Jason’s stepsister had taken his virginity and, in doing so, had created a hyper-sexual monster. He went from a shy, hesitating, worried wort to an outgoing, confident sexual partner. At seventeen, Jason got an education beyond the high school curriculum.
Phil, Jason’s stepsister, just called and asked him to be the stripper at her bridal shower.
“When did you decide to get married?” asked Jason.
“He is my sugar daddy. After only two months of dating, he asked me to marry him. Since you and I could not marry, I figured I might marry him. It doesn’t mean you can’t fuck me anymore. I was hoping you could come over and we could talk about it. Can you?”
“I will be there after school today. I have to take some finals.”
“Great, I can’t wait. What time do you think?”
“Around two this afternoon, that ok?”
“See you then and don’t work too hard. You will need your strength,” said Phil laughingly.
Two o’clock came fast. Jason jumped in his car and headed for Phil’s apartment.
Phil had the same desires for sex as did Jason. She had more experience, but Jason had more passion. Jason believed that passion made up for lack of experience. He arrived at her apartment and knocked on the door.
“COME ON IN, IT’S OPEN!” came from inside.
Jason opened the door and locked it from the inside. Phil stepped out of the bedroom wearing a thin summer flowery robe. She walked up to Jason, grabbed him around the waist, pressed against him, and pressed her lips in a kiss. They tangled tongues for a few seconds. Phil was sending out little groans of pleasure and building the passion in Jason. She knew that Jason liked petting before having sex.
Jason watched his stepsister’s breasts bounce as she walked toward him. Her nipples strained against the material, letting him know she was braless. Jason removed his shirt and opened his stepsisters’ robe to feel her skin against his. The feeling of her skin was soft and warm. Her tongue darted out between her lips as she leaned in for a kiss. An intense, wet, passionate kiss.
Phil grabbed him by the hand and led him into the bedroom. Honeysuckle incense was burning in the room. She dropped his hand and walked around to the opposite side of the king-sized bed.
Standing near the head of the bed, Phil dropped her robe. She had the most amazing tits. Since Phil was only twenty, they hung firmly on her chest. Her areolas were round, with blue veins running through each breast, bringing blood to her nicely elongated nipples. Even her belly button was perfectly rounded.
Jason unhooked his belt and let his pants drop to the floor. His eight-inch, thick cock created a bulge in his underwear. He removed them, allowing his cock to dance for Phil. Her eyes opened in enjoyment.
Phil knelt on the bed. Jason followed her lead. They met in the middle of the bed, pressed their bodies together, and kissed long and hard. Their tongues entangled in a dance of passion.
Jason grabbed her rounded ass and massaged it, pinching it between rubs.
Phil’s breathing intensified as she reached for his shaft and stroked it. She pushed his rock-hard member between her pussy lips and rubbed her pussy along the top side of his shaft, leaving it wet and shiny. Phil used her fingers to rub the urethra tube along the underside of his erection and over his mushroomed head.
Moving his hands toward her thighs, Jason separated her ass cheeks and tickled her labia while inserting a finger into her moist honey hole. His fingers could feel his cock head as Phil’s juices were released on his male member.
“Damn, Jason, you are passionate. I love the way your hands roam my body. You’re like a bear eating his first meal after hibernation.”
“You inspire me, plus being my stepsister gets me hot and bothered. The way you look is amazing. Great body, and so hot.”
“Fuck my mouth,” cried Phil as she lay down under his ball sack.
Jason put his cock into her mouth and then stretched his body on top of her. His head rested between her thighs.
Phil ran her hands along Jason’s ass, using her fingernails against his skin. He fucked her mouth and throat, causing Phil to gag and make ogling sounds as she tried to keep up with his thrust. Phil dug her nails deeper into his skin.
Using his hands to part her labia, he kissed her soft pink covering that hid her love hole. Jason sucked up her juices as they arrived on his tongue. He was moaning to show her how much he enjoyed this early delight. He managed to change his hand position to move around her thighs. He searched with his wet finger until he found her ass hole and inserted it.
Beginning to moan louder and thrust her pussy into his face, she let out one scream and came into Jason’s mouth.
Jason made one last push and shot a load of cum into her throat. Phil pulled away, gagging and trying to catch her breath.
“Shit, you would think it was over a year since we fucked last. It was only a few weeks. I am not giving you up!” said Phil; I love your passion.”
“I love how you look, but before we end up fucking again, I want to hear about me being a stripper. I have never done anything like that, and I don’t know if I want to. It sounds tempting but to get naked in front of a room full of women, not so much.”
“Would it help if no one knew who you were?”
“What if I can’t get it up? How would I hide who I am? What if they want to get sexual? What do I do? I mean, I got many questions.”
