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Dan Michaels' morning started out as any other. After the normal conversation over breakfast, he gave his wife a peck on the cheek and headed out the door. The traffic was light this particular morning, none of the usual idiots cutting him off. He arrived at his office ten minutes earlier than normal. Of course his secretary, Anna, was already there. She was always there. He knew it was overdue that he put her in for a raise. After all she had given him his share! He never touched her before, but he fantasized about her a good number of times. Dan even occasionally masturbated in his private washroom, wondering what was under those clothes of her. He always got rock hard thinking about how her pussy would taste on his tongue. Today was no different...
Anna Diego was a sharp dresser, and today she looked even more delicious. Her long black hair shined as it cascaded down the middle of her back. Her skirt came up to her mid thighs. Her legs looked strong and tight under her black stockings. Her breasts were pushing against her blouse, almost begging to be freed. Her large nipples were visible against the fabric of her low cut top. Dan could clearly see her cleavage and after getting close enough, he could smell her intoxicating perfume.
Dan thought it was time to use the washroom. But then he came up with a better idea. Besides, it was too early in the day. He knew that if he would whack off now that he would have to do it later in the day anyhow.
"Yes, Mr. Michaels?" She answered.
"Could you come in her?" He requested.
"Right away sir," she said as she got up from her desk, straightening her skirt. She opened the closed door, and entered her boss's office. She often thought that he was a handsome fellow. He was of course old enough to be her father, him being fifty, and Anna being only a ripe twenty-two.
Before Anna was able to take a seat, "I'm sorry Ms. Diego, can I trouble you for some coffee?" Dan asked. "It'll take me a few minutes to look through this file anyways."
"Right away sir," Anna said as she went for the coffee.
He had to work up his courage. He really didn't have to look though any files. He just need a minute, Anna reentered the office with two cups of java.
"Here you are sir," she said as she handed him a cup.
"Thank you Ms. Diego," he replied. "Why don't you call me Dan? After all you've been working here for eight months." He took a large gulp of the coffee, almost burning his mouth.
"Well, sir, ah Dan," she stammered. "You've never asked me to call you by your first name. I know you are a professional, and I thought."
"I understand Ms. Diego," he interrupted her.
"Call me Anna," she said as she smiled.
"Anna, Good. Than that's settled," Dan said. He was felling good and he thought that he saw a sparkle in her eye.
We should probably get to work," Dan said.
"I'll get my pad. Be right back sir, uh, Dan."
Dan quickly pondered his situation. He had a beautiful wife at home, but wasn't getting any there. He wasn't sure what the problem was. He thought that he and Shirley needed to talk. Now he thought he had a chance at this dark beauty named Anna. His cock got hard just thinking about the prospect of fucking her. How was he going to get to her? Maybe he would just have to beat his meat again. Fuck it. Only time will tell. Anna reentered the office, and Dan almost didn't notice. He was just about in a trance. That is until she sat down across from his desk. She sat on her knees, her feet pointed up and behind her. He thought that he saw a hint of white cotton. But he insured himself that it had to be his overactive imagination.
Dan returned to his desk and started dictating his letter. He was holding some papers unrelated to the business at hand, and would occasionally look over the top of them at his beautiful secretary. He soon found it hard to concentrate as his thoughts turned to her ample breasts.
He had to pause. Had to get his concentration back. He came around to the front of his oak desk, while still dictating his letter. He would occasionally glance at a picture on the wall as he was walking around the spacious office, and it seemed to help.
As he was closing the letter he found himself standing at the front of his desk. He looked into Anna's eyes. To Dan they seemed warm and friendly. Maybe it was just want he wanted to think, or maybe there was something else.
"Thank you Anna, that will be all. If you can give me the final version, let's say, lunch time Monday?" Dan could feel the bulge in his pants starting to grow again. He wondered if she saw it too.
"I'll have it done before then Dan," Anna replied.
As Anna straightened up in the chair and stood up to leave, Dan was sure he could see her panties.
"Anna, if you don't mind me asking, a pretty girl like yourself must have hoards of boyfriends flocking around you, but I've never seen any pictures on your desk. How come?" Dan asked suddenly.
"That's because at the moment, I'm not seeing anyone, and no, I don't mind," she answered him. "I guess I've just been to busy. It must be at least six months since I've even had a date."
Before she could leave the office Dan stated, "Anna, the man that gets you is going to be one lucky son of a bitch."
"Thank you," she said, and departed the room.
"Damn," Dan muttered aloud.
