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49. Riding Him
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Guilty Pleasure 50. A Much Needed Discussion
Feeling someone drawing circles on the clothed stomach , Anna woke up from her deep slumber. She let out a sleepy sigh and stretched her legs out. As Anna felt a set of hands around her stomach, she looked over her shoulder and her gaze fell on Will. His breathing was even and his eyes were closed. This led her to believe that he was still asleep.“He was rubbing circles on my clothed stomach while sleeping?”Anna shifted slightly to avoid waking him up. She used this opportunity to examine him more closely. Will appeared to be sleeping peacefully. There was no hint of the cocky rugged attitude which he kept giving to everyone, he seemed too innocent that moment. He had a sharp jawline and defined cheekbones. As she got closer to him, she noticed a mole on his left cheek. It was adorable.She didn’t notice it before. Will’s stubble appeared to be both soft and rough. Anna softly caressed his face with the back of her hand. He sighed blissfully which made her smile softly at him."I h
Guilty Pleasure 51. A Day Out
As Will continued to drive, Anna admired the lights around the street, sitting on the passenger seat. This part of the city looked undeniably beautiful and she failed to take her eyes off. For a moment, she forgot to blink. She also felt a bit off thinking she wouldn't get much time to explore everything. She badly wanted to explore everybody further. Amidst all these, Anna was stealing glances of Will. The day was far more important to her than Will probably realized. As she returned her gaze to him, taking her eyes off the lights, she found Will was driving with one hand while the other one was resting on the arm rest. His whole attention was on the road, at least that's what it looked like. While driving, he appeared to be both handsome and at ease. Not wanting him to feel her eyes on him, Anna moved her gaze back to the window, admiring the lights once more.After a few minutes, Will pulled the car in front of a huge building. It appeared to be old, but it was polished and new. W
Guilty Pleasure 52. It's Her Night
When they returned back to Will’s pethouse, Anna straight went for a shower, making sure she washed her hair and body properly. Once she was satisfied, she wrapped a towel around her body and stepped out of the washroom. She saw that Will was sitting on the bed, typing something with utter concentration in his phone.“I didn’t notice when you bought these stuffed toys there. I guess I was too occupied.” Will smiled when he noticed her. Anna too smiled back at him. “Have you selected my outfit?” The smile on his face was replaced by his famous smirk. “Of course. I’ve kept your outfit here on the bed. I want you to wear this and nothing more and if you decide to disobey me, I won't be accountable for what happened after this.” He mumbled in his mischievous tone. Will probably wouldn't mind bending her over his knee tight then if she decided to disobey anyway.“I’ll wait outside till you change as I can't promise to keep my hands off you when you change. So, it's better, if I get out
Guilty Pleasure 53. Asking for A Date
"Are you alright? Can I keep going?" Will checked to see if Anna was ready for the rest of tonight.“Yes, master.” Anna arched her back. “Please, don't tease me.” She pleaded. Will let out a breathy laugh and pecked her lips. "Whatever my girl asks for, she gets."Then he didn't wait anymore and pushed himself inside her in a go. Her walls immediately squeezed him so hard that it was almost painful. He threw his head back and let out a groan. He waited there for a few seconds, allowing Anna to get used to his size. Sometimes he wondered how she was still so tight.Will looked at Anna. Her eyes were shut and she had fisted the bed cover tightly in her grip. She was breathing heavily. “Open your eyes, babygirl. Look at me.” Anna slowly opened her eyes and made eye contact with him. Then he began to move slowly all the way in until his whole length was inside of her. He pulled all the way back out and repeated this action, making both of them comfortable and ready for the ride of the
Guilty Pleasure 54. Sexting
The bed dipped under Anna’s weight as she just jumped on it with her phone after having a shower. Currently she didn't have much work as Will was working from home, so she only had to check files and arrange online meetings, sometimes keeping track of the office work. She was surely loving it like this. It was not because she had to work less, but because she was getting to spend more time with Will. She was getting to explore the sides of him which no one ever got to see. She was glad for that. For a change, Will had gone out to attend some meeting, leaving Anna alone at home. She was not required, so he asked her to stay back and rest. Once he left, Anna showered and fell on the bed. She was feeling so lazy that she didn't even try to take out her clothes and wear them. She only wrapped the wet towel around her body which was damping the bed cover. Anna rolled her eyes and sighed before throwing the towel away too. Then she was lying naked on the bed. She grabbed her phone from th
Guilty Pleasure 55. The Dinner Party
The smoke from the hair curler surrounded Anna’s face. As she was done with her work, she kept the machine aside and stepped back to admire her work. For the first time in a long while, she felt her hair looked manageable. She brushed the long wavy strands of her hair one last time.“Done!”Anna was wearing a maroon velvet dress with queen anna neck and bishop sleeves. The perfect waves of her hair and the red lipstick she had put on made her look like she was ready to be featured on a magazine cover.“I hope the dress is okay.” She said to herself as still a doubt lingered in her heart. She sighed and stood up on her black stilettos and inspected her reflection in the mirror. The maroon dress reached a little below of her thighs and even though it was not too short, something about wearing it to a formal dinner did not sit well with her. Fiddling with her fingers, she bit her lips.Anna was thinking whether to change or not that’s when Alexa facetimed her. As soon as she received th
Guilty Pleasure 56. He is Jealous!
"Get away from her.”Anna was feeling weak on her knees from before, but she felt weaker at Will’s voice, cold and deep, threatening to cut through her skin. She stood there as both the rivals stood face to face, both standing at the same height and same scowl on their faces."What the fuck do you think you were doing?" Will’s voice was no less than a thunder while his eyes were busy glaring at Oscar. The latter did not seem fazed at all. "I was only showing her the washroom." Oscar shrugged his shoulders. "But then she tripped over her own heels and so obviously I caught her.""You had your hands all over her body, Mr. Brown." Will growled in a stern tone. "And you think I'll believe you?"Behind him, Anna opened her mouth to confirm that what Oscar was saying was true, but before she could say a word, a sweet voice called out to Oscar and they turned back. "What are you three doing over here?" George Brown, Oliver Brown’s father held the arms of his son. "Is there a problem?"The
Guilty Pleasure 57. A Challenge
“I want to see her tears.”Will looked at Anna’s face which was flowing with pleasure after the orgasm crashed through her frail body. But he wanted to wipe it off. She looked too tempting like that, when she had surrendered herself completely to him, but he had some other plan for the time being. He was not giving to give in to her pleasure anymore.“Master, please…..” Anna almost begged, arching her back and gripping the bedsheet tightly to fight the ache between her thighs. “I… I need you more, master. Please.”He smirked and pulled his fingers out of her. Then slowly and very measurably, he filled her up with his length. It was so excruciatingly overwhelmi
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