Straight Male / 20
I have been having sex with my female boss for almost 3 months now. I work at a small business office that's owner operated. Her name is Tamara, she is in her mid forties I think? Very attractive woman and she is always dressed up when she is at the office. Business suites or nice skirts that ride a little above her knees. Always in high heels or fashion boots and makeup is always perfect.
Besides Tamara, it's me and two other girls in the office and we all get along great. About four months ago we had a water leak from the fire system and the water really did some damage in the office. Of course the insurance covered a lot of repairs but there was still the work or cleaning up and saving documents. Our computers were all ruined as well as the large printers Tamara had in the office.
For almost a week straight we worked night and day trying to get the office back in operation. Since I was the only guy, the heavy work fell to me basically. I really didn't mind because Tamara was paying overtime and plus extra for just doing the things we weren't required to do.
Tamara had left around 3pm to run some errands she said, leaving me and the two girls to finish the workday. At 5pm we started back on the cleanup of the three offices and of course the overtime pay as well. By 6pm the two girls had enough and they wanted to go, I told them I wasn't the boss so they could do what they wanted. I was enjoying the overtime pay because I was trying to put money down on a house the following year.
The girls left soon after and I put on my ear buds and rocked out while going through the files that were soaking wet from the leak. A little while later I felt a hand on the back of my shoulder and jumped in surprise, turning to see Tamara standing there with a large bag of food and a smile considering the mess she was standing in. Quickly I really looked at her as my heart was still racing a bit from the scare she gave me. Her makeup was perfect, her lips coated in that shiny lip gloss the girls wear. I loved her perfume, it wasn't too pronounced, but it always got my attention when she wore it.
Tamara had brought sandwiches from the nearby deli, knowing we would be working late again. I thought she would be a bit miffed that the girls left, but she just smiled and said "more for us!" Tamara cleared her desk and we ate there a few minutes later with me across from her.
As we sat and ate, Tamara began to ask me about my life and all the usual questions. She got around to the questions about having a girlfriend and I said nothing steady at the time. I had been in a relationship but the girl I was dating spent more time arguing then anything else. Finally I got tired of her crap and ended it just a few weeks before I got the job with Tamara. I told her how much the overtime meant to me for the house I was trying to buy the following year. With a quick glance from her salad, Tamara just said "you will have your house."
I asked Tamara if she was married, I noticed sometimes she wore a wedding ring and sometimes she didn't. I guess that wasn't the best question I could have asked, she suddenly got quiet and seemed to lose interest in her salad she had been eating.
I was already trying to find another question to ask her when Tamara said "married on paper only." She picked up her fork and picked at her salad without looking at me for a few moments. This awkward silence just flooded her office and I wished I was anywhere but here. "My husband and I just share an address these days." Well I sure felt like a jerk, I could have asked her a hundred different questions, but I picked the worst question to ask.
Tamara took another bite of salad and I quickly apologized for being too personal. Tamara swallowed quickly and then she brushed it off as no big deal. I finished my sandwich quickly so I could get back to work, I could tell I had opened a wound and Tamara wasn't dealing with it well. Tamara took what was left of the salad and tossed the rest into the trash behind her, she wiped the remaining lipstick away from her mouth. I finished up and gladly went back to work as well.
About 8pm I was about done and I guess Tamara was as well. She came in just as I was walking out of the room, we almost collided in the door way. We both jumped unexpectedly, she put her hand on my chest and the other on her own as well to catch her breath.
The awkward silence returned as we stood only a few inches apart in the doorway. Tamara was trying to catch her breath and I was just looking at her all over suddenly. She reapplied her lipstick after eating I could tell, the scent of the lipstick caught my attention being so close to her. I realized that Tamara had her hand on my chest even after several moments of standing there. Tamara looked at me at almost eye level, only because she wore high heels mostly. Her hand slowly moved up my chest, her red nails highlighted by the white button down shirt I was wearing that day.
