Hopefully You're Big Enough Pt. 01

Jim turned off the table saw and measured the piece of plywood he just cut.

"That oughta do it." he smiled confidently and then glanced at his watch.

"Fuck! Only 5:30!?"

He shook his head in disgust and leaned the board against the garage wall next to the others before heading inside. "At this rate those shelves for the shop will be built in record time" he thought to himself. What was meant to be a distracting way to kill several hours turned out to be a mere hour and a half of productivity. Eight o'clock was still a long way off. Mmmm eight o'clock... he closed his eyes and breathed deeply, his mind going wild. He felt his cock growing at the thought of what was coming tonight.

"Shit!" he groaned as he felt his cock press into the steel bars of his chastity cage, halting his erection uncomfortably. These incidents were happening more often since Mistress had met Rob. Now that she had another, newer cock in her life, she didn't need Jim's as often as before.

Jim grabbed a beer out of the fridge and sat down on the couch. Taking a long swig, he tried to get his mind off 8PM so his cock would calm down and he could relax. No matter how much he tried to think about literally anything else, his mind kept going back to the last time he was with Mistress...

{one week ago}

"Already leaking precum? Such a horny boy!"

Liz slowly circled her index finger around the bars of his chastity cage, taking care not to touch his cock as it strained against them. She looked up at him and smiled. Jim was gripping the sheets as hard as he could.

"You'd better calm down or you're gonna cum before I can take it off." her voice was like silk, so soft and sexy. Just her tone drove him wild with desire. She leaned down and kissed the tip of his cage, her soft warm lips touching the parts of his cock that bulged around the bars. Jim let out a long moan, his legs quivering uncontrollably.

"Your precum is so sweet when you've been denied so long." she whispered as she let the cage fall from her mouth.

She sat back on the bed between his legs and watched as his hips bucked up in desperation for more stimulation. She giggled and began to pull her tank top up over her head. Her perfect DD tits spilled out, revealing the key to his freedom hanging on a silver chain between them.

Liz was a goddess of a woman. She had a beautiful face, large natural tits, a perfect ass, and the softest skin. Thicc and curvy in all the right places. True to her Gemini sign, she was a switch. As much as she needed to dominate, tease, and deny a submissive cock, she also needed a dominant man to fuck her brains out. Being polyamorous, she was able to find the best men for her needs instead of relying on one, and she loved telling Jim about all the rough dominant men in her life while he was locked up in chastity.

"Do you like my tits?" she asked seductively while cupping them in her soft hands. Jim's caged cock bounced uncontrollably in response.

"Yes, mistress." he whispered.

"Rob likes them too. He came all over them last night. I bet you wish you could cum all over them, don't you?"

"Yes, Mistress! Please!" Jim nodded violently.

"Only big alpha cocks get to cum on my titties." she made a mocking pouty face as she saw Jim's reaction and heard him moan in anguish. Her fingers continued to lightly dance along his cock as it bulged from the cage.

"Please, mistress!" he whimpered.

"Please what?" she feigned confusion. "Please stop touching your desperate cock? Or please unlock it?" she brought her mouth down to the cage and lightly blew on the tip, her breath was hot on his sensitive skin.

"Please unlock me!" he moaned through his clenched teeth.

She smiled mischievously and moved forward, her tits resting on either side of his caged member; the key dancing right above to the little padlock that kept his cock contained in its prison.

"Does my sub want to cum tonight?" her voice was like honey dripping off her lips. Jim felt goosebumps crawl across his skin as every muscle in his body flexed with anticipation.

He nodded aggressively, his eyes wide, unable to even speak. Her voice coupled with his aching denial was almost enough to make him cum in his cage.

Liz leaned forward and kissed him deeply, moaning into his hungry mouth as the passionate kiss turned into a make-out session. She lightly bit his lower lip as she pulled away, leaving him in a panting mess.

"You know the rules, Jim. If you want out, you have to earn it." She shifted over and laid next to him on the bed.

