Three Months Later

Whitney POV:

You moan in pleasure as Nelson's strong hands move to play with your sensitive tits, your hands gripping the soft bedsheets almost as tightly as your pussy grips his thick cock. He keeps pounding in and out of you while he gropes your breasts, his position lying on top of you meaning he can easily ram all of his seven inches into your slick cunt with each thrust.

"Mmm, fuck yeah~!" you gasp as he squeezes your nipples between his thumbs and forefingers. "Fuck me harder, baby, I can take it." Nelson obliges, and the moans from both of you grow louder and more frequent, his increase in speed not hindering his technique as he manages to effortlessly hit all of your weak spots. Kris can probably hear us in the barn, you realise, and the thought only makes your snatch wetter, makes it squeeze around Nelson's dick even tighter. You were living at the Moomoo Farm now, having resigned from your position as Goldenrod gym leader a couple of months ago in order to take up co-ownership of the growing business alongside Nelson. It was much the right decision; while you loved the fame and attention that came from running the gym, you hated the frequent losses to pathetic rookie trainers, having to let them use your body in utterly depraved ways as a result. Sex with Nelson, your business partner and new boyfriend, on the other hand, was far healthier; with both of you being able to use Kris as an outlet for your more aggressive sexual tendencies, your time together was loving and passionate - and it felt so good.

"Fuck, Whitney, you're so tight!" Nelson moans, and you feel his cockhead starting to swell. "Gonna cum...!"

"I'm gonna cum too~!" you gasp, knowing exactly what you need to push you over the edge. "Cum inside me, babe! Fill me up with your seed!" you beg, and once again Nelson acquiesces, grunting as he reaches his climax and shoots rope after rope of semen into your cunt, the surge of hot, sticky fluid entering your womb being the final push you needed. "FUCK YES~!" you squeal as you reach your own spasming orgasm, shockwaves of ecstasy running through your body as your gushing pussy clamps down on Nelson's member, milking his balls for any cum they might have left. "Fuck..." you pant, as Nelson's cock finally runs out of spunk and starts to soften, and he rolls off of you to lie next to you on the bed. "That was so good..."

You both lie recovering for a few minutes, cum leaking out of your pussy onto the bedsheets; you'll have to wash them tomorrow, but that's the least of your concerns right now. You cuddle up to Nelson, and realise he's messaging someone on his Pokégear. He infers your curiosity before you have to say anything, and smiles at you reassuringly. "I'm just rescheduling that potential investor coming to the farm to meet me tomorrow; I forgot I was gonna be out of town."

You frown a little; postponing a meeting with someone who could invest in the farm didn't seem like a good idea to you. Thanks to the delicious Moomoo Milk Kris was providing, business was good, but it still took every bit of effort from the two of you to keep the farm afloat, having had to rebuild the operation essentially from the ground up. "Who's the guy, exactly?" you ask, wondering just how much money was potentially on the table here.

"Guy from Kanto," your boyfriend responds, casually. "Darius Silph."

"Silph?" Your eyes widen. "As in the president of Silph Co.?" The Silph Corporation was a huge manufacturing conglomerate; the idea of someone like their CEO investing in a tiny farming operation like yours was insane.

"His youngest son," Nelson corrects you. "Has his own business ventures; nowhere near as successful as Silph Co. itself, of course, but nothing to sniff at either."

"This seems way too important to postpone," you say. "Can't... can't I meet the guy in your place? I am co-owner, after all."

Nelson's seems hesitant, and you feel a pang of frustration. You know you'd built up a bit of a reputation as an airhead during your time as a gym leader, but you feel like you've proved yourself as a capable business partner to him, especially managing to keep the the farm completely off the Pokémon League and the police's radar when it came to investigations into Kris's disappearance. He seems to have considered this also, and his face softens. "Sure. I'm sure you can handle it. He just wants to look around the farmland, see some profit projections... and see the barn."

Your eyes narrow. "What? You said he could do that?!"

"Yep," Nelson nods. "He wants to taste the milk... as fresh as possible." He looks at your disbelieving face and smiles, that cocky smile that never fails to make your heart race. "Relax. I've vetted this guy. Ambitious, bitter younger son who'll do anything to get ahead. Rumours of organised crime connections, owns a strip club, there's even links to Team Rocket if you dig deep enough. Guy isn't gonna report us to the cops or anything over our... choice of livestock. In fact... I think it might just be what seals the deal."

