PERFORMANCE REVIEW
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2013.07.12 Performance Review free porn video
When I interviewed with Raine for the job I now have, the thought of having sex with her never remotely entered my mind. I was here for a paycheck, not to bang the boss, and she didn’t strike me as a very attractive boss either. While she did have the type of thin, petite frame that attracted me, she didn’t have specific features that stood out. She stood about 5’1”, had short, slightly curled blonde hair, pale blue eyes and paler white skin. She wasn’t unattractive, but I just wouldn’t have said back then that she was hot. Of course, I left out the most significant detail, which is she was 51 years old. I, on the other hand, had just turned 25 and had never even entertained the thought of sleeping with a woman at all significantly older than I, especially one, as fate would have it, who was exactly twice my age who had a husband and four c***dren to boot.
Boy, how my mindset change. I didn’t even realize it at first. Over the course of my first year working for her, I developed such a trust and respect for her that my perception of her completely changed. All of a sudden I noticed her tight, round ass, her small but perky boobs and her stylish outfits, from her glasses to her high heel shoes. There was no way that I wanted to actually fuck her though. The occasional thought of bending her over her desk did come to mind, but I quickly dismissed it as gross and ridiculous.
Around Christmas time, I did begin to sense that Raine had some sort of attraction for me. At the time, I thought it was mostly in my head, the way she complimented my appearance all the time and used endearing names for me. It would have made me uncomfortable except that, mostly subconsciously then, I liked it. When I look back at it now, there were a few brief moments of shameless flirting between the two of us.
It all came to a head on Friday, July 12, 2013. That was the day of my first performance review. It was also the day before Raine left for vacation, which would be followed by my own vacation. It was the last time we would see each other for a couple weeks, so we wanted to make the most of the time. It was also the day I first fucked my boss.
I'd later find out that the timing of the performance review - on a Friday before Raine went on vacation and at 5 pm no less, when the office was virtually deserted - was by her design. Normally I would have been annoyed with having to stay late on any day, let along on a Friday; for Raine, though, I would do anything.
It had been a very stressful day, which was pretty much the norm in this job. Inter-office politics made both Raine's and my jobs more difficult than they needed to be on most days, and we'd often debrief and de-stress in Raine's office at the end of a particularly stressful day. It was these meetings where I'd often detect what I construed as mild flirting from my significantly older superior before brushing it off as just in my head.
The meeting started with our usual venting and small talk before transferring into my review. Needless to say, I scored high marks. Raine said a lot of very sweet things about me. Our conversation then turned toward Raine's upcoming vacation. I found out that my boss was going with just her k**s, leaving the hubby behind, which I found strange and politely questioned her on. To my surprise, Raine then spoke freely of her strained relationship with her husband, including in no uncertain terms that she hadn't "been laid in four months." Yes, we had gotten pretty comfortable with each other, but even so, that comment took me back.
“Anything I can do to help?” I honestly meant if there was some ordinary thing I could say or do that would help her feel better, but in the context of the conversation I can’t blame my supervisor for taking it the way she did. Instantly, Raine’s eyes grew so wide that I thought they'd pop. My heart stopped as I considered the words that just came out of my mouth, wondering what exactly was going through Raine’s mind. Next, an unmistakably seductive grin spread across her face. I froze, waiting to see what happened next before I could even imagine what was about to transpire.
"I thought you’d never ask!" my excited boss said. "I know I said there's no room in the budget for a raise, but I think I have a creative way to reward you for your work."
I turned red. I didn’t know what to do. At first I thought I had made a terrible mistake. I had no intentions on doing what Raine was very clearly implying. My reactive thought was that I needed to back out of this situation and clarify to Raine what I had actually meant. There was no way I could follow through with having sex with this woman, whom I didn’t even desire to fuck. However, after a brief moment of panic during which I remained silent while Raine hungrily stared back at me, the opportunity of the moment caught my attention. I suddenly realized that I was, in fact, sexually attracted to Raine and that I had a chance to do something that only a very few men had: fucking their boss. For the first time, I started to think that my mature boss was actually pretty sexy. Perhaps I had stumbled into a gold mine.