Jim sat up immediately and moved between her legs and began planting soft kisses on her neck. He heard her sigh of approval as he began to slowly kiss his way down to her tits. Cupping one in his right hand, he traced around the opposite nipple with his tongue before engulfing it with his mouth. He alternated between soft sucking, nibbling, and flicking his tongue against it while she moaned in pleasure, her hands caressing the back of his head while he worked his mouth eagerly. With his other hand he teased her left nipple with his fingers until it was hard as a diamond against his rough calloused hand.

"Mmmm yes, worship those tits, subby." she whispered, closing her eyes and biting her lip.

Jim moved over and began the same oral treatment to her left nipple, his fingers now teasing the other one. He loved her perfect tits and if he was being completely honest, he could spend all day worshipping them.

"Good boy. Someone must really want to be unlocked!" She purred. "Show me how badly you need it, subby."

Jim released her tit from his mouth and began softly kissing down her stomach towards the red lace panties that covered what he loved the most. He kissed along the edge of the soft lace, feeling her body tremble with anticipation with every touch of his lips against her skin, slowly making his kisses over her panties until his mouth hovered over her pussy. He paused briefly, taking in her sweet scent. She moved her hips and pushed her panties onto his mouth. He could feel how wet she was. Wet for him. Wet for his mouth. He could taste her sweet pussy juices soaking through her panties. He needed this more than she did. His desire to please her, his desire to worship her perfection, his desire to make her cum consumed his entire mind.

He hooked his thumbs under her panties. She lifted her legs for him as he slowly slid them off. As they came off her feet, he took her right ankle in his hand and kissed the inner side arch of her foot. Then her inner ankle. He kissed up her leg and into her inner thigh until he was right next to her pussy. He briefly passed over it and lightly kissed on her other inner thigh. He could feel her body tremble and he knew she was ready for him.

He lowered his mouth over her pussy and lightly licked her clit.

Liz inhaled sharply. "Oh fuuuuck". He swirled his tongue along the sides of her clit, over the top; nice and slowly in a steady gentle rhythm. Her pussy juices coated his chin while he worshipped her clit. Softly he sucked and kissed all over her clit, making out with her pussy while she moaned and pulled on his hair.

"Fuck! You're so fucking good at that!" she hissed. Her thighs were squeezing his head while he devoured her. He slowly pushed his right index and middle finger into her soft pussy. Fuck! She was so wet! He curved them up into a hook and slowly fingered her while his tongue continued to attack her clit.

"Oh fuck yes, just like that! You're gonna make me cum! Don't stop!" she screamed. Her pussy tightened around his fingers, forcing them out. He knew what was coming and planted his mouth around her pussy as she came hard. Her whole body shook violently as she squirted into his mouth. Jim drank her juices, swallowing every drop. Her pleasure was so delicious.

Her body continued to shake as she rode her orgasm out. Jim gently kissed on either side of her pussy while she came down from her orgasmic heaven. He knew her body well enough that her clit is so sensitive after cumming so hard he dare not touch it, although everything in him was dying to do it again.

"Fuck, Jim" she gasped. "You make me cum so hard when you're desperate." She ran her fingers gently through his hair and then cupped his face with her hand.

"Your pleasure is my pleasure, mistress." Jim whispered and kissed her palm.

"Good boy." Liz smiled, "Do you feel you've earned your release?"

Jim gulped. This could be a trick question. What if that amazing orgasm he had just given her wasn't enough and he said yes? His cock was straining in its cage. He was sure if it were possible he would break the bars and explode out of it. Making mistress cum always made him rock hard.

Liz could tell Jim was struggling with this question and it made her pussy tingle knowing how submissive he was for her. She knew that all she had to do was say the word and he would go down on her for the entire night while his cock stayed locked away without a single protest. She loved that about him. His devotion to her pleasure was unlike anything she had ever experienced before and she loved how he allowed her to fully embrace her dominant side when she was with him.

"Relax, subby." she sat up and kissed him, tasting her pussy juices on his lips.

"Lay down." she ordered. Jim immediately laid on his back. His caged cock was at full attention, pulling away from his body as best as it could, fighting against the steel ring securing it to his swollen balls.

She gently fondled his balls with her fingers, feeling how full they were. Full for her. A soft moan escaped his lips as she ran her fingernails across them.

"So full. How long has it been since you've cum?" she asked, a slight hint of mischief mixed with innocence in her tone.

