Straight Female / 21
My BFF Has No Idea
After reading previous confessions, I felt compelled to share a very similar experience I had over summer. Excuse me for long and detailed confession but I am sure you all will enjoy reading as much as I enjoyed writing.
I made about $2500 extra for a special project I did over the summer for my internship at my best friend’s family business (high end 200+ rooms hotel). My special project was to suck her dad and satisfy his kinky fetishes. My best friend has no idea that I gave blow jobs to her dad every day while she and I worked together in his corporate property management office.
My best friend’s family and our family have known each other all our life and we did many things together while growing up, such as camping, barbecuing at our home to swimming at Uncle Jim’s home. Uncle Jim and my dad are similar age, approaching 50, while our moms are good friends. We girls have done many shopping trips together, while the dads drank beer and watched sports together. Our families did many dinners together.
Over the years I have developed a very good comfort level and discussed my personal life (including sexual life) with Uncle Jim. On Memorial Day weekend, uncle Jim and I were in his swimming pool, while waiting for other family members to join and he asked me about my study abroad plans for Fall 2022 semester in Europe. I told him about my plans and I said wish I could earn additional dollars to travel in Europe prior to start of the fall term. He asked me where I wanted to travel, and when I told him my plans, he said you will need about $2000 to make it a reality. I asked him if he had any projects that I can work over the summer that can help me earn more money. I noticed he had weird smirk on his face and advised me to see him in his office.
I went to his office the following day to discuss special projects. I sat on a chair across his table. To my surprise, he got up and came and sat on chair next to me. I was bit surprised, but I didn’t think much about it. He held my hand and said the project he had in mind should never be discussed with anyone under any circumstances. I was wondering what is so secretive that he wants me to be extremely quiet about? I promised him to keep it confidential between us.
What he told me next, really shocked me. He said he will give me $2000 if I did a special project of sucking him off every day while I worked there. Instead of saying yes or no, all I could say was, how are we going to do that?? He took that as an affirmation from me, got super excited and thanked me by gently patting my hand which was still in his hands. Before I changed my mind, he said he will figure out the logistics about it and let me know what? Where? And when? He seemed super happy about the turn of events and told me to wait for further instructions. I didn’t feel like breaking his excitement so I kept quiet and left his office with shock and awe about what just happened. However earning additional $2000 easy money to pay for my dream trip took over my mind then morality. This special project did not involve additional hours of work, and it wasn’t like I hadn’t given blow jobs before. So I decided to take up his offer. I counted the number of days and thought I have about 9 weeks left before I pack my bags for Europe.
So here is what we did.
Every day, around 11 am, I will get an instant message on my PC from him and all the message contained was 3 digits. That was a room number he was going to be in, and even if someone saw the messsge they won’t know what it meant, only I knew what it meant! I will remember the room number and close the message window so nobody can see it. Typically he picked the top floor which had suites, more expensive rooms and less foot traffic. He assigned inspection duties to me starting at 11, so it gave me an option to get up, leave the office and go for room inspections. Rest of the folks including my best friend thought I was going on rounds to do my inspection duties. I would go to the floor and wait near elevators to make sure nobody sees me going into the room he anxiously was waiting for my arrival.
