Hell in Heels

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"YES! OH GOD, YES!" she screamed as Dylan pushed his thumb deep inside her ass, sliding it in and out in time with the fingers in her dripping pussy. That pushed her over the edge, and she came hard, as her body shook and her juices spilled forth, coating Dylan's fingers like sweet honey. Her breathing was ragged, and her ass was continuing to churn on his fingers. Eyes flashing with excitement, he looked down at her and grinned wickedly, "You'll like this even better!"

He moved around behind her and pressed the head of his great cock against her soaking pussy lips. Thrusting forward, he drove his hot cock deep inside her wet, aching pussy in one smooth stroke, filling Kris completely with his thick dick.

"OH, MY GAAAWWD!!!" gasped Kris. "OH MY GGAAAWWD!!! IT'S SO BIG!!!"

"You like my big dick, little girl?" taunted Dylan.

"Yes! Oh God, YES!!" she answered breathlessly. "I love your huge cock! You feel fantastic! Fuck me with your big dick, honey. FUCK ME!!!"

Dylan relished the feel of every inch of his long cock drilling into this unexpected by wonderfully tight pussy. It felt so good, he could barely stand it. Kris' wet sleeve was like warm butter as Dylan pumped his huge cock into her time and time again. Her grunts of pleasure were getting progressively louder and louder, so loud that he wondered if they could be heard over the band's raging sound system.

"Mmm, mmm, mmm...yeah, ahhh...Fuck me harder....PLEASE...harder!!" she begged him, rising up on her toes trying to get more of his cock deeper inside her famished cunt. Dylan gave her exactly what she wanted as he maintained a relentless pace, tightening his ass and bucking his hips as he thrust his massive penis in and out of her at ramming speed. Kris began moaning and squirming under him, he knew it wasn't going to take much more for her to cum, and cum HARD. He had no idea how long they fucked. Time seemed to have no meaning other then to try and bring her to a huge orgasm. They were both dripping with sweat as the thunder of the band surrounded them. His staying power was mind-boggling as he drilled his raging manhood deep into her upturned pussy. As her climax began to build, she thrust back against Dylan's pounding hips. She was in ecstasy as her pussy got even wetter than it had been, soaking Dylan's thrusting cock and swinging balls with the overflow of her pussy juice. Surprisingly, though, Dylan didn't feel close himself as he continued pushing deeper and deeper into Kris' gushing cunt. Dylan's ass had become a blur as he continued the attack on her molten fuckhole, as he completely stuffed her cunt on each stroke. The sensation was incredible, and with a few more strokes of his cock inside her, Kris felt her orgasm coming faster and stronger, like a freight train. She closed her eyes, and screamed in pleasure as she came in a starburst of ecstasy...

"YES!! YES!! OH, GOD!!!!!!!!!!!!!!!" she screamed as she exploded in the most intense orgasm of her life. Dylan could feel her cunt tightly squeeze him as she came. Her pulsating pussy muscles were trying to milk his large cock dry as he continued plunging deep inside of her doggy style. She moaned, she grunted and she screamed as Dylan's cock slammed into her tight pussy again and again. He could feel the inner walls of her tight pussy begin to throb, and her pussy clamped down on his long cock like a vise. She screamed out and came for the third time that night.

"OH, MY GOD!" she moaned. "OOH, I'M CUMMING! OOOOHHHHHHH!!!!!!"

Kris' rippling cunt had finally worked it magic on him and he was close. A few more strokes into this talented pussy, when ... A shot of pain slammed into his head and Dylan saw stars.

"Get off her, you fucking pervert!!!" Jade screamed at him as she hit him repeatedly with the mic. Dylan staggered away from tight grip of Kris' cunt as Jade rained down blows on his head. "Jade, don't!!! I wanted him!!!" Kris screamed at Jade. Jade froze for just a second and looked at Kris, "You're fired, bitch!"

Dylan's head still ringing from the mic blows to his head, realized this was not Jade protecting Kris from a mad rapist. This was Jade just being plain jealous. She wanted his cock and did not want to share it with the hired help. It made him extremely angry, plus enough with the hitting and name calling already. He moved toward her, his huge cock dripping from Kris' multiple orgasms swinging in front of him.