"What are you doing tonight?" I asked, my voice cracking as I was unable to hide my nerves due to the fact that all signs suggested that I was going to be having sex with Raine tonight.
"What are you doing right now?" Raine countered, raising the bar of my expectation where just a second ago it dared not go. She was grinning from ear to ear as she continued, "We're still holding your performance review, after all."
For the next several minutes, there was a blur of activity, including Raine's standing up from her chair, which she pushed back with her ass, and my coming around to her behind her desk. We wasted no time proceeding with what very obviously had played in Raine’s mind previous to this evening's interview, confirming my suspicions about her. It was then that I realized her attraction to me had never bothered me in the least. In a moment’s time, I wanted nothing more in the world that to fuck my suddenly sexy supervisor and to fuck her hard.
Raine unbuttoned her blouse as I unbuckled my belt, now standing behind her. As I loosened my khakis, I studied Raine's outfit. As I eyed her from her feet to her head, there was no doubt in my mind that our scheduled meeting today was strongly taken into consideration when Raine picked out her wardrobe this morning. She sported roughly four-inch black high heels, separated from her pinstripe pencil skirt by her short but slender legs. The skirt rode two or three inches above her knees, leading up to her round ass and firm hips. Noteworthy for her age, she had maintained her womanly hourglass shape well, aided by boobs that, I now noticed for the first time, were rather generous for such a small frame. I could hardly wait to touch them and see if the felt as good as they looked.
After unbuttoning her royal blue blouse, Raine turned around, revealing her black lace bra, which was more evidence that she had planned for this best-case scenario. We exchanged compliments as Raine reached under her skirt and pulled down an equally sexy pair of black lace panties, which she let fall to her ankles.
By now, my heart was pounding as hard as ever. I couldn't believe that I was about to fuck my boss. It was crazy how one moment the thought of having sex with Raine was the furthest thing from my mind, and now in this moment it consumed me like nothing else ever had. My cock was so hard that it was poking up out of my boxers, giving Raine a sneak peek.
"How do you want to do this?" I asked awkwardly, completely stonewalled as to how to continue. It's not like I'd ever fucked my boss before. Raine stepped out of her panties before dropping to her knees as she insisted we'd just continue with the performance review process.
Once on her knees in front of me, my boss pushed my pants and boxers down to my knees, took my shaft in her small hands and stroked it briefly. Then she moved her hand forward, opened her mouth and took me in.
I moaned loudly the second the tip of my cock touched Raine's tongue and slid deep into her mouth. I caught myself and stifled my audible expression of pleasure, realizing it was only 6:30 pm and that others may be around, but Raine, who often worked late, was quick to calm my nerves.
"It's OK, baby," she said, pulling her mouth away for just a moment. "Everyone else is long gone." I still wasn’t convinced, but pleasure gave way to caution, and I sighed and moaned again when Raine took me back in her mouth.
For the next five minutes or so, Raine sucked my cock, demonstrating expertise that came with her age that I had never had the joy of experiencing until that time. There I realized I was in for a real treat, even aside from the fact that I was going to plug my boss. Raine would be the oldest woman I'd be with by more than two decades, and all those years meant all that sexual experience. In truth, Raine had been having sex for longer than I'd been alive.
By the time Raine finished blowing me, I was more than ready for a good fuck. However, she was the boss and didn't let me forget it, stating I now had to pass an "oral presentation." What she was implying was obvious. She got up from her knees and then pushed herself up onto the desk, facing me as she sat on it. Then she leaned back, holding herself up by supporting herself with one arm while she used the other hand to hold up her skirt and reveal her clearly moist pussy between her legs that were spreading.
It hadn’t entered my mind before this moment that I would be going down on Raine, but I was happy to comply. Again, she was the one signing off on my paychecks. Obediently, I knelt beside the desk, in front of my boss's taint and leaned forward as Raine lifted her right leg up into the air, over my head and slid her left leg farther out along the surface of her desk. My peripheral vision was obscured by Raine's skirt, so I had nothing to be focused on except for my boss's pink pussy.
