Chapter 4: Climax
Just two guys checking ego and seeing who can get the biggest erection," Derrick explained to Ivan. "And besides, Jenny wants to see you measure up."
Ivan took another sip of his drink, feeling nervous and uneasy. He had never been one to brag about his sexual prowess, and the thought of competing with Derrick made him feel inadequate. But at the same time, the thought of impressing Jenny and proving himself was incredibly arousing.
He had always been a little insecure about his sexual abilitites, and the thought of showing off to Derrick and Jenny was both exhilarating and terrifying.
"Come on Ivan, you can do it," Jenny said, encouragingly.
Derrick placed some sort of ointment on his dick, and then began to stroke it slowly.
Ivan watched enviously, feeling somewhat jealous of Derrick's experience.
But at the same time he couldn't deny that Derrick's dick was impressive, much larger than his own.
Derrick's dick grew harder and longer, his muscles tensing as he stroked himself.
"This is ridiculous," Ivan thought to himself. "I can't compete with that."
Just then, Jenny appeared beside him.
"What are you thinking?" she asked sensually.
Ivan was taken aback by her question, unsure of what to say. He had never really considered why he was insecure about his dick. He had always found it awkward to talk about his body, especially when it came to sexual matters.
"I don't know," Ivan replied truthfully. "I guess I've always been a little self-conscious about my dick."
Jenny's face softened, and she leaned in close to Ivan, her lips brushing against his ear. "It's okay to be self-conscious sometimes, my love.
"So Jenny" said Derrick confidently "who do you think the winner is?"
Jenny looked at Ivan and then at Derrick's dick.
"Oh, I think we have ourselves a winner," she purred.
"So you're not so cocky about your boyfriends little cocky now are you?" beamed Derrick.
"No, and honestly I'm a little embarrassed" blushed Jenny. She tried not to let it show but being talked down to like this was making her wet with excitement.
"You should be, you never should have made such a stupid bet. You know what I think? I think you knew you and your little boyfriend were going to lose this bet. You just needed an excuse to suck my dick... didn't you?"he asked her, running his finger along her neck and down her chest.
Jenny closed her eyes, reveling in the sensation of Derrick's touch on her skin. "I did, Derrick," she admitted with a whisper, "but I didn't want to make it awkward between me and Ivan."
Derrick leaned in and whispered in Jenny's ear, "I promise you, it won't be awkward between you and Ivan. In fact, I will make sure you and Ivan have the time of your life.
Derrick stood up and towered over Jenny as she sat on the couch. His long, thick cock standing at full attention in front of her. Jenny could barely hide her lust any longer, as she bit her lip in anticipation.
"Okay, I think we've waited long enough." claimed Derrick "It's time for that little loser mouth to pay off this bet". Derrick placed one finger on the back of Jenny's head to motion her toward the head of his now throbbing dick, though she didn't need much coaxing.
Her mouth eagerly closed around the tip of Derrick's hard meat, savoring every moment.
Jenny moaned as she took him deeper into her mouth, relishing the sensation of the large member in her mouth. The feeling of Derrick's erect member against her face was intoxicating, and she could feel her own body beginning to respond to the sensual encounter.
Jenny couldn't believe her boyfriend just stood and watched as she worshiped Derrick's dick with her mouth.
She felt Derrick's hand in her hair, and she moaned audibly. Her heart was racing, and her body was on fire. She couldn't figure out what was making her hotter, being on her knees with the biggest dick she'd ever seen in her mouth, while her boyfriend watched or the fact that the owner of the dick was treating her like a cheap slut. But all she could think about was how good it felt to have Derrick's dick in her mouth, to be honest, being teased and bullied had made her feel a level of lust she'd never felt before.
"Actually" Derrick announced as he swiftly removed the fat head of his dick from her mouth. A loud pop echoed in the room as Jenny was sucking it as hard as she was capable at the time. "I think as the new man of this apartment, I am going to lay down some rules" said Derrick with a grin, "and the first rule is that you will always be submissive to me. You will always do as you are told and follow my commands without question. Understood?"
Jenny nodded, her head spinning with desire and a strange sense of control. Derrick had taken her in a direction she never imagined and it was a thrilling yet frightening ride for her.