"C'mere, you bitch!" he growled, pulling her by the waist towards him. Before she knew what was happening, he picked her up and sat her right on the edge of the amp and positioned so that he was between Jade's wide spread thighs. He lifted her skirt up, and a draft of cool air blew over her skin. Using his crotch to brace her, Dylan's strong hands held her in place as his cock, rigid and long, pressed against her pubic area. One hand roughly shot to her cunt and found her pussy hot and dripping nonstop. He knew he would have no problem thrusting inside her. Dylan was poised and ready to jam his huge rod inside her and deliver "the coup de gras."

Dylan had her pinned against the amp and ferociously rammed his dick up inside her aching womanhood. Jade moaned loudly as she felt his manhood jam into her, filling her, spreading her so far apart. The vibrations of the roaring amp rattled through her body, seeming to concentrate at the very center of her cunt as Dylan pounded his hips harder and harder, driving his big cock deeper and deeper into her throbbing and pulsating cunt.

Jade screamed out, "Oh... God...!"

"Mmm, you like it? Do you like it when I fuck you?" He asked as he pumped into her liquid heat.

"Oh... God..." was all Jade could manage to answer as the vibrations from the amp continued to race through her body. She threw her arms around his neck, pulling herself closer to him while his hands held her against the amp. She was tingling all the way down to her toes as he moved fast and hard inside her, both of them groaning and breathing heavily, a thin layer of sweat beginning to cover Dylan's hard body. Her fingernails raked down his back as he pounded into her gushing cunt, pulling out until just the head was in and driving full force deep into her hot slot. His thrusting made her loins ache with need as she whimpered, begging him to fill her completely. He was relentless as he drove his prick deep into Jade, seeking to fulfill a promise, seeking to dominate her, seeking to revenge a wrong, seeking to fulfill a raging need in his big swinging balls. The music thundered and the amp vibrated through both their bodies as he shoved his whole length inside her, fucking her with such intensity that it caused her to begin to scream out loud.

"OH GOD...OH GOD...OH GOD..."

His thrusts drove her to the edge and brought Jade to heights of pleasure and ecstasy that she had never experienced before. She clenched at him as her head spun to maintain control herself, so intense was the pleasure coursing through her body.

"OH FUCK ME!!! OH GOD FUCK ME!!!" she screamed against the thundering noise of her band onstage. Dylan found himself thrusting into Jade's tight cunt in time with Angel's and Eve's downbeat.

Her tight passage closed around him like a hot, wet glove, gripping him strongly. He knew that she was very close as she moaned loudly demanding that he fuck her harder. Her cunt was filled to overflowing as her pussy lips were tightly wrapped around his hot, juicy cock, and Dylan's hips began to move faster and faster as he tried to fulfill her request. Jade's breathing got heavier and heavier, and her moaning got even louder, as his hips slammed fiercely into her over and over.

Dylan wanted a big finish to this power fuck, something that would even the score with Jade for the hits in the head and the firing of Kris. As he furiously stroked his dick into Jade's swampy cunt, he saw the answer to his quest. Her mic. It was lying on the amp next to her completely forgotten in her fevered lust. He picked it up in his hand and found the on switch with his finger as he gave a few really hard thrusts deep inside her cunt.

With an agonized look on her face, Jade practically screamed...

"Oh, GOD!! I'm gonna CUM!!

With the music thundering in the background, Jade looked at him, eyes glazed. Her jaw slack and her mouth open as she gasped, "Oh, BABY...Here it comes!!"

As Dylan drill his iron hard cock a few last strokes into her over-heated cunt, he flipped the switch on the mic on. Instantly a roar of feedback filled the club, and he held the mic near Jade's face as her pussy clamped down on his thrusting prick and she screamed out...

"YEAH, YEAH....OHHHHHH, GOD!! FUCK ME... FUCK ME... NOW!! NOW!! SHOOT IT...SHOOT IT IN ME, PLEASE!!"

Even distorted, her pleading cry for more cock and sperm could be heard in every corner of the club. As her cry of ecstasy and her rippling cunt muscles worked on his plunging cock, his cock finally burst and cum splashed out in a long hot streams shooting deep into her quaking pussy. Hearing her moans and screams coming back to her through the speakers, Jade suddenly came back to reality and pushed against Dylan's chest trying to get away from him. She slapped him across the face again as his still spurting cock pulled out of her with an audible SLURP. She grabbed the mic and ran onstage to start singing the next song with a long line of jizz running down her leg.

