Rerolling the Lottery

Jordan practically hooted as he booted up his new VR setup. He'd spent all day trying to get it just right. Adjusting the sensors, moving furniture, sweating profusely after he'd spilled some thermal compound on the motherboard, but it was finally worth it. Well, would be worth it after he started the game.

He pulled on the goggles, grabbed the tactile grips, and waited as the start screen as Crusaders and Minions booted for the first time. 10 years of intense AI development meant that the NPCs were the most advanced ever, capable of responding at a near human level. As long as you stayed away from certain constructions, like using 'not' in a sentence.

Still, the E3 trailer was impressive as anything, and review copies were praising the companion characters, though were tepid about the resulting story and world.

Worth it. Jordan thought, thinking over the companions. They looked like something out of a dating sim, the more overt class where the backstory included government mandated plastic surgery and massive global warming meant that anything more concealing than a halter top would lead to heat exhaustion. Hurriedly clicking 'a' through the startup logos, not that it made a difference, Jordan eventually reached the start menu, and pressed 'New Game.'

The world blacked out, and a spotlight lit up on an empty stage. From nothingness, a voice spoke.

"I believe it is your first time encountering our world. Would you mind chatting with me so I can recommend a companion?"

Jordan sighed, and mashed start, trying to skip the boring tutorial dialogue.

"Ah, I see, you're impatient and am assured that you know better, I have several companions that -" The voice cut off in irritation after the mashing had reached audible intensity. "Who would you like?"

Hundreds of forms, extending into the darkness, appeared on screen. Jordan quickly input the search parameters, "Dark," "Mischievous," "Female" and sorted by average BMI. He sighed at the dozens of golems, each of which probably weighed several tons, and narrowed it with "- animated" and "order:reversed" A few screens later, and Jordan found the fan favorite, Nevar.

She was in maybe half a second of the trailer, and nearly got the developers sued for copyright infringement, but had exploded over the internet, or at least the select forums that Jordan frequented during his daily moisturizing ritual.

Almost too quiet to hear, the narrator voice sighed and said "Oh, gods. One of them."

Not Raven sashayed to the stage, and stood there, wearing only wisps of living darkness. Jordan gaped a bit at the rendering. He couldn't stop staring at her perfect hourglass shape, large breasts, shapely ass, violet hair; all glinting as if she had oiled herself. And the subtly shifting darkness, which hinted but didn't reveal, made it all the better. "Hello, I'm Nevar" she said in a sultry voice, "Can I see who I'm mentoring?"

The standard character creator menu appeared, along with the option to generate it based off the positioning cameras. Jordan smirked, and clicked the camera option. A version of himself, T-posing, appeared in the creator, with several recommended changes for better immersion gently pulsing next to various options.

A little confused, Jordan looked at them. Ok, realistically a 5'2" male wouldn't be able to use much armor. And 98 pounds probably meant not a very hard punch. And no, he wasn't 12. Jesus, how much more insulting could it get?

He sighed, and fixed the age. A previously grayed out option, "Anatomically correct" defaulted to unchecked. Jordan checked it, then tabbed to the unclothed view. Jordan was getting annoyed at how accurate the predictive capabilities of this game were. He highlighted his junk and, smirk renewed, shoved the slider as high as it would go. Now, that was more like it.

He selected "Complete character" and clicked that he was sure. Then clicked that he was very sure. The game paused for a moment, almost saying "Well, your funeral" and Jordan returned to the stage. He walked towards it, then realized he was taking damage by kicking himself. Adopting a wider stance, he waddled up the ramp, towards Nevar. He crossed the ring of light, and stood there, arms crossed, chest out.

She burst out laughing. "I knew that some desperate pervs played this game, but seriously kid, you take the cake. What is that thing? 3 feet?"

Jordan, stunned for a moment, looked down at his bulge. The crotch in his jeans was practically the size of a bean bag chair. He blushed, and decided to let the organ speak for itself. He hurriedly pulled down his pants, and let his member hang out.