Kris POV:

You wake up on your bed of straw, and instantly feel the familiar ache emanating from your breasts. You hate the mornings so much. Every night, Master Nelson or Mistress Whitney would come to the barn and take you out of your pillory, unhooking the milking tubes from your huge tits and removing whatever sex toy they'd put in your cunt that day, enabling you to sleep. They did this at feeding times as well, but at least that was short; at night, you went hours without being milked, allowing the milk in your boobs to build up so that it was agonising in the mornings. You look down at your naked body in frustration; your pussy that your owners kept shaved at all times, your belly, swollen with the growing baby Master Nelson had so nicely put inside you three months ago, and, of course, your unnaturally engorged udders that were currently giving you so much pain.

**** to distract yourself from the aching sensation, you resort to your usual morning activity: masturbation. For the first few days of your time here, your owners had kept you in handcuffs and manacles while you were not in the pillory being milked, but it soon became obvious to them that you had no intentions of escaping; why would you? This meant your hands were now free to travel down your body to your constantly-dripping cunt, three fingers easily slipping inside your entrance while your other hand rubbed circles around your clit, the pleasure nub stiffening at your touch. "Mmmm~~" you whine pathetically, pumping your digits in and out of your slit greedily, **** to pleasure yourself as much as possible to drown out the pain. It's no good though. As good as this feels, it's just not enough. Your hand moves from your clit to your right breast; even with your IQ as low as it is now your brain still knows what will happen, but you can't hold back from squeezing your titflesh, trying to coax out even a single drop of milk to relieve the pressure.

"AAAAAAHHHHHFUUCCK!" you scream in agony as the metal collar around your neck sends an electric current shooting through your body. You spasm and convulse uncontrollably, the pain almost enough to knock you out, while your pussy squirts girlcum onto your fingers, somehow interpreting the pain as pleasure and exploding in an orgasm at the sensation of the shock.

"Oh, for fuck's sake!" Mistress Whitney steps through the barn door, looking down at your ridiculous quivering body, your left hand still pressed against your breast; it's obvious what's happened. "You should know what happens when you try to milk yourself, Kris. We can't have you wasting the product, so we have to shock you. God, I'd say the Miltank DNA has made you stupid but my Miltank is smarter than this. Guess you're just naturally an 'airheaded bimbo slut', huh?" She loves calling you that. There's a reason for it, you think, but you can't remember what it is.

"Y-yes Mistress Whitney..." you pant, struggling to speak as your body slowly recovers from the shockwaves, both literal and sexual, that have just coursed through it. "Just a slut... just your bimbo slut... P-please milk me..." You don't care how pathetic your begging is; your full, heavy tits need to be milked, now.

Whitney smirks. "Y'know, I really should punish you for your bad behaviour first..." You flinch instinctively at the words, while simultaneously shoving your fingers back in your cunt at the thought of being taught a lesson by your mistress.

"Ahhnnn...!" you whine, fingering yourself shamelessly while staring up at your owner. "Milk me... Pleeeeaase..."

Whitney considers for a moment before seeming to arrive at a decision. "It's your lucky day, slut. Punishment will have to wait; we've got a visitor who needs to see the milking process in full swing." She pulls you roughly to your feet and drags you to the pillory; you immediately cum again as your hands and neck are locked in place, the anticipation of what's about to happen to you too much to bear. Whitney laughs as you cover the floor with girlcum, muttering 'pathetic' under her breath before bringing over the milking tubes.

"Fuck... yes... please..." you beg as the suction cups are brought closer to your breasts, panting and sweating both from your climax and from the overwhelming pain in your tits. "Please, I need it..."

"What's the magic word?" Whitney asks. Your broken mind is not the best at retaining information at the best of times, and you're so worked up right now you have no chance of figuring out what the 'magic word' is supposed to be. You let out a low moan of 'moooo', the sound that comes most naturally to you, and thankfully that seems to be it; Whitney turns on the milking apparatus and puts the suction cups on your gigantic teats.

"MOOOOOOOO~!!!" you squeal in ecstasy, your tongue flopping out of your mouth as, as usual, the pain all at once turns to pleasure the second milk starts flowing from your nipples; you're deep in a rapid chain of orgasms before Whitney even puts the vibrator against your cunt. "Thankyouthankyouthankyouaaaaahhhhhhhh~!" you babble incoherently as Whitney leaves the barn.

(Author's Note: You can thank Sarckle for this chronicle getting a continuation lol. Gave me an idea that was too delicious to pass up on writing. I've already written up a fair amount of the next chapter to this too; was just going to write one but felt it was getting a little long so split it. So, expect that soon. Hope you all enjoy!)