"Your extra towels, Ms. Miller," she said, laying them neatly on the table near the pool.
It was Kathleen's third day on the job. She was a maid for the upper class, and at the age of 36, her resume was already impressive. It included service for the financial elite, celebrities, and even a brief stint in the White House.
Now here she was, working proudly for a wealthy family at their manor in San Diego. It was the ideal job. The Millers were wonderful people; titans of the tech industry. It was estimated they were worth nearly a billion dollars.
A family like that required the services of a person like Kathleen. Someone who looked the part, had the mannerisms of a 1950's housewife, and who understood the true value of loyalty. So far, things were off to a great start.
What made this day different, however, was that Mr. Miller and his wife had departed for a weeklong vacation to visit with family. They left behind their bombshell of a daughter due to her last minute commitments. She was a 19 year old socialite who happily lived life in the public eye.
Kathleen had just brought extra towels to the backyard pool area of the large estate. They had met a few times in passing, and Madison didn't seem particularly interested in a formal introduction even now, as the socialite tanned on the recliner. In her oversized sunglasses, she looked quite glamorous.
God, what a beauty. Madison had a movie star face and the body of a fashion model. Long and thin. Her breasts seemed a cup size bigger than they should have been, likely because of her recent pregnancy.
"Thanks," the socialite said flippantly, taking a sip of freshly squeezed smoothie.
Kathleen neatly placed the towels down, then pressed them so that they'd look perfect. The two women were a stark contrast to each other. Madison wore a skimpy bikini and flaunted her goods.
On the other hand, Kathleen wore a nice housemaid uniform, consisting of white shoes, a blue skirt, and a short sleeve button down blouse. Kathleen's long hair was in a ponytail and she wore little makeup. As a consequence, she looked older than she actually was. But without a doubt, Kathleen was an attractive woman in her own right.
For the first time, the socialite glanced at the maid, then pulled her sunglasses down to get a better look.
Madison cracked a smile and removed her sunglasses completely. "We've never formally met, in private I mean, with just the two of us."
While still laid back, Madison extended her hand like a princess who expected a servant to kiss the ring. Kathleen didn't play that game, and instead gave a sincere handshake and a polite smile in return.
"It's a pleasure. Your family is lovely."
"Speaking of which, have a seat," Madison said, gesturing to the lounge chair beside her. "Lay down for a moment. I've been meaning to talk to you about something."
Lounging around on the job was never Kathleen's style. It might make her look like a nonchalant worker, which couldn't have been further from the truth. She prided herself on being precise at all times. So she compromised with herself and sat upright on the corner of the lounge seat.
"I'm fine like this," Kathleen smiled politely, sitting uncomfortably.
Madison's fingertips gently rubbed along her own belly. "You know about my situation, right? It's appeared in the tabloids once or twice, assuming you read that stuff. Do you read the tabloids?"
"Can't say that I do. I tend to stay away from that sort of gossip."
"That's too bad," Madison shrugged. "Tabloids are like my Holy Grail. But you know what I'm talking about, right?"
Kathleen nodded. "Of course, your parents told me about it. As an employee of the residence, I would be happy to help. It's no issue at all."
"Being a single mother at my age wasn't something I planned. I mean, I love my kiddo with all my heart and I know I'm lucky to have rich parents to support me. But that's life."
"You don't have to explain anything to me, Madison."
"Please, call me Maddy."
"Maddy. Pretty name," Kathleen smiled.
"Anyway, I took a peek at your resume. Impressive. I've also noticed that you have a lot of experience with prominent families."
"Correct," Kathleen said proudly. "Like I said, I can manage anything you need."
Madison raised an eyebrow. "Anything?"
There was a slightly naughty look on the socialite's face, which Kathleen hadn't seen from any of her previous clients. For a moment, she wondered if the upcoming request would be sexual in nature. It was just a hunch, or maybe intuition. As an attractive career woman, Kathleen had dealt with her fair share of sexual harassment in the workplace, usually from men, sometimes women. But she quickly pushed that idea away. Surely, there was no way someone like Madison would ever have such thoughts about her.
"It's just us here," Kathleen said, almost in a motherly way. "You can tell me anything. I'm discreet. What's on your mind?"
