The Casanova of Juno Terrace Ch. 04

But both women couldn't help but be excited by the powerlessness they felt. This man had both of their livelihoods under his control, and he was using that power to own their bodies to satisfy himself. Both Dee Dee and Bailey's pussies were soaked knowing that the biggest cock either had ever seen was about to fuck both of them, and they loved the thought.

After a minute of this, Gio couldn't wait any longer and he was ready to fuck. In that moment as he continued to shove his cock into Bailey's mouth, it dawned on him of the added taboo nature of fucking a mother and her daughter, and both women were taking care of his cock, another checkmark on his sexual bucket list.

He stood there contemplating which pussy he was going to fuck first. Settling on that he had fucked two mature pussies recently, he decided on the younger one in Bailey first. Although, he realized he didn't know her name. Pulling his cock of Bailey's mouth, he used it to smack Bailey's face, and said, "What's your name, whore?"

Bailey hated being called a whore, but knew she couldn't talk back to the man. "B-B-B-Bailey, sir. Bailey Dales."

Gio then reached down, picked Bailey up, and threw her on the bed. Flipping her over so she was on her back, he positioned her over the edge of the bed, her legs dangling because of how short he was. Gio had to squat down to position his cock at Bailey's entrance, and said, "I like to know the name of the pussy I'm fucking," and immediately rammed his cock into Bailey's tight, soaking wet pussy, only managing to get about half his cock in.

Bailey let out a scream as she had been invaded, feeling her pussy stretch like she was still a virgin. She immediately came, convulsing, but unable to move as Gio pinned her down. As she was coming down from her orgasm, she softly panted, "So... big... so... big..."

Once Gio felt Bailey's pussy loosen from her orgasm, he started fucking her slowly. Given that his ego was at an all-time high, he wanted to take his time with this fuck, relishing it. He bottomed out pretty quickly, only getting about three-quarters of his cock in. Bailey screamed again when she felt his cock bump into her cervix.

Dee Dee sat there on the floor and watched the scene unfold. When she sold Bailey's virginity, she didn't want to be there to face the humiliation of her actions. And even though Bailey and her had spent multiple nights giving two-girl specials, she knew Bailey was enjoying it that she didn't regret it.

But watching Gio using her daughter as a fuck toy was the moment when Dee Dee had to face the consequences of her life's actions. With each thrust of Gio's cock and her daughter's moan or scream in reaction, each memory of her decisions came to bear. Her insatiable sex drive, her careless action, her choice to become a prostitute, her getting caught by her manager at the diner, her selling her daughter's virginity, her sunbathing nude without covering up, her walking the halls in just a towel, her leaving her keys in her apartment, and her not suggesting Gio use her in his office, all of it was why Bailey was on Dee Dee's bed being mercilessly fucked by the owner of the apartment complex. And as Bailey screamed as her second orgasm washed over, her body body convulsing and shaking even harder, the emotions were too much and Dee Dee began sobbing, crying at the predicament.

And yet, even in the midst of all of the weight of her emotions, Dee Dee was still incredibly turned on by the site unfolding in front of her. In shame, Dee Dee couldn't help but start to play with herself, shoving two fingers into soaking wet, molten hot pussy, moaning in between the sobs as her sexual drive was finding the humiliation very satisfying. She simultaneously dreaded that Gio was using Bailey mercilessly and impatiently excited that Gio was going to use her mercilessly next.

Gio's cock just continued to slowly pound into Bailey, the soft head of his ten-inch uncircumcised cock crashing into Bailey's cervix every time, Bailey screamed and convulsed into a third orgasms. Bailey couldn't think as Gio just rhythmically slammed into her, never stopping to let her rest from an orgasm, her pussy so sensitive from the fucking. As each orgasm came faster and faster, her mind was going blank. What random words were once coming out of her mouth were now becoming unintelligible babble. The rest of her body became numb, the only thing she could feel was her pussy being overloaded with feeling as the massive fuck stick inside her was stretching her, threatening to tear her apart.

Gio's ego was feeding off of Dee Dee's sobs and Bailey's screams. He was so far into fucking that he couldn't hear his conscious telling him what he was doing was wrong in his mother's eyes. He loved the powerful feeling as he continued to pound into Bailey's tight pussy, enjoying yet another conquest in his sexual hunt. Bailey's pussy was slowly stretching and growing to accommodate his massive fuck stick. So much so that when Gio felt his balls tighten, telling him he was ready to cum, he finally felt Bailey's ass, getting himself all the way to the hilt in her pussy.

Feeling his thighs burning from squatting so much, he decided he was ready to finish. His ego decided he wanted to further humiliate Dee Dee, hearing her crying. Picking Bailey off the bed, while still buried to the hilt, he held Bailey up by her hips and turned to face Dee Dee. Seeing that Dee Dee was played with herself, Gio had to stop and ask, "You're crying and yet you're turned on by this?!"

