Private Milking Session: The Milk MILF VS The Queen and Empress

Private Milking Session

Conditions: The match will take place in a private bedroom with several equipment hidden. The winner or winners is decided when she knocks her opponent or opponents out after making them reach an orgasm three times.

"This is...quite the bizarre match they've set us up with. I'm not entirely sure if I'm comfortable with doing these matches," Alice spoke to her friend and rival, as they drove towards the AFW buildings, "These matches don't really feel as though they can capture the true beauty of wrestling. Plus, isn't this rather perverted?" The blonde woman was sitting in the passenger seat, looking at a tablet which displayed the rules for the match, along with who their opponent was and the venue of choice. Neither Alice nor Cynthia were unfamiliar with sex, despite what most people would believe about her, but to do it as apart of a match? Alice shuddered at the thought of creepy men watching the match, even if it's just being livestreamed and recorded. The Queen of the Ring just couldn't fathom why women would be willing to partake these matches...then again she and Cynthia were about to partake in one themselves.

"It's one of AFWs main staples. As much as it goes against our ideology and principles, I think these type of matches can be rather reliving. We can choose to hate the idea, but enjoy the experience," Cynthia replied as she would pull into the parking lot of one of the buildings. She parked their car and they stepped out, carrying duffel bags that held their attires. They would enter the building, which honestly looked a lot like a hotel and went to the counter to inform the staff about their specific match. The staff nodded after greeting them, and would have someone show them to their room.

The two got into an elevator and reached one of the upper floors, before being led to one of the rooms. The staff opened it for them and it was quite the luxurious bedroom. Though, as Alice had anticipated, it had that very..."sexy" feel to it.

The Bedroom:

Alice would have a dejected look and sweatdropped while Cynthia would head to the bathroom to change into her attire while Alice got changed in the room. In no time, the Queen and Empress were ready for their opponent to show up.

The Queen?:

The Empress?:

"Um...Cynthia, luv, I think you grabbed the wrong attire for me..."

"Amusing, seems you grabbed the wrong attire for me as well..."

The two just looked at one another...before Cynthia would actually smirk and chuckle, a rare thing for her to do. Alice in the mean time would be embarrassed and dejected.

Mamiya knew once the Yakuza came to her home and took her children that she would have to do everything they said to get them back. The mother accepted all of their terms, signing up with the AFW with the absolutely humiliating moniker of "Milk MILF", wearing a wrestling outfit (if it could even be called that) that made her look like a cow, even taking extra prolactin to make sure her breasts were so full of milk they felt like they would burst. Even so, the match she was set up for made her regret everything.

"W-what do you mean milking session?" she asked, unable to hide the fear in her trembling voice.

Her Yakuza handler merely grinned. "The boss has some... Special tastes," he said, "You're here to satisfy them. Don't worry, there won't be a crowd watching you. Only him and a few select guests."

That hardly gave Mamiya any comfort. The mother looked down, trying her best to cover her barely-covered breasts. She only had pasties on them, and they were already starting to fall off a little from the milk emitting from the mother's teats.

"They have arrived? Good," Mamiya's handler said into his phone. He gave Mamiya a shove. "Alright, time to send in the milk cow," he said, "Make sure to moo for everyone!" He laughed as he gave the very reluctant mother a shove, pushing her through the doorway opposite to where her opponents came in.

The room itself was quite large and plush, decorated in a scandalous shade of red. In the middle was the huge bed they were supposed to fight on. Like her handler said, Mamiya found no live audience in the room, but she knew she was surrounded by cameras live-streaming her ordeal to the Yakuza boss and his perverted friends.

Her attention though was focused on her opponents, two very blonde, very busty bunnies on the opposite side of the room. Mamiya's face blushed beet red when she thought about fighting these two. One of them looked rather hesitant and shy, whereas the other looked like she was enjoying all this. Though the mother was embarrassed, she was still and experienced fighter and knew immediately which one was more dangerous.

"H-hello..." Mamiya said, giving her two opponents a small wave from across the room, "I'm Mamiya, I'll be your opponent for tonight..."

Spoiler:

While Alice was just completely embarrassed and dreading for their opponent to arrive, the moment she and her partner heard the other door open, they turned to see who it was. Immediately, Alice felt that her position probably could've been a lot worse when compared to their opponent. She was much more...scantily clad to say the very least. Alice wasn't even sure if what Mamiya wore quantified as an actual wrestling attire, while Cynthia seemed rather surprised herself, though she only raised an eyebrow. Neither of them were expecting an opponent like Mamiya, though they both had to admit she was quite beautiful and erotic in such an outfit.

Alice's face lit up red and she had a sheepish smile on her face while Cynthia would step forward to greet Mamiya formally. "Cynthia Marleigh. She's Alice Queen. I suppose this means the two of us will be your opponent for tonight," Cynthia spoke, offering a handshake. It might have been a hentai humiliation match, but they could still be civil and cordial, "I suppose we should get things started?" Cynthia would motion her to follow her onto the large red, fluffy bed. Alice would sheepishly crawl on top of it, screaming internally as she and Cynthia stood up on their knees on both sides.