"Good girl" praised Derrick. "Now, my bitches can only wear what I tell them to." Jenny obediently nodded her head, her big eyes still fixated on Derrick's shaft. "Also, you will give me the respect I deserve, you can now refer to me as daddy, is that understood?" claimed Derrick, as he patted Jenny on the head like a wayward child.
"Yes, of course!" Proclaimed Jenny, as she leaned in to pleasure Derrick's cock once again, she opened her lips and stuck out her tongue ready to envelope his head with her lips but right before she could reach the tip, SMACK. Derrick gave her a firm slap across the face. Jenny panicked, what had she done wrong?
"Yes what?" Insisted Derrick.
"Yes Daddy," Jenny said as she knelt in front of him.
Derrick took a moment to appreciate the view. He loved seeing his new bitch on her knees, serving him. Jenny was a beautiful blonde woman, with piercing blue eyes, and soft curves. She had a sexy voice, and confident persona that showed her excitement at pleasing Derrick and being submissive to him.
"Good girl." Jenny moaned at the sound of those words. Whatever hesitation she had to pay up on this bet before was now gone. She felt an intense rush of lust at the idea of pleasuring Derrick and Derrick's ego with her blow job. But she wanted to wait, she now realized as daddy's bitch she'd need to wait until she was told she could resume sucking.
Derrick sat down on the arm of the couch, his dick still in Jenny's sight, taunting her. He leaned over to her and roughly grabbed a strand of her hair, pulling her hair to force her to stare up at him.
"You're mine now, my little bitch," Derrick groaned, "and I'm going to make sure that you know your place. Now, take those clothes off... and hand me your panties."
"Yes daddy!"
Jenny responded, as she began to unbutton her pants. As she undressed in front of Derrick, she couldn't help but feel a wave of excitement and arousal consume her.
Derrick leered at her with a mix of lust and dominance, and she found herself getting even more turned on by the moment.
Jenny handed Derrick her panties, now completely nude before him. She looked up at him with a mix of excitement, fear, and lust. "These panties are soaked you little slut. All this just from having my dick in your mouth?" Jenny blushed with embarrassment. "Yes daddy." Ivan watched from the corner as Derrick leaned in to whisper something in Jenny's ear. Jenny ran off, her heavy tits and round ass bouncing as she did and within moments she called from the hallway saying "Okay daddy, I've got it"
"Good bitch. Now, get on your hands and knees, and crawl to me," demanded Derrick.
Jenny obeyed, crawling towards Derrick with her heart racing and her stomach churning with excitement As she appeared from the hallway, Ivan saw that she was now wearing their doberman's collar around her neck, the dog tag (and her tits) swinging as she made her way over. When she reached him, Derrick told her exactly what she wanted to hear "Okay bitch, close your eyes and open your mouth. I'm gonna give you a treat.". Jenny obeyed, she was now completely nude on her hands and knees waiting for her mouth to be fucked by the cocky dom. She could feel the roughness of the wooden floor beneath her, and her soft skin, her pussy becoming wet, and her heart racing with anticipation. In her mind, she was begging to finally get Derrick's manhood back in her mouth. Derrick grabbed her by the collar and she moaned, ready to take in the thick shaft but instead she felt frilly fabric hit her lips.
It was the same pair of little pink panties that recently given to him, Derrick had decided to use it to humiliate her further. Jenny moaned as she felt Derrick's fingers push the panties into the back of her mouth and she began to gag on the thin material. Though confused, she remained obedient and waited for Derrick to give her a command.
"That's a good bitch. Now open your eyes" Jenny looked up at Derrick, like an eager puppy as he grabbed her collar and roughly turned her around. She was now facing Ivan and was shocked to see he was even more erect than during the contest.His face was flushed, and he was looking at her with a mixture of arousal and disbelief. Her pussy was soaked, and her nipples were rock-hard. She was feeling vulnerable, exposed, and a little ashamed.
Just then, she felt a hand smack her left ass cheek and Derrick commanded "Okay bitch, give my other bitch his new outfit". The spank gave Jenny such a rush she could barely comprehend the command, she felt like she could cum simply from a few more strikes but she did as she was told and crawled along the living room towards her soon to be completely emasculated boyfriend.