I went right for it. At first, I used my index finger to locate the exact spot. Then, using that same hand to more or less spread Raine's pussy, I pressed my mouth against that spot and began to eat out my 52-year old supervisor. Her moans led me to believe that I was performing my task well, as did her increasing wetness. Giving my boss oral may not have been on the job description I signed off on, but then again, I recall there was a point that included being willing to go above and beyond my expected duties.
I licked Raine's twat for a little longer than she'd given me oral, maybe eight or 10 minutes. About halfway through, she lowered her leg and rested it over my shoulder, still holding up her skirt as I went to town on her cunt. The heel in her shoe poked my back as my tongue prodded her insides. My boss squirmed and moaned throughout my pleasuring her and assured me that I was doing a good job, calling me "sweetie" and "honey" a lot. The affection was kind of weird coming from my boss, but, then again, eating my boss's pussy wasn't exactly standard either.
When Raine said I had done enough with my mouth, I pulled back and wiped my lips and chin. The scent of her pussy was strong in my nostrils, and I was fine with it. With both our engines primed, my boss and I were ready to lay aside months of sexual frustration.
"Now for your real performance review," Raine said seductively, lifting both legs straight up in the air and propping herself up by her elbows behind her. My cock was more than set for what would ensue. I stepped up, my head now between my boss's high heel shoes that were held up in the air, my hand on my cock as I prepared to enter my boss, a thought I’d truly never actively dwelt on leading up to this unbelievable experience.
With one smooth motion and hardly any resistance, I slipped my cock, slick with Raine’s saliva, into my boss's exceptionally wet pussy. On that first stroke, I went balls-deep in her, sliding my whole length inside my sexy supervisor. Raine moaned while I forgot to breathe. As I started to fuck her, Raine rested her ankles on my shoulders and slid onto her back, her arms slipping straight out on the desk until her fingers gripped the edge over which I stood.
I put one hand on Raine's hip, pinning her skirt against her hip while my right hand held her ankle, which stayed suspended over my right shoulder. As I adjusted to the thoughts and sensations that came with having sex with my older female boss on her own desk, I was delighted at how surprisingly tight Raine's pussy was. It was much tighter than I had expected for a woman her age, possibly betraying that tonight's tryst was the result of years of dissatisfaction with her husband.
I immediately felt sweat on my forehead and also remembered to breathe as I slowly pulled out of and pushed into my boss, who'd never looked hotter than she did in that moment now that my dick was in her. We were both moaning in unison now as I fastened my gaze on my stiff cock's disappearing inside my boss's pussy, then sliding back, only to steadily dive back in. I watched my cock go in and out of my boss for a moment before my eyes traveled to Raine's heaving boobs, at which point I released her ankle in order to give her left breast, still veiled by the lace bra, a good squeeze. It was nice and firm, as I'd hoped. Then I slid my hand over to the right breast, this time under the bra, giving this tit a firmer squeeze. I was not disappointed.
I squeezed my boss's boobs for a couple minutes while I started to fuck her harder. My balls slapped against her taint while the force of my body's smacking against hers caused her to slide up the desk. Her grip on the edge of the desk, which tightened to the point that her knuckles were white, kept her in place for the most part, though, despite my increasingly intense thrusts into her as I plowed her.
By now, I was sweating so much that my dress shirt was sticking uncomfortably to my back. Relentless, though, I pushed harder and faster into Raine as neither one of us said a word amidst arguably the hottest sex either one of us had ever had.
I put my right hand back on Raine's ankle and held her leg in place with my arm as I nailed her. Around that time too, Raine reached up with right hand and pulled on my tie, begging, "Fuck me harder!" I'd never heard my boss use such foul language before, but I did as I was told.
When Raine released my tie, I let go of her and reluctantly pulled out of her. It wasn't for long, though, as Raine simply hopped down, turned around and bent over her desk, just as I had been hoping she’d do. I looked down to see Raine's heels scratch against the carpet of her office as she spread her legs farther, preparing for my entry.
"Make your boss your bitch!" Raine said. Those hauntingly hot words got me going like few else have to this day. Raine reached across her desk and held the opposite edge while I hiked up her skirt and guided my cock back into her cunt.