The silence returned, but this time it wasn't awkward as it has been earlier in her office. She took her hand from my chest and placed it along side my face as if to caress my cheek. Tamara took a small step towards me and put her lips to mine softly. Once, than twice, the taste of her lipstick was on the tip of my tongue.
She took another small step and pressed her body against mine, she pushed her tongue into my mouth at that moment as well. Frozen if you will, I didn't do anything standing there in the doorway. Tamara kissed me like we had been lovers for a long time, no hesitation, her mouth glued to mine now.
Then I let go, I began to kiss her back. My tongue slithering against her own slowly, and then a bit faster, and then with a bit more urgency. This was all new to me, with my girlfriends I always made the first move. Tamara had taken that away and honestly I felt a bit lost.
I reached around and put my hand on the small of Tamara's back and pulled her even closer against me. Her muffled breathing told me she wanted the closeness. Our mouth's were glued together in a searing kiss and suddenly I realized I was hard as a rock. Tamara felt it, pushing her hips against me. She groaned softly in my mouth as she rubbed herself against my hard cock.
I didn't even realize that Tamara had unbuttoned my shirt, she slid her hand over my bare chest, her nails were raking my skin next to my nipple. The I felt her other hand rubbing between my legs a moment later, working my cock up even more than it was already.
I said nothing as she pulled her mouth away from mine a few moments later, she was breathing as hard as I was from the excitement. Tamara knelt down and began to unzip my pants. When I felt her hand around my hard cock I heard myself moan with pleasure. When she took my hard cock into her mouth I heard myself pleading with her to take my cock.
Watching this mature woman suck my cock aroused me to a whole new level. She didn't do it because I wanted her to, she was sucking my cock because she wanted to do it. Tamara raised her arms upwards and I took her hands into my own as she worked my cock feverishly. I wanted it to go on forever, her mouth sent erotic waves of pleasure throughout my entire body.
Suddenly Tamara stood up and kissed me quickly. She stepped back and lifted her skirt and slid her black panties down over her stocking legs and heels. Tamara took me by the hand and we went over to the sofa that was now in the office because of the leak. I almost tore my close off wanting to get inside of Tamara. With her blouse still on but unbuttoned I lifted her skirt as she lay on the sofa. I took her stocking legs and parted them and knelt between her legs.
Tamara was shaved, even my girl friends had some hair. God I was so worked up I could only think of being inside of her now. I knelt between her legs and shoved my cock into Tamara with a single thrust. She cried out suddenly as if in pain, but she wrapped her stocking legs around my waist instantly.
I fucked her hard and fast, I was so aroused from this moment I couldn't help it. Tamara just said to "keep fucking" her over and over. She clawed my bare chest, my back as well, as I fucked her the way I wanted to. It was too much too soon and I was going to cum, I could feel it, like a volcano about to erupt.
Tamara sensed it, maybe she already knew it would happen quickly. "It's ok, cum inside," she panted looking up at me with a urgent expression on her face. I threw back my head and cried out as the first wave of my release hit me, my hips still thrusting into Tamara savagely.
She took it all, the pounding and the release of my cum into her. She cried out a few seconds later, forcing her hips against my cock. My cock throbbed inside of Tamara as I came inside of her for several moments, still thrusting into her until I was totally spent. Tamara's hands were clutching my arms and her nails dug into my skin deep as she lay there trying to calm down from the moment of her release.
She opened her eyes and had me lay down on her, our bodies both breathing hard from the intense sex. She kissed me again and her hips moved slightly under me. We just lay there for a while afterwards, neither of us saying anything
for quite a while.
Since that evening we have become lovers I guess you can say? We don't do anything at work, but she is very hard to resist when she looks as good as she does. Tamara gave me a loan to get the house I had been wanting, have to pay it back no matter how many times I fuck her. She did give me a gift of having the master bedroom redone first, since we spend every opportunity in my bed. I really do have a thing for Tamara now, not just the sex. Sometimes we have a getaway here and there and enjoy being together out of the bedroom as well.........