Jenny obeyed Derrick's instructions and crawled slowly towards Ivan. She was nude and on her hands and knees, and her heart and mind were consumed with the moment. She was excited, aroused, and a little scared, but overall she felt complete submission to Derrick's will. She was his bitch, and she knew it.
As she reached Ivan's feet, she let the panties drop from her mouth, wet with saliva and pussy. "Lay them out so my other bitch can step into the them" commanded Derrick.
Jenny didn't hesitate as she got on her knees and laid out the underwear in a neat pile, waiting for Ivan to put them on.
As he stepped into them, Jenny couldn't help but smile at the thought of how humiliated he must feel. She knew that Derrick had the upper hand, and he couldn't do anything about it.
Though stepping he feet into the panties, Ivan stood there motionless. "Help your fellow bitch get dressed" expressed Derrick. And Jenny grabbed both sides of the soaked little panties and pulled them straight up, covering up Ivan's dainty penis.
She was amused and aroused at the contrast between Derrick's massive tool and her boyfriend's tiny one, trapped in her own tiny pink panties. Derrick called from across the room "One more thing, before you crawl back over, help Ivan tuck his little self into his panties. We don't want my number two bitch to be embarrassed"
Jenny's heart skipped a beat at the thought of tucking Ivan's dick away, but she also had a feeling of pride establishing herself as the "number one bitch" in the house.
Jenny approached her now humiliated boyfriend and helped him tuck his penis into the wet pink crotch of the panties, making sure keep pull the panties in tight. She couldn't help but giggle at the thought that now her boyfriend looked like he had a wet pussy too!
Jenny crawled back over to Derrick, eager to please him. She smiled as she crawled up between his legs. She was soaking with anticipation, never in her life had she felt better than being this man's pathetic bitch. Derrick stared down at her from the couch, "I know what you want bitch, now beg".
"Please daddy, please let me suck your big dick" She whined. She couldn't wait much longer, she had been deprived of this magnificent dick for too long and she would do anything to get it back in her mouth.
She crawled closer to Derrick and whispered "Please let me worship your cock, daddy."
Derrick chuckled, "Not bad bitch. Why don't you wrap your loser lips around my cock until I tell you to stop." said Derrick with a smirk on his face. Jenny's heart raced at the thought of sucking off the confident man before her. She quickly knelt down, positioning herself between Derrick's legs, and began to worship the huge cock that had brought her to this point. Her hands caressed the smooth skin, and her tongue danced around the mushroom-shaped head, leaving wet trails of saliva behind. Ivan watched in awe and disgust at the same time, as his girlfriend fellated his friend.
He couldn't believe he had agreed to this ridiculous bet, but now there was no turning back. He felt embarrassed and humiliated, knowing that he would have to crawl through the entire apartment wearing panties with a dick that was half the size of the alpha male before him.
Jenny couldn't get enough of Derrick's thick dick in her mouth, she was trying her hardest to make up for her lack of experience. Unfortunately, Derrick could see she couldn't even get halfway down his thick shaft. Jenny's heart sank as Derrick announced "Ivan you didn't give this slut a real dick to practice on, look slut, I know you want to make daddy cum but honestly you're towards the bottom of my list. Shit, I bet you could suck my dick better than this Ivan."
Jenny was humiliated and felt defeated but continued to suck Derrick's cock hoping to impress the new man of the house. Though totally embarrassed, the teasing only made her more eager to please him. She pushed him deeper down her throat, reaching a little past halfway, unfortunately even with Derrick's hand on the back of her head, helping guide her down, she was still completely unable to fit his full length down her throat.
"Well, this settles it, you both really are a couple of losers huh?" Derrick prodded. Though disappointed with her failure, Jenny had never been hornier.
She decided if she couldn't please him with her throat, she would just have to give him more of her. She was going to let Derrick to fuck her, to make her feel like the worthless bitch he thought she was. "Daddy, I'm sorry. I know I've been a pathetic slut but can I please make it up to you?"