With my cock sheathed in Raine's pussy, I quickly removed my tie and shirt, as the damp clothing was making me uncomfortable in the poorly ventilated office. With the attire discarded, I put both hands under my boss's skirt and onto her bare ass as I proceeded to fuck the hell out of her, doggystyle. I started hard and steady but somewhat slowly before building up to harder fucking, sinking my nails into her flesh as I slammed into her, my balls slapping against her clit. Raine's nails scratched against her desk as she moaned loudly, her body sliding forward on her desk as she now propped herself up by her elbows.
"I bet you love fucking your boss!" Raine yelled as I nailed her over her desk. "Fuck me faster!" By now I had long since dismissed any fears of other people’s being present in the office. I was slamming into Raine so hard and was so overwhelmed with lust that I didn’t even notice at first that her files and office supplies were shaking on the desk.
"Faster!" A pencil cup fell to the floor, spreading writing utensils in every direction. "Faster!" I complied each time until I could no longer possibly do so.
"I'm going as fast as I can!" I finally managed. Raine laughed gleefully.
"Don't stop!" I didn’t. I never wanted it to stop.
The room grew very hot, and were both sweating profusely at this point. By now, Raine was matching my thrusts, pushing back as I pushed forward, ensuring that my cock was going as deep inside this older woman as possible. Our sweaty flesh slapped against each other again and again as we thrust into each other over and over.
Just as paperclips, papers and other shit began to fall off Raine's shaking, creaking desk and onto the floor, the office phone rang. Deterred for only a second, I barely broke my pace as I continued to grab my boss's ass and nail her hard, figuring Raine would let the call go to voicemail. To my shock, she picked up the receiver.
"This is Raine. May I help you?" I was shocked, instantly ceasing from my wild thrusting into this amazing woman. Not only was I totally surprised that she would take a work call during naughty sex, but I was amazed how well she was hiding how out of breath she was - not to mention that she was being fucked by her employee.
"We do provide those services," Raine said expertly. "I'll be on vacation next week, but let me give you the manager's contact information so he can arrange a meeting with you." She then gave my own contact information before wishing the caller a good weekend and then hung up. I was still in shock.
Raine told me to expect a call from a woman named Laura on Monday, switching perfectly to professional mode despite the fact that her hair was in her face and, oh yeah, my cock was in her pussy. I was astounded by this woman's sexy professionalism.
I managed only to trail off in response to her, not knowing how seriously to take her. I was starting to go a little soft, out of confusion if for no other reason. Finally, Raine laughed.
"Well?" she said. "Are you done? Or are you going to cum inside me?" I grinned, my cock returning to rock-hard status.
“Oh yes, Raine—I mean, boss,” I answered. It took a minute, but I got back to screwing my boss over her desk to the point that it was shaking again. We were both moaning together in no time as the steady smack of flesh on flesh joined the creaking of Raine's desk to fill the room.
Toward the end of our intense intercourse, I leaned forward, reaching into Raine's unbuttoned shirt and putting my hands on her boobs as I continued to fuck her pussy. I pushed her bra down a bit so I could again get the full experience and was still not disappointed. By now, we were both glistening with sweat, and various office supplies littered the floor. At last, I felt Raine's pussy constrict around my plunging cock, which, along with her yell, indicated her orgasm. Her shrill cry would have surely been heard by anyone nearby, but I didn't care. In fact, my orgasm wasn't far to follow. Within a few minutes, I was spraying cum deep inside my boss as I kept her bent over her own desk, sufficiently making her my bitch like she had challenged me. I couldn't contain my own moan as I unleashed several spurts of cum until my full load was in her womb. There I realized another advantage to nailing a 52-year old woman: no risk of getting her pregnant.
Breathing heavily, we both straightened ourselves out as I retracted from Raine's wet, now cum-filled twat. I watched on in wonder as I saw my own seed leak out of my boss. Catching our breath, we fixed our clothes and hair without saying a word, only now realizing how hot and messy the room was. Raine broke the silence by saying she'd clean up her office when she got back from vacation.
