Black eyes glazed with passion stared into her tears when she turned to plead with him, and his thrusts became more urgent and deep.
With one final lunge, he lifted her hips away from the wall and she felt the hot liquid of his seed filling her.
His withered member fell out of her with a slow closing of her widened entrance.
Monique shuddered painful sobs, and Deegan bent to kiss one of the welts.
“It will be a shame when you get used to this.”
Deegan rose, and after reclaiming his pants he walked out of the cave, leaving Monique shuddering and still pinned to the wall by her obscenely bulging, reddened breasts.
She leaned her head against the rocks and felt his juice, and what she was fairly certain to be blood from tearing, draining out of her tortured rectum.
Anticipation of seductive tortures were far from her thoughts, and she hoped the pirate would stay far away from her.
By afternoon, she was hungry and terrifically parched while she continued to kneel with her agonized breasts, now almost dulled to a throb, secured to the wall.
Sweat beaded and dripped down her body, replacing the tears that had dried up hours ago.
Her head continued to sag against the hard wall of the cave, and her legs and arms were numb.
Monique finally heard Deegan come back to the cavern.
“Your stubbornness and outbursts will only earn you punishment, girl.
You have already been warned about not speaking until you tell me what I want to hear.”
Deegan loosened the lashes binding her breasts and as blood circulated through the purpled mounds, she shrieked and fell onto her side.
The pirate lifted her by her hair until she was kneeling again, and staring into his dark eyes.
Deegan had decided to intensify the training of his prize until she anticipated and strived to fulfill his designs for her.
The thought that one of the other pirates might try to harm her, after they learned she had spoken another curse, made him nervous.
He did not want the crew throwing her into perpetual silence for mistaking her actions with Tommy, so he had to make sure they knew he had her well controlled.
Deegan gripped her arm and led her out by the fire where he had food and tea waiting for her.
He removed the gag but left her wrists bound, forcing her to kneel forward to eat.
Monique sniffled softly while she ate and lapped at the cool tea.
The pirate re-gagged her and left her kneeling by the fire while he walked around the clearing, repairing the lean-to and hacking at some jungle growth with a long knife.
In the afternoon, he brought her back to the beach where he had constructed a triangular device out of bamboo.
It stood about waist height with another vertical pole buried in front of it, with strips of hemp attached to various parts of the structure.
Monique dragged her feet in the sand and was already whimpering while the pirate moved her towards it.
He unsecured her wrists, and she fought while he bent her shoulder blades to the crossbeam of the triangle and lashed her cuffs to each end.
There was a pole lying in the sand and, after avoiding her kicking, he secured it to her ankle cuffs, keeping her legs spread.
The joints on the bamboo dug into her back, which was supporting most of her weight, and she had to close her eyes against the glare of the sun as her face looked towards the sky.
Her scream was muffled behind the plug when the pirate reached for a long strip of thin line attached to the vertical pole in front of her.
He spread her pussy and ran the rough hemp along her moist pink folds and under her so that it traveled up the crease of her bottom to be secured tightly to the hair he had gathered into a tail.
For any relief on her tender flesh, she had to tilt her head far back.
Deegan then left to fish.
It seemed an hour before he returned, and Monique was quivering with sobs at the torture, her second of the day, for her display that morning.
She felt his finger follow a bead of sweat dripping down her ribs to disappear in the juncture of her thighs.
His fingers left her belly, and he untied the knot her hair to the line on the pole.
She clenched in response to the relief on her sex, and felt the hemp replaced by a finger as he spread her lips and slid through her cream.
With her legs forced apart, he had little trouble lifting her hips and settling her on his hardened shaft.
Deegan held her hips while he thrust into her, watching her juices glistening in the sun beating down on the girl.
Her breasts and nipples were red with the burn from hot sun, and he knew it would add to her torment later.
He thought of the harness he would apply that evening, and burst in shattering spurts at the agony she would suffer.
The woman was strong willed, but it would not save her from eventually capitulating to his desires.
Monique felt her ankles and wrists released, and she sagged to the sand, still crying behind the gag.
Her shaking hands reached up to remove the plug, and she wailed when Deegan grabbed her wrists and secured them behind her back again.
“I told you: not until you are ready to tell me the truth.”
Deegan pushed her in front of him down the path to the cave, and he snapped off a twig to whip across her thighs when she slowed down.
Monique was once again terrified of the pirate who seemed only interested in abusing her.
He untied her for dinner, but replaced the gag when he brought her to the pond to wash up and groom his hair.
He retied her wrists behind her, and she was reduced to quivering when he led her to the cave.
Monique looked up to see only the sadistic gleam of anger and lust in his dark eyes.
Deegan fished a length of cotton rope out of his treasures from the chest, and his hands worked quickly wrapping the rope around her back and under her breasts.
He twisted them in her cleavage and wrapped them behind her neck, twisted again, and went under her arms to run it over the top of her captured mounds.
He crossed them in the center and pulled the ends to the back, securing the halter painfully tight.
Monique was screaming behind the gag as the thin rope cut into her soft skin.
A flat calloused hand pressed into her chest as he pushed her roughly down onto the bed.
He took the loose end of the halter and tied it tightly to the loops attached to the rock wall.
She was kicking furiously with her legs and crying uncontrollably.
Deegan yanked on the rope and she groaned as the whole halter tightened agonizingly around her bruised breasts, forcing the swelling orbs up between the ropes.
Eventually, she lay still, trying to understand the reason for his cruelty.
She lay sobbing, and her muffled wails accompanied weak kicks as he spread her legs and tied them to the poles bordering the bed.
She was too scared and in too much pain to feel humiliated at having her sex spread open to his leering eyes.
His dark eyes gleamed in satisfaction at her shrieks.
The terrified girl struggled against the bindings, each movement cutting off the circulation to her tortured breasts and forcing her to suck air into her nose and fall back in frustrated pain.
Whimpers escaped the gag when she felt his hand stroke over her nakedness, and his finger ran down the length of her spread split.
“Much better,” he murmured as he pried her further open.
He stroked her until she started to drip warm cream from her center.
Monique shook her head as the first cramp contracted her walls. She desperately fought the feelings that were causing her hips to thrust against his hand while he laughed softly.
“I think you could become quite a little pain slut, Clarette.
Your juices are already dampening the quilts.”
She gave a humiliated sob.
His tongue stroked her clit and she bucked into him.
“You like that, do you?”
She shook her head frantically as he dipped his head again.
She fought her orgasm for several more minutes, and when it finally ripped through her, she arched off the bed, torturing her bound breasts.
Pale bruises were already coloring the raw skin where the ropes cut into her.