It was an excellent year for Jason. It seemed he was racking up points with the ladies. Nearly a year had passed since he started banging his stepsister, Phil. He had a month left in his senior year of High School. At seventeen, Jason’s sex life was about to take a new turn.
The high school Jason attended was three miles from his house. He would walk from school if the weather permitted. The school sat between two roads, one a back road with a hill that the school used for cross country, which Jason ran. In front of the school was a two-lane highway that linked the four villages together; it was the main road through the town. There were only five homes on the road leading to the four corners with the stoplight. A left would bring you down a hill to the village he lived from the school. Straight would take you to the larger town twenty minutes away. A right turn would take you through back roads to the public pond with a beach.
He chose to walk on the main road to his house on this day. He was in great shape from working on the farm, running cross country, and walking every chance he could. Occasionally, he would get together with his stepsister or Virginia for sexual release.
Jason was about a half-mile from the school, walking and thinking about Virginia; he had an attraction to older women. He felt his cock hardening as he pictured him and Virgie making love.
A Jaguar pulled up beside him. He did not see who the driver was.
“Jason, do you want a ride?”
Jason bent down to look into the open window to see his English teacher Miss Jean Lane. Miss Lane was around fifty years old, well-liked, a bit overweight, with big breasts. She had dark brown hair with blue highlights, dark brown eyes, a lovely complexion, a dimple on the right cheek, and a big smile. If you categorized her, she would be a BBW. Her eyes were on Jason’s bulging pants.
“Thank you, Miss Lane; I am going to the four corners.” Jason opened the passenger door and slid into the seat.
“Do you walk much?” asked Miss Lane.
“As often as I can; I like to stay in shape; I appreciate the ride.”
“I left a little early today; there is something I have to do. You will be graduating in a month; how does that feel?”
“I’m pretty excited. But I will miss teachers like you; you are my favorite.”
“That’s sweet, thank you. You are one of my favorite students, you are always polite and respectful, and you turn your work in on time. What were you thinking about as you were walking?”
Jason was thinking about how he should answer his teacher. If she did notice his boner when she rolled down the window, he could tell her that he was thinking about her, but that would be risky. If she did not see his boner, however, that answer would be an even bigger risk. He chose not to take the risk.
“Many different things, finals, graduation, the summer.” Jason noticed she was biting her lip.
Jason’s teacher wore a red dress, she dressed modestly, but it was hard to hide her large breast and shapely ass. Jason tried not to look, but it was hard not to. She caught him looking at her breast but only smiled.
“Where do you want me to drop you off?”
“Right before the light, I have to walk down the hill.”
“Listen, Jason, I will be moving next month and could use some help. Can I count on you to help?”
“I would love to; just let me know when; thank you for the ride. You look nice; I just wanted you to know.”
“Thank you, Jason, so do you!”
Jason got out of the car and watched her drive away. He walked the rest of the way home. Jason wondered if helping her move was the only thing she wanted. He was hoping the answer would be no. She was old enough to be his grandmother, but his desire for older women was strong.
His walk down the hill and to his house took about ten minutes. While walking, he wondered what his mother would be wearing when he got home. Once when he was fucking his step-sister, he thought about having sex with his mom since they both looked very much alike, although Phil’s breasts were more prominent.
When he got home, his mother was in the kitchen planning dinner.
He walked over to her, and as was his custom, he went to kiss her on the cheek. As he was preparing to kiss her cheek, she turned to him, and he kissed her on the lips.
“Oh, sorry, mom, I wanted to kiss you on the…” his mother interrupted.
“It’s ok, my fault for turning so fast. Not a big deal. It did feel nice, though.”
His mother was wearing a white blouse and black shorts. It was his favorite blouse. He never told her why he liked it. Maybe it was because of the magazines he had stored away with women in wet white tops, leaving little to the imagination. Jason was not lacking in the imagination category.
“You look nice, mom.”
“That is a nice thing to say, son.”
There was a sparkle in her eyes that he had never noticed before.
“You will be graduating next month, and then you will turn eight-teen two months later. I am proud of you. You work; you are young, handsome, and respectful. If I weren’t your mother, I would be interested in you.”
Jason purposefully let his eyes roam his mother’s body. “If I weren’t your son, I would ask you out.”
“Give me a hug,” his mother said, opening her arms.
Stepping in front of his mother, Jason reached around her waist and pulled her into him. His mother wrapped her arms around him, and they hugged. Jason added a little more pressure on her back, tightening his grip and pulling her breast against him.
