- My Family -
Bi-Sexual Male / 20
Widowed Mother
So to backfill,
My mother and father had been together since she was a young teenager, my father was a little bit older than her. He got her pregnant at also a young age, they got married before I popped out in the world. My father had been with others before my mom, but he was her first and only. My parents were very open and honest about everything, I mean everything. I don’t think they had intended on making me but I was all they chose to have. Their love was legit and all the sweet and sappy stuff. My father, rest his soul, passed away my senior year of high school, not of his own fault. This was very hard on my young mother who had always had him on her side since forever pretty much and myself. I had previous had plans to attend college out of state, but after his passing the want to leave subsided for many reasons. I don’t think my widowed mother wanted to me leave either, and I’m not sure I wanted to leave her in her misery trying to figure out where she was going to go in life alone now. After having discussed it with my mother, we worked out where I would go to college locally, help take care of the house and property and in turn I would get to stay rent free and she would still cook dinner a few nights a week. Cool, simple transition, save money, good food and know that my mother and my dog are all good. After this, our relationship and living dynamic started to change, she wanted me to have more freedom and life and embrace becoming a self supporting man. Essentially, I became roommates with my mother and some social standards became more relaxed in the home. I had always been close friends with my parents but oddly enough my mother was becoming my best friend. We’d eat dinner together at least three times a week and talk like normal folks. We’d help each other around the house and with keeping up on tasks, errands and bills and social arrangements. Things were working out great.
Was.
I have always found my young mother attractive, needless to say, she is SMOKING hot! She’s very short, pretty fit, big juicy butt with perky D cups. Fair complexion, light freckles, big deep blue captivating eyes, plump soft lips, long full wavy brunette and auburn hair. She keeps her fingernails and toenails perfect and painted. She has a few cute piercings in her ears and a little nose stud. Perfect teeth, that comes with her job field. She has always had a routine where she always keeps up herself in the most tip top condition so to speak. My father loved this about her, and him and I when in public knew my mother garnished attention where ever we went. My mother though has NEVER been a drinker. Barely would she ever finish a drink on special occasions.
Unfortunately my mothers wedding anniversary and the anniversary of my fathers death are about a week and a half apart. So two weeks out of the year, my mother drinks her misery and has an emotional period. In this two weeks she pretty much stays home in her nities, drinks, sleeps, softly cries, floats in the pool listening to music and lets all her emotional thoughts and worries flow. I do my best to take care of her and comfort her as the son and roommate but it has it weird moments.
Most recently…
I had made us dinner, she wanted to talk about good times with my father. It was sad but we smile and laughed about some of the good times. She had already started on the wine this evening and her emotional side was already starting. She had thanked me for staying in the area for college and that she appreciated me for being so care and loving. She said I had slipped into the roll of man of the house naturally. This was probably due to my parents openness about everything in life and always teaching me everything they could. I return the compliment with thanks and positive talk about how her and my father raised me. She says that was sweet of me. She chose to change the conversation and ask about things at school and such and if I was dating or sleeping with anyone. She and my dad knew I was bi, and it wasn’t uncomfortable to talk about. I had informed that there was no one, the girl I had been sleeping with wanted a relationship but I didn’t, same with the guy I had been fooling around with before her. My mom looked momentarily confused. I’d explained to her, that I enjoyed sex, but wasn’t looking to be tied down in a relationship in life right now. My relationship with my mother and my friends fulfilled enough and I was also busy a lot with school and making money. My mother seem content with the answer. I had asked her if she was going to start trying to talking to other people, as in dating. She was taken back a little. She had been so in love and committed to my father and our family that I don’t think she had ever though about it. I told her she was beautiful and smart and maybe worth breaking that ice in the future, she smiled softly at me without words, I then told her, masturbation won’t always cut it. We both laughed. She sighed. We knew that it was no secret that we both masturbated regularly. Things had become very relaxed in the house. I had found her tiny vibrator in the living room one day. She had found one of my sex toys in the bathroom. We both at a time or two had accidentally heard or walked in on each other.
