This is module one, chapter eleven. This is going to be a novella of sorts. The intent is to have 3 modules total covering different times in our main characters life. While it is feasible to read any of these independently, this is a carryover story, so reading them in order is beneficial.
Module one, our main character is a senior in high school. He learns of his condition and figures out how to manage the changes in life that come with it. In chapter ten, Stanley's stepsister turns 18 and joins the foray. This is the continuation of the story.
Disclaimer: Nearly all chapters have some exposure to young/old, group sex, lesbian sex, swinging, and/or cum sharing, etc. Some of them have exposure to incest or relations with step family members, etc. If any of these things offend you, please move to another story.
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Stanley has been dreading homecoming in 2 weeks. As captain of the football team, he loves all the hub bub that goes along with the week leading up to the big game. Stanley is a good dancer, so the dance is going to be fine. What he is not looking forward to is what is likely to come after the dance. The talk among his teammates has already let him in on the expectations that there will be lots of sex with their dates and comparing notes after the dance. As an 18-year-old strapping, viral, young man, he should be looking forward to this. But none of his classmates know about his condition. And therein lies the issue.
His sister Liz comes into the kitchen Monday morning and sees Stanley looking down. She asks, "What's up bro. You look down. Monday morning blues already?"
Stanley responds, "I'm doing okay. I have been thinking about homecoming and starting to dread it already."
"Why would you dread it? You are the captain of a good football team. You're probably going to win the game. The school is going to be stroking your ego. What's not to like?"
"It's not the game or the festivities during the week that I am dreading."
"Okay. Then you're worried about the dance? I know you know how to dance. Whom are you going with?"
"I'm not sure yet. Debbie has been dropping hints constantly and my boys keep telling me it is a foregone conclusion that it will be her."
"So what's the big deal? You're the captain of the football team and she is the head cheerleader. Sounds about normal."
Stanley looks around to make sure no one is around to overhear him, "Liz, there is an expectation of sex after the dance. You know I can't do that. But if I don't, then I look like a dope and my reputation takes a plunge."
"Oh. Oh! Oh yeah. Uhhh. Well..."
"Yeah. That is why I am looking depressed. I wish I could just take Brook or Nicky."
"But the whole school knows they are your stepsisters. That would ruin your reputation in a different way."
"Rachel is the only other person in the network around my age and she can't make it to town that weekend. I am screwed. No pun intended."
"What about any of Chris' friends like Kerry? They are only a few years older."
"None of those girls want to go to a homecoming dance. Plus, any interaction I have with them is completely on the down-low remember?"
"Well. Up until a couple months ago, you were still a virgin. How did you keep your reputation in tact until then? I mean I am thinking you don't have to have sex right?"
"Well, up until this summer when I was promoted to starting QB and made captain, I wasn't 'the man'. The attention was on Rich. He was the guy that led all the debauchery. Now I am that person. They expect it out of me."
"Well, I'll keep thinking on this bro. But we need to get to school."
The rest of the week goes by fast. Debbie kept laying it on thick prompting Stanley to ask her to the dance. She would linger after practice to talk him up and she kept touching his hand and even smacked him on the ass once.
The weekend before homecoming, the team has a road game. It is a lengthy bus ride away, one of those 'out of division' type games. All the way to game, the guys surrounded Stanley as they strategized their plan of attack for the game. The game goes amazingly well. Stanley throws four touchdowns and runs for two more and is by far the star of the game. The team cheers him all way back to the bus.
After about 15 minutes of bumps and turns the lights are turned off and the conversation dies down and people start to doze. Debbie sneaks back to where Stanley is and sits on his lap.
Very quietly Debbie leans in to whisper, "Stanley, when are you going to ask me to be your date to the dance next weekend?"
Just as quietly Stanley responds, "Uhh. Deb. Well. Uh."
"Do you not like me? Do you not think I am attractive or sexy?"
"No, that's not it at all. I think you're really hot."
"Then what it is Stanley? I like you a lot. I think we would easily be voted King & Queen."
