The Geeks Big Break
Copyright© 2023 by Liza Devereaux
Chapter 27
Young Adult Sex Story: Chapter 27 - Grant McLeod is a geek and 18 year old Virgin but maybe not for long. Not when he asks his sister for advice. “I can’t wear jeans they hurt me. I need more room than they give me.” She frowned. “Please, you’re not fat, how can you need more room?” He blushed. “Not in the hips or stomach, Fiona. I need more room in the zipper area.” She laughed. “What, you’ve got a big nine-inch monster cock?” “I haven’t been nine inches since I was twelve, Fiona.” “You’re full of shit." "I'm Not." "Show Me.
Caution: This Young Adult Sex Story contains strong sexual content, including mt/ft Ma/ft mt/Fa Mult Coercion Consensual BiSexual Heterosexual Fiction Rags To Riches School Incest Mother Son Brother Sister Father Daughter DomSub MaleDom FemaleDom Spanking Group Sex Polygamy/Polyamory Anal Sex Analingus Cream Pie First Facial Massage Petting Pregnancy Sex Toys Squirting Size Teacher/Student
The minute Grant had left his office, Fiona had walked over and shut the door, leaving her and Willow alone. “I didn’t know you got hired here after you graduated.”
Willow nodded. “Remember, I did my final year’s internship here. I was so much better than anyone they had on staff that they hired me to help them upgrade their IT department. It wasn’t what I wanted, but there weren’t any coding jobs here in Bayside. I wanted to stay close to my family. I still live at home.”
Fiona smiled. “Well, I’m glad you’re here. I have a question for you though a very personal question. Did you ever find that big fat monster you were always talking about?”
Willow blushed and shook her head. “No, I’m still looking. I’ve never found one bigger than seven inches long and it wasn’t very fat. Honestly, I’m starting to think those videos are fake and Monster Cocks don’t exist.”
Fiona smiled at her friend. “Willow, they exist. Look at this.” She pulled up a photo that she and Tiffany had taken just the other morning before Grant had woken, but after his morning wood was showing in all its glory. Fiona had snuck and gotten the sewing tape measure again and she and Tiffany had taken turns measuring Grant’s Big Fat Cock. Each taking two pictures with their faces next to it so that none of the women they planned to show it too could say it was fake or from some famous porn star. Willow’s eyes widened as she saw the length one and she sucked in a breath when she saw the next picture with the tape wrapped around it. “This is you and that’s real? It’s not photoshopped?”
I promise you, Willow, it’s real, and it’s really close. And that measurement is completely the truth. That is the biggest fattest monster cock ever. It’s twelve and a quarter inches long and just under nine inches around.”
Willow started breathing faster as her body responded to the photo and Fiona’s statement. “OH My God Fiona, who is it? Who does that cock belong to and please tell my you’re willing to share it with me.”
Fiona smiled. “Willow, don’t play dumb with me. You already know who it belongs to. I have no doubt that Rowena told you the rumors going around her school. They aren’t rumors. If you don’t believe me, go across the hall and ask Tiffany.”
Willow blushed. “Grant hinted that he was having sex with a bunch of girls. I teased him about sleeping with you and your mom and he wouldn’t answer me. Told me we had to be here before he could answer me, but you interrupted before he could explain if any of the rumors were true.”
“Well, grab a seat and let me tell you our family situation.”
So, they sat and Fiona told the story of how she found herself worshiping her younger brother’s big fat monster cock and then about Tiffany and Tara, her mom, Abi, Becky, and Vice Principal Hill and several others at the school. She told about them meeting Mia and how Abi and Grant had an encounter and may have more with Pink Cherry herself and how that led to them meeting Cheri. “Look, the truth is, Grant needs to cum at least twelve times a day or more. Our family is sore. He’s fucked me and Tiffany and mom almost to death this week. Even Abi and her mom won’t last much longer. We need more women willing to help drain his cum, and we need them fast. Tiffany and I have taken the lead. She’s going to arrange some of the cheerleaders and other girls from school to come help. I’m working on girls I know who want or need to fuck big fat cocks.”
Willow’s brain was almost fried. “You little brother is really fucking all of you every day? Like all six of you?”
Fiona nodded. “Look along with that monster cock. He has some gigantic balls and I mean that literally. Once he gets hard, he has to come three or four times before he loses the hard on. His balls are about the size of lemons and they fill really fast. He needs to cum twelve to sixteen times a day just to keep from having blue balls. So yes, he fucks us all several times a day. Me, Mom, and Tiffany have been fucking him for over a week now. Seriously, our pussies and assholes are getting too sore to take that monster. Abi and her mom have been doing him for a few days and Abi is starting to understand our need to arrange other sources for his cock to plunder. The two newest girls; one is Mia. You’ll meet her today. She’s a real-life crown princess about to become a queen. She was a virgin until last night and she’s already had him fuck her around the world twice. The other girl in our family is a virgin, like an honest to god never been touched virgin. Abi and Grant were her first kiss, and they are slowly teaching her everything they know about sex. It will probably be another week before he takes her virginity.