Jenny pleaded, her voice quivering. "Of course you can, my little bitch. But first, let me just admire this pathetic attempt at a blowjob. It really is no wonder your boyfriend lost and now you have to crawl around begging to be fucked," said Derrick as he stroked his own cock, taking pleasure in the fact that he was in control.
Jenny could feel her desire building up inside her like a volcano, ready to erupt at any moment. She lowered her head again, eagerly sucking on the big cock. Though this time Derrick took control.
He grabbed her by the hair and pulled her mouth down further. "Daddy is going to teach you how to suck his dick, bitch," he growled before spitting on her face.
Jenny whimpered as Derrick's hot spit landed on her cheek, her heart pounding in her chest. Derrick stood over her, his dick still deep between her lips and began thrusting himself deeper, smirking while he looked down at her.
Jenny moaned in pleasure, grabbing onto his hips with her small hands, trying to milk him for all he was worth.
"You like that bitch?" Derrick said in a whisper.
Jenny nodded eagerly, trying to get more of his dick inside of her.
"Look at yourself, pathetic" Derrick laughed.
"I bet your boyfriend is so proud of you right now, sucking off his friend like a little pathetic bitch" Jenny's body shook as she heard Derrick's words, they were a constant reminder of her failure and inadequacy as a woman. "Say something, bitch" Derrick taunted as he pulled her hair, "Why don't you beg me to fuck you like a good little slut?". With a dick filling her most of her mouth, Jenny gave her best attempt at begging. "Please fill my pussy" is what she attempted to say but the words were almost complete gibberish as his cock thrusted in and out of her mouth.
Derrick grinned at her helplessly, reveling in the power he held over her.
He pulled his dick from her mouth and stood up, towering over her as she remained on hands and knees, completely exposed and vulnerable beneath him. He reached down and grabbed her by the collar again turning her around.
Jenny knew what was coming and braced herself. She closed her eyes tightly and held her breath, waiting for him to take his pleasure out on her. Suddenly, she felt his hot breath on her neck and the sensation sent shivers down her spine. She wanted him, needed him, and yet she was still terrified of what he would do to her.
She felt the head of his dick, still glistening with her saliva begin to push up against her now dripping pussy.
She held her breath, feeling the anticipation building inside of her as he teased her, making her wait for his pleasure. He put one hand on her hip while the other firmly grasped her collar.
Jenny felt his hot breath on her ear as he whispered, "You're gonna love this bitch. Don't worry, I won't break you. But I will definitely mark my territory." Derrick then pulled the collar tight around her throat and begin filling her pussy with the biggest cock she had ever felt.
"Oh god, Daddy it feels so good". Jenny's body trembled as Derrick's cock filled her cunt as he began to thrust harder and faster, pulling her hair with every thrust.
As Derrick fucked her, he couldn't help but think about how humiliating it was. He thought about how Ivan must be feeling, watching his girlfriend take it from another man. He thought about how weak Ivan must feel, unable to even come close to Derrick's size.
He thought about how pathetic Jenny was, willing to do anything to please him. He thought about how it must feel to dominate a woman, to take complete control. Derrick enjoyed every second of this, savoring the taste and smell of Jenny's arousal. He saw her in a whole new light, he saw her as a trophy, a prize to be won.
As he began to almost get his entire cock down Jenny's pussy. He began to admire the view.
Jenny's body was quaking underneath him, her breasts bouncing with every thrust. Her eyes were glazed over with passion, her mouth hanging open in an act of pure pleasure.
Derrick let go of her hair, instead sliding his fingers through it and tilting her head back. "This is how you want me to make you feel?" he said, his voice low and gruff as he continued to fuck her.
Jenny could barely respond, yet she felt a rush of excitement and shame.
As Derrick continued to penetrate her, she could feel his massive cock stretching her sensitive walls, and it was incredibly arousing and humiliating at the same time. She felt like a whore, a thing to be used and abused, but she couldn't deny the intense pleasure coursing through her body.
With every thrust, Jenny's body was pressed against the floor, her breasts, face and pussy squished and bruised.
Derrick's massive cock felt like it was ripping her apart. She felt so small and insignificant, just a toy for him to play with.