“I love you, mom,”
“I love you, son, but you better not hold me like that, and you shouldn’t be poking me with your erection; you will make me wet.”
“MOM! I can’t believe you said that.”
“Jason, you are going to be eighteen in two months. I think you are old enough to know about sex. You are probably having sex with your stepsister; she loves men. The way you just looked at me and held me, I think you are interested in me. If you can wait three more months, I will give you a birthday present I think you will be happy with.”
“Wow, mom, if it means having you, I can wait three months. I might have to jerk off thinking about it.”
Jason wondered if that answer was too out of line or inappropriate.
“I know you found your father’s magazine about incest. I was so mad at him for that. He wanted me to have sex with you and tell him about it. It took me a while to warm up to the idea. I told him I would when you turned eighteen. Does that shock you?”
Jason noticed his mother’s nipples were poking at the fabric of her blouse. “I was afraid to talk to you about it, and we better not continue. I am getting horny.”
“Give me another hug,” his mother told him. The sparkle was still in her eyes.
Jason grabbed her by the waist. As Jason was pulling back, his mother pulled him in. She put one hand on his waist and the other on his back. They hugged tightly, pressing their bodies together.
“You can kiss me again,” she said.
They kissed only this time; it was longer and more passionate. Jason’s mother parted her lips; he took this opportunity to push his tongue on top of her tongue.
“That will have to do for now, son; you have to wait three more months. You better go and take care of yourself.” She pulled away and looked into Jason’s eyes.
“You are so sexy, mom. I can’t believe my dreams will come true.”
“I love you, mom.”
“I love you, son.”
The phone rang. Jason answered.
“Hello, this is Jason.”
“Jason, this is George’s sister Donna. Can you work at the farm tonight? George is not feeling well, and the cows need milking. If you could do that, I would appreciate it. I will check in on you to make sure all is ok. Can you do it?”
“Sure, I said, I will be there in about fifteen minutes.”
Donna was forty years old, chubby, with big tits, a plump ass, and thick thighs. Jason never thought about her sexually; he thought of her as a friend. She rarely came out of the house to work on the farm, so he never saw her very much. Whenever they did see each other, it was regular casual discussions.
Jason borrowed his mother’s car and drove six miles from his house to the farm. He got to the barn, stood outside the milking room, and yelled for the cows. He heard the cowbells starting to ring. It took the thirty head of cows about five minutes to walk to the stalls. Each cow knew which booth was theirs. Jason went around closing the neck braces and grabbed the milking machines. It took another couple of hours to milk them and throw hay in their feed pens.
Just as Jason was getting ready to leave, Donna showed up. He had never seen Donna in a dress that showed as much cleavage as this dress. She was not wearing a bra, as her large breast were hanging loosely on her chest. Her hair color was blonde and wrapped in a bun behind her head. She even wore lipstick.
“Jason, I want to thank you personally for helping tonight. I know we don’t see each other much, and I don’t know if you are willing, but I want….”
Jason instinctively knew what she wanted. He did not let her finish her sentence. He walked up to her, grabbed her arms, and bent to kiss her. Donna happily opened and met his lips as Jason opened his lips, sending his tongue into her mouth and kissing her passionately.
Donna ran her hands along Jason’s crotch.
“Your hard, and you feel so big; I am so excited. Oh god, I am glad you want me.”
“Let’s go into the locker room,” Jason told her. He grabbed her hand as he walked her to the room.
The locker room was twelve feet by twenty feet. It had three lockers, a chair, a couch, a double bed, and a single shower.
Jason lay on the bed. Donna stood before him and lifted her dress over her head. Her breast was large and hanging to her stomach. Her areolas were oblong, and dark pink nipples were in the center of each one. Donna was five-foot-five inches tall and overweight. Jason did not care about size, color, or shape; he was interested in creating an experience.
She turned to hang up her dress. Jason noticed how large her ass was. Big round with small dimples. Her ass jiggled when she walked. She turned and slid into the bed next to Jason.
I know I am older, Jason, but I want you, I want you to fuck me. I have watched you from my bedroom window many times and used my vibrator to fuck myself wishing it was you.
Her breathing was heavy. She reached over and felt Jason’s hardness. She unzipped his pants, pulled them down, and put her hand in his pants.
“Oh, my, I did not think you were this big. My fingers do not reach around your cock, and I need two hands to hold it.” She went to his feet and pulled off his shoes, pants, and underwear.
