Straight Male / 30
SIL Assistant
My bro and I have never really got along. It was always a competition between us no matter what we did. He married and joined the military I stayed in school and went to college. Majored in Business and went to work for our dad.
Fast forward a few years and excelled in work and my brother was getting out of the military and moving back. So he changed his mind and decided to make military a career as he also excelled. His wife a tall slim dirty blond green eyes wife is left at home. My dad hired her as an assistant. I have an assistant and she would be going out on maternity leave. First day she is there she is working alongside my assistant learning the ways. A few days go by and I have every little interaction. That afternoon as I walk out of my office I see that she is sitting at her desk and is wearing a nice blouse low cut and a skirt kind of shirt and is giving me a good panty shot. I pulled my phone out and pretend to receive a text using this to snap a nice panty shot. Long legs wide open showing her white thin strap. I talked to her for about 15 minutes.
Next day was her first day on her own. Day starts normal brings me coffees a few times. I notice her blouse is tight and very low cut and a short dress. I always thought her legs were her best assets but her outfit today when she reached up for a file gave me a nice view of those long legs and her tight ass. It’s a perfect little round bottom and to go with that that nice bottom is a nice g string. Again I snapped a few pics and recorded a few minutes of her ass exposure.
She is not a rocket scientist by any means but a very nice woman with a killer body. I do my best not to cross the line until one afternoon when I go to lunch with my dad and a few of his buddies at the golf course and they stay behind and I head back to work. I walked in to my office and was going to wrap up a few things when in walks Kim. I hadn’t seen much of her today and noticed her hair and makeup were done up and she was in a tight fitting sweater skirt showing her perky tits and nice tight ass.
I the drinks getting the best of me tell her wow you look beautiful and amazing. She turned red as a beet and said thank you. She tells me that she was planning on going out with a friend after work but that her friend had to cancel because her and her husband had to head to see her father in law who was sick or something. Again the booze is still on me and I say what a shame I had finally finished and was going to head back to see if the guys were still at the course. Instead I grabbed my SIL Kins hand and tell her come on it’s Friday let’s get hit happy hour. I tell her I know the boss and it will be fine. I text my dad to see where they were and they say they left and are headed to another bar. I decided on a restaurant bar closer to my place that I frequent. Small mom and pop restaurant that’s got a great bar and food. I’m single by the way and they are used to seeing me with different women. We get there around 3 it’s 5 when we both decided to leave she is a lightweight so about 45 minutes in I had my hand on her leg then on her ass then we went to my car and she blew me and rode me. Then went back to my home and I ducked the daylights out of her. The next morning we got up fucked again and I drove her back to the office to get her car. She followed me back and we fucked again. Now she did not have a change of clothes so at my place she was walking around naked and when we went to get the car she had on her G string and my sweatshirt that she used as a skirt. This was 6 months ago and I fuck her on regular basis. It’s a daily thing few times a day thing. My original assistant decided to be a stay at home mom. Kim and her talked and she asked if I had fucked her yet. We where at her baby shower yes i attended and she asked Kim if I had fucked her yet. My ex assistant and I had a fling a few years back. Now I’m wondering how this will all play out. I’m pretty sure my bro has a side piece so we shall see what happens.
Fast forward a few years and excelled in work and my brother was getting out of the military and moving back. So he changed his mind and decided to make military a career as he also excelled. His wife a tall slim dirty blond green eyes wife is left at home. My dad hired her as an assistant. I have an assistant and she would be going out on maternity leave. First day she is there she is working alongside my assistant learning the ways. A few days go by and I have every little interaction. That afternoon as I walk out of my office I see that she is sitting at her desk and is wearing a nice blouse low cut and a skirt kind of shirt and is giving me a good panty shot. I pulled my phone out and pretend to receive a text using this to snap a nice panty shot. Long legs wide open showing her white thin strap. I talked to her for about 15 minutes.
Next day was her first day on her own. Day starts normal brings me coffees a few times. I notice her blouse is tight and very low cut and a short dress. I always thought her legs were her best assets but her outfit today when she reached up for a file gave me a nice view of those long legs and her tight ass. It’s a perfect little round bottom and to go with that that nice bottom is a nice g string. Again I snapped a few pics and recorded a few minutes of her ass exposure.
She is not a rocket scientist by any means but a very nice woman with a killer body. I do my best not to cross the line until one afternoon when I go to lunch with my dad and a few of his buddies at the golf course and they stay behind and I head back to work. I walked in to my office and was going to wrap up a few things when in walks Kim. I hadn’t seen much of her today and noticed her hair and makeup were done up and she was in a tight fitting sweater skirt showing her perky tits and nice tight ass.
I the drinks getting the best of me tell her wow you look beautiful and amazing. She turned red as a beet and said thank you. She tells me that she was planning on going out with a friend after work but that her friend had to cancel because her and her husband had to head to see her father in law who was sick or something. Again the booze is still on me and I say what a shame I had finally finished and was going to head back to see if the guys were still at the course. Instead I grabbed my SIL Kins hand and tell her come on it’s Friday let’s get hit happy hour. I tell her I know the boss and it will be fine. I text my dad to see where they were and they say they left and are headed to another bar. I decided on a restaurant bar closer to my place that I frequent. Small mom and pop restaurant that’s got a great bar and food. I’m single by the way and they are used to seeing me with different women. We get there around 3 it’s 5 when we both decided to leave she is a lightweight so about 45 minutes in I had my hand on her leg then on her ass then we went to my car and she blew me and rode me. Then went back to my home and I ducked the daylights out of her. The next morning we got up fucked again and I drove her back to the office to get her car. She followed me back and we fucked again. Now she did not have a change of clothes so at my place she was walking around naked and when we went to get the car she had on her G string and my sweatshirt that she used as a skirt. This was 6 months ago and I fuck her on regular basis. It’s a daily thing few times a day thing. My original assistant decided to be a stay at home mom. Kim and her talked and she asked if I had fucked her yet. We where at her baby shower yes i attended and she asked Kim if I had fucked her yet. My ex assistant and I had a fling a few years back. Now I’m wondering how this will all play out. I’m pretty sure my bro has a side piece so we shall see what happens.
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