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11. She has Signed Up for This
Last Updated:
2024-05-23 17:56:20Related chapters
Guilty Pleasure 12. 3 Stages of Punishment
Anna was in her cabin pleasuring herself after Will had spanked her ass till they turned red and left to attend some meeting. It's been a week since she had started working as his secretary and two weeks since they have taken their relationship to another stage. In these days, Will had fucked her senselessly every single day, still it was not enough for her. She wanted more of him. Anna tried her best not to moan as she entered three of her fingers inside her. But she failed as the walls of her pussy clenched around her fingers. She was moaning while doing in and out as fast as she could. Suddenly the door of her cabin opened with a bang and Will walked inside. She had no idea of his arrival as she was completely lost in herself until he felt a tight slap on her clothed breasts. It made her scream loudly and that's when she opened her eyes only to find Will in front of her. Will again slapped her clothes breasts, this time harder than before. Then he pinched her nipples and twisted
Last Updated : 2024-05-24Guilty Pleasure 13. Was she still getting punished?
NEXT MORNING Will stood under the shower, letting the warm water cascade down his body, relaxing his nerves. He heard a knock on the door, a smile appeared on his face. His babygirl was on time. She surely learnt some lessons after the punishment. His lips twisted into a mischievous smile as something struck his mind.He turned off the shower. "Come inside, babygirl."He could hear her growing footsteps, walking closer. Her steps were measured and slow. Maybe around 30 seconds later, Anna walked inside and kept his clothes on the cabinet. “Can I go now, master?” She asked for his permission. Will walked towards her. “Take the towel and dry me.” Anna stared at his face and her cheeks started to turn red. As he took a step closer to her, gazing deeply into her striking blue eyes, her heart pounded, and she took a step backwards, locking her eyes with his.“Do it, babygirl.” He moved closer to her face and whispered huskily in her ear. Anna shivered as his warm breaths fanned over
Last Updated : 2024-05-25Guilty Pleasure 14. It's Her Day
Anna sighed and looked at the time. It was time for office, so there was no time for Will to proceed further. Though he was the boss and no one would say anything to him, if he was late. She died to have a few orgasms before she sat down to work.Seeing her lost in her thoughts, Will stepped closer to her. “What happened, babygirl?” “Nothing, master.” “You can still call me Will when I'm not taking you or engaging in any sort of explicit act with you.” His smirk could literally be heard and Anna chuckled.“That's fine. Still it's nothing.” A grin appeared on her face. “I don't believe you, flower. I’m sure something is bothering you and I guess your need and desire isn't helping you.” His smirk grew wider. “Very funny, Will.” Anna rolled her eyes. Then something struck her mind and she looked at him. “You're right, actually.” “About what exactly? About something bothering you?” Will spoke softly before passing a mischievous look to her. He moved a hair strand from her face. “Or a
Last Updated : 2024-05-27Guilty Pleasure 15. Five Minutes More
"Please me, babygirl.”Anna didn't waste a second further after Will’s order. She unbuckled his belt. He was watching Anna closely and felt his dick twitch when she licked her lips and grabbed his full length from over his underwear. Then without hesitation, she held the waistband of his underwear and pulled them down, making his cock spring into her face.Will stared at his face while taking off his blazer and discarding his tie. Now he was clothed only in his white shirt which he was tempted to remove but decided against it even though Anna wished for the same. Instead he held up the bottom hem of the shirt to give her a clear view of his throbbing manhood. He saw her biting down on her lower lip as she cautiously put her fingers around his length. Her palm was warm and wet with her sweat, it was somewhat shivering too.“Such a slut you are!” Will muttered, looking at her seductive expression. He grabbed her hair with one of his hands and jerked her face towards his manhood. She di
Last Updated : 2024-05-29Guilty Pleasure 16. Is There Anything Wrong with Us?