Dan was perplexed. He had been sitting in his office, still thinking of Anna, and what it must be like to fuck her. He was just about ready to give up and head to his private washroom when it suddenly hit him. 'Why the hell am I beating around the bush?' he thought. 'Just go for it.' All she can do is say no. Maybe slap his face. That was all she could do. That, and turn his ass in for sexual harassment. 'Fuck it,' he thought. 'It's worth it.' Just forty minutes ago he has finished dictating a letter to Anna, which he was sure at this very moment she was already preparing. He would just have to dictate another one.
"Yes sir," she answered.
"Could you come in here," he paused, "and bring your pad."
"Right away," came her reply.
She came into the office and sat down in her usual manner. Dan had to bite his lip at the sight of her shapely thighs, and the thought of what lay between them.
"Miss Diego, Anna," Dan started. "This is not going to be my usual letter. I want you to write down every word that comes out of my mouth." Dan cleared his throat. "Let me know when you are ready."
"I'm ready sir," she hesitantly replied, wondering what it could be.
"Well. Anna. You see this is more of a personal matter, and you maybe, well, offended," he explained.
"Well then whatever it is, it must be serious," Anna responded.
"It is Anna," he said as he took a deep breath and exhaled.
"Dear Shirley, even though we've been married for fifteen years, I feel as if we should have sex more often than once or twice every several months," he said, as he didn't take his eyes off his sweet looking secretary. He wanted to see a reaction. Now he got one.
"Oh, Dan," she started to speak.
"Can we continue," he asked? "Or would you rather not? I'll understand."
"Oh, no, go ahead," she replied slowly. Dan's cock was straining against his slacks, making quite a large tent. He thought, 'she has to notice.'
He continued, " If this matter persists, I will be forced to go elsewhere." 'Hopefully right here,' he thought.
"I am hopeful that many women would still find me attractive," he glanced at Anna, and he caught her stealing a glance at him, and he thought he saw her licking her lips.
"There is one particular lady I am especially interested in," he went on. "To describe her in one word," he paused again to think a moment. "Scrumptious. Her beauty is hard to describe with mere words, but I will try. She is everything you used to be. Her dark eyes are unforgivably beautiful. Her skin is flawless as far as I can tell. I have never seen her nude, but it would be a dream come true. Her breasts are full, firm and ample in size. Her stomach is flat, and I've often wondered if her navel was pierced. Her legs are smooth and muscular. To me her thighs are the perfect shape and size. What lies between them I can only speculate, but would love to find out."
He looked into Anna's eyes. He thought he saw her trembling. For a split second he wondered if he should go on. But he had come so far. To stop now would be ludicrous. Especially since Dan thought that he saw her staring at his crotch a time or two. But he still wasn't sure. He had to find out if he could get into her pants. He wanted that more than anything. So he continued.
"And her name," he hesitated for a split second. "Is Anna," he spit it out.
At hearing her name, she dropped her pen and pad to the floor. It was an involuntary reaction. She had no idea that her boss felt this way about her. She was overcome with shock. She tried to speak, but couldn't. All kinds of things ran through her mind. The one particular thought that stood out was that for the past eight months she had a secret crush on him. But knowing that he was a married man, she felt he was off limits. Now she was hit with this revelation. How should she react? What should she do now?
"Anna? Anna," Dan was touching her shoulder, lightly shaking her. "Are you ok?"
"Yes, Dan," she finally regained her composure. "I'm ok."
"I'm sorry about that, but I had to let you know the situation," he said, his hand still on her shoulder. He looked down at her, and as if struck by sudden fear, he jerked it away. "I had to get it out in the open, off my chest. I'm really sorry."
"It's ok, really," she replied, looking up into his eyes.
Then her head dropped, and she looked longingly at his crotch, and the bulge before her. Her hands suddenly and without warning grabbed at his ass cheeks, one on either side. She pressed the side of her flushed face against his trousers and pulled him into her.
Now Dan was almost in shock, not believing what she was doing. He had worked hard for this moment, but still could not believe it was happening. He looked down and touched her cheek.
Anna looked up at him and gave him a sly grin. Removing a hand from his buttocks, she reached for his zipper, and in one motion, pulled it down. She reached inside his shorts and freed his cock from the confines of his pants. Its skin was soft, and hot to her touch. Its size was larger than she had expected, being a full nine inches in length. Dan's cock head was already engorged. Anna thought it looked mean, but she wanted it in her mouth. She glanced up at Dan's face for a sign of approval.
"Suck it Anna, you can do it," his breathing had increased immeasurably. "Go ahead, please, do it Anna." He waited so long for this. He could wait no longer.
