Two milfs, one hotel room, and a contest that both wanted and needed.

Kelly is 39. A fit redhead, she’s got a toned body that would make most non mothers jealous. Her waist doesn’t narrow like some, but it is quite toned, her legs and arms look strong, her butt is nice and tight, and her boobs are still the kind of bra stuffers that turn heads everywhere she goes. Despite a couple of kids, and the fact that she’s nearing 40, Kelly loves knowing that she can put on a skimpy bikini and be the talk of any beach she sets foot on.

Emma is 38. A brunette, she’s also quite fit after having kids, and has somehow maintained the classic hourglass figure. Her waist seems too tiny for a mother in her late 30s, her arms and legs are slim but defined, and her butt is still the toned and shapely bubble that makes everything from spandex to tight denim impossible to ignore. Her boobs are still rather nice and more than a handful for sure. She loves knowing that the right outfit will make her the center of attention anywhere she goes.

Their similarities, and their differences, were too much to pass up when they stumbled across one another online. Both were into competing with other women and were getting back into that scene now that their kids were older. A few chats had led to tonight. Despite living on different continents, already planned travel would bring them close enough for a rendezvous.

Since neither was really into the more brutal types of battle, it was easy to negotiate the terms of the night. A mix of wrestling and rules catfighting would suffice. No punching, biting, or scratching of any kind, but actions like slapping and hair pulling were fair game. It would be a 1 fall match with either a 5-count pin or a submission as the only way to win. Any post fight endeavors were left open ended and to the discretion of the winner.

That brings us to this moment. Kelly had stretched and felt warmed up. She had a few butterflies, but the familiarity of matching her body against another woman kept those to a minimum. Her girl-next-door looks, and 1000-watt smile belied the package below them. She was standing in a red lingerie one piece that disappeared between her firm butt cheeks at the bottom while the top gave her large breasts enough support as it framed them into an impressive cleavage. Still smiling, she gave her opponent a quick bicep pose as a silent communique that she was sure she had the strength advantage.

Emma stood across from her foe wearing an almost identical black one piece with matching thigh high stockings, a sexy smirk communicating the confidence she was approaching this night with. She knew how they compared, with the slight weight advantage to the redhead despite the brunette being 2 inches taller. She realized that her waist was thinner, but her butt was bigger, seeming to even out the lower bodies. She saw the firmness of Kelly’s upper body, with arms, shoulders, and boobs seeming to be bigger than her own. Even so, she was confident that her endurance and skill would win the day. Fully warmed up herself, she turned sideways and put on a show of removing the stockings. As she pulled them down, she intentionally wiggled her curvy bottom at Kelly.

“Like what you see?” the brunette purred. Kelly had licked her lips at the show and Emma wanted to press any advantage she could before they actually wrestled.

“Not bad, but you’re taking so long my mouth started to dry out. Any reason why you’re stalling so much?”

“Stalling, me? Love, there’s a reason why I’m called the best and even you call yourself a midcarder.” Emma followed this by first pulling down one strap, and then the other, on her lingerie and slowly lowered it below her beautiful breasts. Wiggling them at the redhead, she giggled lightly before stepping out of the garment and standing fully naked with her hands on her hips.

Kelly didn’t react other than to match the move. She lowered the straps over her bigger breasts, wiggling them at the other woman, before dispatching her lingerie as well. Not wanting the brunette to keep dictating the proceedings, the redhead walked slowly but confidently forward only stopping when the brunette met her in stride, their breasts mushrooming out against each other.

“Look down.”

Emma did as she was told, only to have her mouth drop open.

“You talk about being the best, but right now it looks like my boobs are squashing a couple of jobbers.”

The brunette couldn’t deny what Kelly had said. It wasn’t a complete flattening, or even enough to rule out a comeback if they were having a titfight, but it was visually obvious that the redhead’s boobs were in control of the space that both pairs were trying to occupy. Gathering herself quickly, Emma displayed her unwavering confidence, “That’s alright love. The best midcarders are the ones who make it look like they’ve got a chance before their inevitable loss. You are going to pay for that jobber comment though.”

Emma immediately shot down and grabbed at Kelly’s waist, pushing forward for a takedown. The redhead reacted quickly though. Seeing that her opponent had gotten the jump she was able to adjust on the fly and go with it, using the momentum to roll through the first takedown and then grabbing a handful of hair to pull the taller woman into a snug headlock on the ground. Feeling Emma’s body getting ready to try and pull out of the hold, Kelly instead used her position and strength advantages to push the brunette onto her back and maintain the headlock while also pressing one of her large breasts in the other woman’s face.

“Like what you see?” the redhead mockingly repeated what her opponent had said just a few moments earlier. Before she could say anything else, she felt Emma’s body move again, but this time instead of escape it was to give her greater access to her target. Kelly gasped, feeling the other woman’s lips on her breast as the brunette’s tongue lashed out against her nipple. Quickly releasing her hold and scooting away, the look on the redhead’s face was one of confusion that quickly turned to protest.

“What, love? We didn’t say anything about that when we discussed the rules.”

Kelly still didn’t speak but nodded affirmatively before getting to her feet while keeping an eye on Emma who rose a few feet away from her. Again, not wanting her supremely confident opponent to dictate the pace or the redhead raised her right arm to signal a classic test of strength. She was almost surprised when the other woman seemed to accept without hesitancy, interlocking the fingers of her left hand with the one offered before they matched the grip on the other side.