She began to drink more heavily. I suggested rotating some water between drinks, she did. We cleaned up dinner. I was tired and heading to bed, she was staying in the living room to watch TV and drink more wine. About an hour later I had gotten up to use the restroom, on my way out I noticed she was sitting on the floor against the couch, she had started a second bottle of wine and was looking extra sad and sleepy. I went to pick her off the floor and put her on the couch to lay her down for the night, in doing so, one of her breasts had slipped out. It was huge and beautiful with the perfect areola and a hard nipple. She caught me staring, and giggled. I apologize and she said no honey it’s okay. Seeing her in her silk nities, her beautiful body, packing so much sexiness and her tit hanging out, I had to stop my self from getting a ranging erection, especially since I was only in my boxers. My mother started a little conversation as I sat next to her. Don’t get hard, don’t get hard, I was trying not to, but she didn’t seem worried about fixing her tits. She had gone to put her arm down across my lap, SHIT, she brushed my hard erection. She gasped for a moment. She apologized for maybe have interrupting masturbating to come help her. I chuckled and told her no, she didn’t. Awkward pause, I apologize and said I had yet, and she was beautiful. She began to tell me how much I remind her of my father, and looked just like him as she drank more wine. I suggested that she drink some water and try to sleep, but she insisted that I lay with her for a bit till she fell asleep. It was hard to tell my beautiful mother with tears still her eyes no. I put on some gym shorts hoping my erection would soften, it did some, then climbed on the couch behind her as the big spoon and she turned on a movie to fall asleep to. She continued to drink her wine, and be very sweet to me, but she was somewhere between, emotions, wine drunk and tired. As she moved to get more comfortable her big butt kept running across my crotch. Ah shit! My erection came on quick and like a rock. Oddly enough my mother giggled. She positioned my cock between her plump warm cheeks, and gentle kept rocking my cock. What was she doing?!
She said that my father was a great cuddled like me, but took my hand under her thin silk tank top to hold her hot breasts! She’s said, that’s how you do it. I’m not ..(continue confession)
My mother and father had been together since she was a young teenager, my father was a little bit older than her. He got her pregnant at also a young age, they got married before I popped out in the world. My father had been with others before my mom, but he was her first and only. My parents were very open and honest about everything, I mean everything. I don’t think they had intended on making me but I was all they chose to have. Their love was legit and all the sweet and sappy stuff. My father, rest his soul, passed away my senior year of high school, not of his own fault. This was very hard on my young mother who had always had him on her side since forever pretty much and myself. I had previous had plans to attend college out of state, but after his passing the want to leave subsided for many reasons. I don’t think my widowed mother wanted to me leave either, and I’m not sure I wanted to leave her in her misery trying to figure out where she was going to go in life alone now. After having discussed it with my mother, we worked out where I would go to college locally, help take care of the house and property and in turn I would get to stay rent free and she would still cook dinner a few nights a week. Cool, simple transition, save money, good food and know that my mother and my dog are all good. After this, our relationship and living dynamic started to change, she wanted me to have more freedom and life and embrace becoming a self supporting man. Essentially, I became roommates with my mother and some social standards became more relaxed in the home. I had always been close friends with my parents but oddly enough my mother was becoming my best friend. We’d eat dinner together at least three times a week and talk like normal folks. We’d help each other around the house and with keeping up on tasks, errands and bills and social arrangements. Things were working out great.
Was.
I have always found my young mother attractive, needless to say, she is SMOKING hot! She’s very short, pretty fit, big juicy butt with perky D cups. Fair complexion, light freckles, big deep blue captivating eyes, plump soft lips, long full wavy brunette and auburn hair. She keeps her fingernails and toenails perfect and painted. She has a few cute piercings in her ears and a little nose stud. Perfect teeth, that comes with her job field. She has always had a routine where she always keeps up herself in the most tip top condition so to speak. My father loved this about her, and him and I when in public knew my mother garnished attention where ever we went. My mother though has NEVER been a drinker. Barely would she ever finish a drink on special occasions.