But as much as she hated it, she couldn't resist the pleasure he was giving her. Each thrust sent waves of pleasure throughout her body, making her lose all sense of time and reality.
Just then, Derrick's right hand which had previously been holding her hip raised from her body and made it's way towards her face, Derrick pointed his thumb towards her mouth. "Suck it bitch."
Jenny did as she was told and with her face still pressed into the floor, opened her mouth and invited Derrick's thumb in with her tongue.
She lavished attention on the digit, licking it, sucking it with abandon, and massaging it with her lips and tongue.
Derrick's cock swelled even more, as he watched her in action. Jenny's movements only drove him crazier and he found himself thrusting deeper and harder into her. Derrick snickered "I can see why Ivan thought you were good at sucking dick, looks like it's a lot easier when you have something smaller to work with"
Jenny felt a mix of anger and humiliation at his words. She had no idea what was happening inside his head, but she knew this was about power and control and it scared her. She felt herself starting to reach her limit, the pleasure was getting too intense and she could feel herself starting to orgasm.
"That's it little bitch, lets see if you can handle it" Derrick taunted, as he increased his pace. Jenny felt herself starting to lose control, she could feel herself on the verge of an explosion.
Derrick could sense this and he began to increase his pace, thrusting deeper and harder into Jenny.
"That's right bitch, let it all out" Derrick said with a hint of sadism in his voice.
Jenny could feel her pussy tightening around Derrick's cock, and she knew she wasn't going to last much longer. Derrick pulled his glistening thumb from her now drooling mouth and brought it behind her. She felt his palms rest on her ass as he took both hand and spread her apart. With both her holes perfectly exposed he then began tracing around asshole with his wet thumb.
Jenny's body thrilled from the intense pleasure that Derrick's touch brought her, as he explored her body with his hands, and tongue, with a newfound sense of desire and freedom. She moaned loudly as he took her hard, bringing her to the brink of an all-consuming orgasm, before pulling back slightly, and sucking on her breasts, driving her wild. As Derrick continued to torment her, Jenny felt herself drifting into a state of arousal that was completely out of her control. She was powerless in the face of his dominance, and yet she craved more. Her body trembled with anticipation as she felt his finger slip into her anus, and despite being a little surprised by it, she felt no pain, just the odd sensation of him pushing his finger into her butthole. She moaned loudly, as Derrick took her hard, bringing her to the brink of an all-consuming orgasm, before pulling back slightly, and sucking on her breasts, driving her wild.
Her body was still buzzing from the dick measuring contest, and now she was feeling an entirely different kind of excitement- the kind that left her feeling exposed and vulnerable.
Derrick's thumb slowly slid out of her ass, and she felt the emptiness between her legs. She closed her eyes and felt a wave of pleasure wash over her.
She couldn't believe what she was doing, but she couldn't stop herself. She was a sex toy, nothing more, and she was loving every second of it.
Derrick'smouth dropped low to Jenny's ear and whispered,"You love this don't you?
Let's see how far you can take it."
Jenny's heart raced and her body began to shake with excitement. She didn't know what would happen next, but she knew she was completely under Derrick's control.
He continued to fuck her, his pace quickening and his thrusts becoming stronger. Jenny felt herself nearing the edge of an explosive orgasm, but she was determined not to come until Derrick gave her permission. She wanted to be in control of her body and her pleasure, even if it meant submitting to a dominant man like Derrick.
As Derrick continued fucking her, he bent down and whispered in her ear, "Do you want to suck my cock while you come, little slut?"
Without hesitation, Jenny nodded, eager for the pleasure it would bring. Derrick withdrew his cock from her pussy and moved her head towards his crotch, guiding her to take his cock into her mouth.
As Jenny began sucking and rimming Derrick, she felt his massive cock swell in her mouth, causing her to gag and choke.
But she didn't stop, she needed him to cum inside her mouth.
"Oh god, yes, suck it bitch," Derrick groaned, as he pulled her head towards him.
Jenny felt his warm semen hit the back of her throat and she swallowed without hesitation, relishing in the taste of his essence.
She looked up at him with a wicked smile on her face, Derrick's chest heaving with every breath, his muscles rippling under his skin.