Dylan stood there with a red face and a very swollen cock. The head visibly pulsing was an angry reddish-purple color, like it still had business to do. Kris knelt down in front of him and taking his cock in her little hand began pumping his cock as Dylan moaned in delight. He lurched forward, pushing his still creaming prick toward her mouth. Kris preparing for a gooey fountain of his glorious cum happily opened up as the large mushroom passed her lips. Taking the head of Dylan's dick between her open lips, she sucked him deeply into my mouth, as he groaned in pleasure. Her lips enclosed his shaft as she moved slowly up and down, her tongue never stopping as Kris slid it up and down his shaft, around the head. Kris loved his cock; it was so thick and stretched her mouth so wide. He had already cum once, but her mouth and tongue were bringing him to another quick climax. She felt his shaft pulsate, and suddenly, her flooded her mouth with his cum. She kept pumping with her hand while she sucked with her mouth. She wanted to swallowed every bit of cum he gave her, and then kept on sucking on his cock because she wanted to make sure he stayed hard. When he'd finally stopped cumming, he pulled his spent dick from Kris' mouth and sighed in contentment. She smacked her lips lovingly, relishing the salty-sweetness of him. Sliding down the side of the big amp, and they collapsed together exhausted, giggling and kissing. She continued to slowly stroke his still very stiff dick, gently but firmly moving her hand up and down as beads of pre-cum began to ooze from the very tip. Dylan groaned in pleasure.

They stayed like that as the band finished its last songs and took their bows. With the crowd roaring for an encore, all four women met backstage and surrounded Dylan and Kris. Jade screamed at him. How he had ruined her performance and she was going to call the police on him for rape. Kris bluntly told her that she had seen everything and that Jade had consented to have sex with him. Jade screamed at Kris again telling her she was fired, but Kris just gave her the finger as she brought her mouth to his still massive dick and licked the head. Jade started to throw the mic at Dylan, but Misty took it out of her hand. Jade realizing she was outnumbered ran for the dressing rooms while the three other girls applauded him as Kris pushed her mouth down over the large head, and began sucking his dick again in earnest.

XXXXXXXXXXXXXXXXXXXXXXXXX

It was two hours later, and Dylan laid in his king size bed propped up on some pillows as he watched Kris' head bobbing up and down between his out-stretched thighs. She was trying to coax another erection for his exhausted and over worked cock. Off to his left were Angel and Eve locked in a hot and steamy 69 that had been going on for 30 minutes as they sucked and licked each other's juicy cunts.

Back at the club, he had finally managed to get Kris off his dick and gotten dressed. He had helped them load all the equipment. When they were done, Angel invited the band over to Dylan's house for more fun. Misty declined because she wanted to get home and fuck her boyfriend, but she gave him a huge kiss and thanked him for the best fuck she'd had for a long time. Jade acted like he was death warmed over and stuck close to her fiancé, but she slipped him her number when no one was looking and told him to call her tomorrow. If his hunch was right, she was going to come over to tomorrow and he want going to fuck her silly, but not before he plowed his giant cock up her tight asshole.

The thought of fucking Jade in the ass had returned some life to his tired cock, and it began to grow in Kris' hot mouth. Quickly seizing her opportunity, Kris crawled up and straddled him. Taking hold of his cock with one hand, she slide the large mushroom head into her pussy. Teasing herself, she slowly forced inch by inch into her tight and leaking cunt. Finally the whole nine inches were firmly packed into her wet, pretty pussy. "Oh, god" she moaned. Dylan's large hands cupped her beautiful breasts and squeezed her pert nipples. Kris wasted no time, and began to ride Dylan's enormous cock sliding her moist tight pussy up and down its length causing her large, white breasts to bounce up and down as she rode him. Dylan continued to caress her beautiful breasts. "Mmm, yes" she moaned. "Oh, I want you to fill me with your hot jizz."

Off to his left, Eve had brought Angel to another shattering orgasm, and he wondered if she had enjoyed her birthday as much as him. He could say in all honesty as he thought back on all the wonderful tight pussy he had fucked tonight including the very hot one riding him now, that it was the best birthday he had ever had, even if it was not his.

Chapter 5 The Lead Singer Again

It was about 3 PM when Dylan picked up the phone to call Jade. It would be early for her and he just wanted to leave her a voicemail. It had been a very early morning for him as well, since the last of the girls had just left about 20 minutes before. Kris, Eve, and Angel had stayed and partied with him all night and into the morning. They had smoked and fucked, drank and sucked, and done so many combinations of partners and sexual positions that his head swam. He had finally collapsed exhausted and fucked out about 7 AM with Angel snuggled up against him. He could not be sure, but he thought Eve and Kris continued their feverish lovemaking long into the morning from the way the bed seemed to move back and forth in his half dream state.