Dee Dee's sobbed harder, hearing Gio verbalize her humiliation. In her scared, emotional, state, she just blurted out what was on her mind. "Yes, I'm so humiliated by this. I'm so ashamed at myself and my actions that have led you to fucking my daughter like a toy with no regard for her feelings. Any yet, I'm a nymphomaniac, a submissive slut, a dirty whore, and my daughter has inherited all of that from me. I'm ashamed at how you're using us, and yet, I can't help how horny it makes me that you are using us.."

Bailey's mind was still fried even with the break in the action as she hung from Gio's cock. Hearing Dee Dee's voice, Bailey just mumbled, "Mommy... mommy... mom-my... mom-my..." which only caused Dee Dee to cry harder.

Gio wasn't prepared to hear that. While he knew most of the girls he fucked were submissive, he never thought it could be to this degree. He started to feel pity on Dee Dee, but feeling his cock twitch, he cast that aside, rationalizing that Dee Dee was weirdly enjoying this.

Looking at Dee Dee, Gio said, "If you're really turned on by this, I want you to make yourself cum while you watch me fill your daughter's pussy with my cum." He then started pounding into Bailey as hard and as fast as he could. Still crying profusely, Dee Dee put three fingers in her pussy and moved her other hand to rub her clit, her moans slowly taking over her sobs. Even as the orgasms started again, and Bailey's body just convulsed from one orgasm to another, her mind still locked onto Dee Dee and continued to chant, "Mommy" as Gio fucked her.

It didn't take long before Gio was ready to burst. He looked over at Dee Dee, furiously rubbing her clit and digging at her g-spot. Sensing he couldn't last much longer, he said, "Are you ready to cum, whore? Are you ready to cum as you watch me fill your daughter with my sperm?" All the while Bailey continue to call out for Dee Dee.

Dee Dee cried, "Yes! I'm gonna cum! I'm gonna cum watching you fill my daughter's pussy full of your potent sperm! Fill her up!"

There was that brief flash that Gio realized that he hadn't check if Bailey was on birth control, but it was too late. His moaned loudly as his cock released, spraying shot after shot of semen into Bailey's insides. Bailey screamed "MOMMY!!" as the most intense of orgasms washed over her body at the feeling of being inseminated. The sight of this caused Dee Dee to scream as her own orgasm began. She rolled around on the floor convulsing, her pussy squirting and shooting her girl cum into the air. The cries of all three filled the room as their bodies succumbed to the orgasms they were all feeling.

As the intensity died down, Gio placed Bailey back on the bed, pulling out, and sitting next to her on the bed, his cock softening. Out of compulsion, Dee Dee crawled over to the bed and started eating Gio's cum out of Bailey's pussy. Bailey didn't react as she was passed out on the bed.

Watching the sight unfold, Gio's cock already started to come back to life, turned on at the taboo nature of this mother eating his cum out of her daughter's pussy. Reminding himself of the birth control issue, Gio said to Dee Dee, "Please tell me she's on birth control."

In between slurps on Gio's cum, Dee Dee said, "Yes, her tubes are tied just like mine."

Seeing that there wasn't much room on Dee Dee's bed, Gio picked up Bailey, placing her on the floor. He then pushed Dee Dee onto the bed, getting her on her back, and opening her legs, his cock covered in his and Bailey's cum hanging over Dee Dee's entrance. Looking into Dee Dee's eyes, he said, "Good, because you're next."

Immediately, Gio sunk his cock into Dee Dee's scalding hot pussy, already bottoming out to the hilt and crashing into her cervix. Dee Dee moaned at her own invasion, wrapping her legs around Gio's waist, and said, "Yes! Fuck me! Fuck me like the dirty whore I am!"

Gio had to adjust for a second at how hot Dee Dee's pussy felt. But once he adjusted to the heat, he put one hand on Dee Dee's large tit, and another on her shoulder, pinning her down, and started pounding into her.

Dee Dee moaned when Gio groped her tit and said, "Yes! Play with big titties! All of my body belongs to you! Fuck me, sir! Fuck me!"

Gio continued to grope the tit in his hand, putting the nipple in between his fingers, and pinch the nipple hard. Dee Dee screamed loudly, sending shockwaves to her pussy that Gio felt. Gio moved the hand on Dee Dee's shoulder to her face, grabbing her chin, forcing her to make eye contact with him. "You like pain, don't you, whore?"

Dee Dee moaned again, "Yes! Oh fuck yes! I'm a pain slut! I love it when men fuck me like a rag doll!"

Gio moved his hand down to Dee Dee's neck, pinning her down while not choking her. "That must be why you are a whore? You love it when men pay to treat you like dirt, don't you, filthy whore?"