Besides Tamara, it's me and two other girls in the office and we all get along great. About four months ago we had a water leak from the fire system and the water really did some damage in the office. Of course the insurance covered a lot of repairs but there was still the work or cleaning up and saving documents. Our computers were all ruined as well as the large printers Tamara had in the office.
For almost a week straight we worked night and day trying to get the office back in operation. Since I was the only guy, the heavy work fell to me basically. I really didn't mind because Tamara was paying overtime and plus extra for just doing the things we weren't required to do.
Tamara had left around 3pm to run some errands she said, leaving me and the two girls to finish the workday. At 5pm we started back on the cleanup of the three offices and of course the overtime pay as well. By 6pm the two girls had enough and they wanted to go, I told them I wasn't the boss so they could do what they wanted. I was enjoying the overtime pay because I was trying to put money down on a house the following year.
The girls left soon after and I put on my ear buds and rocked out while going through the files that were soaking wet from the leak. A little while later I felt a hand on the back of my shoulder and jumped in surprise, turning to see Tamara standing there with a large bag of food and a smile considering the mess she was standing in. Quickly I really looked at her as my heart was still racing a bit from the scare she gave me. Her makeup was perfect, her lips coated in that shiny lip gloss the girls wear. I loved her perfume, it wasn't too pronounced, but it always got my attention when she wore it.
Tamara had brought sandwiches from the nearby deli, knowing we would be working late again. I thought she would be a bit miffed that the girls left, but she just smiled and said "more for us!" Tamara cleared her desk and we ate there a few minutes later with me across from her.
As we sat and ate, Tamara began to ask me about my life and all the usual questions. She got around to the questions about having a girlfriend and I said nothing steady at the time. I had been in a relationship but the girl I was dating spent more time arguing then anything else. Finally I got tired of her crap and ended it just a few weeks before I got the job with Tamara. I told her how much the overtime meant to me for the house I was trying to buy the following year. With a quick glance from her salad, Tamara just said "you will have your house."
I asked Tamara if she was married, I noticed sometimes she wore a wedding ring and sometimes she didn't. I guess that wasn't the best question I could have asked, she suddenly got quiet and seemed to lose interest in her salad she had been eating.
I was already trying to find another question to ask her when Tamara said "married on paper only." She picked up her fork and picked at her salad without looking at me for a few moments. This awkward silence just flooded her office and I wished I was anywhere but here. "My husband and I just share an address these days." Well I sure felt like a jerk, I could have asked her a hundred different questions, but I picked the worst question to ask.
Tamara took another bite of salad and I quickly apologized for being too personal. Tamara swallowed quickly and then she brushed it off as no big deal. I finished my sandwich quickly so I could get back to work, I could tell I had opened a wound and Tamara wasn't dealing with it well. Tamara took what was left of the salad and tossed the rest into the trash behind her, she wiped the remaining lipstick away from her mouth. I finished up and gladly went back to work as well.
About 8pm I was about done and I guess Tamara was as well. She came in just as I was walking out of the room, we almost collided in the door way. We both jumped unexpectedly, she put her hand on my chest and the other on her own as well to catch her breath.
The awkward silence returned as we stood only a few inches apart in the doorway. Tamara was trying to catch her breath and I was just looking at her all over suddenly. She reapplied her lipstick after eating I could tell, the scent of the lipstick caught my attention being so close to her. I realized that Tamara had her hand on my chest even after several moments of standing there. Tamara looked at me at almost eye level, only because she wore high heels mostly. Her hand slowly moved up my chest, her red nails highlighted by the white button down shirt I was wearing that day.
The silence returned, but this time it wasn't awkward as it has been earlier in her office. She took her hand from my chest and placed it along side my face as if to caress my cheek. Tamara took a small step towards me and put her lips to mine softly. Once, than twice, the taste of her lipstick was on the tip of my tongue.
