Offer an ultimatum

The Overlord stands, catching the sexy lady beside him by surprise. She gives him an exaggerated pout, then notices where his gaze is locked. She then rises too, wrapping herself around his arm. The pair approach you, and you find yourself locked in place, gazing nervously at those startling blue eyes.

“Hey there. Here to join in?” The man’s voice is slightly raspy, speaking as he walks up to you. His demeanor is casual, friendly even, but there is an intensity to those eyes. The woman beside him says nothing, she simply clings to him while continuing to stroke his massive rod, and eyes you up and down. Her ivory skin is on full display, the slight moistness of her slit and the swaying of her wide hips breaking your attention away from the man’s question.

She giggles under your gaze, a small, sweet sound, and winks at you with a sultry smile on her full lips. “Oh, sorry. Not her. Diane’s mine.” The man’s voice grabs your attention once again. “Unless you think you can beat her in a battle, of course.” Her half-lidded eyes narrow in amusement, and you can instantly tell that battling her wouldn’t end well for you.

With great effort, you pull your eyes off of the gorgeous, cock-strocking brunette and speak to the man. “I’m guessing you’re the ‘Overlord’, right?”

A hearty chuckle follows your question. “Some folks call me that, yeah.”

“And what do other folks call you?” You ask, not keen on addressing him by that title.

“Nathaniel, from Lavender Town. Or just Nate.” He smiles kindly, and you begin to relax a little. He doesn’t seem like a bad guy, and at the end of the day, what he’s doing isn’t actually wrong. A bit underhanded, perhaps, like Aiden and his friends, but overall he’s just using the system in place to his advantage, and using it well. “I know I already said your name, but why don’t you introduce yourself, baby?”

He grips the woman’s ass, and she giggles again, speeding up her hand’s movements. She leans forward, causing her globes to jiggle slightly. “Diane, from Viridian City.” Her voice is smooth, velvety, and she is starting to really turn you on. “Who are you, sweet boy?”

“R-Red, from P-Pallet Town.” You stammer out, ashamed that you’re letting her embarrass you so easily.

She giggles yet again, and Nate speaks up. “Well, nice to meet you, Red. Now, back to my first question; are you here to join in?”

“Oh, well…” You can’t lie, the idea is getting more appealing by the second. The longer you stare at Diane, the more sexy noises you hear the girl being pounded make, the more your cock starts to strain. “I’m not sure… I came out here to catch a Nidoran, that’s all.” You don’t want to do this to a defeated girl… unless she’s like Leah… sigh, this again.

Nate stares at you, his piercing blue eyes seeming to see through you, and he grins. “Well, you can either join in the fun, or we can have a battle. How does that sound?” Again, you swear his eyes just sparked.

Your blood chills as you take in the true meaning behind those words. Join the gangbang, or lose all your money. That’s what he means. If he challenges you, you’ll have to accept, and you can’t possibly beat a trainer of his caliber. Then, his entourage will challenge you, until you are out of money. Thing is, you may go bankrupt from just his win, at only 480 PD. That just isn’t an option. Pokécenters are free, yeah, but to enter official matches like gym battles and tournaments, you need to have money to pay if you lose. At least some money.

If he beats you, you won’t be able to challenge Brooke anytime soon. You’ll have to spend time earning cash, some way, instead of training, instead of progressing… it isn’t an option. You turn and look at the girl, who is currently being spit-roasted by two dudes. She’s coated in sweat and cum, her holes all stuffed full, and she hasn’t stopped moaning since you arrived. It’s… incredibly arousing. Combined with the effect Diane is having on you and the fact that you honestly have little choice, you decide to let your dick do the thinking.

“I’ll fuck her.” Is all you say, but it earns a smile from the couple. You aren’t sure why they are so invested in this… maybe they just really like watching… maybe they just enjoy making people do as they say… maybe they can sense your hesitation, and want to rid you of it… and maybe they’re right to do so.

“Cool. Have fun!” Nate says, grinning. “Hey, everyone? Let the new guy here go next, ok? Be sporting!” You hear some quiet acknowledgement, and then the black-haired man turns, curvy lover on his arm, and walks back toward the rock he had been sitting on when you first arrived. As they go, you stare at Diane’s ass, a huge white pillow that bounces as she walks. One cheek is still gripped by her lover, and the other receives a sudden smack from her own hand. Looking up, you see her glancing over shoulder at you, watching you stare. She winks at you again, and then the two of them are back in their original positions, with her pressing against Nate and jacking him off while they watch the gangbang.

Your attention shifts back to the matter at hand, as the man who was fucking the girls throat just finished. He stops supporting her front half, and she falls face first to the ground, the cum she didn’t manage to swallow drooling from her mouth. Guess you’re up. You move in to pick her up, getting a good look at her face. Her eyes are almost entirely rolled back into her head, glazed in lust, and her tongue is lolling about. At your touch, she starts reaching for your cock, ready for more.

You fish out your 8 inch dick, and are about to place it in her mouth, when the other guy who’s fucking her speaks. “You want her ass, bro? It’s loosened up enough for sure.” Your pulse quickens, throbbing through the large vein on your cock. You’ve never fucked a girls ass before…