"Yes, I'm a dirty, filthy, whore! My pussy can't get enough cock! Most of my clients don't last long enough to abuse me like you do with your huge, motherfucking cock! Oh fuck! Fuck this mother so good!"

Gio kept Dee Dee pinned down while he drilled away at her pussy. Still on his ego trip, he pinched and twisted her nipple again. Dee Dee screamed in both pain and pleasure as her pussy tightened around Gio's cock.

As Gio was putting his hand back on Dee Dee's tit, Dee Dee moaned out, "Harder..."

Gio started to piston his cock harder and faster, thinking that's what she meant, but Dee Dee moaned again, "Harder... pull... my nipple... harder..."

Stunned that the first pull wasn't hard enough, Gio put a hand on each tit, pinched and twisted each nipple, and pulled them straight up in the air so that her tits were pulled up and suspended in the air, wobbling around as Gio continued to fuck. Dee Dee screamed even louder and her pussy clamped down even tighter. Gio looked over to where Bailey was, amazed that she was still passed out with all the noise her mother was making.

Wanting to make sure he reconciled the situation in case Dee Dee passed out as well, Gio bent down so his face was close to Dee Dee's. Slowing his pace down and grabbing her chin again, he said, "You and your daughter have been good whores today."

Dee Dee panted, "Thank you, sir."

Gio got a firmer grip on her chin, "From now on, you two are my personal whores. Every Saturday night, I will have a standing appointment to get my cock serviced."

Dee Dee nodded as much as she could, "Yes, sir."

"You both don't have to be present, but at least one of you has to be here to work for my continued silence."

Dee Dee nodded, "Yes, sir."

"And while I heard your daughter say you don't bring clients; I'm going to ensure you don't. At any time, day or night, I can come in an inspect your place unannounced."

Dee Dee nodded, "Yes, sir. And we'll be happy to service your cock during those inspections, sir."

"Good whore. And if I catch you or your daughter causing trouble again, you belong to me for that evening as penance."

Dee Dee nodded again, "Yes, sir. I'll be a good whore, sir."

After saying all of that, Gio was ready to finish. Pulling out of Dee Dee, Gio flipped her over onto her kneed and pushed her head onto the bed, raising her ass as high as he could, and sunk back into Dee Dee's pussy. He immediately started pounding her pussy as hard and as fast as he could.

Sensing the urgency in Gio's fucking, Dee Dee moaned out, "Yes!! Fuck me, sir!! Fuck me with that motherfucking cock!! I can't wait for you to cum inside me!!"

As Gio started speeding up, he started spanking Dee Dee's ass at regular interval, causing her to spasm at each swat. "Yes, sir!! Spank my ass!! I'm a naughty, filthy whore!! Punish me, sir!!"

Gio was so engrossed in cumming a second time that he didn't notice Bailey waking up and getting on the bed. Knowing her mother needed more encouragement to cum, Bailey crawled under Gio and put her mouth at his and Dee Dee's union. Taking Dee Dee's clit in her mouth, she started sucking Dee Dee's clit. Feeling Gio's balls swinging back and forth and hitting her face, Bailey reached with her hand and fondled them, moving her hand with Gio's panicked thrusts.

Gio was thrown off for a minute, but Dee Dee knew who was on her clit, "Oh!! Bailey!! You're gonna make your mommy cum!! Mommy's about to cum!!" Dee Dee then let out a high pitch squeal and convulsed into her second orgasm.

Between Bailey's hand on his balls, Dee Dee orgasm putting a vice grip on his cock, and suddenly being reminded of the taboo nature of fucking a mother and daughter together sent Gio over the edge, moaning out as his own orgasm started. Bailey could see Gio's cock pulsing in her mother, filling it with a fresh batch of semen. At the feeling of being inseminated, Dee Dee's orgasm intensified, causing her to squirt all over Bailey's face.

As his second orgasm subsided, Gio pulled out, his cum immediately pouring out of Dee Dee's pussy into Bailey's mouth. Bailey immediately latched onto Dee Dee's pussy, getting her taste of Gio's salty cum. Dee Dee cooed at the feeling of her daughter eating her out. Laying down next to the two, Gio watched the sight unfold, his cock slowly softening.

Into the night, Gio continued to fuck Dee Dee and Bailey. While Gio fucked Bailey a second time in Dee Dee's, Dee Dee cooked dinner for the three. After dinner, Gio fucked Dee Dee again bending her over the kitchen counter. While Dee Dee tired out after being fucked twice, Bailey took Gio two more times that evening, until Gio had finally gotten all of his pent up sexual energy out of him, that no amount of encouragement from Bailey could get him hard again, having cummed six times in a four-hour span.

Reminding the two whores about the rules he set, Gio dressed and left the two women in a sixty-nine, still trying to get the last bits of his cum out of their respective pussies.