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Working Overtime

Joined
Jan 28, 2009
A slender young man took a deep sigh by the name of Kyle, The work day was almost over. It was his first day on the job, and it had been a rather busy first day as a personal assistant. The boss he was working for ran one of the biggest law firms in the world, with money and power at her disposal, she had hired Kyle here to help her with her job managing the firm. With the young mans help much more was to get done for the day, and the evenings were final free for the boss to spend as she wished. Kyle was getting ready to leave his office when his cell phone began to buzz. He flipped open to see a text from the boss “Come to my office.” He blinked a bit, and began to feel a great deal of worry. Had he done something wrong? He took a deep breath and made his way over to the office of the Boss, Himself and the boss were all that were left in the building. He opened up the door a crack and peered in to see the boss behind her desk. “You called for me?”
 
Kiyo Black was very happy that he had come to her. In truth, the woman behind the chair had haired him for more than one reason. She turned in her chair to face him, her short brown hair falling into her chocolate colored eyes. Her breasts were large, straining at the shirt she was wearing, making her have nice cleavage. Her nipples were slightly hard and a visible through her shirt. She smiled at the male, not getting up from her spot on the chair. There as a tent in her skirt from her erected cock. All she could think about was bending that one over and fucking the daylights out of him. "Ah, yes. There are a few more things I need from you before you go home."
 
The boy sighed to himself, relaxing a bit when it seemed he was not in trouble for messing anything up. He stepped into the large office of his boss, closing the door behind him. He thought it was an odd office, most executive offices had windows outside or windows out to the hallways. the only thing this one had was a window large window facing out side, but the curetains were almost always closed. Kyle aproched the desk, not realising what she had instore for him. "Oh, okay. What would you like me to do Ms. Black?"
 
Kiyo smirked at him as she unbuttoned one of the buttons on her shirt so that more of her breasts where visible. She moved back away from her desk on the chair and lowered the height of her chair a little bit. "I want you to get on your knees in front of me..." she whispered, tilting her head to the side, wondering if he would do it. If not, she would just fire him and make sure that he couldn't get a job anywhere else. She had that power, easily.
 
The boy blinked a bit as she began to unbutton her top a little bit, more of her impressive cleveage being revieled to him, his face blushed a bit as he tried not to look, but his eyes couldn’t help but wonder to the lovely sight ever now and then. Kyle raised an eyebrow at the command she game him, it was odd and unexpected. His mind started to try and rationalize what was going on. Maybe he needs to help her look for a contact of something, He just knew that she was not one to disobey. This job would keep him set for life, and Ms Black was notorious for firing people for odd reasons. “U-ummm…Okay.” He replied, getting infront of her then down on his knees. “Now what?”
 
"Let me see your hand," Kiyo whispered softly, the bulge was noticeable to him now, but she could tell he was focused on her breasts. She smiled as she held out her hand for him. Her other hand moved to unbutton another button. Her aerola's were almost visible. One more button and her nipples would be visible. When he gave her his hand, she pressed it against her bulge and tilted her head to the side a little bit at him. "Rub.." she muttered, nodding her head at him with a small smile.
 
The boy was keeping his eyes up, partly to watch in wonder as more of the sexy boss's breasts were exposed to him, and partly to try and keep looking into her eyes. he was so nervous about where this was going he didn't even take the time to look down to see the slightly diviation from the normal female body. By now the boy was pitching his own tent. He nodded his head slightly and gave her his hand. He nearly shivered when she took hold of it; her skind was soft and smooth. He blinked a bit as she took his hand and brought it down and placed it on something he was not expecting. Something, hot, big, hard, and throbing. He looked down in shock there was no way this could be real, he flinched slightly at the new action he was comanded. This was taking 'Personal assistance' to a level he never thought of befor. He looked up as if to begin to protest, but bit his lip instead and slowly began to rub as she comanded. He knew that if he fought back he would be fired and his life would be ruined.
 