Madison responded with a wide, but slightly lecherous smile. "Well, since you're offering, there are things that you, and you alone can help me with. I'm not interested in any of the household staff performing this type of work."
"Sure."
"Before we get into it, let me tell you about my schedule, which you'll notice is hectic. Basically, I work a lot. Yes, you heard that right. I work! Don't be fooled, and don't believe what you hear. Behind this Hollywood face of mine, there's a brain which processes numbers, figures, and creates new ideas. I help manage my father's properties and I'm helping to open a new high-end restaurant with a few friends of mine."
Kathleen nodded and her eyes nearly sparkled. "I'm genuinely impressed. Good for you. It's always good to see savvy female entrepreneurs."
"You've got that right. This is only the beginning."
"Excellent."
"Don't get me wrong," Madison quickly clarified. "My top job is being the best mommy possible to my kiddo. I have my priorities straight. But as a figurehead in the business and social world, I'm also expected to look the part. To put it bluntly, I'm expected to be hot. Do you see where I'm going with this conversation?"
Kathleen tried to hide her confusion. "No, not really."
"First, I workout regularly, almost religiously. Second, as a mommy, I also need to have my mammary glands stimulated while my kiddo is away visiting his grandparents. If they don't get drained regularly, my milk supply will diminish. Plus my tits start to feel full and uncomfortable. So, you can help me with those two things."
A polite atmosphere remained between them, but Kathleen resisted the urge to scratch her head. It was the first time she had ever had such requests in her more than a decade long career. But then again, she had never tended to such a demanding socialite before. Well, this should be fascinating.
"It sounds like an interesting challenge," Kathleen said. "I'm definitely not a physical trainer though."
Madison laughed. "I can handle that part. You can help, you know, stretch me or whatever. It's always good to have an assistant on hand in that situation."
"And for the other task?"
Deep down, Kathleen was almost afraid of what the answer might be.
Madison's laugh turned mischievous. "I'm a spoiled brat. Don't you know brats like me can't do anything without proper help? I need you to keep my motors running, so to speak. You know, help my milk production remain regular while my kiddo is on vacation with my family. That's advice from the doctor. Use it or lose it. And I can't afford to lose my milk."
In all of Kathleen's years on the job, she had never been asked to do anything so intimate. But then again, the instructions were vague, and the request seemed reasonable, though the way it was phrased left room for ambiguity.
Kathleen put on her poker face. "That sounds doable. I'd be happy to oblige."
Their conversation seemingly came to a halt when Madison abruptly put her sunglasses back on. With a playful smile on her face, she nodded and dismissed Kathleen.
"That will be all, for now."
***
The following day, Kathleen was made to sit on the lounge chair as Madison went through a series of exercises. Pop music played loudly on the sound system as the sexy young socialite worked through choreographed aerobic moves, as if it were a dance. Sweat glistened from her fit, tanned body.
After about 20 minutes, Madison cooled down for a bit, then dove into the pool to swim several laps. Great for cardio and overall body strength.
Kathleen watched the workout filled with admiration. Never in a million years did she think her duty would be to sit around watching a young woman exercise and swim. In a way, she found the task demeaning. Frequently, she silently reminisced about the time she used to serve coffee to a sitting US President, and how he'd ask kindly about her day.
Fond memories.
Madison stepped out of the pool, water glistening off her body, and she looked like a swimsuit model. The hard work had paid off. Kathleen knew that her service was expected so she stood up, ready for action.
"Towel," Madison said curtly, wiping water away from her face.
Kathleen grabbed a large white towel, brought it to the socialite and unfolded it, holding it out for Madison.
In return, Madison held her hands up. "Dry me."
"Yes ma'am."
It was a delicate dance. Kathleen had no problem drying off someone with a towel, especially if it was a member of a family she was serving. It was all part of the job, really. But what made this tricky was that those bikini-clad breasts stood out prominently as Madison held her hands in the air. Kathleen tried to be reasonable about the task, rubbing mainly the hair, backside, and the other non-sexual parts. She only dried the breasts by softly patting them with the thick towel, but even then she could still appreciate their firm quality.
All the while, Madison gave her instructions: "The top too... a little around the side ...yeah, that feels nice, rub there a little more. Nice."
Madison said, with a practiced smile, "Told you, I'm spoiled."
"I don't think you're spoiled at all. You're blessed."