I walked Raine back to her car, which I'd done before, but it felt different today now that I had had sex with her. I felt a sense of satisfaction and accomplishment unmatched by any other sexual experience I'd had. As Raine got into her car, she finally said, "Five out of five for your performance review, by the way," grinning as she did. “I’m going to be thinking about that a lot on my vacation.”
"The job may not pay much," I said, "but it sure comes with a hell of a perk!"
Boy, how my mindset change. I didn’t even realize it at first. Over the course of my first year working for her, I developed such a trust and respect for her that my perception of her completely changed. All of a sudden I noticed her tight, round ass, her small but perky boobs and her stylish outfits, from her glasses to her high heel shoes. There was no way that I wanted to actually fuck her though. The occasional thought of bending her over her desk did come to mind, but I quickly dismissed it as gross and ridiculous.
Around Christmas time, I did begin to sense that Raine had some sort of attraction for me. At the time, I thought it was mostly in my head, the way she complimented my appearance all the time and used endearing names for me. It would have made me uncomfortable except that, mostly subconsciously then, I liked it. When I look back at it now, there were a few brief moments of shameless flirting between the two of us.
It all came to a head on Friday, July 12, 2013. That was the day of my first performance review. It was also the day before Raine left for vacation, which would be followed by my own vacation. It was the last time we would see each other for a couple weeks, so we wanted to make the most of the time. It was also the day I first fucked my boss.
I'd later find out that the timing of the performance review - on a Friday before Raine went on vacation and at 5 pm no less, when the office was virtually deserted - was by her design. Normally I would have been annoyed with having to stay late on any day, let along on a Friday; for Raine, though, I would do anything.
It had been a very stressful day, which was pretty much the norm in this job. Inter-office politics made both Raine's and my jobs more difficult than they needed to be on most days, and we'd often debrief and de-stress in Raine's office at the end of a particularly stressful day. It was these meetings where I'd often detect what I construed as mild flirting from my significantly older superior before brushing it off as just in my head.
The meeting started with our usual venting and small talk before transferring into my review. Needless to say, I scored high marks. Raine said a lot of very sweet things about me. Our conversation then turned toward Raine's upcoming vacation. I found out that my boss was going with just her k**s, leaving the hubby behind, which I found strange and politely questioned her on. To my surprise, Raine then spoke freely of her strained relationship with her husband, including in no uncertain terms that she hadn't "been laid in four months." Yes, we had gotten pretty comfortable with each other, but even so, that comment took me back.
“Anything I can do to help?” I honestly meant if there was some ordinary thing I could say or do that would help her feel better, but in the context of the conversation I can’t blame my supervisor for taking it the way she did. Instantly, Raine’s eyes grew so wide that I thought they'd pop. My heart stopped as I considered the words that just came out of my mouth, wondering what exactly was going through Raine’s mind. Next, an unmistakably seductive grin spread across her face. I froze, waiting to see what happened next before I could even imagine what was about to transpire.
"I thought you’d never ask!" my excited boss said. "I know I said there's no room in the budget for a raise, but I think I have a creative way to reward you for your work."
I turned red. I didn’t know what to do. At first I thought I had made a terrible mistake. I had no intentions on doing what Raine was very clearly implying. My reactive thought was that I needed to back out of this situation and clarify to Raine what I had actually meant. There was no way I could follow through with having sex with this woman, whom I didn’t even desire to fuck. However, after a brief moment of panic during which I remained silent while Raine hungrily stared back at me, the opportunity of the moment caught my attention. I suddenly realized that I was, in fact, sexually attracted to Raine and that I had a chance to do something that only a very few men had: fucking their boss. For the first time, I started to think that my mature boss was actually pretty sexy. Perhaps I had stumbled into a gold mine.
"What are you doing tonight?" I asked, my voice cracking as I was unable to hide my nerves due to the fact that all signs suggested that I was going to be having sex with Raine tonight.
"What are you doing right now?" Raine countered, raising the bar of my expectation where just a second ago it dared not go. She was grinning from ear to ear as she continued, "We're still holding your performance review, after all."