As soon as I entered the room, he will literally grab me and push me to the wall. He will start kissing me all over my face, eventually lip locking with me and tonguing me for few minutes. I must admit even my boy friend doesn’t kiss me with this passion. I really enjoyed getting kissed by him and got wet and horney, and I would moan with pleasure. After a while, I used my hands, unzipped him and took his pants off. He will then walk back to a chair and sit and I will go down on my knees and position myself between his legs. I will then slowly pull his underwear exposing his dick which is semi hard to fully erect. He has an average length dick (about six inches) but he is definitely much thicker (compared to my boyfriend). I stroke his dick with one hand while cupping his balls with other hand. He would then hold my head and rub his dick head on my soft lips to rub it all over my face. Gosh, smell coming from his manhood was such a turn on for me I will grab his dick and rub it all over my face. He will then hold my cheeks with one hand squeeze it to open my mouth and his dick on other hand and guide his dick inside my mouth. In the beginning I used to worry how this thick dick going to fit in my small mouth, but I got used to it. Once his dick was inside my mouth, we did several things for next 8 to 10 minutes until he cums. I would move my mouth up and down on his dick while swirling my tongue…lick and move my tongue on side of his shaft….take his balls in my mouth…let him hold my face in one position and thrust from bottom fucking my mouth…licking his dick head with my tongue and slurping his precum….When he is ready to come, he holds my face firmly with both hands and shoved his dick in my mouth touching my throat, moved my head up and down (and I always thought this was the rough part of our act) and when he stopped moving my face and let out a big moan, I knew he was going to cum. He moans with extreme pleasure and cums deep inside mouth and all his cum goes down my throat. When I feel he has finished cumming I hold his dick and swirl my tongue over his dickhead for a minute or two until he pushes my face away from his dick.
After this I get up, and run to bathroom to wash my face, my mouth and lips, while he sits on chair still naked. I come over and sit on his lap and we kiss for few minutes and we talk. We discussed many things (including our sexual experiences and fantasies) and also few philosophical issues — does he feel awkward to do this with someone who Is same age his daughter and someone who is close friends with her? How would he feel if my dad was doing this with his daughter? He would respond saying both of you are adults and free to do things that makes sense to you. He would ask me if I enjoy sucking him and am comfortable with it? To which I said, yes I do enjoy sucking his dick and now confortable with his thickness (I used to struggle with thickness and complained him about my jaws hurting if he didn’t cum soon enough). He then would say he will be ok if his daughter did this with my dad or anybody else she feels comfortable with, and both of us should experiment and enjoy our sexuality. I couldn’t believe when he said hope she is as good as me with sucking a dick and swallowing a cum, I thought what a progressive dad. I asked him doesn’t he feel weird talking about this for his own daughter and he would say No, it is natural for man and woman to engage in oral sex, taste each other’s juices and swallow. He said my mom did this with my dad and his wife did this with him and expected his daughter to do same with a man in her life. He said his philosophy was, anything is good if two adults consents and enjoys things they do together without guilt. I told him I am single and can experiment, but what about him? Doesn’t he feel guilty that he is cheating with his wife (my aunt)? He said his wife is menapausal and rarely gets intimate with him and he feels unsatisfied. He said he feels so comfortable with me, have known me all my life and he thinks I am someone who would keep this secret and confidential.
Uncle Jim then asks me where me and my friend (his daughter) decided to go for lunch? I tell him about the place. He then puts his pants on and leaves the room. I go back to bathroom, make sure my clothes don’t look bad, put some make up and lipstick on and leave the room. While people have seen him and I leave the room, we enter and leave at different times so hardly anyone suspects. Uncle Jim goes back to his office and I go back to my cube. At noon, he takes me and his daughter to nice restaurant for lunch. I always get amused to see how cool he is when three of us sitting for lunch, as if nothing happened. It is so erotic for me to think, just few minutes back her dad was sitting butt naked with his dick in my mouth, rubbing it all over my face and ejectulating deep down my throat; and she has no clue we do this every day prior to coming for lunch.
Anyway, when I finished my summer work at his hotel, Uncle Jim gave me $2500. I asked him why this $500 more? He said consider that as an additional bonus for successfully working on special project. I am not complaining, any and all money I get helps me to fulfil my travel plans is a good thing. Right before I left, we had small gathering at our home which Uncle Jim and family attended. My mother was telling how proud she was that I worked hard over summer and paid for all my travel plans. Uncle Jim concurred and said I am very talented and hard working girl and smiled at me. I used this money to travel to France, Ireland and Scotland and had great travel experience. I know some people may find it disgusting, but I have no regrets. I don’t know how many times I sucked uncle Jim? I think about 40 times, and simple math tells me I got about $60 for blow job to a person whom I have known all my life, and will take our secret to his grave. To tell you the truth, I miss all the fun we had in different rooms at Uncle Jim’s hotel and can’t wait to return home and catch up with him for other special projects he may have for me. Last time I talked to Uncle Jim, he said he can’t wait for me to rerun and offered me a job over Christmas break.
