Straight Male / 40
About ten years ago I met a gal at work, her name was Debbie. She would rock my world for about 2yrs. When at work I learned a long time ago to keep any sexual innuendo's to myself when it came women. I had seen a few guys fired for saying something to one of the office secretaries that wasn't solicited.
Debbie was assigned to my office a few weeks after she had been trained. Debbie was always upbeat and had a comeback for everything it seemed. She was about 5'5" and she wore high heels to give her some extra height, which I enjoyed for sure. Debbie had a sweet pair of legs and whenever I had a chance envisioned them around my waist.
About six months later Debbie and I had established a nice rapport between us. Debbie would make verbal innuendo's that were a bit on the risque side, and I would follow up with a come back on my own. By the time Debbie had been there eight months, we pretty much talked trash to each other out of ear shot to the other people in the office.
One day Debbie said she felt like she was being punished for something that had got by her concerning the Office procedures. I asked if Management was going to spank her and which she replied "that wouldn't be considered punishment" by her. We both laughed and went on about our jobs.
Two months later Debbie and I were fucking. I won't say I never thought about it, but since she was about ten years younger, I never expected it to happen. We were both single so there wasn't anything to stop us when she let it be known I could have her if I wanted her.
Debbie was wild in bed, and there wasn't many things she wouldn't do. With Debbie it would be my first experience having anal sex with a woman, the only downside was the fact I was quick on the draw when I fucked her in the ass.
One night after we were done Debbie was making fun of me cumming so quick in her ass once again. I told her she better lay off or I was going to punish her, which she suddenly sat up in bed and looked me in the eye and said "how are you going to punish me?"
There was a moment of silence between us as Debbie waited for me to reply. I said something like "I would spank that ass of her's." Then she simply said "I dare you!" with a slight grin on her face.
Up until that moment I had never laid a hand on a woman in that manner before, so the idea of actually taking my hand to Debbie's ass and inflicting some punishment was out of the norm for me honestly.
It took several times to get used to spanking her, and Debbie would have to actually school me on the art of spanking. Once I got the hang of it though, it was something I would come to look forward to as much as the actual sex with her.
I ordered bdsm equipment Online. Paddles, restraints, blindfolds, and ball gags. I turned my spare bedroom into a dungeon and Debbie loved all of it. By the end of the night Debbie's ass would be neon pink, her orgasms would come one after another. Sometimes I would fuck her in restraints, thank god for the ball gag, she would be moaning with pleasure so loud I thought the neighbors would still hear her cum. Sometimes I wouldn't even fuck her, just punish that sweet ass of her's until she couldn't take anymore.
We played at work took, she would have a small dildo inserted into her pussy. Debbie would have some paperwork for me to sign and she would stand next to me behind my desk, I would reach up under her skirt "if" there wasn't anyone looking and I would pull the dildo out and sometimes put it back in. We were like two teenagers that had just discovered sex, we just couldn't get enough of each other.
Then one day a few months later it was over. Debbie didn't show up for work, tried calling her and no answer. I went to her apartment and finally found the apartment manager. She told
me Debbie had moved out without leaving a forwarding address.
I never saw or heard from Debbie again. I tried Online dating, trying to find a woman that was into the things Debbie had got me hooked on also. I held onto the bdsm gear for a few years before trashing them, hoping Debbie would suddenly come back or at least find another woman that liked the bdsm games as well. Neither one happened, and so I'm dating a woman that only wants to make love..........
Debbie was assigned to my office a few weeks after she had been trained. Debbie was always upbeat and had a comeback for everything it seemed. She was about 5'5" and she wore high heels to give her some extra height, which I enjoyed for sure. Debbie had a sweet pair of legs and whenever I had a chance envisioned them around my waist.
About six months later Debbie and I had established a nice rapport between us. Debbie would make verbal innuendo's that were a bit on the risque side, and I would follow up with a come back on my own. By the time Debbie had been there eight months, we pretty much talked trash to each other out of ear shot to the other people in the office.
One day Debbie said she felt like she was being punished for something that had got by her concerning the Office procedures. I asked if Management was going to spank her and which she replied "that wouldn't be considered punishment" by her. We both laughed and went on about our jobs.
Two months later Debbie and I were fucking. I won't say I never thought about it, but since she was about ten years younger, I never expected it to happen. We were both single so there wasn't anything to stop us when she let it be known I could have her if I wanted her.
Debbie was wild in bed, and there wasn't many things she wouldn't do. With Debbie it would be my first experience having anal sex with a woman, the only downside was the fact I was quick on the draw when I fucked her in the ass.
One night after we were done Debbie was making fun of me cumming so quick in her ass once again. I told her she better lay off or I was going to punish her, which she suddenly sat up in bed and looked me in the eye and said "how are you going to punish me?"
There was a moment of silence between us as Debbie waited for me to reply. I said something like "I would spank that ass of her's." Then she simply said "I dare you!" with a slight grin on her face.
Up until that moment I had never laid a hand on a woman in that manner before, so the idea of actually taking my hand to Debbie's ass and inflicting some punishment was out of the norm for me honestly.
It took several times to get used to spanking her, and Debbie would have to actually school me on the art of spanking. Once I got the hang of it though, it was something I would come to look forward to as much as the actual sex with her.
I ordered bdsm equipment Online. Paddles, restraints, blindfolds, and ball gags. I turned my spare bedroom into a dungeon and Debbie loved all of it. By the end of the night Debbie's ass would be neon pink, her orgasms would come one after another. Sometimes I would fuck her in restraints, thank god for the ball gag, she would be moaning with pleasure so loud I thought the neighbors would still hear her cum. Sometimes I wouldn't even fuck her, just punish that sweet ass of her's until she couldn't take anymore.
We played at work took, she would have a small dildo inserted into her pussy. Debbie would have some paperwork for me to sign and she would stand next to me behind my desk, I would reach up under her skirt "if" there wasn't anyone looking and I would pull the dildo out and sometimes put it back in. We were like two teenagers that had just discovered sex, we just couldn't get enough of each other.
Then one day a few months later it was over. Debbie didn't show up for work, tried calling her and no answer. I went to her apartment and finally found the apartment manager. She told
me Debbie had moved out without leaving a forwarding address.
I never saw or heard from Debbie again. I tried Online dating, trying to find a woman that was into the things Debbie had got me hooked on also. I held onto the bdsm gear for a few years before trashing them, hoping Debbie would suddenly come back or at least find another woman that liked the bdsm games as well. Neither one happened, and so I'm dating a woman that only wants to make love..........