Kiyo moaned as he started to rub at her throbbing bulge. She unbuttoned her last button on her skirt and her breasts bounced free, her nipples hard and erected. "Mm..." she whispered and stood up to pull down her skirt so that she was left in her small little black panties. Her cock was more visible now. She sat back down and pulled out her cock from her panties. She looked down at her assistant with a small smile. "Stroke it now," she whispered, tilting her head to the side. Her cock twitched lightly in pleasure. "Such a good, smart boy..."
 
Kyle blushed at the sound of her moan. He wasn't sure if he should be paniced or turned on. Truth be told Kyle was bi-curios. Well, more like fully Bi, but he had never really had any experiance with anouther male, so her cock didn't bother him so much as surpise him and embarrassed him with his lack of experiance and the fact that he was pleasuring his new Boss. He was still half sure this had to be a dream. He looked up as she removed the last button, and her ample breasts were freed from her shirt, he felt his cock twitch at the sight and his personal arrousal growing. He watched, blush deeping on his face, as she stood and removed her skirt, showing a pair of panties, straining to hold the cock in place. She freed the cock from the panties and comanded him to stroke again. He bit his lip and slowly reached his hand out and wraped his hand around the hot, throbing cock, and slowly began to stroke it. He nodded his head slightly in reply, he couldn't really think of much to say other than. "Um...t-thanks..."
 
Kiyo giggled softly and nodded her had at him. She licked his lips as he felt his hand around her exposed cock. She loved how willing he was with all of his. "Take it into your mouth," she whispered, nodding he head at him, pre cum dripping down the underside of her cock and onto his hand as he stroked her. "Mm...you seem to be accepting this very quickly, Kyle," she whispered, nodding her head at him.
 
Kyle laughed slightly at her comment on his accepting of this. “well, I’m half expecting to wake up any minute now. And if this is all real, I don’t think there is much I could do.” He replied, Then of course there was always the bright side, this was sure to earn him brownie points with the boss. Just as Kyle seemed to adjust to the situation; she did something new to make him blush. He looked up when she commanded him to take it into his mouth, in seconds his face was completely red. “B-but I’ve never done something like that before…”He mumbled weakly in reply.
 
"You've sucked on an Popsicle at some time in your life, right?" Kiyo asked, tilting her head a little bit at him. She knew she had to take this slow for a newbie. She wouldn't fire him just because he never done it before. "It's the same thing, just this will be hot and throbbing inside of freezing," she said, running her hand through his hair as she lowered her chair a little more so that it was easier for him. "Just start with taking the head into your mouth and suck. Use your tongue to rub all over, especially the underside."
 
The boy bit his lip nervously, he couldn't believe this; but he didn't want to lose the job, and he knew saying no would do that. It wasn't like he was really that against it. He was simple nervous and ebarrassed as hell. He took a deep, sliding his hand to the base of her cock and slowly brining his face to the thorbing member and taking the head into the mouth, slowly sucking and running his tongue all around it. He could smell the strong scent of her cock and taste the flavor of her precum, a shiver ran down his spine. What shocked him the most was that the scent and flavor was...pleasing to him.
 
"Mmm...good boy," Kiyo whispered, smiling as she moaned. Her fingers continued to run her hand through his hair in a soothing and encouraging manner. "That's it. You are doing good..." she whispered, nodding her head slowly. Her toes curled in pleasure and her cock throbbed lightly in his mouth as she sighed pleasurably. "Whenever you are ready, take more into your mouth slowly until you gag or can't take anymore..." she murmured, moaning again. She arched her back a little bit.
 
Kyle gave a slight grunt in reply. Her heart was racing as his arousal grow to hights he had never felt before, but the first time one does new sexual act this kind of thing can happen. He slowly began to work his way dow the throbing member, moaning slightly at the plesnt taste. He got a good 3 inches into his mouth; and that seemed to be as far as he could go with out gagging. He began to bob his head a bit like he had seen people in porn do, between the head and that 3 inch marker.
 