I know I am probably not your type, but I need to be fucked and held by a man. Thank you.
“You do not have to thank me, and you are my type. I want to fuck you and play with those huge jugs.”
She got on her knees and lowered her top to kiss Jason’s cock head. She played with the slit in his penis, opening it and kissing it, wrapping her tongue around the head, and licking. Donna moaned and groaned; she was very excited.
Jason reached up and pulled her nearer to him. He fingered her pussy; she was so wet you could hear his fingers roaming inside her pussy.
Jason’s cock was deep in her mouth. She used her saliva to slide her hand along his shaft in concert with her deep throating.
Jason grabbed her breast and squeezed them hard. “Your breasts are so large and heavy,” Jason was passionate in his words. Donna could sense his enjoyment and wanted to please this young man who was willing to take her.
He stopped playing with her tits and slapped her giant ass.
“Mmmm, that feels good. Do it again.”
He slapped her harder. Once, two, three times. He watched as her ass shook, his spanking giving her ass a bright pink color. “Sit on my cock and fuck me and let me play with your tits.”
Donna turned around, lifting her leg over his legs. She reached beneath her, grabbing Jason’s cock and placing it under her pussy. She took his cock between her pussy lips. Jason could feel her womanly fluids run down his shaft. He felt the warmth of her pussy as he entered her. She sat fully on his eight-inch cock.
“Ooooh, me. Jason, you are so hard, so strong, so sexy.”
The sound of sex filled the room with moans and groans and the slapping noise of two bodies coming together. She leaned over, placed Jason’s head between her tits, then moved side to side, slapping them against his cheeks. Jason grabbed her left breast, pulled it to his mouth, and sucked on the nipple.
Jason was breathing heavily. He wanted this woman. Jason reached down, grabbed her ass, and pushed her up enough to start pumping her cunt. He slammed his cock into her as they fucked. “Oh, Jason. Fuck me just like that. Your cock is so much better than my vibrator. Fuck me, Jason, fuck me hard.”
“I want to be on top,” Jason said passionately.
Donna got off, laid on her back, and spread her legs.
Jason wanted to eat her pussy before fucking her again. “Open your pussy lips for me,” cried Jason. She obeyed. Jason laid on his stomach, his head between her legs, and began licking, kissing, and teasing her clit.
Donna moved her ass up and down, sliding along Jason’s lips and tongue. “Oh fuck, Jason, you are the first to do that. I am so fucking hot. Make me cum once, and then fuck me, please do that.”
Jason put his lips around her clit and tried to suck hard enough to enlarge her clit. He moved his lips to her pussy and sucked out her juices, and sucked on her entrance. Her body began to shake. Donna grabbed the back of his head and pushed Jason’s mouth between her pussy lips until she came. Her cum was thick and abundant.
Her breathing became more consistent as she was winding down. Jason got up, moved his cock closer to her pussy, readied his cock, and slid it into Donna.
“Damn, Fuck, Mmmmyy.” I want you to fuck me, but I want you to cum in my mouth. I want to taste it and swallow your sperm.
Jason was on fire. He never expected to be fucking tonight. The sounds in the room, bodies slamming together, her moaning, his breathing heavy, was too much for him. Jason grabbed her stomach roll as he watched her breast dancing on her chest. He was ready to cum, so he pulled out and held his cock tight to prevent the sperm from pushing forward. He told Donna he was cumming. She opened her mouth; Jason placed his cock so that the head would be in her mouth, let go of his grip, and shot his cum into her waiting mouth. He watched as she swallowed.
Jason laid next to her, squeezed her nipple, and kissed her. He wanted to let her know how satisfied he felt.
They lay together and talked for about fifteen minutes.
Thank you, Donna, that was amazing; you are amazing. Let’s get dressed, and I will walk you to the house.
“Thank you, Jason, that would be nice.”
“Jason walked her to the door, turned her toward him, and kissed her.”
She hugged him tightly. Her body felt soft and warm.
“Jason, you can come by to see me anytime, no pressure.”
“Thank you; I will. I enjoyed it.”
Jason walked back to the car. As he got into the car, he looked back at the house. Donna was watching him from the downstairs window. George was looking out his bedroom window on the second floor.
Jason got into his car and headed home.
The following day Jason got a call from Philomena. “Jason, I am getting married, and I want you to come to my bridal shower as a stripper.”