Nevar's laughs redoubled. "Did you... did you really not change anything else? I can't even tell if you have balls. Wait wait wait. I need to enable physics for a moment." She snapped her fingers, and Jordan fell flat on his face, close to a hundred pounds of cock unexpectedly tugging against his crotch. "Oh, this is great. Can you even get hard?" She snapped again, and her shadows disappeared, revealing her in all her glory. Jordan gulped, as Nevar sashayed over to him, making sure that he got a good look. "Huh, maybe not enough stimulation..." she muttered, crouching down, her pussy inches away from his face. She snapped again, and a ball of vibrating pleasure appeared in his rectum.

Jordan gasped, his cock rock solid in real life. His avatar was a different story though. Jordan tried to blink, as his vision started to black out around the edges. A few seconds later, the game screen went black entirely. Jordan blinked in confusion, and his character slowly recovered from an bloodloss induced unconsciousness . Nevar was seated in a throne, looking down on him with an evil smirk. Jordan tried to get up, but his character was chained to the ground.

"I didn't realize you were into chains and ropes." He said eventually.

She sighed. "Look, you can't do innuendo after passing out because you decided to ignore logic. It just doesn't work. You look stupid. Well, even stupider than someone who accidentally sterilized themselves by making their only feasible partner a flesh golem. I'm half tempted to finalize that change and see how you deal with it on the Other Side."

Jordan thought for a moment. "What do you mean by finalize and the Other Side?"

"What? You didn't notice the vibrator attacking your prostate a few minutes ago? That's not something that comes standard with VR kits. Though I wouldn't be surprised if you bought an add-on."

"That doesn't make- but that's impos- you're just a-"

"I'm an above human level AI running on a computer that's at least 3 years out of date. Or I'm a magical spirit that's bound to the executable. Or I'm a demon and I have limited powers over people who enter my domain. Either way, I'm special and you're currently bound to me."

"Erm... how? I never agreed to anything..."

"Terms and Services, go ahead, prove me wrong." Nevar grinned, straightened up out of her slouch. "But I like to make a more explicit agreement. Humans tend to be much more fun when they've got skin in the game, rather than just being a plaything." She stood up, and walked over to Jordan, lifting his cock with both hands. Jordan shuttered, as it tried to harden, his vision starting to blacken. Nevar snapped, and the leg thick tube of meat disappeared. "So, what'll be? I don't change stuff about other people without their premission, so it's up to you."

"What? Why would I do anything more with you?" Jordan asked, horror at losing his dick fighting with relief at actually being able to move from a "pinned to the ground by a titanic dick" position. "You just neutered me!"

Nevar sighed. "Look, you don't really have a choice; I'm supposed to be your mentor in this game. And, since this games extends into the Other Realm, I'm going to help you out there too. Either we can work something out, or you just got a very bored very overpowered PA." She snapped again, and the restraints disappeared. Nevar helped Jordan to his feet, and jumped at the heavy slap across his thigh. "I'll admit I took the introduction a little far. You didn't expect it, and I had a little too much fun. But from here on out, I'll be straight with you." She grinned a bit, and gently fondled Jordan's now hefty but usable shaft. "Unless you want it some other way."

"... OK, what were you thinking?" Jordan asked, cautious curiosity written over his face, fighting to conceal the surge of pleasure from his improved crotch.

"There's a questline designed to help players get rid of the negative traits from character creation, Rerolling the Lottery. I was thinking we go through it for you, with some alterations to help with your personality."

"What's wrong with my personality?"

"Well, your first instinct when made fun of was to pull out your dick. Either you have issues with it on the Other Side, or you have a really toxic view of women. So, here's what I'm thinking. There'll be a couple requirements to complete each upgrade. Each upgrade gives you access to another upgrade or two. You keep completing quests until you're happy with your body. I'll take care of the little details so, as a random example, you don't make it so that you can't get an erection without killing yourself."

"What's the catch?"

