Chapter 1

Grant McLeod stood looking in the mirror mounted inside his closet door. He knew he still wouldn’t be the most desired guy in school, but he was a little less geeky this year than he’d been the rest of his high school career. Thanks to being forced to take a job working in his father’s roofing company as a runner over summer break. Being in the sun meant he wasn’t pasty white anymore. He’d started his summer job the day-after school let out last year and had worked 10 hours a day, six days a week all summer long. A job that consisted of loading 50-80-pound bundles of shingles into a truck by hand and taking them to all the job sites his dad had going. Most days he moved around 1000 pounds of shingles twice each day. Once to load the truck, then to unload them at the job sites. He had filled out some and gained a bit of visible muscle as well as a healthy tan.

While he knew he wasn’t a heartthrob, he’d thought maybe this year he could at least find a girl willing to date and explore a sexual relationship with him. He’d held on to that hope until lunchtime today. He still ended up sitting at the same table in the cafeteria. With the rest of the undesirables.

Grant sighed. He didn’t even have to wonder why. He was still the same computer geek he’d always been, and a few muscles and a good tan weren’t going to suddenly make him appealing to the opposite sex. Not that he was looking for a ton of admirers. Grant just wanted a girl, any girl, willing to go out in public with him and maybe let him finally lose his virginity. He had to be the only 18-year-old male virgin left in the world.

He may not have ever gotten a girl naked or had sex, but he knew all about how to please a girl. Thanks to his second geeky habit. His first was computer programming and app building. He played on his second hand computer and server all the time. If he wasn’t writing and secretly publishing games and apps he was playing FPS and Online Role Playing games. He wasn’t stupid, but he wasn’t one of the super smart, head of the class nerds either. Not because he wasn’t smart, he just wasn’t willing to waste his time doing busy work when he had an almost photographic memory. If he heard or read something or saw it, he knew it. So he wasn’t that type of Geek seeking to be top of the class he just made quite solid A’s and B’s in most classes.

His second geeky habit was that he read a lot. Grant had the unfortunate distinction, since the school’s end of the year awards ceremony his freshman year, of being the only student in the history of his school to have officially read every book in the school library. That was how he knew so much about sex and pleasing a woman. In a forgotten section of the library, he’d found a book he stole. The book was an old reliGrantus training book for engaged men called “The Act of Marriage.” It was a book a pastor had written explaining how to sexually please a young groom’s new wife, complete with drawings and diagrams. Grant had read that book cover to cover at least 500 times since he found it. He’d just never found a girl willing to let the geekiest of the geeks try any of the techniques out on them.

Grant’s other big problem was, he couldn’t dress like other teens. He had to wear dress pants or loose-fitting cargo pants, because jeans didn’t give him enough room and caused him pain. There wasn’t anything funny about wearing dress pants and T-shirts, it just looked super weird, so he wore polo style shirts. Making him look more like the teachers than the other students. Which got him bullied and teased since he turned ten and couldn’t wear shorts or jeans. Thankfully, nowadays because of board shorts being popular he could wear shorts barely, but not to school. Because that was against the dress code.

So here he stood, the most sexually frustrated guy in his school. Oh, he had a healthy libido, maybe too healthy. He jacked-off at least twelve times a day, sometimes more. Just to keep his balls from hurting. He didn’t know what to do. He’d hoped by working and building some muscle and using his earnings to buy himself a used Harley, he’d have a chance, but nope still couldn’t even get the geek girls to agree to a date. His best friend was Abigail Long, and he could have probably lost his virginity to her if he’d been braver. She lived next door, and they’d been friends since kindergarten, but when he’d finally discovered girls sexually, she’d already blossomed into the most gorgeous girl in school, and the star quarterback scooped her up as his girlfriend and never let her go.

Grant hated the dickhead. He was only with Abi because she was smart and did his homework for him, and she was so insecure that she did any humiliating thing he told her to do. Grant watched the asswipe for the last four years use and degrade her. It pissed Grant off, and he’d wanted to use his martial arts skills and kick Dean’s ass. But he hadn’t, because he loved Abi too much to embarrass her. Abi wouldn’t break up with Dean because she bought the bullshit the fucker told her. Dean was always telling her no other guy would want her, that she was only popular because she was his girl. So, because Grant hadn’t been smart enough, fast enough, or courageous enough, he had to watch his friend, his first love get used by the biggest bully of them all.

None of this helped him with his problem. If he didn’t find a girl to fuck him soon, he’d end up the only guy in college that was a virgin. Grant finally shut the door to his closet and turned on his computer. If he couldn’t get laid, at least he could get online and kill some zombies. Just as he got ready to log on, there came a knock at his door. Grant looked up to see his older sister Fiona standing there. “Hey Squirt, mom said to tell you not to get online before dinner tonight. Her boss, and his family are coming to dinner. She wants us both downstairs so his daughters don’t get bored.”

Grant cursed under his breath and sighed out loud. “Great, just what I need to be forced to spend time with the Queen Bitch and her twin sister.”

His sister laughed. “Hey at least, you can go to school and say you had dinner with the two of them. That should impress all your limp dicked geek friends.”

Grant loved his older sister, but she didn’t understand him, or what he was going through. She was everything he wasn’t. Her dark-red hair, full lips, perfectly proportioned for her frame breasts, and tight heart-shaped ass were the first ones he went to, after Abi, in his mental spank bank. Most of his wet dreams and fantasies starred those lips, tits or ass wrapped around his dick. She was outgoing and had been popular in school. In fact, his older sister was the hottest girl he knew, even hotter than Abi. He sighed. “Yeah, and no one will believe it, and then they’ll deny it and I’ll end up an even more pathetic loser. Or they’ll tell their boyfriends, and I’ll end up in a locker or dumpster again.”