“We get some colored contacts, say brown, and mask your face. We give you a stage name. How does that sound?”
“What would I call myself?”
“You work on a farm, right? How about Plow Boy? I think the women would like that; it sounds hot.”
“When is this?” Jason asked
“The Saturday before your eighteenth birthday. Go online and see what the male strippers do on adult porn sites. That might help, but I want a padded bench for you to lie on so that if some women get sexually aroused, they can straddle the bench and get laid. You would like that, wouldn’t you? I will tell them to wear a dress or a skirt, panties and bras optional.”
“Ok, but now lie down. I want to fuck you like you should be fucked!”
Jason was uncertain about being a male stripper, but it also created another opportunity to fuck some older women, since most of Phil’s friends were older.
Graduation came and went. Jason appreciated the parties, gifts, cards, and money that followed such an achievement.
Jason still had his eyes on his mother. He was thinking about the promise she had made to him when he turned eighteen. One night after dinner, Jason told his mother he would help her with the dishes; if she washed, he would wipe.
His mother wore tight black shorts, showing her shapely legs and nice rounded ass—a buttoned-down light-colored blouse close enough to reveal the outline of her breasts.
“That’s sweet; I would like the help,” his mother told him.
As they washed the dishes, Jason would brush his cock across his mother’s ass as he placed dishes into the cupboard.
“Son! As much as I like to feel your erection against my ass, you must wait another month for your eighteenth birthday. Have you thought about whom are you taking to your sister’s wedding? She invited me to her bridal shower in a couple of weeks. I also invited Dot and Barbara. That should be fun.”
Dot and Barbara were Jason’s mother’s two closest friends. Jason used to babysit for both.
Both married, both large breasted and both on Jason’s radar.
Jason never thought that his mother would be invited to the bridal shower. Now he was nervous but committed to the task. He was a very busy boy between working on the farm and creating a routine for the party.
The bridal shower day had arrived; Jason arrived an hour early to get ready. The shower was held in the next town, north of where Jason lived. It was a building made for parties having three soundproof sections. The room was set up for thirty women. Seven round tables, each sitting five, with an extra table if needed. In the middle of the room, there was a bench covered in leather. The room was rented for four hours, the first hour for sharing a meal, the second for opening gifts, the third for entertainment, and the fourth, if needed.
The hour was here. Jason wore a black-headed wrestling mask to hide his hair, brown contacts to hide his light blue eyes, and a towel and underwear with ‘Plow Boy’ knitted into the fabric. There was a large opening around his mouth, room to allow kissing.
Phil stepped up to the microphone. “Ok, ladies, now for the main entertainment, his stage name is ‘Plow Boy‘, he is twenty-years-old (a lie to further disguise who Jason was). This is his first appearance. He is well endowed and open to whatever you feel like doing. If you want sex with him, just remember not to make him cum until it is time.”
There were giggles, laughter, oohs, and aahs from the ladies. The waitress came to take drink orders.
“I might stay for that myself,” the waitress muttered. She was about nineteen years old, dark-skinned, pretty, and thick-bodied.
Phil played some Romantic music for lovers. “Ok, ladies, welcome to our little gathering; give a friendly, warm welcome to Plow Boy.”
Jason stepped out to the applause of the ladies. They started whistling and pounding on the tables as Jason, wrapped in the towel, did a little jig as he entered the room. He was not wearing a shirt, so his six-pack abs and muscled body brought more applause and catcalls.
He turned his back to the crowd, opened his towel, and let it fall. Jason then turned toward the ladies with a prominent bulge in his underwear, which brought more catcalls as they chanted, “take it off, take it off, we want to see more.”
Jason’s fears were expelled as the heat rose in his body. He saw his mother and her friends clapping.
One lady around thirty-five and one older blond raised their blouse, revealing a firm pair of breasts and a pair of sagging breasts. Jason worked his way toward the saggy breasts as other women slapped him on the ass or felt his muscled chest. When he got to the blond, she grabbed his underwear and pulled them down. Jason’s cock bounced in its freedom while the room was filled with superlatives.
To everyone’s amazement, she took Jason’s erection into her mouth and grabbed Jason’s hands to feel her breast.
Jason grabbed the back of her head and pulled her into him. She gagged, and the crowd went wild.
One of his mother’s friends, Barbara, forty-years-old and a mother of four, lifted her blouse. Jason often wondered what her breasts looked like. They were huge, with large nipples. He worked his way over to her as she swallowed his cock and held his balls in her hands. She then placed his cock between her breasts as he pretended to fuck her.
“Nice, so young, so hard. I can see you like older women; you make us horny,” said Barbara.
Dot grabbed his ass and then spanked it.
