The Wimp and the DebChapter 34
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It was a horrific night, hurricane force winds, lashing rain, the roar of the ocean crashing upon the shore. Early the next morning I examined the roof of my painting studio. The damage was evident, two of the red roof panels were twisted in half, held in place by a few screws. With the promise of further storms, the repairs needed to be done today. Normally I attend to all the work required on my studio, ( I built it myself ) however for this I would need some help.
I called Sara who, with her sixteen year old son Ryan, lived on the farm adjacent to my land. Ryan was always happy to ride over to my place on his dirt bike. He would gladly lend a hand with any work that needed to be done. The son of a fisherman learns very early about responsibility and hard work. He was always reluctant to accept the small handful of cash I gave him at the end of the day.
At sixteen he was not a large boy, nor was he handsome. He always wore a ball cap and I have never seen him in anything but blue jeans and sweat shirts. He did however have an amazing smile, a wonderful laugh, beautiful blue eyes and a joyous outlook on life.
The day had turned muggy and hot, the work was difficult. In the hot sun my body was soon dripping with sweat. As usual I wore coveralls and a tee shirt, the shirt was soaked with sweat and almost see through. Ryan was showing the effects of the heat as well, drops of sweat covered his face and neck. Finally after four grueling hours the work was done. As we put the scaffolding away, I asked Ryan to come inside for some lunch and a cool drink.
On the roof Ryan had been his usual chatty self, now however I noticed his mood change. He became quiet and his eyes looked puffy, as if he was going to cry.
"Ryan what's the matter? You look so sad. I have never seen you this way. Is there something bothering you?"
He looked down, shrugged, then looked away. "I'm sort of worried about going back to school. Well not actually about school, but about girls," he added, letting out a sigh. "And stuff."
I understood fully about stuff. I had been his age, not long ago. In high school, full of hormones and having no idea what to do, who to talk to, or which way to turn. My heart was melting as I watched him trying to say something to me, but not being able to get the words out.
"You know you can talk to me about anything. I'm not family, or a classmate. I know I am a woman, but you and I are more like pals than anything else. A lot of problems can be eased if you share your thoughts and worries with some one else. I sat back on the sofa, placed my back against the arm, lifted my left leg against the back. I put my hands under his arms and guided him into me. His back was against my breasts. I told him to lean into me and lay his head back against my neck. His eyes were fixed on the ocean through the studio window. "Ryan, close your eyes and tell me what has you so upset. I won't judge you I will just listen to you as your friend." He started to cry.
"I'm so mixed up about girls. I'm such a loser. All the guys on my hockey team have girlfriends, they are always talking about having sex with them. I've never kissed a girl. I go online and there is sex everywhere, it all looks so easy, as if everyone in the world is fucking, even my parents."
He stopped suddenly. Something had come out that he had no intention of saying. Or did it?I placed my arms around his neck. I could feel my nipples hard against him. I took a deep breath and pulled him closer to me. "What about your parents?"
"Nothing, sorry it was a mistake."
I leaned into him, put my lips to his ear and softly told him he could tell me anything, even things about his parents, and that I would not judge him. I told him I was young once and had all kinds of feelings about my parents. But I knew this was not about his parents it was about his mom. I whispered in his ear, "Tell me about your mom, do you touch yourself thinking about her?" I felt his body tense. "Do you think it would be naughty of you to tell me about it? I had very strong feelings about my father when I was your age. What you are feeling is not new. But if you feel that way, then I will help you by doing something naughty as well."
He turned his head and looked at me with tear filled eyes. I lowered my hand under his belt buckle and slid my fingers into his jeans. "I will do something for you that is very naughty if you tell me about your mom." The tips of my fingers touched the head of his cock, it was wet with pre-cum. I felt his body shudder.
"Last week I was supposed to work on Sunday but it started to rain so I came home early. It was too wet to ride my bike home so I got a ride from the people I was working with. It was quiet when I got home, so I tried to be quiet in case my mom and dad were sleeping. When I got to my room I heard my mom laughing, very quietly. I walked down the hall to their room, the door was just open a bit."
I circled his cock with my hand and slowly, gently started to rub. It was not a large cock, he was only a young boy, but it felt like a steel rod. I felt his body lean further back into me. My nipples were crushed against his back.
"My mom was sitting on the bed, without any thing on. She was touching her pussy with one hand and rubbing my dad's cock with the other. I took my cock out and started to jerk my self. She was laughing, my dad was trying to be serious. I could see her breasts and nipples. I could see between her legs where she was rubbing herself."
I gripped his cock harder, his zipper had opened, I could watch as I jerked his cock. "Was she doing it like this?"
"Yes, just like that, but faster. My dad was asking her to suck it, but she was just laughing. She told him 'soon'. He reached over and started to play with her nipple. She was pumping his cock faster. I was trying to pump mine at the same speed. I saw that she had stopped laughing and was starting to breath very quickly and heavily. Then she bent over and took his cock in her mouth."