Tiffany has arranged for a couple of girls from the school to come and take at least one ride, maybe more. We also have a couple of others lined up but not here at work. He’ll need relief at least twice so six to eight cums but as of right now our staff is literally our family that he’s already fucking to death. I suspect Tiffany is going to talk discreetly to the other two women that we are going to hire and see if they will help. But you are going to be working the closest with him as part of his personal programing team. That means if you want to fulfill your size queen fetish and have a huge monster cock in all your holes, then yes, you can join us. How you join is up to you. You can become part of our family. That means that Grant and us other girls are the only people you fuck. It turns out my wimp of a younger brother isn’t a wimp at all. He’s very dominant and all of us in the family wear his collar.” Fiona touches the chocker on her neck. “The two new girls haven’t been collared yet, but they are wearing what we call consideration collars. They aren’t permanent like this one. They’re cloth but they’re a promise. The consideration is that we, and in particular Grant and Abi, are considering making them a permanent part of our family. Simultaneously, they are deciding if they want to be a part of our strange family. Grant’s going to marry three, maybe four, of us right after graduation.”
Willow looked at her friend. “That’s not legal, right? How are you going to do that?”
Fiona nods. “It’s not legal here in the States. But Mia is about to be queen of a country where polyamorous relationships and marriages are legal. She has already told Grant she wants to be part of our permanent family and she wants Grant, Abi, Tiffany and me to be her consorts, her spouses. She will be queen, the rest of us will be her prince and princess’. So, we won’t actually be American citizens or just American Citizens. The only one that will be difficult on is Grant. He has to be an American to own G.L. Creations or move the entire company to Vasilios. But he also in three years will become a citizen of Scottland. Because at twenty-one he becomes head of the Clan McLeod officially. My Grandfather already has made the announcement to the clan that Grant’s his successor as head of the clan.” Anyway, you can be part of our family, live with us and wear his collar. Or you can just be one of those other women, the ones on the side that only get to occasionally take a ride. Like Ms. Hill or Pink Cherry. That’s up to you and Grant, but if you want a test ride, I can guarantee you that sometime this afternoon. Probably as soon as he’s done dealing with the detectives next door. He’s probably going to need to fuck a few of us as stressful as this day has been. I figure Abi and Mia will both want a ride so let me know if you want to try him out and I’ll make sure you get first shot at that monster.”
Willow’s pussy soaked at the thought of getting to feel that monster in her still unused pussy. Oh, she’d given in long ago and sucked the six and seven-inch cocks she’d found and let one of them fuck her ass. She’d almost given in and let him fuck her, but she couldn’t give up on the dream. The dream of a monster cock that would ruin her for all other cocks. Now she was happy she’d waited, but equally glad she’d bought and used that monster dildo she’d ordered from Pink Cherry’s. “Yes, I want to fuck your brother. You know that and if he’s as good as you say, I’ll be begging for a collar, too.”
“Well then, you need to get to know Abi and Tiffany better and meet Mia, at least. Let me see if they are busy. Plus, if you’re serious about being part of our family, you need to know that Star fleet uniform won’t cut it. Grant wants his women in skirts with no underwear and button up blouses. He wants easy access whenever he’s in the mood.”
“That’s not a problem. I have several of the original series type female uniforms. You know the Yeomen uniforms with miniskirts they aren’t buttoned up, but they are Velcro closed in the back of the top.”
“That could work just no bra and no panties unless Aunt Flo’s visiting. Because it isn’t unusual to find yourself bent over a chair or table or on your hands and knees being filled with that monster cock and a ton of cum.”
Willow almost orgasmed just hearing what Grant might do to her tight little cunt and ass. “OH God Fiona, I want that so bad.”
Fiona picked up the phone and hit a button. “Hey Abi, are you busy right now? Can you and Tiffany come to Grant’s office? I have a friend here who wants to meet you and get your permission to possibly join our family. She’s Grant’s new computer programmer and an honest to God size queen that’s been looking for, in her own words, a big fat monster cock to worship since high school. Yep, oh cool, bring them too and we can explain everything to all of them.”
She hung up and laughed. “Well, this should be interesting. Abi said that Tiffany has Julie O’brien and the two other new hires. Well, ones a hire the other is on loan, but from what Tiffany told Abi she’ll end up on staff and riding the boss’s staff too.”