"I don't do physics defying stunts, or other bullshit like that, so eat your veggies and pack on enough weight for the upgrades to not kill you. There's a few personalities that will gladly destroy a star or two to give you those types of boosts, but they're also the ones that will make your soul contingent on not cumming after giving you an erection the side of a skyscraper. For example, Lord Conrad just loves his joke deals. Like making someone permanently 12 that needs to cum dozens of times a day. Try getting into a healthy relationship with him as your mentor." Jordan leaned back as Nevar's rant intensified. Eventually it came to a close. "Me? I just want you to explore yourself and enjoy the process. Oh, and get better at dealing with other people."

"So, quest based personal improvements, nothing that breaks the laws of physics, and you said something about not affecting other people?"

"Your new body can affect other people, but I don't do outright mind control. Too easy. Though I won't say no to upgrading them to be able to take full advantage of you."

"OK... but people will probably notice the changes. Can we make it so that they're only visible if I want?"

Nevar thought for a moment, then shrugged. "That sounds less fun, but I'm willing to go along with it. Anything else?"

"How will I keep track of all the quests?"

"There's a companion app that comes with the game. It'll let you track all of this stuff. Eh, and I'll throw in a heads up display for larks."

'What's on the HUD?"

"Oh, let's make it upgradable too. That sounds fun."

"Alright, erm. I think that's a fair deal."

"Good." Nevar said, holding out her hand.

"A handshake to seal the deal? That seems a little muted."

"Oh, I can do anything you want to seal deals, just you wait." Nevar promised.

A moment passed, then Jordan winced at a sudden pain behind both eyes. He yanked the VR googles off his head any rubbed furiously, then sat back blinking away tears. When he recovered enough to see, the world was slightly different. For one, a near full bar titled HP was in the lower left hand corner of his vision, and the words "Rerolling the Lottery" appeared to be hovering in 2D in the center of the room. It flew off to the side, and three subtasks appeared underneath it, two of them already checked.

1. Meet Nevar

2. Make a deal with Nevar

3. Check for 12 inch dick

"What?" Jordan asked out loud, before unzipping the fly on his jeans and pulling them down. His manhood, such that it was, was nestled in a forest of pubes, barely two inches long soft, and maybe twice that hard. Jordan was half tempted to pull out a ruler and see if Nevar had changed the definition of an inch to fulfill her part of the bargain, when he remembered the feeling of her gently rubbing his barely reasonable dick. Looking up and seeing her boobs hanging there, perfect; pert and massive. His dick rose to attention, and he reached into his drawer for the lotion. The session must have affected him more than he thought. Dominant women were definitely a turn on, and Nevar had certainly fulfilled that, even if the rest had ranged from terrifying to emotionally painful.

He hurriedly started stroking, and quickly came, He lounged back, still idly gripping himself as he cleaned up with a tissue. He still felt horny, and it didn't feel like his dick deflated at all. He started imagining that it had gone a little further. If Nevar had been a little more... open. She dispelled the darkness surrounding her form, as she cooed over his dick. She kneeled in front of him, and started playing with his cock, cupping his balls, and licking the head. She slowly stood up, and moved forward, standing over his crotch, her breasts swaying in front of his eyes, he reached up and grabbed them, feeling their exquisite softness, he brought Nevar's nipple to is mouth, as she ground against him. Jordan reached down with both hands, one cupping her perfect ass, the other reaching into her warm depths...

Despite feeling hornier than ever, Jordan's dick was slowly softening. He sighed. The spirit was willing, but the flesh was handicapped by nature. He opened his eyes and looked down expecting to see his nub hidden in the thatch. But it didn't appear to be any smaller, despite definitely being almost completely flaccid.

Jordan started rubbing again, a little confused. It definitely didn't usually feel this good, His cock continued to swell, until he was able to add a second hand. He started humping against his hands, the sensation of so much more cock was hotter than any fantasy. It wasn't long before he came again, sending his usual few drops over his hands.