“Ok! Attention, ladies. We are going to play musical chairs. I need five volunteers to start. There are five chairs and a bench. Plow Boy will lie on the bench. As the music starts, you walk around the chairs and bench; when the music stops, the two at each end of the bench are free to do whatever you want to him. When the music starts again, that ends that round. Understood?”
A lot of yells and applause.
Jason lay on the bench; his erection, all eight thick inches was, at attention. About six ladies apologized and left the party. Five went to the chairs.
The music started, the ladies started walking. The music stopped. The lady on the foot end was around sixty years old, slender, with dark hair, and smiling. She lifted her dress, straddled the bench, grabbed Jason’s cock, and sat on it. The lady at the head end lifted her skirt and sat on Jason’s face. She was wet and dripping. Jason sucked on her cunt as she rubbed herself across his mouth.
The music started, ending in round one.
“We need five more ladies!” The second table got up and sat on the chairs. They were already panting.
The music started once more; the women circled the bench.
The music stopped.
At around twenty-five years old, the lady at the foot end, with blue eyes and blond hair, lifted her dress above her tits. They were small, with long nipples. Jason grabbed his cock and held it for her as she lowered herself onto it. She moved her ass back and forth, fucking him faster and faster. She was groaning loudly.
“Damn, I wish I could fuck my husband like this, wish he was this big,” she said rather loudly.
The woman at the head lifted her shirt and stuck a nipple in Jason’s mouth. “Bite my nipple, bite it hard.” Her breasts were large and pressed against Jason’s face.
The music started ending in round two.
Jason noticed that Dot was kissing his mother, and Barbara had her hand in his mother’s dress. All three looked like they were on fire.
We have two more winners—ok, table three. My mother and her friends took the seats with Phil and Virginia. Jason had already fucked Virginia in a threesome with Phil.
The music started a third time. Again, the women took the tour around the chairs and bench.
The music stopped.
Dot was at the foot end. Jason desired her; he had always liked her. Dot had black wavy hair, green eyes, ample breast, and thick thighs; she was married with two daughters. She turned away from Jason and moved back to his rigid member. She grabbed his cock, straightening it until she felt the head touching her wetness, then slowly let herself down until she sat on Jason’s stomach. Dot put her hands on Jason’s legs and lifted her pussy up and down his shaft. Her ass was amazing to look at. Jason reached over and spanked it. Dot let out a little yelp.
“Shit, this feels great; I am so wet,” Dot told the crowd.
Jason’s mother was at the head end. She bent over and kissed him hard, slipping her tongue into his mouth.
The music started ending round three.
Dot pulled away, leaving Jason’s cock wet with her womanly juices.
His mother leaned over and whispered in his ear. “I rented a room for your birthday tomorrow; I will give you your present then. I know my son when I see him. Love you.”
Phil could not believe her mother kissed her son that profoundly and passionately. Did she know who he was? What did she whisper in his ear? If she knew it was her son, Phil thought she could join them for fun. Phil was thinking all this to herself and got wet with the idea.
Jason looked around the room; women were playing with each other, kissing one another, and those who weren’t were rubbing their pussies and moaning. The sounds and smells of sex filled the room.
The waitress came over and sat on Jason’s face; the pink interior of her pussy covering stood in deep contrast to her dark skin. She then stretched on top of him and began sucking his cock. Two more women came over to the bench. Older women. One started rubbing her breast on the waitress’s ass while fucking her asshole with her fingers.
The other woman, with long red hair and the most prominent breast in the room, knelt on the side of the waitress, sharing Jason’s cock, kissing each other and running their tongues around and over his shaft.
“We want you to cum for us,” they whispered. “Fuck, give us your cum.”
The rest of the room walked over to watch. They surrounded Plow Boy. Some were squeezing their breast, others rubbing their clits, or the breasts and clit’s of other women.
Jason could feel his balls tighten. He was taking deep breaths in between licking the waitress’s pussy. The cum began rising along the length of his cock.
“I am cumming!” he told the crowd of women.
They started clapping as the first spurt of liquid shot out of his cock into the big-breasted woman’s mouth. He could hear her swallowing. The second squirt landed on the waitress’s face. The third shot into the air and landed on his belly. The fourth rose out of his cock into a bubble. Dot bent over and licked it off.
A group of women’s bodies shook as they came on their fingers. The room grew silent after a few minutes.
Jason got up and did a bow and a thank you. The women answered with applause.
“What happened here stays here, Ok?” said Phil. “I think ‘Plow Boy’ did a great job. If anyone wants to get a hold of him, see me.”
Jason went back to clean up and wait for everyone to leave.
Phil went into the back with Jason as soon as the last lady left. “What did your mother whisper in your ear? Did she know?”
“She promised to give me my present tomorrow. She said a mother knows her son.”