Just then the door opened and in walked Abi, Tiffany, Julie, Cassie and Lanna. Introductions were made and things arranged so that Julie, Cassie, Lanna and Willow were sitting on the futon with Abi, Tiffany and Fiona seated in the office chairs facing them. “Abi looked at Fiona and said. “Why don’t you continue to take charge here and explain to these women why they are all here?”
Fiona nodded. “Of course.”
She looked at the women on the couch. “Ladies, so three of you are going to work for G.L. Creations and I assume you all know each other at least somewhat. So, there are a few things we, as Grant’s fiancées, need to explain to you about our family and the company. First the company. One thing most of you don’t know is that Grant is in the next two weeks going to become the owner of what is now Anderson Advertising. Westly Anderson is selling it to him for a percentage of the whole new company, G. L. Creations, and will become the COO of G. L. Creations. I’m telling you this because being here for the next two weeks means you’ll be hearing about it, and we don’t want to keep anything from the people who will work closely with us.
“Now Cassie, I understand that you have been a receptionist, but Grant has told Tiffany that he’s moving you out of that role and into a role as his Executive Secretary. That means you’ll be working hand in hand with Tiffany, who is Grant’s Personal Assistant, and this floor’s office manager. Mainly you’ll be the gatekeeper to access to Grant and the keeper of his work schedule. It’s an enormous responsibility because once people find out who he is, the creator of ClickTalk and the main programmer people will want to spend time with him. Tiffany will have a list of people who won’t need an appointment to see him. Anyone else you can turn away or make them an appointment. Also, you will need to in some ways be forceful with Grant himself. Especially if he and his handpicked Research and Development team are in his personal programming lab. He’s like most computer guys. Once he gets into coding and creating, he forgets everything else. You can’t let him do that. He’s the CEO of this company and will have other meetings and responsibilities that he can’t neglect. Do you think you can handle that?”
Cassie shrugged. “I can try. I’ve never had to do anything like that before.”
Tiffany smiled. “You’ll do fine just, and this is key. When you tell him something, make sure he is paying attention to you when you tell him. He has been known while working on his programs or even just playing a computer game to talk to people and not actually be paying attention. Stand between him and the computer screen and make him look you in the eyes and repeat back to you what you tell him.”
Fiona nodded. “She’s not kidding. I’m sure Willow is the same way when they are deep in their obsession. Everything else isn’t important and they may sound like they’re paying attention and not be. An example of that. When he was working on writing ClickTalk, our mother asked him to put a roast in the oven at five, so it would be done when she got home from work. He told her he would, but he didn’t look at her and she didn’t ask him to repeat the instructions. When she got home from work at six, we ended up ordering pizza because he never put the roast on. He didn’t even remember her asking him to put it on.”
They all laugh.
Tiffany takes over again, looking at Lanna. “I don’t know what you’ve done other places as the receptionist, but your job here isn’t just greeting people and answering the phones though that is a part of it.” She sighed. “For a while, you will have company at the reception desk, Mrs. Croft. I’m sure you’ve seen on the news or read about it in the paper or online; the scandal involving Bayview high school athletics department?”
Lanna’s face showed her confusion. “Yes, of course everyone has.”
Tiffany nodded. “What you might not know is Grant, Abi, Mrs. Long and I are all in the middle of that scandal. I’m one of the two cheerleaders who blew the whistle, The student who stood up to the two football players that threatened to rape two cheerleaders in front of their new boyfriend, that’s Grant, While Abi and Becky Long aren’t cheerleaders Abi was being blackmailed to date the quarterback and Becky was also be forced to give her last boss, Clarence Chadwick sexual favors. Grant is protecting all of us right now. You all are working for us because our original offices that we were to move into this morning got blown up before we got there. So, we had to come here earlier than expected. That means that until all that is resolved and maybe longer, you will have at least one or maybe more security personnel with you at the desk.
Just like we told Cassie, no one who isn’t an employee of this floor, on the schedule, or part of a very small, approved guest list is never to gain access to anyone working on this floor. You and that security personnel are the first line of defense. I will, as the office manager, make sure you have that list of who can just walk in and see one of us and who is scheduled for appointments and with whom each day. Can you do that?”
Lanna nodded. “Yes ma’am”
“I told you this once, but I’ll tell both of you now. No one on this floor is Ms. Mrs. or Mr. last names. If you haven’t figured it out yet, Grant hates it and so do most of us. I’m Tiffany, Grant is Grant. Becky Long is Becky to outsiders, but to the two of you and our family, she is Precious. Those who work on this floor will be considered family to those of us who actually are family. So please don’t treat us with a managerial type of respect on the name thing. We’ll correct you every time.”