Madison laughed. "In more ways than one. My butt and legs are still dripping."
"Understood," Kathleen said.
She rubbed downward across the barely-covered butt, then lower to the thighs. Finally, she knelt down to rub the feet.
"Not bad for someone who gave birth a year ago," Madison boasted about her own physique.
After finishing, Kathleen took a step back. "You look quite amazing, Maddy. I can certainly imagine you being in a magazine."
Madison playfully struck a pose. "Vogue or Playboy?"
"Well, something classy," Kathleen said after becoming unexpectedly tense.
"Good answer. Now this is the part where you help me stretch. Ready?"
"Of course."
Kathleen put the wet towel away. Almost immediately, Madison struck different poses which showed off her flexibility. Each time, Kathleen was expected to help hold the stretching pose, In essence, she was required to dig her fingers into the soft, tender skin of the sexy young socialite.
In all honesty, this was the most physical intimacy Kathleen had ever shared with another woman. She was used to giving handshakes and affectionate hugs, not holding onto a woman's almost naked body. Kathleen was mesmerized by the muscles in Madison's arms and her shapely legs. When it came time to grab Madison by the rib cage, Kathleen felt her heart racing. It wasn't from just the heat.
Seeing Madison's body up close under the bright sunlight made Kathleen's breath hitch. The smoothness of her skin caused Kathleen to feel a bit light headed. Never before had Kathleen felt so unsteady around a female. But admittedly her personal life had taken a backseat while she worked long hours. She hadn't had a serious relationship in almost five years.
What made this even more awkward was that Madison was a sex bomb. She exuded confidence and seemed to sense Kathleen's misgivings. Whenever possible, Madison would lock eyes with Kathleen and raise one eyebrow, suggestively.
When the stretching was complete, Madison stood upright and smiled.
"I feel like a new woman," Madison proclaimed.
"That was... interesting for me too, shall we say. I haven't been someone's workout partner since I was in high school."
"Get used to it. Now here's the part where your job really gets interesting."
"I assume you're referring to your milk. I could feel how full your breasts were."
Madison smiled and nodded. "My tits feel like overstuffed water balloons. They're killing me right now. You've never lactated, have you?"
"I've never had the pleasure. No."
"It's a unique feeling that's hard to explain. But imagine there's a fullness inside your tits. Like they're so ripe, they might squirt if pinched. That's literally what it feels like. Actually, it's pretty cool if you think about. And it's really a bit sexy, too."
There was a lustful expression on Madison's face which made Kathleen uneasy. She reassured herself internally. Young people have very different lifestyles these days. Even though Kathleen didn't understand the intricacies of the current generation, she accepted them.
"How should we proceed?" Kathleen asked stiffly.
Madison took a moment to flash a questioning gaze. "Something tells me you're still a little hesitant."
"Not at all," Kathleen said defensively. "I'm happy to assist with anything you need."
"Hmmm... Maybe so. But I don't know if you're ready for me. As you can already tell, I'm very unorthodox, at least compared to anyone else for whom you've worked in the past. I'm not a bitch, I swear. I'm a brat! A really really wealthy one. And wealthy brats like me want to be treated like princesses. So far you're doing a great job. But there's room for improvement."
It was an odd statement. Kathleen was bewildered, and it showed.
Madison continued, "Come, let me clarify things."
They locked arms and Kathleen was guided over to where the lounge chairs were placed by the pool. The chairs were side by side and they both sat upright, facing each other.
"Is this necessary?" Kathleen questioned as they were mere feet apart. "I'm serious about what I said. I'll do whatever you require. I'm a fast learner and well-organized, so any special needs can easily be accommodated."
Madison came out of left field. "How did you feel about massaging me? Pressing your fingers on my skin. Touching me. All that stuff. How did you feel about it?"
"I beg your pardon?"
"Did you like touching me?"
Madison had narrowed her eyes to show that she meant business. She expected a serious and honest reply. Her tone, while questioning, wasn't judgmental. However, it did appear that Madison was hoping for a very specific answer.
"I don't think I understand," Kathleen said, sincerely befuddled.
Madison spoke softly, just above a whisper. "Look, don't worry about your job. You're not going to be fired or anything. I'm not trying to pressure you or make you uncomfortable. I just want to know. Are you comfortable around nudity? Tits like mine? Be honest, it'll be our secret. I swear."