Unfortunately my mothers wedding anniversary and the anniversary of my fathers death are about a week and a half apart. So two weeks out of the year, my mother drinks her misery and has an emotional period. In this two weeks she pretty much stays home in her nities, drinks, sleeps, softly cries, floats in the pool listening to music and lets all her emotional thoughts and worries flow. I do my best to take care of her and comfort her as the son and roommate but it has it weird moments.
Most recently…
I had made us dinner, she wanted to talk about good times with my father. It was sad but we smile and laughed about some of the good times. She had already started on the wine this evening and her emotional side was already starting. She had thanked me for staying in the area for college and that she appreciated me for being so care and loving. She said I had slipped into the roll of man of the house naturally. This was probably due to my parents openness about everything in life and always teaching me everything they could. I return the compliment with thanks and positive talk about how her and my father raised me. She says that was sweet of me. She chose to change the conversation and ask about things at school and such and if I was dating or sleeping with anyone. She and my dad knew I was bi, and it wasn’t uncomfortable to talk about. I had informed that there was no one, the girl I had been sleeping with wanted a relationship but I didn’t, same with the guy I had been fooling around with before her. My mom looked momentarily confused. I’d explained to her, that I enjoyed sex, but wasn’t looking to be tied down in a relationship in life right now. My relationship with my mother and my friends fulfilled enough and I was also busy a lot with school and making money. My mother seem content with the answer. I had asked her if she was going to start trying to talking to other people, as in dating. She was taken back a little. She had been so in love and committed to my father and our family that I don’t think she had ever though about it. I told her she was beautiful and smart and maybe worth breaking that ice in the future, she smiled softly at me without words, I then told her, masturbation won’t always cut it. We both laughed. She sighed. We knew that it was no secret that we both masturbated regularly. Things had become very relaxed in the house. I had found her tiny vibrator in the living room one day. She had found one of my sex toys in the bathroom. We both at a time or two had accidentally heard or walked in on each other.
She began to drink more heavily. I suggested rotating some water between drinks, she did. We cleaned up dinner. I was tired and heading to bed, she was staying in the living room to watch TV and drink more wine. About an hour later I had gotten up to use the restroom, on my way out I noticed she was sitting on the floor against the couch, she had started a second bottle of wine and was looking extra sad and sleepy. I went to pick her off the floor and put her on the couch to lay her down for the night, in doing so, one of her breasts had slipped out. It was huge and beautiful with the perfect areola and a hard nipple. She caught me staring, and giggled. I apologize and she said no honey it’s okay. Seeing her in her silk nities, her beautiful body, packing so much sexiness and her tit hanging out, I had to stop my self from getting a ranging erection, especially since I was only in my boxers. My mother started a little conversation as I sat next to her. Don’t get hard, don’t get hard, I was trying not to, but she didn’t seem worried about fixing her tits. She had gone to put her arm down across my lap, SHIT, she brushed my hard erection. She gasped for a moment. She apologized for maybe have interrupting masturbating to come help her. I chuckled and told her no, she didn’t. Awkward pause, I apologize and said I had yet, and she was beautiful. She began to tell me how much I remind her of my father, and looked just like him as she drank more wine. I suggested that she drink some water and try to sleep, but she insisted that I lay with her for a bit till she fell asleep. It was hard to tell my beautiful mother with tears still her eyes no. I put on some gym shorts hoping my erection would soften, it did some, then climbed on the couch behind her as the big spoon and she turned on a movie to fall asleep to. She continued to drink her wine, and be very sweet to me, but she was somewhere between, emotions, wine drunk and tired. As she moved to get more comfortable her big butt kept running across my crotch. Ah shit! My erection came on quick and like a rock. Oddly enough my mother giggled. She positioned my cock between her plump warm cheeks, and gentle kept rocking my cock. What was she doing?!
She said that my father was a great cuddled like me, but took my hand under her thin silk tank top to hold her hot breasts! She’s said, that’s how you do it. I’m not ..(continue confession)
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