In the back of his head, Stanley remembers some advice his dad gave him. He said, 'life is too short to beat around the bush... be honest, be forward, but be thoughtful on how you say things.'
Stanley takes a deep breath and then asks, "Can I be very honest with you Deb?"
"Yeah of course."
"I like you. I think you're incredibly sexy. But I am concerned with all the chatter about post dance activities."
Debbie laughs quietly, "Are you afraid to have sex with me Stanley? Are you a virgin and no one knows?"
"I am not a virgin. Listen, I am not in a position to have a relationship right now."
"Stanley, I am not asking to be your girlfriend. Although, I would not be opposed. I just want to go to the dance with you, dance our asses off, get voted royalty, and see where things go from there."
Stanley ponders his situation. He can't not go to the dance. He concedes, "Okay Deb. Would you like to be my date to the dance?"
"Yes, Stanley. I thought you'd never ask. Now, can I be brutally honest with you about something?"
"Uh. Sure. Go ahead."
Debbie wiggles a little bit and slides down Stanley's leg. She leans into him and kisses him gently on his lips. Then she pushes in even farther and kisses him more deeply. Stanley had a release before he left for school this morning thanks to Nicky. But his loins start moving and he just now becomes aware of the ache in his balls. His cock is already working on getting hard, as he is very turned on. Stanley breaks the kiss and pushes Debbie away.
Deb asks, "What Stanley? Did you not enjoy kissing me?"
"I think I enjoyed it too much actually. You're going to get something started that we can't finish."
"I'd be happy to help you finish Stanley. I'd love to blow you."
Stanley looks around at his sleeping teammates and his starting RB sitting right next to him, "Right here? Right now? In front of all these people?"
"Yes Stanley. I love to swallow so there will be no mess."
Stanley chokes a little. 'No mess - right', "I don't think I am that adventurous. I agreed that we could go to the dance together. Let's leave it at that for tonight."
With a very pouty look on her face, Debbie heads back to her seat. Stanley leans his head back and ponders what he just agreed to.
Stanley gets into his car at the school after returning from the game and drives as fast as he can to his dad's house. He calls on the way. He needs some attention. As he walks into the door, his dad looks up from the couch, and says, "She's upstairs waiting for you."
Stanley bolts up the stairs skipping steps as he goes. He heads down the hallway with intent. He knocks on the door and hears a familiar 'come in'. When he opens the door, he sees Brook on her bed with her legs spread apart and her hand moving a dildo in and out of her pussy. She says, "I thought I would get myself ready for you."
As Stanley gets undressed he replies, "I appreciate that. And I appreciate you helping me out on such short notice."
As Stanley approaches, Brook slides down and puts the dildo aside. Stanley crawls on the bed and slides in between her legs. He aims his already erect cock at her wet pussy hole and starts to push in. He pushes halfway in on the first plunge. Brook gasps as is girth fills her up. Brook continues to moan and Stanley pushes more and more of himself deeper and deeper inside.
Within a few minutes Stanley increases his speed and starts moaning himself. Soon he tells Brook he is going to cum and asks her where she wants it.
Brook replies, "Cum inside me Stanley. Fill my pussy up."
Stanley gives one more big push with his hips and lets loose his load. Stream after stream of hot cum hits the back wall of Brooks pussy. The sensation of Stanley's cock pulsing each time it fires sends Brook over the top and she has an orgasm. Their shared orgasm lasts for almost a minute as the moans can be heard throughout the upstairs.
When Stanley finally pulls out of Brooks pussy, a huge gob of cum rushes out onto the bed. Stanley lies down on his back at the end of the bed by Brook's feet. Brook reaches down and gathers some cum and brings it to her mouth. She loves the taste of Stanley's cum.
In between licking her fingers, Brook comments to Stanley, "So, that was quick and lustful."
Stanley sighs and responds, "I'm sorry Brook. I was so horny and in need of a release."
"The game was that good huh?"
Stanley proceeds to tell her about Debbie and his dilemma. And he remarks that his balls ached more than usual after being aroused by Debbie a couple hours ago.