For the next several minutes, there was a blur of activity, including Raine's standing up from her chair, which she pushed back with her ass, and my coming around to her behind her desk. We wasted no time proceeding with what very obviously had played in Raine’s mind previous to this evening's interview, confirming my suspicions about her. It was then that I realized her attraction to me had never bothered me in the least. In a moment’s time, I wanted nothing more in the world that to fuck my suddenly sexy supervisor and to fuck her hard.
Raine unbuttoned her blouse as I unbuckled my belt, now standing behind her. As I loosened my khakis, I studied Raine's outfit. As I eyed her from her feet to her head, there was no doubt in my mind that our scheduled meeting today was strongly taken into consideration when Raine picked out her wardrobe this morning. She sported roughly four-inch black high heels, separated from her pinstripe pencil skirt by her short but slender legs. The skirt rode two or three inches above her knees, leading up to her round ass and firm hips. Noteworthy for her age, she had maintained her womanly hourglass shape well, aided by boobs that, I now noticed for the first time, were rather generous for such a small frame. I could hardly wait to touch them and see if the felt as good as they looked.
After unbuttoning her royal blue blouse, Raine turned around, revealing her black lace bra, which was more evidence that she had planned for this best-case scenario. We exchanged compliments as Raine reached under her skirt and pulled down an equally sexy pair of black lace panties, which she let fall to her ankles.
By now, my heart was pounding as hard as ever. I couldn't believe that I was about to fuck my boss. It was crazy how one moment the thought of having sex with Raine was the furthest thing from my mind, and now in this moment it consumed me like nothing else ever had. My cock was so hard that it was poking up out of my boxers, giving Raine a sneak peek.
"How do you want to do this?" I asked awkwardly, completely stonewalled as to how to continue. It's not like I'd ever fucked my boss before. Raine stepped out of her panties before dropping to her knees as she insisted we'd just continue with the performance review process.
Once on her knees in front of me, my boss pushed my pants and boxers down to my knees, took my shaft in her small hands and stroked it briefly. Then she moved her hand forward, opened her mouth and took me in.
I moaned loudly the second the tip of my cock touched Raine's tongue and slid deep into her mouth. I caught myself and stifled my audible expression of pleasure, realizing it was only 6:30 pm and that others may be around, but Raine, who often worked late, was quick to calm my nerves.
"It's OK, baby," she said, pulling her mouth away for just a moment. "Everyone else is long gone." I still wasn’t convinced, but pleasure gave way to caution, and I sighed and moaned again when Raine took me back in her mouth.
For the next five minutes or so, Raine sucked my cock, demonstrating expertise that came with her age that I had never had the joy of experiencing until that time. There I realized I was in for a real treat, even aside from the fact that I was going to plug my boss. Raine would be the oldest woman I'd be with by more than two decades, and all those years meant all that sexual experience. In truth, Raine had been having sex for longer than I'd been alive.
By the time Raine finished blowing me, I was more than ready for a good fuck. However, she was the boss and didn't let me forget it, stating I now had to pass an "oral presentation." What she was implying was obvious. She got up from her knees and then pushed herself up onto the desk, facing me as she sat on it. Then she leaned back, holding herself up by supporting herself with one arm while she used the other hand to hold up her skirt and reveal her clearly moist pussy between her legs that were spreading.
It hadn’t entered my mind before this moment that I would be going down on Raine, but I was happy to comply. Again, she was the one signing off on my paychecks. Obediently, I knelt beside the desk, in front of my boss's taint and leaned forward as Raine lifted her right leg up into the air, over my head and slid her left leg farther out along the surface of her desk. My peripheral vision was obscured by Raine's skirt, so I had nothing to be focused on except for my boss's pink pussy.
I went right for it. At first, I used my index finger to locate the exact spot. Then, using that same hand to more or less spread Raine's pussy, I pressed my mouth against that spot and began to eat out my 52-year old supervisor. Her moans led me to believe that I was performing my task well, as did her increasing wetness. Giving my boss oral may not have been on the job description I signed off on, but then again, I recall there was a point that included being willing to go above and beyond my expected duties.