The redhead was sure this would be a fairly easy way for her to gain an upper hand, but she was again surprised. Her brunette opponent was stronger than expected, and each time Kelly tried to use her advantage to overpower the other woman, Emma would respond by using her height to maintain leverage over the shorter fighter. Both could tell the raw power was in Kelly’s favor, but each was also aware that the technique and savvy were on Emma’s side. Kelly changed the tenor of the struggle by yanking her arms down, bringing her opponent’s down in kind, before pushing forward and smacking her breasts into Emma’s softer, smaller pair. A second smack elicited a grunt from the brunette.

Kelly tried again, only to be met this time by a knee flush to her stomach, just above her pubis. As the redhead gasped, Emma pulled her hands free and wrapped her arms around the other woman before quickly lifting her and dropping her opponent’s pussy straight onto her own knee in a reverse atomic drop. Kelly fell off to the side with both hands between her legs, trying to massage away the shooting pain. Emma quickly rolled the redhead onto her back, with Kelly’s hands still in her own crotch, and dropped her plump ass down on top of the breasts that had been used as weapons against hers moments before.

Hearing her opponent squeak out a low, almost breathless, moan brought a smile to Emma’s face. She now had Kelly down with her crotch and chest both aching and the wind seemingly knocked out of her. The brunette now pushed herself up enough a bit before dropping her tush on the redhead’s chest 3 more times, each one squishing the other woman’s breasts a little more than before. Satisfied that she was in control, Emma rubbed her naked crotch over Kelly’s face as she stood up, grabbing the redhead by the hair to bring her off the ground.

Kelly felt her opponent lock her arms around the redhead’s back like she was preparing to perform a Pedigree, the maneuver made famous by HHH. Stealing herself for this, she tried to lower her center of gravity and keep the brunette from lifting her up and dropping her face first on the hotel room floor. Instead, she saw and felt Emma’s real plan far too late to brace for impact. The darker haired woman’s knees began pistoning into Kelly’s hanging breasts, crunching them painfully against her breastbone while further softening them.

Her surprise didn’t end there as she was suddenly released from the hold and stood up quickly, only to see Emma standing there smirking, with her hands on her hips. The brunette stepped forward and pressed their breasts together again, much as they had done several minutes before, but this time with a different result.

“Who’s got the jobber titties, now?”

“Mine are better, you’re just a dirty cu...argh!”

Kelly didn’t even see the slap coming, her head rocketing to the side as Emma was clearly angered now. The redhead didn’t have time to recover though, as the brunette was again too fast for her and locked in a tit-to-tit bearhug. The pain of her now battered breasts being crushed was only the precursor though, as Emma executed a gorgeous belly to belly and tit to tit suplex. As she flipped the redhead over, the brunette left her feet completely, crashing down on top of her opponent and compressing their breasts together more painfully than either had ever felt before.

Emma rolled off and clutched her own breasts, as they screamed with pain from the impact of that last move, only to smile as she heard Kelly sobbing lightly. She turned back to see the redhead laying on her side, her body gently shaking with the sobs, her arms cradling her pain racked bosom. She didn’t move as she heard the brunette’s voice softly next to her ear.

“I’m going to pin you now. After I do, we’re going to put on a little show for you to take back to your husband. You’re going to eat me out while I record it. Then I’m going to take a few photos of me doing things like crushing your boobs with mine and posing with my perfect ass on your face. When I’m done, you’re going to slink back to your home and call me so that we can talk all about me kicking your ass while your husband listens and gets off on it.”

“Never.”

“Oh Kelly, don’t say that. If you don’t do what I tell you as part of my stakes for winning our match, I’m going to come to your house and kick your cute little bum even worse while your man watches us.”

Feeling the resistance go, Emma rolled her opponent onto her back and sat astride the redhead’s waist. She leaned forward, dangling her own large breasts just above Kelly’s face with an expectant look that was quickly understood. The brunette enjoyed the feel of the other woman sucking her tit and giggled at the pop as she pulled one free only to place the other over her opponent’s mouth for the same treatment. Satisfied, she pushed her breasts down around the face of the beaten woman, allowing Kelly’s eyes and nose to remain uncovered, and stared into her eyes as she slowly, softly counted to five.

Victorious, she gathered both of their phones and started recording as Kelly crawled towards her and buried her face in the glistening gash of the winner. Emma nearly dropped the phones when she came, the redhead’s attention and skill being enough to push her quickly over the edge. She then brought out one more surprise for the beaten woman, a small tripod which held her phone perfectly as she began a series of poses designed to accentuate her dominance and titillate anyone who was fortunate enough to see them.

Not long after she showered and ordered room service, her phone buzzed. It was a text from Kelly telling her to jump on her computer for a bigger screen experience. Emma couldn’t hide her shock when she saw the redhead and her husband come up on the other end of the video, both as naked as the day they were born. Kelly stroked her husband’s piston hard erection as she played the video from her phone for him, turning Emma on in the process as she described how the brunette had outsmarted her and outfought her without complaint. The brunette watched as Kelly overwhelmed her husband with her mouth, draining him and then smiling into the camera as Emma herself was pushed over the edge. They said their goodnights, and both shut down the video feed, satisfied and yet already wondering about their next opponents.