His super-hot, red-haired sister was suddenly pissed. “You’re getting bullied at school? Who?”

He looked at her and watched her emerald eyes spark with anger. Her emotions causing her to breathe harder was causing those perfect Size 34C tits to heave. He felt himself stirring and had to look away. There was no way he could afford to get a hard-on right now. It would put a strain on his dick and his pants. “It doesn’t matter, Fiona. I’m the lowest geek at the school. If it isn’t Dean and the football team then, it’s the smart college-prep guys. If not them then the Cheerleaders, Tiffany and Tara the most.” He shrugged. I’ll just try to keep my head down tonight and not give them something else to tell everyone tomorrow. I’ll still probably get tossed in a locker because they didn’t get to go out with their jock boyfriends tonight.”

“I don’t understand Grant? Why don’t you stand up to them? You have a black belt in Karate and Aikido, why let them toss you around? Why don’t you just kick their asses?”

He smiled at his sister. “You’re right, you don’t understand. If I kick one or two of their asses’, then next time they’ll bring four or five. Don’t you get it? I’m the geekiest of the geeks, I’m the one no one will care if they beat to shit and back. I’m the one no one will stand up for, or date, or even fuck. I’m the school loser. So, I keep my head down and in a few months it will be over.”

His sister smiled a sad smile. “You should be able to find a girl, Grant. You’ve changed over the summer. One of the geek girls should notice that next to your geeky friends you’re hot.”

He shook his head. “I’m still the guy in the wrong clothes who everyone makes fun of, that’s not gonna change.”

She looked at him and put her hands on her hips. “Then change your wardrobe. You’ve got that kick ass Harley now, go buy some leather pants and biker boots and look like a badass.”

He shook his head “I can’t.”

“I don’t understand. What do you mean you can’t?”

He blushed before looking at his sister. He’d told no one why he wore the clothes he wore. It was beyond embarrassing. Even his mom didn’t know; the only one that did was his dad. “I can’t wear jeans or leather pants, 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. In the crotch. I need more room in the zipper area.”

Her eyes got round, and she laughed. “What, you’ve got a big nine-inch monster cock, little brother?”

He turned super red. “I haven’t been nine inches since I was twelve, Fiona.”

She laughed even harder. “Bullshit. You’re telling me your cock was nine inches when you were twelve?”

“It’s the truth. Didn’t you ever wonder why I wear cargo pants and dress pants? They’re the only pants my privates fit in.”

“WHAT??”

“If you aren’t lying, show me.”

“What do you mean, show you? Show you my dick?”

“Yes, if you aren’t lying, show me this larger than nine-inch dick.” She reached out and started taking his belt off. Now Grant was pissed. He grabbed her hands and stopped her. “Get off me. You want proof that I’m not lying to you? Fine, I’ll give you proof.” He shoved her off him, stood up and dropped his pants on the ground. His enormous cock was instantly released from the confines of its prison, and like every night when he took his pants off, it started getting hard from the relief of the pressure his pants put on it. Then it grew to its full size. His sister just stared at his growing dick, and her tongue slipped out to lick her lips at what she was seeing. It was bigger than any dick she’d ever seen, even the ones she’d seen in the porn she watched when she needed to get herself off.

When Grant saw his sister’s tongue slip out and wet her sweet lips, his dick got even more excited and sprang to attention. “Holy fucking shit Grant, that’s the biggest Cock I’ve ever seen.”

“I told you I wasn’t lying.”

She looked up from his dick and asked, “How big is it?”

He shrugged “I don’t know. I stopped measuring it after Dad made me in sixth grade...”

Her eyes got bigger and almost bulged out of her head. “ I think It’s longer than the ruler?”

“Yeah. Probably”

“Let’s measure it.” Fiona licked her bottom lip again before biting it. Her mouth was salivating over her little brother’s huge Monster Cock.

“Fuck off, Fiona. I will not measure my dick for you. Besides, you just said it was bigger than a ruler.”

She took a step toward the monster. “Come on, let me measure it. Fuck Grant, if the girls who are making fun of you knew you had that in your pants, you’d be fucking all the time.”

“What are you talking about?”

Fiona reached out, trying to touch her brother’s big fat dick, he slapped her hand away before she could. “Little brother, there are three things guaranteed to drop any woman’s panties. A smoking hot body. You don’t have that yet, but you’re better now than you were before you worked for dad. We just need to get you lifting weights instead of just doing your cardio workout to keep working on the muscles you’ve started building. You’re cute enough, you just need to build on those new muscles. The second thing is being rich, and unless you win the lottery, we both know that isn’t gonna be you. But the biggest panty dropper, the thing that will get any woman 18 to 80 to bend over and beg you to fuck them; is a Big. Thick. Monster. Cock!! And Grant, you have the biggest, thicest cock I’ve ever seen. Don’t move, I’ll be right back.”

Grant was shocked at what his sister had said. Would any woman truly want him to fuck them if they knew he had this big dick? He looked at the clock on his computer and realized he had forty-five minutes before his mom’s boss and daughters got here. He needed to get busy if he was going to get his monster cock to go down. It usually took three or four loads of cum before his dick shrank, and he was going to be hard-pressed to get finished in time. He grabbed the bottle of lube and put a good dollop on his mushroom head and started working his cock. The thoughts in his head were all of his sister Fiona and the way she’d licked her lips when she’d seen his dick. He couldn’t stop his mind from having her lick his gigantic cock and then sucking on him as he choked her with his dick. He was getting close to his first cum of the session when his door opened and in came Fiona. “What are you doing? Stop!!”