I licked Raine's twat for a little longer than she'd given me oral, maybe eight or 10 minutes. About halfway through, she lowered her leg and rested it over my shoulder, still holding up her skirt as I went to town on her cunt. The heel in her shoe poked my back as my tongue prodded her insides. My boss squirmed and moaned throughout my pleasuring her and assured me that I was doing a good job, calling me "sweetie" and "honey" a lot. The affection was kind of weird coming from my boss, but, then again, eating my boss's pussy wasn't exactly standard either.
When Raine said I had done enough with my mouth, I pulled back and wiped my lips and chin. The scent of her pussy was strong in my nostrils, and I was fine with it. With both our engines primed, my boss and I were ready to lay aside months of sexual frustration.
"Now for your real performance review," Raine said seductively, lifting both legs straight up in the air and propping herself up by her elbows behind her. My cock was more than set for what would ensue. I stepped up, my head now between my boss's high heel shoes that were held up in the air, my hand on my cock as I prepared to enter my boss, a thought I’d truly never actively dwelt on leading up to this unbelievable experience.
With one smooth motion and hardly any resistance, I slipped my cock, slick with Raine’s saliva, into my boss's exceptionally wet pussy. On that first stroke, I went balls-deep in her, sliding my whole length inside my sexy supervisor. Raine moaned while I forgot to breathe. As I started to fuck her, Raine rested her ankles on my shoulders and slid onto her back, her arms slipping straight out on the desk until her fingers gripped the edge over which I stood.
I put one hand on Raine's hip, pinning her skirt against her hip while my right hand held her ankle, which stayed suspended over my right shoulder. As I adjusted to the thoughts and sensations that came with having sex with my older female boss on her own desk, I was delighted at how surprisingly tight Raine's pussy was. It was much tighter than I had expected for a woman her age, possibly betraying that tonight's tryst was the result of years of dissatisfaction with her husband.
I immediately felt sweat on my forehead and also remembered to breathe as I slowly pulled out of and pushed into my boss, who'd never looked hotter than she did in that moment now that my dick was in her. We were both moaning in unison now as I fastened my gaze on my stiff cock's disappearing inside my boss's pussy, then sliding back, only to steadily dive back in. I watched my cock go in and out of my boss for a moment before my eyes traveled to Raine's heaving boobs, at which point I released her ankle in order to give her left breast, still veiled by the lace bra, a good squeeze. It was nice and firm, as I'd hoped. Then I slid my hand over to the right breast, this time under the bra, giving this tit a firmer squeeze. I was not disappointed.
I squeezed my boss's boobs for a couple minutes while I started to fuck her harder. My balls slapped against her taint while the force of my body's smacking against hers caused her to slide up the desk. Her grip on the edge of the desk, which tightened to the point that her knuckles were white, kept her in place for the most part, though, despite my increasingly intense thrusts into her as I plowed her.
By now, I was sweating so much that my dress shirt was sticking uncomfortably to my back. Relentless, though, I pushed harder and faster into Raine as neither one of us said a word amidst arguably the hottest sex either one of us had ever had.
I put my right hand back on Raine's ankle and held her leg in place with my arm as I nailed her. Around that time too, Raine reached up with right hand and pulled on my tie, begging, "Fuck me harder!" I'd never heard my boss use such foul language before, but I did as I was told.
When Raine released my tie, I let go of her and reluctantly pulled out of her. It wasn't for long, though, as Raine simply hopped down, turned around and bent over her desk, just as I had been hoping she’d do. I looked down to see Raine's heels scratch against the carpet of her office as she spread her legs farther, preparing for my entry.
"Make your boss your bitch!" Raine said. Those hauntingly hot words got me going like few else have to this day. Raine reached across her desk and held the opposite edge while I hiked up her skirt and guided my cock back into her cunt.
With my cock sheathed in Raine's pussy, I quickly removed my tie and shirt, as the damp clothing was making me uncomfortable in the poorly ventilated office. With the attire discarded, I put both hands under my boss's skirt and onto her bare ass as I proceeded to fuck the hell out of her, doggystyle. I started hard and steady but somewhat slowly before building up to harder fucking, sinking my nails into her flesh as I slammed into her, my balls slapping against her clit. Raine's nails scratched against her desk as she moaned loudly, her body sliding forward on her desk as she now propped herself up by her elbows.