Kiyo moaned out even more as he started to bob his head over that three inches. She licked her lips as she leaned her head back. Oh god, she hadn't had such a good personal assistant in a very long time. She curled her fingers in his hair as he cock throbbed in his mouth. She was blessed with a high stamina and would be able to get hard again not long after her first orgasm, so she planned on cumming a bit in his mouth and cover his face.
 
The boy shivered as he heard and felt her positive reactions to his blow job, The fingures curlling in the locks of his hair ecouraged him to go about a good half and inch further, just bearly beyond his comfort point. He could feel her throbing, she had to be close. With his hand he began to stroke what was out of his sucking reach as he increased the bobbing of his head more and more. Though he figgured she would tell him and let him pull back when she came, he had no idea she planed to have him get a goot shot of cum in his mouth.
 
"Ah, ah, ah...!" she let out a loud moan of pleasure as she came in his mouth. Giving him just one spurt to taste, she pushed her chair back and stroked her cock up and down quickly as she came on his mouth, covering him with her thick seed. She panted softly as her cock stopped coming and grew soft. Though, she would be able to get it hard again...but she wondered if she wanted to fuck him now or wait until another day...taking things slow never hurt.
 
The boy's eyes grew wide as he felt the thick cock suddenly thorb and begin to shoot a stream of cum into his mouth; the thick liquid quickly filling up his mouth and leaking down his throat; forcing him to gasp as she suddenly pulled back, he felt more hot jets of cum shoot against his face, neck and even on his chest. He shivered breathlessly as he let the cum in his mouth leak out slowly sit there fora bit as he caught his breath. He looked like a slutly little angle sitting there drenched in cum, panting and blushing. He finally closed his mouth and swallowed the cum in his mouth and began to pant slightly.
 
"Hhmmm...." Kiyo whispered, smiling down at him. She wanted to fuck him, but she knew he would have to work tomorrow and she didn't know if he would be able to walk properly tomorrow. "Mmm...If I told you to bend over so that I could fuck you, would you be scared? Would you really want to do it? Be honest. I won't fire you for that." Indeed, she really had no intentions of firing him anytime soon. He was a good worker and he gave a decent blow job. Though, he had room for improvements, it was good for his first time. All he needed was practice.
 
The boy, who had been looking down at the shirt wet with his bosses cum, looked up as she began to speak to him again. His eyes widdend at the question she asked him, his mind raced. He wasn't sure how to reply to that. She said that she wouldn't fire him...but was she just testing him? He looked in her eyes for a few seconds, but she seemed to be telling the truth. He thought for a second before finaly opening his mouth."Yes...I would scared...." he said honestly, then he paused, looking down at the floor for a good minute. He looked up, his face was red with blush once more. "But I think I really would want you to."
 
Kiyo laughed softly and nodded her head. "Do you want me to fuck you now?" she asked curiously, blinking down at him. She continued to run her hand through his hand slowly. "Or do you want to wait until another day?" Kiyo had no problem with waiting, though she would be more than willing if he wanted her large dick deep into his as now.
 
Kyle was hesitating again. part of him realy and truely wanted it. but up till now he had been ordered to do all these sexual acts, now he had to ask for one rather than fallowing an order. there was something quite embarrasing about that. He looked back up to the boss and slowly oppened his mouth, his lust was to great, he had to have it "Yes I want you to fuck me now...please."
 
"Then stand up, strip down and bend over on the desk," Kiyo whispered, nodding her head as she went into one of her bottom drawers and looked at all the different kinds of condoms and lubes. "Do you want me to wear a condom?" she asked curiously as she pulled out some tingling kind of lube that was safe for sexual acts. "Or do you want me to fill your ass up with my thick seed?" she asked, one hand moving down to stroke herself hard again.
 
The boy nodded his head, feeling nervous but quite excited that he had given into the temptation of his boss. He did as she comand, He quickly dirobed, striping down to his pale, smooth flesh. He then turned around and bent over the desk, his legs slightly spread, his body quivering slightly in anticipation. He didn't need to think long about the answer to her question. "No condom...Please fill my ass with your cum."
 
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