I made about $2500 extra for a special project I did over the summer for my internship at my best friend’s family business (high end 200+ rooms hotel). My special project was to suck her dad and satisfy his kinky fetishes. My best friend has no idea that I gave blow jobs to her dad every day while she and I worked together in his corporate property management office.
My best friend’s family and our family have known each other all our life and we did many things together while growing up, such as camping, barbecuing at our home to swimming at Uncle Jim’s home. Uncle Jim and my dad are similar age, approaching 50, while our moms are good friends. We girls have done many shopping trips together, while the dads drank beer and watched sports together. Our families did many dinners together.
Over the years I have developed a very good comfort level and discussed my personal life (including sexual life) with Uncle Jim. On Memorial Day weekend, uncle Jim and I were in his swimming pool, while waiting for other family members to join and he asked me about my study abroad plans for Fall 2022 semester in Europe. I told him about my plans and I said wish I could earn additional dollars to travel in Europe prior to start of the fall term. He asked me where I wanted to travel, and when I told him my plans, he said you will need about $2000 to make it a reality. I asked him if he had any projects that I can work over the summer that can help me earn more money. I noticed he had weird smirk on his face and advised me to see him in his office.
I went to his office the following day to discuss special projects. I sat on a chair across his table. To my surprise, he got up and came and sat on chair next to me. I was bit surprised, but I didn’t think much about it. He held my hand and said the project he had in mind should never be discussed with anyone under any circumstances. I was wondering what is so secretive that he wants me to be extremely quiet about? I promised him to keep it confidential between us.
What he told me next, really shocked me. He said he will give me $2000 if I did a special project of sucking him off every day while I worked there. Instead of saying yes or no, all I could say was, how are we going to do that?? He took that as an affirmation from me, got super excited and thanked me by gently patting my hand which was still in his hands. Before I changed my mind, he said he will figure out the logistics about it and let me know what? Where? And when? He seemed super happy about the turn of events and told me to wait for further instructions. I didn’t feel like breaking his excitement so I kept quiet and left his office with shock and awe about what just happened. However earning additional $2000 easy money to pay for my dream trip took over my mind then morality. This special project did not involve additional hours of work, and it wasn’t like I hadn’t given blow jobs before. So I decided to take up his offer. I counted the number of days and thought I have about 9 weeks left before I pack my bags for Europe.
So here is what we did.
Every day, around 11 am, I will get an instant message on my PC from him and all the message contained was 3 digits. That was a room number he was going to be in, and even if someone saw the messsge they won’t know what it meant, only I knew what it meant! I will remember the room number and close the message window so nobody can see it. Typically he picked the top floor which had suites, more expensive rooms and less foot traffic. He assigned inspection duties to me starting at 11, so it gave me an option to get up, leave the office and go for room inspections. Rest of the folks including my best friend thought I was going on rounds to do my inspection duties. I would go to the floor and wait near elevators to make sure nobody sees me going into the room he anxiously was waiting for my arrival.
As soon as I entered the room, he will literally grab me and push me to the wall. He will start kissing me all over my face, eventually lip locking with me and tonguing me for few minutes. I must admit even my boy friend doesn’t kiss me with this passion. I really enjoyed getting kissed by him and got wet and horney, and I would moan with pleasure. After a while, I used my hands, unzipped him and took his pants off. He will then walk back to a chair and sit and I will go down on my knees and position myself between his legs. I will then slowly pull his underwear exposing his dick which is semi hard to fully erect. He has an average length dick (about six inches) but he is definitely much thicker (compared to my boyfriend). I stroke his dick with one hand while cupping his balls with other hand. He would then hold my head and rub his dick head on my soft lips to rub it all over my face. Gosh, smell coming from his manhood was such a turn on for me I will grab his dick and rub it all over my face. He will then hold my cheeks with one hand squeeze it to open my mouth and his dick on other hand and guide his dick inside my mouth. In the beginning I used to worry how this thick dick going to fit in my small mouth, but I got used to it. Once his dick was inside my mouth, we did several things for next 8 to 10 minutes until he cums. I would move my mouth up and down on his dick while swirling my tongue…lick and move my tongue on side of his shaft….take his balls in my mouth…let him hold my face in one position and thrust from bottom fucking my mouth…licking his dick head with my tongue and slurping his precum….When he is ready to come, he holds my face firmly with both hands and shoved his dick in my mouth touching my throat, moved my head up and down (and I always thought this was the rough part of our act) and when he stopped moving my face and let out a big moan, I knew he was going to cum. He moans with extreme pleasure and cums deep inside mouth and all his cum goes down my throat. When I feel he has finished cumming I hold his dick and swirl my tongue over his dickhead for a minute or two until he pushes my face away from his dick.