"Three weeks, mistress." Jim croaked. She could hear the longing in his voice.

"No subby. That was your last ruined orgasm. When was the last time you actually came?"

Jim stiffened. Fully came?! He had to think on that. Mistress rarely let him experience a full orgasm. He was lucky if he got a ruined orgasm once a week. That was the norm until Liz had met Rob. After she started seeing Rob, his releases were mostly edging sessions where she'd tell him how Rob would fuck her brains out while he would leak precum until she'd determine he was at his limit and then lock him back up.

"When WAS my last real orgasm?" he thought to himself. Ruined was what he'd come to know and appreciate for so long that he had to dig deep.

"Do you even remember, subby?" Liz asked softly. She brought her beautiful face down to his cage and licked his tip through the metal bars.

"It's been so long, mistress!" Jim said, his voice shaky as his eyes rolled back from the sensation of her tongue on his cock.

"Yes it has." she purred in between licks. "Seven months and thirteen days to be exact."

Of course she knew. Mistress doesn't miss a single detail.

"Would you like me to give you a full orgasm today?" she stopped licking and batted her eyes at him innocently.

Jim's eyes nearly popped out of his head.

"Yes please, Mistress!" he shouted, then immediately cowered back. "I'm sorry, mistress. I didn't mean to yell!" he whispered.

Liz smiled. "You must control yourself, subby. That sounded very demanding and I don't reward that behavior."

"I'm sorry mistress! Please! I just got excited!"

Liz simply nodded. She leaned down and kissed the tip of his cage again. "Let's see if you can control your excitement once I unlock you. Only good boys who exercise self control and stamina get full orgasms."

She reached back behind her neck to removed the necklace that held his key, putting her breasts on full display for him. God they looked so perfect. He felt his mouth watering for them.

As she slid the key into the little lock that held his cock captive, the world seemed to fall into a dream where everything moved in slow motion.

The turning of the key.

The audible click of the lock popping open.

Her fingers sliding the lock out of its ring.

The split of the cage from the retaining ring.

Her soft hands gripping the cage and gently pulling it off his cock.

The bounce of his cock as it sprung free of the cage and grew to its full size, the veins bulging out and the head swelling to a giant mushroom tip.

"WOW!" Liz exclaimed "Someone is happy to be free!"

Jim looked down at his cock, it trembled like your body would while taking a deep stretch after waking up. The tip was pulsing and was a bright shade of red, as if blushing in the presence of its mistress.

Liz bent down until she was eye level with his cock.

"So hard already, subby." she lightly blew on his cock and giggled as it twitched violently. "Oh you are in trouble, subby. He looks ready to cum and I haven't even touched him yet!"

Jim bit his lip. It drove him crazy when she talked about to him about his cock like it was a separate entity.

Liz grasped the base of his shaft with her thumb and forefinger and gave it a gentle squeeze. Jim's cock pulsed in response, a large drop of precum leaked out of the tip. Liz ran her other finger across his tip and collected the drop.

"You know the rules." she extended her finger towards him. Jim opened his mouth and sucked her finger clean. She was right, his precum was very sweet. He savored the taste. He wasn't sure if it was the weeks of denial, her dominance over him, or a combination of both that made it taste so good, but he wanted more.

Liz slowly stroked her fingers up his shaft, stopping just under the head and releasing his cock. Jim groaned in agony and raised his hips, his cock begging for more stimulation.

"Down!" she commanded and smacked his thigh. "You don't move unless I tell you to!"

"Yes mistress! I'm sorry! I'm just so horny!" he wailed.

"I know, subby. But you have to control yourself or else I'll hafta lock you back up. Disobedient subs do not get to cum!" her voice was gentle yet firm, reminding him that even though his cock was unlocked, he was still under her control.

She moved her fingers back to base of his cock and repeated the same motion, stopping just under his tip. He gritted his teeth and fought the urge to move.

"Good boy!" she affirmed and went back to the base of his cock. "Show me you can handle this, and I will reward you with more."

The next two minutes felt like hours as she slowly worked his shaft with her two fingers, ignoring his aching tip. Every stroke ended with him licking his precum off her finger. His whole body was tense, his cock on the edge of eruption with every stroke. She knew exactly how to keep him just shy of cumming.