"U-Um, it's a pleasure to meet you. I hope we can have a good match," Alice spoke as she bowed a little before the blonde raised her arms up while the platinum blonde got on all four as if she was ready to pounce.

"If you wish, we can come at you one at a time. Though I cannot promise it will be the case for the entire match," Cynthia offered as they allowed the Milk Milf to ready herself before signalling they could begin.

As Mamiya expected, Cynthia was the more dominant one out of her opponents. She knew that Cynthia would be more trouble in the long run. Though the mother was humiliated in her cow costume, she was still a veteran fighter, and though she hadn't fought in years her old senses were still sharp. In a handicap match such as this, the only chance Mamiya would have would be to take out the scarier one first, and hopefully the other fighter would be too intimidated to fight back.

Luckily, both her opponents didn't seem too mean. Mamiya relaxed a little, steadying her voice. "It's a pleasure to meet you too Alice, Cynthia," she said, her voice still soft but not quite as quivering as before. Mamiya turned to face Cynthia, meeting her eyes directly.

"OK... Let's get started," the mother said, raising her hands. Cynthia's next question stopped the mother though, as she hadn't considered that she could fight the two of them separately. As this was a setup by her Yakuza boss, she expected to have to take on both at the same time. This was another relief to the mother.

"I'd appreciate that," Mamiya said, giving Cynthia a little smile to show her genuine relief, "OK, you first then!" With that, Mamiya would lunge forward on the bed, hoping to grab Cynthia by her wrists. She would then swing her massive bust forward, attempting to overwhelm her opponent using her biggest assets, hoping to drive forward with her mass into Cynthia's own enormous boobs and overwhelm them to knock her off balance and pin her down on the bed!

Alice was just completely embarrassed by all of this, as she still couldn't believe she allowed Cynthia to talk her into such a match. But she couldn't really back out now, though from what she could tell Mamiya had some keen senses, seeing as how she was eyeing up her partner. No doubt given how flustered she looked, she probably looked inexperienced. It wasn't that Alice was inexperienced with sex, it's just she wasn't too sure about doing it with people watching. Well, given how Cynthia offered to let this be a one-on-one for now, it gave time for Alice to gather up her courage and strength as the Empress smirked. She liked Mamiya's gusto as she choose her to be the first opponent.

However, just as Mamiya lunged at her, Cynthia would also shoot herself forward, practically pouncing. Mamiya may have the bigger assets, but Cynthia had the bigger frame, and she would meet her down the middle. She would try to catch Mamiya's hands, interlocking their fingers as their breasts mashed against one another. Between the two blondes, Cynthia was the powerhouse of the two, making this a more even match up. Cynthia's breasts would rub and squish against Mamiya's breasts quite a bit, but the platinum blonde merely kept a smirk on her face.

"I hope you weren't thinking this was going to be easy~" Cynthia taunted as she would slowly assert force and try to push back against Mamiya, pressing her enormous breasts against Mamiya's sensitive one, trying to drive her down on her back. If she was able to get an early advantage for the two blondes, maybe she would be able to sneak all the fun for herself, then again, she probably knew how to rile Alice up and get her to join in. For now, the two powerhouses were currently having a test of strength, and it seems Cynthia was putting everything she had into pushing Mamiya down!

Mamiya and Cynthia clashed in the middle of the bed in a thunderous clap of massive tits and tight stomachs. The mother gasped when her opponent, far from being overwhelmed easily by the mother's charge, struck back just as hard. The feeling of their tits mashing together sent electric jolts of both pain and pleasure through the mother's body. Her boobs, unlike Cynthia's, were full of milk, and so were more like overfilled balloons than soft bags of fatty flesh. But that also meant they were far more sensitive. And as they clashed, Mamiya could feel pain building in the base of her breasts.

"Nghaa~" the mother let out an almost cute sounding moan as she fought Cynthia with all her strength. Her tits were already leaking slightly, milk seeping out from behind her cow-patterened pasties, adding a bit of lubrication to their tit duel. The mother had to give up space, her boobs felt so much pressure they were about to burst, and the match had just started!

But as Mamiya slowly got driven back, Cynthia followed, continually driving against the mother's body. It wasn't long before Mamiya finally gave out, falling backwards as Cynthia drove her onto her back! Mamiya's eyes widened in desperation as she tried to hold Cynthia off of her to keep her from crushing her chest. Her legs snapped up, wrapping around Cynthia waist in a tight scissorhold, trying her best to keep the powerful blonde from crushing her!