After this I get up, and run to bathroom to wash my face, my mouth and lips, while he sits on chair still naked. I come over and sit on his lap and we kiss for few minutes and we talk. We discussed many things (including our sexual experiences and fantasies) and also few philosophical issues — does he feel awkward to do this with someone who Is same age his daughter and someone who is close friends with her? How would he feel if my dad was doing this with his daughter? He would respond saying both of you are adults and free to do things that makes sense to you. He would ask me if I enjoy sucking him and am comfortable with it? To which I said, yes I do enjoy sucking his dick and now confortable with his thickness (I used to struggle with thickness and complained him about my jaws hurting if he didn’t cum soon enough). He then would say he will be ok if his daughter did this with my dad or anybody else she feels comfortable with, and both of us should experiment and enjoy our sexuality. I couldn’t believe when he said hope she is as good as me with sucking a dick and swallowing a cum, I thought what a progressive dad. I asked him doesn’t he feel weird talking about this for his own daughter and he would say No, it is natural for man and woman to engage in oral sex, taste each other’s juices and swallow. He said my mom did this with my dad and his wife did this with him and expected his daughter to do same with a man in her life. He said his philosophy was, anything is good if two adults consents and enjoys things they do together without guilt. I told him I am single and can experiment, but what about him? Doesn’t he feel guilty that he is cheating with his wife (my aunt)? He said his wife is menapausal and rarely gets intimate with him and he feels unsatisfied. He said he feels so comfortable with me, have known me all my life and he thinks I am someone who would keep this secret and confidential.
Uncle Jim then asks me where me and my friend (his daughter) decided to go for lunch? I tell him about the place. He then puts his pants on and leaves the room. I go back to bathroom, make sure my clothes don’t look bad, put some make up and lipstick on and leave the room. While people have seen him and I leave the room, we enter and leave at different times so hardly anyone suspects. Uncle Jim goes back to his office and I go back to my cube. At noon, he takes me and his daughter to nice restaurant for lunch. I always get amused to see how cool he is when three of us sitting for lunch, as if nothing happened. It is so erotic for me to think, just few minutes back her dad was sitting butt naked with his dick in my mouth, rubbing it all over my face and ejectulating deep down my throat; and she has no clue we do this every day prior to coming for lunch.
Anyway, when I finished my summer work at his hotel, Uncle Jim gave me $2500. I asked him why this $500 more? He said consider that as an additional bonus for successfully working on special project. I am not complaining, any and all money I get helps me to fulfil my travel plans is a good thing. Right before I left, we had small gathering at our home which Uncle Jim and family attended. My mother was telling how proud she was that I worked hard over summer and paid for all my travel plans. Uncle Jim concurred and said I am very talented and hard working girl and smiled at me. I used this money to travel to France, Ireland and Scotland and had great travel experience. I know some people may find it disgusting, but I have no regrets. I don’t know how many times I sucked uncle Jim? I think about 40 times, and simple math tells me I got about $60 for blow job to a person whom I have known all my life, and will take our secret to his grave. To tell you the truth, I miss all the fun we had in different rooms at Uncle Jim’s hotel and can’t wait to return home and catch up with him for other special projects he may have for me. Last time I talked to Uncle Jim, he said he can’t wait for me to rerun and offered me a job over Christmas break.
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