"You're being a very good boy, Jim" she purred. "Would you like me to wrap my lips around this hard cock?"

"If you want to, mistress." he whispered. He was surprised he could even form words.

Liz smiled. "You're being very well behaved. You must really want to cum today."

Jim nodded. "Yes, mistress."

Liz looked at him, her eyes pierced his soul. Holding the base with her fingers she licked the underside of his cockhead; slowly without breaking eye contact. As her tongue rolled off the top of his cock, she paused a moment, watching his face contort with pleasure. She could tell he was fighting the urge to cum.

"Remember, subby. You cannot cum without permission. Tell me when you are close."

"Yes, mistress! I promise!" he whimpered, gripping the sheets tightly in his fists.

She held his gaze a moment longer, watching his chest rise and fall with his rapid breaths. He was putty in her hand.

She lowered her mouth over the head of his cock, letting her lips form around the tip as they slowly glided down until stopping just as the entirety of his cockhead was enveloped in her warm wet mouth. She could feel his cock trembling against her lips.

"I'm close, mistress!" Jim cried out, shoving his head back into the mattress. His legs were quivering uncontrollably on either side of her.

With a quick movement and an audible "pop", she released his cock and let it spring forward, slapping his stomach and sending precum and saliva droplets splattering across his body.

"Good boy controlling yourself." she admonished him. The empowerment she felt denying his orgasms when he was SO close was indescribable.

Jim was a moaning mess. His cock was reaching for her mouth, longing for its warm touch, the object of its desire mere inches away.

"MUST HOLD ON" his thoughts screamed inside. He knew if he couldn't last, he'd never feel her warm tight pussy around his cock. He needed to feel it again. The soft velvety folds of heaven gripping his cock, the feeling of it squeezing him tightly as she cums on him. He NEEDED her pussy again. It had been far too long since he'd felt it's warmth. "MUST. HOLD. ON."

"Control your breathing, subby. You're never gonna feel my pussy if you don't control yourself. And Jim... my pussy is SO wet right now. I need a hard cock inside me, especially after you ate my pussy so well. Would be a shame if I have to lock you back up and make you use the strap on because you got too excited." Each word Liz spoke sent soft breaths over his cock, driving him insane with lust.

Jim closed his eyes and focused on his breathing. Deep breath in. Hold. Deep exhale. Deep breath in. Hold. Deep exhale.

Liz swirled her tongue around the head of his cock and took half his length into her mouth, working the base with her fingers. She moaned on his cock as she sucked on the tip, sending vibrations down his shaft. She could feel his balls tighten up on his body.

"Please mistress! I'm Close! Please!" Jim howled.

She released his cock immediately.

"Fuuuuuuuuck!" Jim growled through gritted teeth, desperately fighting the urge to cum. He was so close!

"Do not cum! Hold it!" She commanded. Watching his cock strain and pulse, she was actually unsure if he'd be able to resist the edge. His cockhead was almost purple as it searched the air for any kind of stimulation to send it past the point of no return.

The edge lasted almost 10 seconds. Jim fought his body and tried to keep his breathing slow and steady. He flexed his legs and arms to distract his body from the sensation of the blowjob. Finally he prevailed. With a loud exhale as if he had just finished a PR at the gym, he flopped back against the mattress, drenched in sweat.

"Such a good boy!" Liz exclaimed, running her soft hands along his thighs. "Are you ready to feel my pussy?"

Jim moaned. "Yes mistress!"

"You almost lost control from my mouth. Are you sure you can handle my pussy?" Her mischievous smile was so sexy.

"I will try my best, mistress!"

Liz positioned herself behind his cock, the underside of it resting against her clit.

"Try your best? I'm gonna need more than that, subby. My pussy needs to get fucked! If you want to cum, you know you must make mistress cum first."

Jim nodded "I understand mistress!"

Liz grinded her pussy softly against his cock, feeling the veins rub on her clit. Jim moaned. She raised her eyebrows doubtfully as she saw him squirm underneath her.

"Oh no, subby. I don't think you can handle my pussy today. You're already close and I haven't even put him inside yet."

Jim about cried. "Please mistress! I can hold out! I know I can! Please let me inside of you!"