As Cynthia and Mamiya clashed, their body smacking and pressing against one another, the Empress would be quite surprised when the Milk Milf would suddenly let out a rather cute moan from just a simple body press. Sure, she was asserting quite a lot of force and pressure, but she didn't expect to elicit anything more than a grunt. It was then that when she felt some strange liquid coming from her nipples and lubricating their breasts did she get an idea. "Breast milk? I guess her ring name was more than just a stage name to grab attention," Cynthia thought to herself, "Perhaps she still has a young child then." Cynthia would have some thoughts on how to continue this match, wondering why a mother would be entering wrestling matches under such a name and wearing such an outfit if she had a young child. However if she did have a young child, then the Empress may perhaps may take it a bit easy on her.

Cynthia seemed to have won their test of strength, as she drove the Milk Milf all the way down on to her back while Alice watched with wide eyes. She covered her face while blushing completely baffled at seeing the woman lactating. Cynthia would pin Mamiya's arms down by her wrist, but it seemed Mamiya wasn't going down without a fight. The Empress felt the Milf's powerful legs wrapping around her waist for a bodyscissor to try and prevent her from doing anything else.

"Mmmmm~ I normally don't do this but~" Cynthia mused as she would lower herself even with the bodyscissor, and mashing her breasts down against Mamiya's breasts. She would absolutely squash and squish them with her own, as she tried to make more milk come squirting out.

"I'll be gentle~ Just this once~" Cynthia whispered as she gripped Mamiya's wrists tightly to prevent her from pushing as she tried to perform a body press on the milf!

Mamiya's goal with the bodyscissor was to try and keep Cynthia off of her sensitive and already lactating breasts. That didn't work out very well for the mother as Cynthia pressed down, pushing Mamiya's legs lower and forcing their breasts together once more. Mamiya gasped as Cynthia fought her in a titfight, mashing their breasts together, crushing her swollen mammaires. More milk leaked out over Mamiya's chest.

"Ahhh~ stop!" Mamiya gasped as Cynthia upped the pressure, squashing her big boobs even more. Had the mother not been lactating, this wouldn't have hurt much, but Mamiya's breasts were extra sensitive. The Yakuza boss that controlled her even made her take prolactin to force her breasts to produce extra milk. They were so full that even the slightest push put immense pressure on Mamiya, and now they were being utterly squashed!

But Mamiya still had her wits about her, and she had some leverage thanks to her bodyscissor. Even if her wrists were pinned down, the mother could still fight back. She pressed down on the bed with her right elbow and shoulder, pushing back against Cynthia on only one side, while pulling hard on her hips using her legs. Mamiya would attempt to roll them over so she was on top, her much heavier breasts crushing down on Cynthia's afterwards!

It seemed Cynthia's plan was the correct one to go with. Given how sensitive Mamiya's breasts were, the harder she pressed down on them, the the tougher it would be for the milf. Not only that, but Cynthia was quite interested in seeing how her breast milk tasted for herself. Well, it seemed she didn't have to wonder for too long. As their breasts mashed against one another in their titfight, more milk leaked out, and the mother was struggling to try and regain control of herself, she was able to devise a plan to counter the Empress's current plan.

Just as Cynthia was about to lift her breasts back up and slam them back down on Mamiya, her eyes widened when the woman underneath would display a great amount of strength but pushing up her right elbow and shoulder, and roll them over, so Cynthia was now on her back with Mamiya on top of her. Now she could feel how heavy those gigantic mammaries. Cynthia gritted her teeth as she would keep her grip on Mamiya's wrists and immediately began thrust her pelvis up to push Mamiya upward to try and buck her off.

While this was all happening, Alice was sitting there, watching with wide eyes at just how...erotic this all seemed. She watched as her friend was just dominating their opponent mere moments ago, and the large amount of breast milk squirting from the woman. The blonde began to wonder in the back of her mind...how exactly would they taste...before completely shaking her head, her face beet red from even entertaining the thought.

Mamiya had a small opening to reverse their positions, thanks to Cynthia lifting off for just a moment to ready for another slam downwards. She took advantage of that tiny gap to push the powerful blonde over and roll on top. Though the mother hadn't wrestled for years, she still had her strength (indeed perhaps even a bit more than before, as mothering is hard work) which she demonstrated by overpowering her opponent in this moment!

But it didn't mean she was safe. Cynthia immediately struck back, pushing and bucking upwards to try and throw the mother off. Mamiya responded instinctually, keeping her legs locked tight around Cynthia's waist while sliding forwards so her hips weren't sitting on Cynthia's, reducing the effects of her bucking. This also had the added benefit of sliding the mother's boobs upwards so she wasn't going tit to tit with Cynthia anymore, lessening the pressure on both their chests. The new position though was perfect for Mamiya to execute one of her favored moves, the breast smother!

"Please just stay still!" Mamiya grunted as she slid forward a bit more, planting her boobs right on Cynthia's face! Her breasts only covered the lower part of the blonde's face, leaving her eyes free, but enveloping her mouth and nose so she couldn't breathe! The mother was still leaking a bit of milk from her teats, which she used to her advantage by squeezing some into Cynthia's mouth for a pleasant (or perhaps not so pleasant) surprise!