About 10:30 AM, his eyes opened to his bedroom flooded with sunlight and the wet warm feeling of someone sucking his cock. He looked down and Eve was going to town on his raging tool. Somehow she had managed to coax one more erection from his tired and very raw cock. The feeling of her hot mouth on his sore prick was heaven.

"Oh yeah!" Dylan groaned.

"Like it, do you baby?" Eve asked as her tongue flicked around the head of his swelling cock. A low, elongated moan escaped Eve's throat as she took his full length of his great cock into her mouth. "Mmmmm." Smacking noises followed as Eve groaned, her voice full of lust. "Fuck, you taste so good."

Dylan's hips began to flip up trying to drive more of his cock into her wet hot mouth, the bed started shaking just a little as he moaned "Uhh, Eve, ohh yeah ... uh, oh yeah that's hot baby."

Eve switched her technique and began jerking his great cock with one hand and licking the great mushroom shaped head with her tongue. Next she would plunge her mouth down the full length of his cock and take it into her throat, than she would slowly pull back, her lips tightly wrapped around the thickness of his big, energized shaft. Dylan's eyes rolled back into his head from the pleasure that she was giving him. He could hear her closed hand stroking the wet shaft of his dick, and the smacking sound of her wet lips as they seemed to shallow him whole with each attempt.

"Oh, yeah, you suck good," Dylan confirmed. Eve muffled some kind of response as her excellent blowjob continued. Both of them were breathing heavily and the bed was bouncing up and down as he tried to fuck her mouth in slow, long strokes. His excited cock was getting wet as saliva and precum flowed down the length of his rock hard erection as Eve pumped and sucked it.

"It's so fucking big! I love sucking your cock, Dylan," Eve praised before diving once more onto his cock.

"Holy shit!" he groaned a few seconds later. The suddenly he cried "AWWWW FFFUUCK," as his tired and over worked balls began to pour what little semen he had left inside into her anxious mouth. Eve began to gulp and swallow his hot cum as it spurted into her waiting throat. The bed frame continued to shake as Dylan sought to drive the length of his prick into her mouth, but Eve's hand about halfway down his cock prevented him from going farther. She moaned as she swallowed and sucked. Ten seconds ... fifteen ... twenty ... then there was a popping noise as Eve's mouth released Dylan over taxed cock from her wet and sticky mouth. She sucked in air and Dylan groaned his approval. "That's fucking awesome baby."

"Want me to do it again? I can go longer." Eve asked as she licked his dwindling penis.

"Leave the poor man alone, you whore!" came a voice from the doorway. Dylan turned his head and caught sight of Angel standing there holding a cup of coffee with her arm around Kris. They were both nude and their amazing bodies caused a little jerk in his limp but sizable cock. Angel's tall and strong body covered with her self --designed tattoos. And an equally amazing Kris whose major rack was pressed into the rib cage of Angel as they stood watching Eve's little show on Dylan's cock.

Kris and Angel pulled Eve and Dylan out of bed and into the kitchen, where Kris proceeded to cook a huge breakfast for all four of them. As his head cleared, Dylan began to remember the amazing night before and his adventure with the members of the all female band. How he had fucked each one of them plus Kris the roadie during a gig as a present to Angel on her 28th birthday. As he looked at the three naked women sitting around his kitchen, he knew that he would never be able to repeat that performance ever. That was one for the memoirs, but it was one that would never happen again.

As he watched these beautiful and totally different looking women talk and play with each other, he thought back to the two other band members who were not here, Misty, the lead guitar player and Jade, the lead singer. Both of those encounters had been very exciting and memorable but both had gone home to their significant others. Misty had already told him anytime he wanted to get together that would be great. But Jade had acted like he had raped her and treated him like dirt, but she had also handed him her phone number as the band broke up for the evening.

After breakfast, Eve and a very reluctant Kris left to go home. Angel and Dylan took a shower together and made a very good attempt at having sex once more. But Dylan's cock was completely shot and Angel was exhausted so they really just held each other and kissed. They both feel asleep again and finally woke up about 2 PM. Angel kissed him lightly at the door as she said goodbye and promised to call soon. He would see her again. He would probably see all of them again, but with Angel you just were never sure when she would show up. Plus there was some unfinished business with Jade.