"I will give you one chance." she stated. "But if you tell me you're close before I cum, you are going back into chastity and wearing the strap-on. Understand?"

"Yes mistress." Jim gulped hard. He knew he was in trouble. He didn't want to disappoint Liz but he also knew that he just HAD to be inside her and at least try.

"Mistress, may I wear the cock-ring, please?" his voice was shaking as the words rolled off his tongue. He felt so embarrassed but he knew it was his only hope of lasting long enough.

"Yes, subby." Liz smiled. She knew he wouldn't have lasted 5 seconds inside her regardless of what he promised. He stood a chance with the cock-ring. She reached for the toy drawer in the nightstand and retrieved the blue transparent ring and worked it over his cock down to the base. His veins bulged and his cock turned a dark shade of red as the cock-ring sealed off his member from the rest of his body.

Jim sighed with relief, the numbness from the circulation restraint gave him a new confidence in his abilities.

Liz slowly positioned his cock at the entrance of her pussy. It was dripping wet. His cock was leaking precum in anticipation. A few rubs across her labia and his cockhead was covered in her pussy juices.

Jim moaned deeply as he felt his cockhead slowly push into her wet folds as she lowered herself onto him. Liz threw her head back as she felt him filling her up with each inch that followed his thick tip.

"Fuck that feels good!" she gasped "Oh my god you are so fucking hard!"

Jim couldn't even utter words. Just sharp moans as she worked every inch of his cock deep inside her wanting pussy. It was heavenly. After three weeks of being tormented and edged by only her mouth and hands, it truly felt like the first time being inside of her.

Liz began slowly rocking her hips forward against his cock. A nice steady rhythm.

"Fuck! Your cock feels so good!" she exclaimed and braced her hand's against his chest as she increased her speed. Her tits were just above Jim's head.

"Worship my tits, subby" she moaned.

Jim eagerly took her tits in his hands and began kissing and sucking on her hard nipples. She threw her head back in ecstasy.

"God YES. Just like that!" she let out a little shriek of pleasure and began aggressively grinding into his pelvis.

Jim was in heaven. She felt so wonderful on his cock, yet his orgasm felt out of reach from the tight grip of the cock-ring. He felt her pussy clenching tighter and knew her orgasm was close.

"Grab my ass, slave!" she commanded.

"Yes mistress!" he reached down and cupped her perfect ass cheeks in his hands. He knew when she called him "slave" that she was really close. She was in a different dimension of ecstasy when she used that term. He squeezed her ass and pulled in rhythm with her grinding.

"Yes! Yes! Oh fuck yes! Fuck me, slave!" She screamed.

Jim matched her tempo and began bucking his hips forward, thrusting his cock deeper with each stroke. He groaned as he felt her pussy clenching his cock tighter. The cock-ring wasn't gonna last much longer at this rate. He felt his orgasm boiling inside of him, his balls tightening as they slapped against her ass with each thrust.

"Oh fuck, Mistress, I'm getting--!" he gasped, biting his tongue before finishing the sentence. He would die if he was locked back up right now.

"Don't you dare cum slave!"

Jim gritted his teeth and squeezed his eyes shut, every fiber of his being holding his orgasm at bay.

"Oh fuck I'm gonna cum!" she screamed. "Oh fuck! I'm cumming! I'm cumming! Oh fuck yes don't you dare stop, slave!"

Her pussy squeezed his cock and forced it out as she sprung forward off of him and squirted all over his chest, her hand darting down to her clit. She rubbed her clit as her pussy pulsed, spraying more of her juices across his stomach.

Jim's cock was drenched in her cum and a steady stream of precum was dribbling down his shaft as it bounced in the air, searching for her pussy that now sat just out of reach.

"Fuck, Jim. That was so fucking good." she panted, flopping down on the mattress next to him. "God, I love your cock."

"Thank you, mistress. I was so close. I didn't know if I was gonna make it!" his chest heaved as he caught his breath. He was beside himself in a dizzy haze of aching desire.

"You did so good, subby." she smiled, kissing him gently on the cheek and running her hand down his chest, stopping at his inner thigh. Her fingers were centimeters from his cock that still bounced every few seconds, rising off his stomach and begging for any kind of stimulation.

