All Chapters of Guilty Pleasure : Chapter 11 - Chapter 20
38 Chapters
11. She has Signed Up for This
Anna was crawling behind Will. At first, he gave her a tour of the kitchen and guest room, then he took her to the red room, which was filled with different types of tools and instruments. “Do you like this room, my pet?” Will asked, caressing her hair as if she was his pet for real. Anna raised her head a little to look at him and smiled gently. “Yes, master.” Once they were done with the tour, Will again walked back to his bedroom with Anna still on her knees, following him a little behind. Her knees were hurting badly by the time they reached the bedroom. She was eagerly waiting for the moment when he would let her get up, she couldn’t feel her legs anymore. Her wait came to the end as Will pulled her by her collar, making her stand. He tied her hands after making her wear her panties which were lying nearby. “Get on the bed, lean on the headboard, legs wide open. Now.” Anna’s legs trembled as she tried to walk fast. She was about to fall but she somehow managed herself and fo
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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
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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
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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
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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
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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
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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
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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
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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
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20. "Flower!"
“Don’t close your eyes.” Will commanded before feasting back into Anna as he noticed her going to close her eyes.He let go of his grip on her thighs, leaving a stinging sensation that just heightened the pleasure she felt.Fuck!He solely focused on her clit which made her shudder. He slid three fingers deep into her pussy and didn't give her time to adjust. He simply kept thrusting in and out of her, causing her to grasp the edge of the table. Her grip was so tight that her knuckles had turned white and she arched her back as she wanted to say something.Will didn't stop even for a second while Anna kept moaning his name. With each passing second, his thrusts became more and more powerful. It increased her moans and her voice was going louder than before with each stroke. He paused his thrusts and turned his fingers to a certain angle before curling his fingers. He touched her sweet spot with each stroke, making her tremble and clench around his fingers.“Ummmm….. Ahhhh…. Ahhhh…… Ur
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