Straight Male / 56
Banging My Supervisor
This happened years ago when I was still married. It was not something I planned on, but I had regular sex with one of my supervisors (I was her manager).
I managed a company of 2,500 call centre associates (inbound customer care) and this chick named Janelle was one of the call associates. She applied and was accepted into the supervisor training program. Because of my years of experience she would often come see me in my office to ask questions pertaining to her training and asked for one on one help. I was happy to help her, unaware she had an ulterior motive.
Things progressed to where we exchanged numbers and she would text me questions. Soon our texts and one on one meetings turned friendlier and sex came up once or twice.
One day, I don’t even remember his it happened, I was in her car, parked at some empty lot and het sucking my dick until I blew a load in her mouth. After she swallowed my load, she looked up at me with a big grin saying this is what she was really wanting this whole time.
We fucked pretty regularly (my soon to be ex-wife was pretty much shut down sexually at this point).
One time I had her come to work in a skirt with no panties on and fingered her in my office while going over reports.
Another time we went for a walk at a nearby park and she blew me right in the middle of the walking trail. About 20 seconds after I came in her mouth a guy came walking around the bend. I wondered if he saw anything.
She was huge into role play and bondage. On one particular day off she had, she texted me that she would leave her outside apartment door unlocked (she lived in the ground floor) and wanted me to “break in” and find her masturbating and tie her up and use her. I took a long lunch and headed to her place. I got into her apartment and could hear her moaning in the bedroom. I quietly walked in on her, asked “what do we have here” and began tying her up with rope she kept in her nightstand. She pretended to resist a bit, but loved every minute of it. Then she asked me to fuck her ass. She had never done it before (although she had fucked her ass with a dildo) and was eager to have a hard cock up her brown hole.
I lubed her up good and slowly entered her tight little hole. She came several times and I finally blew my load up her ass.
She was a tight little package and as one guy put it as she walked by one day “nobody wears a pair or jeans like her”. Little did he know I was pounding that ass every chance I got.
She eventually took a job elsewhere and moved several provinces away. I miss her.
I managed a company of 2,500 call centre associates (inbound customer care) and this chick named Janelle was one of the call associates. She applied and was accepted into the supervisor training program. Because of my years of experience she would often come see me in my office to ask questions pertaining to her training and asked for one on one help. I was happy to help her, unaware she had an ulterior motive.
Things progressed to where we exchanged numbers and she would text me questions. Soon our texts and one on one meetings turned friendlier and sex came up once or twice.
One day, I don’t even remember his it happened, I was in her car, parked at some empty lot and het sucking my dick until I blew a load in her mouth. After she swallowed my load, she looked up at me with a big grin saying this is what she was really wanting this whole time.
We fucked pretty regularly (my soon to be ex-wife was pretty much shut down sexually at this point).
One time I had her come to work in a skirt with no panties on and fingered her in my office while going over reports.
Another time we went for a walk at a nearby park and she blew me right in the middle of the walking trail. About 20 seconds after I came in her mouth a guy came walking around the bend. I wondered if he saw anything.
She was huge into role play and bondage. On one particular day off she had, she texted me that she would leave her outside apartment door unlocked (she lived in the ground floor) and wanted me to “break in” and find her masturbating and tie her up and use her. I took a long lunch and headed to her place. I got into her apartment and could hear her moaning in the bedroom. I quietly walked in on her, asked “what do we have here” and began tying her up with rope she kept in her nightstand. She pretended to resist a bit, but loved every minute of it. Then she asked me to fuck her ass. She had never done it before (although she had fucked her ass with a dildo) and was eager to have a hard cock up her brown hole.
I lubed her up good and slowly entered her tight little hole. She came several times and I finally blew my load up her ass.
She was a tight little package and as one guy put it as she walked by one day “nobody wears a pair or jeans like her”. Little did he know I was pounding that ass every chance I got.
She eventually took a job elsewhere and moved several provinces away. I miss her.
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