“That's all for your today's schedule, sir, and I'll assist you for the meetings today as Miss. Fox is absent today.” Lira looked up from the tab in her hand and handed some documents to Will. He nodded his head. “I see. Thank you. You may leave now.” He dismissed her. Lira stood there staring at him for a while before nodding and walking out of the room. As soon as she was out of the room, Will closed the file he was studying and picked up his phone, thinking whether to text Anna or not.Thinking for a while, he decided to follow his heart and text Anna. A simple text asking about her wellbeing wouldn't hurt after all. After sending the text, he leaned his back on his chair and waited for her to check it and reply to him. He actually waited for a reply.It was a whole minute before he received a reply from her.“Thanks to the dreamy sex last night, I'm sore and can't even walk properly. So, I took a day off as I couldn't risk walking funnily among a bunch of people.”Will chuckled
Last Updated : 2024-05-30Guilty Pleasure 17. Oldie
"Is there anything wrong with us?”Will was taken aback for a moment but quickly recomposed himself. He looked down at the woman in his arms, biting her lip and looking straight at his chest, the delicate possession which he was holding. For a second he wondered what sparked the thought in her mind. “Look at me, Anna.” He held her chin between his thumb and forefinger and lifted it to face him. Her eyes were worried and unsettled as she looked into his reassuring ones.“There's nothing wrong with us, baby. We chose to follow our innermost desires. They're our desires and we're doing this because we want it, we need it. We're not crazy because we crave things that other people don't desire. That doesn't make them normal, it just makes us different from them. Everyone has the right to choose what they want.”Finally a smile appeared on Anna’s face and she nodded. Will kissed her softly unlike his usual kisses. Anna returned the kiss with the same gentleness. He knew that his feelings
Last Updated : 2024-06-02Guilty Pleasure 18. Round Two!
On the way to the entrance of the party hall, Anna could feel her skin burning from the gazes of all the people as they stared at her. “Why are you so quiet all of a sudden? Where did your smart mouth go?” Will asked as they walked upstairs. He noticed her being unusually silent. "I'm just concentrating on where I step because it would be embarrassing to fall in front of everyone. But don't worry, master, you won't miss my smart mouth for long.” Anna replied in a low tone as she didn't wish anyone else to hear her calling him master. That would create another controversy. Will hummed in response only to make her think how could anyone's hum also be this dominating. “Good! Because I'm planning on using it later for some other purpose.” As these words escaped his mouth, she was ready to say that he could do anything right there, right then. Once they reached the hall, Anna found everyone turning their head to look at them which made her feel conscious. Especially, the look thos
Last Updated : 2024-06-03Guilty Pleasure 19. An Embarrassing Call
After five rounds, Anna found herself lying completely drained out. Will also lent her his shirt which she needed the most. He also helped her to clean and wear the shirt as she was too sore and sensitive down there to walk. Will knew more of her body than she did in just a few days, he understood her way more than Nick did after all those years.He knew exactly which spots to hit and focus on to turn her on, which spots would make her wet immediately. Also not to forget about his incredible stamina. Every time they had sex, he would drain her energy completely, still it was not enough for him. Even last night he wanted to go for another round, but he stopped after seeing how exhausted both her body and she was. That was something she subconsciously thanked him for.Anna was looking forward to resting the entire day as it was t
Last Updated : 2024-06-04
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Guilty Pleasure Epilogue
Anna wrapped her hand around Will’s waist, making him smile. She sure loved cuddling. He moved her hands gently, pushing himself off the bed. He looked back at her with a content smile.“She's so beautiful and she's mine and I love her so much.”Staring at the time, Will’s eyes widened. He had just thirty minutes to get everything done so he rushed to the kitchen, made a simple dish, scattered roses as fast as he could all over the floor and bed. When he was done, he placed the food tray on the bed and held the flower bouquet in his hands."Darling?" He called her but she didn't budge, so he called her again.Anna groaned, pulling the pillow closer to her bo
Guilty Pleasure 80. Getting the Reward or Not
Anna laid still, eager for the punishment to begin. Her stomach was churning with butterflies and her heart was racing. She was both eager and cautious to experience the punishment. Will would never do anything to intentionally hurt her, so she pushed the cautious side away.Will brought her out of her trance with a harsh slap on her right ass cheek. It was hard, not showing any mercy. Anna stiffened before relaxing as the pain subsided. She exhaled, her fists clenched around the bedsheet and she began to count. He hummed, and gave her another blow. This time it was on her left ass cheek with the exact same force he used on her right.Pain. That was all she seemed to be feeling right now.He spread her legs a little for a
Guilty Pleasure 79. A Deal
"My little daredevil!” Will nodded his head. "The night isn't going to end any time soon. I would never leave my giri unsatisfied."He was rubbing Anna’s thighs who was already aroused from the previous encounter. Her panties were sticky and she was both hungry and needy. This caused her to close her legs swiftly, pressing them together to create friction. Will chuckled and pulled her legs apart. She whimpered and was annoyed by the way he was taunting her. Her body both craved his touch and she needed to cum."Soon, baby, soon.” Will said. He always seemed to have a trick up his sleeve. Every trick he had up his sleeve usually resulted in either pleasure or painful pleasure for her. Will
Guilty Pleasure 78. Daredevil Gives A Blowjob
“Are you fine?” Will asked in a concerned tone. “You’re sweating. Are you feeling unwell? Do you want me to reschedule?”Anna immediately nodded in no. “No. No. There's nothing wrong with me.”He shook his head, beginning to drive. She was excited to find out what he had planned and where he was taking her. While they were driving to their destination, Will filled in the silence by making small talk."Are you sure, you’re fine?"Anna sighed. "If you want me to be completely honest, I'm very nervous." She admitted, laughing.