She took another small step and pressed her body against mine, she pushed her tongue into my mouth at that moment as well. Frozen if you will, I didn't do anything standing there in the doorway. Tamara kissed me like we had been lovers for a long time, no hesitation, her mouth glued to mine now.
Then I let go, I began to kiss her back. My tongue slithering against her own slowly, and then a bit faster, and then with a bit more urgency. This was all new to me, with my girlfriends I always made the first move. Tamara had taken that away and honestly I felt a bit lost.
I reached around and put my hand on the small of Tamara's back and pulled her even closer against me. Her muffled breathing told me she wanted the closeness. Our mouth's were glued together in a searing kiss and suddenly I realized I was hard as a rock. Tamara felt it, pushing her hips against me. She groaned softly in my mouth as she rubbed herself against my hard cock.
I didn't even realize that Tamara had unbuttoned my shirt, she slid her hand over my bare chest, her nails were raking my skin next to my nipple. The I felt her other hand rubbing between my legs a moment later, working my cock up even more than it was already.
I said nothing as she pulled her mouth away from mine a few moments later, she was breathing as hard as I was from the excitement. Tamara knelt down and began to unzip my pants. When I felt her hand around my hard cock I heard myself moan with pleasure. When she took my hard cock into her mouth I heard myself pleading with her to take my cock.
Watching this mature woman suck my cock aroused me to a whole new level. She didn't do it because I wanted her to, she was sucking my cock because she wanted to do it. Tamara raised her arms upwards and I took her hands into my own as she worked my cock feverishly. I wanted it to go on forever, her mouth sent erotic waves of pleasure throughout my entire body.
Suddenly Tamara stood up and kissed me quickly. She stepped back and lifted her skirt and slid her black panties down over her stocking legs and heels. Tamara took me by the hand and we went over to the sofa that was now in the office because of the leak. I almost tore my close off wanting to get inside of Tamara. With her blouse still on but unbuttoned I lifted her skirt as she lay on the sofa. I took her stocking legs and parted them and knelt between her legs.
Tamara was shaved, even my girl friends had some hair. God I was so worked up I could only think of being inside of her now. I knelt between her legs and shoved my cock into Tamara with a single thrust. She cried out suddenly as if in pain, but she wrapped her stocking legs around my waist instantly.
I fucked her hard and fast, I was so aroused from this moment I couldn't help it. Tamara just said to "keep fucking" her over and over. She clawed my bare chest, my back as well, as I fucked her the way I wanted to. It was too much too soon and I was going to cum, I could feel it, like a volcano about to erupt.
Tamara sensed it, maybe she already knew it would happen quickly. "It's ok, cum inside," she panted looking up at me with a urgent expression on her face. I threw back my head and cried out as the first wave of my release hit me, my hips still thrusting into Tamara savagely.
She took it all, the pounding and the release of my cum into her. She cried out a few seconds later, forcing her hips against my cock. My cock throbbed inside of Tamara as I came inside of her for several moments, still thrusting into her until I was totally spent. Tamara's hands were clutching my arms and her nails dug into my skin deep as she lay there trying to calm down from the moment of her release.
She opened her eyes and had me lay down on her, our bodies both breathing hard from the intense sex. She kissed me again and her hips moved slightly under me. We just lay there for a while afterwards, neither of us saying anything
for quite a while.
Since that evening we have become lovers I guess you can say? We don't do anything at work, but she is very hard to resist when she looks as good as she does. Tamara gave me a loan to get the house I had been wanting, have to pay it back no matter how many times I fuck her. She did give me a gift of having the master bedroom redone first, since we spend every opportunity in my bed. I really do have a thing for Tamara now, not just the sex. Sometimes we have a getaway here and there and enjoy being together out of the bedroom as well.........
- That's Juicy! 15
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