Dan touched her face again and guided her lips to his cock. She hesitated for only a second, and then flicked her tongue across his head, paying particular attention to the tip. She tasted the pre-cum that was deposited there, and to her surprise she enjoyed the musky flavor. Anna then impelled her mouth on Dan's cock head. She was flaring her nostrils in an attempt to breath, but she knew that there was no turning back now!
She pushed her head forward until she had half of Dan's hard dick pressed between her lips. She stopped, fearful that she was going to choke. She let some slide out of her mouth and sucked it back in. She ran her hot tongue on the underside of the stiff pole.
"Oh, Anne do that again," Dan moaned, loving the sensation he was feeling.
Her eyes darted to his face, and she once again sucked him in and out. Only this time she had more of his dick between her sensuous lips. A few more inches and she would have it all. In and out, her lips moved around his shaft. The next thing she knew she did have it all in her hot mouth. She was pleased with herself, but not as pleased as Dan.
"Oh Anna, I told you sweetheart you could do it. I told you." he smiled down on her, as she started to piston his cock in and out again.
"Oh baby, your mouth feels so good," he sighed. "But I want to do you now." He lifted her face off his slick cock, and helped her to her feet.
As soon as she was standing, he planted his lips to hers, darting his tongue in and out of her mouth. She soon reciprocated, and she shoved her tongue between Dan's lips. He sucked her tongue in even deeper. He could feel the heat from her body. He kissed her cheeks and nibbled on her ears. It turned the both of them on even more. They were in a moment of heated passion.
He kissed her chin, and worked his way down to her neck. He kissed her there. He nibbled, as well as sucked on her neck, giving her a small love bite. He felt as if she were melting in his arms.
His right hand found her breast. He touched her cleavage, and gave it a little squeeze, before moving on. He ran his palm under her blouse until he reached his objective, her protruding nipple. He rolled it between his thumb and index finger, arousing it even more.
Anna threw her head back in a sign of intense pleasure, and Dan started undoing the buttons on her blouse. As he slipped the garment from her shoulders, his head bowed toward her bosom. He kissed first one tit, then the other. He buried his face between her cleavage and tasted the perfume that she had dabbled there. He moved to the object of his affection, sucking her nipple into his mouth. He placed it between his teeth, and while lightly biting on it, he sucked it, and flicked it with his tongue.
Anna enjoyed the attention that Dan was giving her. Of course Dan himself was in heaven. Anna was holding the back of his head, playfully running her hands through his hair, and pulling him even closer to her chest.
"Oh Dan, that feels so good," she moaned. "Yes, suck it. Make it hard, get it all wet." She was almost delirious with pleasure.
Dan decided that her other tit needed attention and he honed in on the opposite nipple, like a bee going for honey. He took it in his mouth and gave it the workout it deserved.
Dan while sucking on Anna's breast turned her around so her back was facing the desk. He backed her toward it and reached his hands under her ass and lifted her up so that she was sitting on the edge. He lowered his face and started kissing and licking her smooth stomach.
Anna reached down and unfastened the buttons at the side of her skirt, and undid the zipper underneath. She lifted her ass and in one motion pulled it over her head. She was just about to wiggle out of her pink panties when Dan stopped her.
"Leave them on for now Anna," he said, almost salivating as he gazed at her crotch.
He kissed her mouth again, before making his way past her tits, down past her flat stomache. He took a side route, kissing and licking the top of her left thigh, then back up to her navel, where he lingered for a moment. He traced his tongue to the top of her right thigh. He moved to the inside of her leg, getting closer and closer to her moistened pussy.
All of a sudden he was there, and Anna knew it. Dan was licking and kissing her through her pretty panties. He was practically eating the crotch right out of them. He was biting her too, and she wanted more.
"That's it honey," she was cooing. "Get it nice and wet."
"Um, um," was all that escaped Dan's mouth, as he sucked and bit in the area near her clit.
"Oh yes," she screamed! "Bite it you motherfucker. Eat me."
Dan suddenly and with a vengeance pulled her sweet tasting panties aside and inserted his right middle finger. He finger fucked her while his tongue attacked her clit. He pulled his finger out and licked her entire slit up and down with his tongue. He repeated this several times.
With his finger deep inside her, and his mouth clamped to her clit, he found his other hand resting under her ass cheeks. He soon brought his left index finger into use. He inserted it into her tight butt. He was working it slowly in and out of that sweet ass. He could feel her muscles contracting around his digit. Her tight ring would grip his finger and release, over and over. All the while Dan was nibbling and licking her clit, and his other hand was pumping her pussy.
This drove Anna over the edge. Her pussy actually erupted, covering Dan's face with her sticky juices. She screamed, "Oh, God!"