She observed his pulsing cock for a few moments before taking it gently in her hand.

Jim gasped.

"Such a horny cock." she whispered and gave it a light stroke before releasing it.

"Let's get this cock-ring off him."

Liz got up and moved between his legs and slowly worked the cock-ring up his shaft. His cock sprung like a pole vault when the ring popped off over his tip. Liz giggled and tossed the cock-ring aside and rubbed his thighs.

"Remember how you said you wanted to cum on my tits?" she purred, lightly scratching her nails across his skin.

Jim shuddered from the sensation and nodded aggressively.

"Yes mistress! I would love to cum all over your perfect titties!"

"Remember how I said only big alpha cocks get to cum on them, though?"

Jim's face dropped. "Yes mistress."

Liz's eyes twinkled. "Well I have an idea, subby. I want to give you the opportunity to prove yourself worthy of cumming on them!"

Jim sat up on his elbows. His cock shot straight up in the air at the mental image racing through his head of Liz stroking his cock while he spilled his cum all over her chest.

"Really mistress?! Please! I mean, yes please, mistress! I would do anything to cum on your titties!"

A devilish smile spread across Liz's face. "Anything, subby?"

"Yes! Yes, anything, mistress!" Jim's eyes were wide open as he nodded his affirmative.

"It won't be easy, subby." Liz said, wrapping her hand around his cockhead. She slowly stroked it down to the base and then tightened her grip and squeezed all the way to the top, forcing a drop of precum out the tip. She collected it on her finger and pushed it into Jim's mouth.

"You're going to hafta prove that you have an alpha cock. And the only way to do that is to compare it next to an alpha cock."

Jim swallowed his precum in a slow gulp. He looked at her questioningly.

"But how would we--" he stopped mid sentence, his eyes widening as he suddenly understood what she meant. Liz was making direct eye contact with him and smiled when she saw the revelation in his eyes.

"Yes, subby. You will have to be measured up against Rob's cock." she confirmed.

"Is he... is he bigger than me?" Jim realized that this was always a possibility, but Liz had never mentioned Rob's size to him before. It had always been about how dominant he was when he fucked her and how he made her his little slut.

"I don't know." Liz mused. "You are both extremely blessed in the size department." Her eyes suddenly shown with excitement. "I'm actually excited to see how that turns out! I think it'll be close!"

She began pumping his cock faster. The combination of her light grip, fast pace, and the lube of her pussy juice drove Jim insane.

"Mistress, please!" he wailed. "I'm close! I'm so fucking close!"

Liz continued her strokes.

"You're so hard. Is subby gonna cum for me?" Her sultry voice coupled with her heavenly touch was too much for Jim. He felt himself pass the point of no return. His balls tightened up under his cock and his body began shaking uncontrollably.

"Yes mistress! Oh fuck! I'm cumming!"

Liz removed her hand immediately.

Jim gasped in horror as his cock flexed away from his body like a rocket ship trying to launch. A giant rope of cum shot from the tip of his cock and went flying across the mattress, hitting the pillow next to his head.

"Oh fuuuuuuck!" he hissed as the wave of ruined pleasure swept through his body, causing rope after rope to shoot out over his chest. His cock was pulsing angrily as it desperately tried to find Liz's touch.

Liz laughed. "Naughty, naughty boy! You didn't ask for permission!" She shook her finger at him and then traced it down to his chest and scooped up some of his cum. She slowly brought her finger to her lips and locked eyes with Jim as she sucked it clean.

"Mmmmm. So sweet, subby." she licked her lips. "What a shame. I was gonna let you cum in my mouth tonight."

Jim groaned in despair, nearly at the brink of tears from frustration.

Liz giggled and kissed him passionately on the lips before reaching for his cage.

"Now let's get your cock locked back up, subby. He's gonna need to rest up for next week's competition if he wants to cum on my tits."

Jim watched miserably as she slipped the retaining ring around his balls and worked the cage down his shaft. He shuddered as the lock clicked shut.

Liz smiled as she placed the key necklace back around her neck.

"There we go." she said cheerfully, and bent down, giving the tip of the cage a quick kiss. "Until next week, subby. Hopefully you're big enough!"

TO BE CONTINUED