"Did you want her to be sucking yourTo continue reading this story you must be a member. Join for FREE here.
I called Sara who, with her sixteen year old son Ryan, lived on the farm adjacent to my land. Ryan was always happy to ride over to my place on his dirt bike. He would gladly lend a hand with any work that needed to be done. The son of a fisherman learns very early about responsibility and hard work. He was always reluctant to accept the small handful of cash I gave him at the end of the day.
At sixteen he was not a large boy, nor was he handsome. He always wore a ball cap and I have never seen him in anything but blue jeans and sweat shirts. He did however have an amazing smile, a wonderful laugh, beautiful blue eyes and a joyous outlook on life.
The day had turned muggy and hot, the work was difficult. In the hot sun my body was soon dripping with sweat. As usual I wore coveralls and a tee shirt, the shirt was soaked with sweat and almost see through. Ryan was showing the effects of the heat as well, drops of sweat covered his face and neck. Finally after four grueling hours the work was done. As we put the scaffolding away, I asked Ryan to come inside for some lunch and a cool drink.
On the roof Ryan had been his usual chatty self, now however I noticed his mood change. He became quiet and his eyes looked puffy, as if he was going to cry.
"Ryan what's the matter? You look so sad. I have never seen you this way. Is there something bothering you?"
He looked down, shrugged, then looked away. "I'm sort of worried about going back to school. Well not actually about school, but about girls," he added, letting out a sigh. "And stuff."
I understood fully about stuff. I had been his age, not long ago. In high school, full of hormones and having no idea what to do, who to talk to, or which way to turn. My heart was melting as I watched him trying to say something to me, but not being able to get the words out.
"You know you can talk to me about anything. I'm not family, or a classmate. I know I am a woman, but you and I are more like pals than anything else. A lot of problems can be eased if you share your thoughts and worries with some one else. I sat back on the sofa, placed my back against the arm, lifted my left leg against the back. I put my hands under his arms and guided him into me. His back was against my breasts. I told him to lean into me and lay his head back against my neck. His eyes were fixed on the ocean through the studio window. "Ryan, close your eyes and tell me what has you so upset. I won't judge you I will just listen to you as your friend." He started to cry.
"I'm so mixed up about girls. I'm such a loser. All the guys on my hockey team have girlfriends, they are always talking about having sex with them. I've never kissed a girl. I go online and there is sex everywhere, it all looks so easy, as if everyone in the world is fucking, even my parents."
He stopped suddenly. Something had come out that he had no intention of saying. Or did it?I placed my arms around his neck. I could feel my nipples hard against him. I took a deep breath and pulled him closer to me. "What about your parents?"
"Nothing, sorry it was a mistake."
I leaned into him, put my lips to his ear and softly told him he could tell me anything, even things about his parents, and that I would not judge him. I told him I was young once and had all kinds of feelings about my parents. But I knew this was not about his parents it was about his mom. I whispered in his ear, "Tell me about your mom, do you touch yourself thinking about her?" I felt his body tense. "Do you think it would be naughty of you to tell me about it? I had very strong feelings about my father when I was your age. What you are feeling is not new. But if you feel that way, then I will help you by doing something naughty as well."
He turned his head and looked at me with tear filled eyes. I lowered my hand under his belt buckle and slid my fingers into his jeans. "I will do something for you that is very naughty if you tell me about your mom." The tips of my fingers touched the head of his cock, it was wet with pre-cum. I felt his body shudder.
"Last week I was supposed to work on Sunday but it started to rain so I came home early. It was too wet to ride my bike home so I got a ride from the people I was working with. It was quiet when I got home, so I tried to be quiet in case my mom and dad were sleeping. When I got to my room I heard my mom laughing, very quietly. I walked down the hall to their room, the door was just open a bit."
I circled his cock with my hand and slowly, gently started to rub. It was not a large cock, he was only a young boy, but it felt like a steel rod. I felt his body lean further back into me. My nipples were crushed against his back.
"My mom was sitting on the bed, without any thing on. She was touching her pussy with one hand and rubbing my dad's cock with the other. I took my cock out and started to jerk my self. She was laughing, my dad was trying to be serious. I could see her breasts and nipples. I could see between her legs where she was rubbing herself."
I gripped his cock harder, his zipper had opened, I could watch as I jerked his cock. "Was she doing it like this?"
"Yes, just like that, but faster. My dad was asking her to suck it, but she was just laughing. She told him 'soon'. He reached over and started to play with her nipple. She was pumping his cock faster. I was trying to pump mine at the same speed. I saw that she had stopped laughing and was starting to breath very quickly and heavily. Then she bent over and took his cock in her mouth."
"Did you want her to be sucking yourTo continue reading this story you must be a member. Join for FREE here.
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