"Oh, fuck," Dan exclaimed! "Oh, fuck Anna. Jesus did you come," he said, as he continued lapping at her crotch, trying to get as much of her juice as possible in his mouth. "Oh, baby. So much," he said as he kissed her pussy one more time. Dan rested his head on her lap for a couple of seconds, almost forgetting about wanting to fuck her well juiced pussy.
"Oh God, Dan, I swear," she tried to explain. "I've never cum like that before, never." She reached down and grabbed him under his chin, pulling him upright. She kissed him hard on the lips. "You're the best," she said as she licked his ear. "Fuck me now, I can't wait any longer," and she reached for his dick.
Dan eagerly aimed his hard cock at her wet slit, and with Anna's help guided it between her moist lips. First just the head, then the first couple of inches. Dan wanted to enjoy this, he wanted to make it last as long as possible. Anna's pussy was tight, despite the wetness. At one point, when Dan's cock was halfway in her tight crevice he pulled back, pulling it out and reentering her. He repeated this several times, and it seemed to help. Each time he would feed her a little more.
Dan didn't think it possible, but with each stroke she became even wetter and wetter. Before he knew it his cock was buried in her tight, wet pussy up to his balls.
"Damn, Anna. Your pussy's so tight," he said, sweat forming on his forehead. "That's all of me baby."
"Shut up, you son of a bitch," she snapped at him! "Shut up and fuck me."
"Yes," Dan responded, and started moving his throbbing member in and out of her sopping wet pussy. But he wasn't doing it to Anna's satisfaction.
"I said fuck me," she squealed. "Faster, harder. Fuck, make me cum again."
Dan immediately picked up his tempo. His balls were slapping against her pretty ass cheeks. Anna grabbed him around the neck and pulled him to her. She darted her tongue in and out of his mouth so furiously Dan could hardly breath.
He managed to pull away from her embrace, only to find her hands on his ass. She was pulling him even deeper into her wet pussy. It was just as smooth as Dan imagined it would be. She was a lot wilder than he ever dream of though.
Dan looked down at her pussy as his cock was jack hammering in and out. Anna's one hand on his ass, the other now palming his stomach.
"Oh, fuck. Your pussy's so good," Dan said. "So fucking good."
"Yes, and I love your hard cock," she responded. "Just keep giving it to me."
Dan picked up his tempo again and Anna was just about ready to cum again. Dan was very close also.
"Oh, yeah. Just like that," she said as she wrapped her legs around his waist. "Give it to me." A very few seconds past. "Oh, fuck. I'm gone, ahh, cumming," she said, as her pussy flooded, releasing her nectar. "Oh shit, fuck me," she murmured, her face contorted with pleasure.
Dan could feel her sticky cream run along his shaft and out her opening. He felt it as it ran down his balls. That put him over the top.
"Oh shit, Anna," he said in a whispered voice. "I'm gunna cum. Oh, fuck."
"Yes, give it to me," she said in an excited voice. "Cum in me. Cum in my pink pussy."
Dan's cock shot a bolt of jiss just as he finished the down stroke. He was at the deepest spot in Anna's pussy.
"Oh baby, it's all for you," he said as it exited from his cock.
She felt it and let at a loud wail.
"More Dan. Give me more. Oh God yes," she was near another orgasm. "Keep fucking me. Keep cumming, arrggh," her words became undistinguishable. Dan's cock spit out another glob of pearly white cum, and he felt it backing up inside her, as it mixed with her juices. He unleashed two more bolts of his seed into the confines of her overstuffed snatch. Her pussy was contracting around his cock, milking it for all it was worth.
Dan, with his now shrinking cock still in Anna's dripping cooch was kissing her all over her face. He felt her pussy spasm for the final time. "Damn Anna," he said finally. "That was great. Thank you."
"No, thank you Dan," she said sincerely. "You are the best ever, honest you are." She smothered his face with kisses. Then taking a hold of his face, kissed him deeply and passionately.
"We should probably get dressed and pretend to get back to work," Dan finally said, pulling his cock from her well saturated hole. "It's going to be a long weekend," he added.
They dressed in silence. Dan picked up Anna's pad and pen, and contemplated for a second. He tore off the first couple of pages and handed them to Anna. He took the next several pages and folded them up and stuffed them in his pocket.
"You get that done today. I'll sign it, and we'll see what happens," he said, pointing to the papers he handed her. "
Then tapping his pocket, "I'll hang on to this for now, besides we'll have to make some changes now. Won't we?"
Anna came over to him and they kissed again before she returned to the outer office and Dan behind his desk.. He thought about what had just transpired, and said to himself, "Wow."