Guilty Pleasure 77. Preparation for the Date
The week flew by quickly and Anna found herself getting ready for her first real date with Will. He and Anna had gone out a lot, as colleagues, maybe as friends with benefits, but never as lovers or a couple, hence why she called 'real date.Friends with benefits...That made her wonder, what exactly were they? Will never asked her to be his girlfriend or admitted clearly about having any sort of feeling for her, so she knew they weren't in a relationship. That’s why Anna just took this as they were both more than friends but not in a relationship. The sub and dom relationship was a long forgotten one as both had broken all the rules and went way past that.Yes, it was a bit confusing, wasn't it?
Guilty Pleasure 76. When's the Date?
"So when's our date?" Anna asked.With a warm smile on his face, Will turned to face her. "This weekend."Anna nodded with a thought that it was on the next sunday and she would have an entire week to pick a perfect outfit. She smiled at him. "So what shall I wear? What are we doing? Where are you taking me?"His eyes shot open as he heard her continuous questions. He threw his head back and laughed, seeing her desperation. "Ummm….. Wear something comfortable. As for the rest of your questions, you don’t need to worry about anything else, babygirl." He said, basically shrugging her off from asking further questions.
Guilty Pleasure 75. Isn't It Enough?
"I'm not gonna fuck you in a fucking hallway." Will groaned, more to himself.Anna looked into his eyes, waiting for his next move. Her breath came in short as his warm lips touched her nose, melting all her doubts and cautiousness in one stroke. Leaning in, she picked up her face to kiss him but little did she know that the intentions he had with her were far from the soft touch he had shown her. He simply picked her up and walked inside a room on the other end of the hallway and threw her on the bed.One of Will’s hands came down on her throat, forcing her back on the bed as Anna tried to sit. She gasped, closing her eyes to relish the feeling of his fingers closing in around her throat. The effect went straight to her stomach, and suddenly she was bereft of words. He loosened his hold and trac
Guilty Pleasure 74. Hallway
“Is it bad that I actually want him to do exactly what he just said to me?”Anna could feel Will’s glare on the side of her face but she chose to ignore it again. This man had some sort of obsession with always staring at her and she couldn’t deny not liking it."Don't stare at me like that." Anna dared to whisper.Will smirked and stepped closer to her, reducing the little space between them. "Am I not allowed to stare at what is mine?" His deep husky voice made her shiver.He was right, she was, there's no room for argument there, he had already made it pretty clear. He always kept it c
Guilty Pleasure 73. Burning Needs
Will and Anna drove home in almost silence. A song playing on the radio was the only sound in the car.Anna watched the city lights flash by as Will weaved in and out of the heavy city traffic. She kept thinking of things to say, but couldn’t muster the willpower to actually speak them out loud. She was afraid that she would say the wrong thing and ruin everything, so instead she stayed quiet.The feeling that blossomed when he kissed her stretched between them like an invisible string. She could not quite put her finger on it, but in that moment she swore she felt something between them changed. It wasn't the kiss that did it, Dod knows there had been plenty of physical interaction between them in the past months.No, it was the look in his eyes when he pu