Fiona spoke up after that. “And that leads us to why the four of you are in this room with us. Our family is unique to a typical family. If you didn’t catch that already. Every female you see wearing a collar like mine, Tiffany’s and Abi’s belong to Grant. You will actually see three types of collars: the gold and silver ones like we are wearing. There are two types of those. You’ll notice that the three of us our collars are almost identical except for the stones in them. That’s because the three of us and Grant are engaged to each other. After Graduation we are getting married and not here in America where such marriages are illegal. Our CFO, Mia Vasilios, is the crown princess and soon to be queen of a tiny island nation fifty-two miles off the coast called Vasilios. In her nation, polyamorous marriages are legal. She is unofficially a fiancée as well, but that will probably change to officially tonight. We will all be dual citizens of America and Vasilios after the marriage and consorts of the queen. The other metal collars you’ll see are members of our family, except for Precious. She has embraced her best life, which is as our family’s sex puppy, so she wears a dog collar and ears and a tail.
“I was told that Grant explained to the two of you that our company is inclusive and accepting of alternative lifestyles, and now you know why, it’s because we are in one. I don’t want this to be a big deal, but if the thought of a harem, group marriage, or incest is offensive to you, tell us now and we will find you another place to work in our company. While the rest of the company may never know it, on this floor working with us you need to, that’s why we are talking in private. Grant is my brother and my lover; he is also having sex with every woman you meet wearing a collar and that includes our mother. So, this is your chance. If you are disgusted by us or offended or think we are bound for hell, tell me now and Tiffany will arrange for you to get jobs elsewhere in the company than working on our floor.”
Lanna laughed and waved her hand. “I’m a hot wife. My husband is a cuckold; he knows I occasionally find another cock. As long as I’m honest with him and tell him in detail about it, we are fine, so your lifestyle isn’t offensive to me, and I hope you’ll all be as open to mine.”
Fiona patted the older woman on her knee. “That isn’t a problem for any of us. Well, that brings me to the last type of collar. You’ll see some people, not many, will wear a cloth collar. Those are what we call consideration collars. It means that our family is considering taking that person into our family. Maybe as another spouse, or maybe just as one of Grant’s partners. However, there are a few other women who might be around without a collar. They will be on the approved list of girls and women like Julie here. They will be here for Grant.”
Fiona could see the confusion on Lanna and Cassie’s faces. Fiona sighed as she thought about how to explain. This time, it was Abi who took over. “Look, what we haven’t said but should is; Grant is a unique man. He has a problem that makes it impossible for him to have just one woman.”
Lanna laughed. “Oh, honey, most of them have that problem. However, most of them try to keep it secret from their other women.”
Abi shook her head and looked at Tiffany and sighed. “Show them the picture while I try to explain.”
Tiffany pulled out her phone and opened it to the picture they’d taken of Grant’s hard on while he’d been asleep. “Grant, as you can see, is a lot of man. That picture isn’t doctored, nor is the one after it. He is that long and that thick. But more importantly, notice his um testicles are also oversized. He literally must relieve them between twelve and sixteen times a day to be able to keep from being in pain and able to concentrate. There are only six of us in the family. He also has to cum three to four times each time just to get his hard on to go away. Right now, there are five women in our family and the two under consideration. Three of them have been taking care of his needs for over a week. Even when he is careful, that monster in his pants causes a woman to need a break. So, we have a few female friends who help from time to time. Julie is here to take a turn. It will be her first time with him. I’ve been told by Fiona that Willow here wants more than a turn she wants to be considered for the family. Helping Grant sexually is not part of your job description. It won’t affect your job one way or another. But you both needed to be aware because we wouldn’t want you to come looking for the boss and find him balls deep in one of us or his helpers without knowing what’s going on.”
Fiona spoke up. “While it isn’t part of your job, if you want to experience that monster for yourself or know someone who might, then we didn’t want to exclude you, either.”
Lenna was all but vibrating on the couch. “Fuck yes, I want to be included. I’ve never seen one that big outside of porn videos.”
Tiffany giggled. “Well, that will make Grant happy. He actually asked me to talk to you about him. You, Lanna, he finds very doable. He told me you looked like some of the old pin-up girls from the forties and fifties his grandfather used to talk about to him.”
“That’s probably the sweets thing anyone has said about me in years.” The middle-aged receptionist said with emotion. The younger one looked at everyone. “I don’t think I would be any good at helping with this. At least not right now. I have to know someone before I’d be comfortable being intimate with them.”