Jordan marveled at his new size, it must have been nearly double his old one. He pulled out a ruler and confirmed. 8 inches, and, he carefully measured around, nearly 6 inches. He was a surprisingly close to a Monster can. Jordan kept rubbing, thinking about what this meant. Wait... the quest said 12 inches. As Jordan's cock slowly softened, despite his best efforts to keep it hard and going, but it didn't shrink this time either. His new dick was twice as long soft as his old one had been hard,

And if things kept true...

Jordan waited until his cock was completely soft, enjoying the sensation of inches of his dick laying on his chair, before starting to rub himself again. It quickly hardened, and he put it against the ruler, watching it climb along and thicken. Forget two hands, he though, as it crossed the 10 inch marker, he'd need to get a fuck-buddy if only to feel hands rubbing along the entire thing. Finally, it crossed the 12 inch mark, and stopped swelling, standing proudly at attention, jutting out proudly at a 90 degree angle from his body. It was almost too thick to put his hand around, and he darted towards the bathroom. The toilet roll could made it half way up the mushroom head before the girth was just too much. He decided to force it anyway. And instantly regretted it.

Abandoning the paper based masturbatory aids, he stepped into the shower, cradling this dick, and covering it liberally with lotion before furiously thrusting into the wet tunnel created by his hands. Nevar had moved on from just teasing him to putting his fuck stick between her legs. It was too big at first, the thick cockhead just pushing against her lips, until Jordan grabbed her hips and thrust forward, wrenching a cry from her mouth.

Her gasp of pain changed to gasps of pleasure, as his massive dick thrust in and out, stretching her wet hole. It slowly loosened up, as she got used to his size, and Jordan grinned as she moaned underneath him. They kept at it for what seemed forever, until Jordan's balls started to tighten up and his dick shot a few spurts of semen, Jordan opened his eyes as he looked over his new dick.

It was veiny and much darker than the rest of him, a rich bronze. It slowly deflated as he looked, before stopping at about a 9 inch semi. Jordan looked himself in the mirror, his skinny body and short stature making the already huge member look even bigger than it would on a normal sized person. In that moment, it looked at thick as his forearm and at least as long.

Another check mark appeared in Jordan's active quest log, and a little victory jingle ran. The middle of the screen filled with a "Quest Complete" sign, with the rewards of "+ 1 endurance, +1 sex appeal, + 1 corruption." Jordan blinked at the last one, though the first two looked pretty good.

He walked to his room, wearing a towel around his waist, really happy that his parents hadn't seen his mad naked dash to the bathroom. Even with the folds of the towel, his new soft size of 9 inches and nearly six inches around, roughly the size of a sporty sunscreen bottle, visibly tented it. As soon as he closed the door, he pulled out his phone, where a newly installed Crusaders and Minions companion app gently pulsed.

"Soooo, how was it?" Nevar asked, drawing out the so. For some reason, her head was upside down.

"So, I gave myself a massive dick, which you made fun of, so you gave me a massive dick?" Jordan replied, turning the phone upside down/ It shifted to landscape mode, and, oh, Nevar's upside down on a stripper pole. After cumming three times in the last 20 minutes, it wasn't too distracting, but Jordan made a note to download a screen capture app in case it came up again.

"Well, there's a difference between 25 times normal volume and 725 times. That thing is technically human compatible. And who knows? Maybe one of the future upgrades is a muscle relaxant in your precum, so anyone can take that monster." She said, twirling upright, then pouting a bit when he was unaffected.

"I guess." Jordan said, still trying to get used to the weight of his new member. "Is that the next upgrade?"

Nevar laughed. "That'd be too easy. No, it should be a surprise. All I'll say is that the prerequisites tend to have something to do with the outcome."

Just then another quest appeared in Jordan's vision, "Rerolling the Lottery 2" with the subtasks

1. Cum 6 times in 24 hours

2. Show off your new bulge

3. Make someone want to suck your dick

4. Make someone want to get fucked by it.

"Ooh, this is going to be a good one." Nevar promised. "I hope you enjoy school tomorrow!"