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33. Let's Try A New Punishment
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2024-06-20 02:29:38Related chapters
Guilty Pleasure 34. Just the Beginning of the Night
Anna reached for her dress swiftly. "Slowly, slowly, babygirl. Eyes on me when you take them off."Will gritted his teeth and clenched his fists tightly, trying to control himself from pouncing upon her. He was dying to run his tongue over her sweet pale skin, to scrape her skin with his teeth and hear the naughty sounds she would make when he would play with her. “Patience, Will.” He reminded himself. Her dress slipped down to her waist, revealing her tits. She was not wearing any bra as the dress was padded. Will licked his lips, eyeing them with lust filled eyes. Her pink nipples were already standing stiff. His mouth watered to take them in his mouth. He curled his fingers tightly to control his desire for a while. “Have I ever told you how marvelous your tits are?” Anna bit her lower lip while her dress rolled down her hips and within a moment she was completely naked in front of him. “So fucking beautiful! So damn perfect! Fuck the patience! I have to touch her right now.”
Last Updated : 2024-06-21Guilty Pleasure 35. The Night Continues
"I'll have to teach that dirty mouth a lesson, won't I?"Anna only moaned in response when Will spanked her pussy. “Words.”“Yes, master!” He slipped the large knob deep into pussy and held it in place. She could feel her walls clenching trying to push it out, but Will forced it right back in.“Ummm…. Ahhhh….” Anna moaned, throwing her head back feeling the urge of need and desire.She felt his arms loosening around her and one of his hands moved down towards her core. Before she knew anything, she received a tight slap on her pussy and a loud scream escaped her lips and she shuddered under his hold, crying desperately at the feeling.“Hold your thighs tight, babygirl.” Will ordered with a gaze devoid of any mercy. "And now I'm gonna show what's gonna happen….."Anna was having a tough time focusing on anything else when her pussy was filled with a toy and she was drowning in a pool of pleasure. "I'll be leaving this inside your pussy and you're going to keep those thighs up. Also
Last Updated : 2024-06-22Guilty Pleasure 36. Heart Racing, Maddening or Delirious
Anna had passed out at some point of the night. She woke up, feeling Will’s touch on her skin. Her body shuddered at the light stroke on my skin. She could feel his hands stroking her arms and back, accompanied with his lips.As she slowly opened her eyes, she noticed the room was lightened, though she had no idea of the time yet. Her eyes roamed around the room. She blushed as her gaze caught hold of the sex toys on the wall and their clothes lying on the floor as they reminded her of the previous night. “Ummm….” Anna winced, arching against his touch. Will growled when he realized she was awake. “Hey, babygirl.” He whispered, balancing himself on his elbows before reaching for her jaw to have a proper look of her. “Hiii!” She giggled. “You had a quiet deep sleep.” He murmured.Anna giggled in response, raising her hand to caress his cheek. “For how long?”Though her body was sore, still she could feel her nipples hardening from his soft touches. It seemed they both wanted more,
Last Updated : 2024-06-23Guilty Pleasure 37. Bad Girl
Next time when Anna’s slumber broke, she felt someone was carrying her. She frowned even though she was not fully awake and was a bit tipsy too as they had a few shots before leaving the room. She looked up and realized it was Will. She felt relieved in his embrace, knowing it was not some random stranger. Will silently cursed as he gazed down at her.“I didn't want to wake you up. You must be drained out, so I just picked you up.” Will shrugged his shoulders. Anna was least bothered about the fact he carried her. She too shrugged her shoulders in response as she couldn't think straight and yawned again before leaning her head to his chest and snuggling in his embrace, completely exhausted. “Shall I get you to the bed? You must have a long night and morning too.” He teased her and she gave him a blank stare in response.Will chuckled and pushed the door open. Then he placed her down on the bed. “I know you're tipsy, you just had the hardest drink possible without any experience. So
Last Updated : 2024-06-24Guilty Pleasure 38. A Happening Dinner
“How’s your work going on, Anna? Have you managed to complete all the files?” Marl, Anna’s colleague asked her during lunch as Will had given a lot of files to all his workers to complete within 2 days. Anna took a seat beside him. “I’m almost done. What about you?” She asked.He raised his eyebrows at her as if he was not expecting this answer. "How did you do it so fast?"“Well, I worked till late last night and barely took a break, so it helped. I’ll complete the rest after lunch.” “That’s great. But I’m asking about the motivation.”Anna chuckled. “There’s nothing much. Start working and you’ll find yours.” She nodded her head only if she could tell him what she had to put at stake for this job. “But make sure you find it before the presentation day." She winked at him at the end. Mark couldn’t help giggling. As he left, Anna was still sitting there, thinking of the day two days back when Will had touched her the last time, calling her a bad girl which she really was. She actu
Last Updated : 2024-06-25Guilty Pleasure 39. He isn't the Only One Winning
Will smashed his lips with Anna’s as soon as they entered their bedroom and he closed the door with his leg. He licked her bottom lip asking for entrance and she granted it to him, letting his tongue swirl around her mouth. The kiss sent a burning chill through her veins. Will grabbed her ass roughly.She pulled away from the kiss, feeling breathless. She turned around and moved her hair to a side, revealing her back to him. “Unzip my dress.” She literally pleaded to him, desperately waiting for him to touch her as it was already two days. “Was that your demand?” Will whispered in her ear, tracing her neck with his nose. His erection was pressed against her ass. She couldn't focus on anything else. “No, master!”“But it sounded like a demand only.” Will began to kiss Anna’s neck and her breath hitched in her throat. Her eyes were shut tightly. “Sorry, master. Please touch me. I need you badly.” Anna was breathing heavily as Will ran his hands all over her body, tracing the curves
Last Updated : 2024-06-27Guilty Pleasure 40. His Lost Stress-ball
It was one of the random days in the office when a naughty idea sparked into Will’s brain. So, he called Anna into his cabin in a hurry. As soon as she got his call, she almost ran to see him as his voice sounded stern. “What’s wrong, Mr. Johnson?” Anna asked as she entered his office to see Will, sitting at his desk looking very upset and stressed about something.He tried to hide the smirk which was threatening to appear on his face. “Something is terribly wrong. Have you seen my stress-ball?" He asked her anxiously.She frowned because she had noticed that he almost always had a red rubber ball in his hand, squeezing it repeatedly to keep himself calm and collected.Anna tried to think, if she had noticed it anytime soon. "No, sir, I haven't. Do you want me to have a look around and see if I can find it for you?""Yes, Miss. Fox, it's very important that I lay my hands on it, I can't focus on my work without it. It’s very essential."She nodded her head and for the next half an ho
Last Updated : 2024-06-28Guilty Pleasure 41. Why so Tight!?
Will reached across his car and grabbed Anna’s cheeks and pulled her face closer to him. He smashed his lips with hers and began to kiss her mercilessly, forcing his tongue into her mouth. He was tasting each corner of her mouth, not giving her any chance to kiss him back even though she was trying her best to match his level. He used his other hand to grab her whole neck and pull her across the car until she was on top of her. “Will is literally manhandling me! Manhandling the way I wanted him to, the way I have always thought of, the way I have imagined after reading the books he has in his red room. He has no idea that I have read them when he is away, hopefully he never finds out anyway. When he pulled me across the car, I was a bit startled as he held my throat and I struggled to breath for about 5 seconds.Fuck! How the hell the man is so damn sexy! So irresistible and alluring at the same time!”Anna’s mind was busy thinking all this while she could feel Will’s hard against h
Last Updated : 2024-06-30
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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