"I bet you love fucking your boss!" Raine yelled as I nailed her over her desk. "Fuck me faster!" By now I had long since dismissed any fears of other people’s being present in the office. I was slamming into Raine so hard and was so overwhelmed with lust that I didn’t even notice at first that her files and office supplies were shaking on the desk.
"Faster!" A pencil cup fell to the floor, spreading writing utensils in every direction. "Faster!" I complied each time until I could no longer possibly do so.
"I'm going as fast as I can!" I finally managed. Raine laughed gleefully.
"Don't stop!" I didn’t. I never wanted it to stop.
The room grew very hot, and were both sweating profusely at this point. By now, Raine was matching my thrusts, pushing back as I pushed forward, ensuring that my cock was going as deep inside this older woman as possible. Our sweaty flesh slapped against each other again and again as we thrust into each other over and over.
Just as paperclips, papers and other shit began to fall off Raine's shaking, creaking desk and onto the floor, the office phone rang. Deterred for only a second, I barely broke my pace as I continued to grab my boss's ass and nail her hard, figuring Raine would let the call go to voicemail. To my shock, she picked up the receiver.
"This is Raine. May I help you?" I was shocked, instantly ceasing from my wild thrusting into this amazing woman. Not only was I totally surprised that she would take a work call during naughty sex, but I was amazed how well she was hiding how out of breath she was - not to mention that she was being fucked by her employee.
"We do provide those services," Raine said expertly. "I'll be on vacation next week, but let me give you the manager's contact information so he can arrange a meeting with you." She then gave my own contact information before wishing the caller a good weekend and then hung up. I was still in shock.
Raine told me to expect a call from a woman named Laura on Monday, switching perfectly to professional mode despite the fact that her hair was in her face and, oh yeah, my cock was in her pussy. I was astounded by this woman's sexy professionalism.
I managed only to trail off in response to her, not knowing how seriously to take her. I was starting to go a little soft, out of confusion if for no other reason. Finally, Raine laughed.
"Well?" she said. "Are you done? Or are you going to cum inside me?" I grinned, my cock returning to rock-hard status.
“Oh yes, Raine—I mean, boss,” I answered. It took a minute, but I got back to screwing my boss over her desk to the point that it was shaking again. We were both moaning together in no time as the steady smack of flesh on flesh joined the creaking of Raine's desk to fill the room.
Toward the end of our intense intercourse, I leaned forward, reaching into Raine's unbuttoned shirt and putting my hands on her boobs as I continued to fuck her pussy. I pushed her bra down a bit so I could again get the full experience and was still not disappointed. By now, we were both glistening with sweat, and various office supplies littered the floor. At last, I felt Raine's pussy constrict around my plunging cock, which, along with her yell, indicated her orgasm. Her shrill cry would have surely been heard by anyone nearby, but I didn't care. In fact, my orgasm wasn't far to follow. Within a few minutes, I was spraying cum deep inside my boss as I kept her bent over her own desk, sufficiently making her my bitch like she had challenged me. I couldn't contain my own moan as I unleashed several spurts of cum until my full load was in her womb. There I realized another advantage to nailing a 52-year old woman: no risk of getting her pregnant.
Breathing heavily, we both straightened ourselves out as I retracted from Raine's wet, now cum-filled twat. I watched on in wonder as I saw my own seed leak out of my boss. Catching our breath, we fixed our clothes and hair without saying a word, only now realizing how hot and messy the room was. Raine broke the silence by saying she'd clean up her office when she got back from vacation.
I walked Raine back to her car, which I'd done before, but it felt different today now that I had had sex with her. I felt a sense of satisfaction and accomplishment unmatched by any other sexual experience I'd had. As Raine got into her car, she finally said, "Five out of five for your performance review, by the way," grinning as she did. “I’m going to be thinking about that a lot on my vacation.”
"The job may not pay much," I said, "but it sure comes with a hell of a perk!"
Pansy
- 29.01.2022
- 47
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