It was very straightforward, and Kathleen knew today would be anything but ordinary. This felt like a turning point in her employment. Working for the Miller family had already felt like a perfect match. She could easily envision herself working for them long term. Hopefully, they felt the same way, especially Madison. Kathleen was surprised at that longing.
So, Kathleen did her best to give a straight answer. "Yes. Nudity is not a problem for me. I played sports in college so I've showered in plenty of women's locker rooms. I assume you're asking because you want me to be present when you're using a breast pump. I've done that before. If you'd like, we can..."
"That's a good start," Madison said, interrupting the maid. "But I don't use breast pumps."
"Why not?"
"I hate them."
Her answer was quite mysterious, 'I hate them.' It made Kathleen wonder what this girl could possibly have in mind. It's 2017, and mothers of all ages commonly use pumps. Who would hate something so convenient?
"Why?" Kathleen inquired.
"There's no denying that I'm a new age chick, who's glued to my phone and social media like every other millennial. But I'm also a naturalist at heart, believe it or not. And breast pumps feel so... unnatural. It makes me feel like I'm some sort of lab experiment. Or a cow on a dairy farm."
It was Kathleen's turn to smile. "Okay then, Ms. Naturalist. I'm assuming you have an alternative method in mind."
"It sounds like you're questioning me," Madison said playfully. "Like you're assuming that my methods are no good."
"Not at all. Holistic approaches should always have a place in modern society."
"Well then, are you ready to step into my secret world?"
Kathleen playfully shrugged. "What's there to lose? I like keeping an open mind."
While Kathleen's answer had been honest, she never anticipated what would happen next. Madison pulled the left side of her own bikini top down, to expose the entire tit. The majority of the breast was nicely tanned, which was in stark contrast to a white triangle of untanned skin that had been hidden under the bikini top.
The breast appeared round and luscious. Firm and full. The areola was light pink and the nipple was certainly bigger and darker than average. In fact, the whole tit seemed to be straining. It was the breast of a lactating young woman.
Kathleen was caught off guard by the gesture, but Madison smiled devilishly. She obviously reveled in exposing herself to the maid.
"You said you're comfortable with nudity," Madison joked, holding out her markedly distended tit, which seemed like an offering.
Kathleen snapped out of it. "You caught me off guard."
"Do you like it? You seem a bit unsettled."
"What exactly can I do for you?" Kathleen replied, setting a more proper tone for what should have been a serious conversation. "Again, I'm happy to help, but things must remain professional."
"Oh relax, mommy and daddy won't know. This will be our secret."
"Then tell me specifically what I can do to help." Kathleen repeated, trying hard to maintain a proper tone.
Just then, the backyard door opened and they heard someone from the kitchen staff walk around the area to retrieve something. Madison made no attempt to hide her exposed tit from the staff member.
Madison smiled. "You can start by having him bring us some drinks. The chef prepares fresh smoothies for me every morning. Ask for two cups, one for each of us."
"Very well."
Kathleen attempted to get up, but Madison motioned for her to remain seated.
"No, have them bring it here."
Kathleen hesitated when it was clear that Madison had no intention of putting her tit away. Nonetheless, she asked the staff member to bring them two cups of the freshly made fruit drinks.
"Isn't this better?" Madison teased. "Instead of working, you get to sit around by the pool with me. And we get to share smoothies."
Kathleen cleared her throat. "Thank you."
"You seem tense."
"Are you going to put your breast away, Maddy?"
"Why would I?" Madison asked with a deceptively innocent grin. "My breasts are so full that they could burst at any minute. I'm just desperate for release."
It was then that Kathleen knew exactly what was planned. It nearly made her gasp as her eyes widened (a gesture that made Madison smile). Sure, Kathleen could put a stop to this. She could just walk away. After all, Madison hadn't tied her to the chair. And certainly Maddy wouldn't tell her parents about this.
Maybe it was curiosity that forced Kathleen to remain seated. Or maybe it was the unfamiliar tingling in her own nipples. Or... perhaps it was the moisture that had just pooled between her legs.
A member of the kitchen staff approached them with a tray holding two cups of fruit smoothies, each with a straw. The man maintained a composed expression, which was impressive under the circumstances. Kathleen was a bit embarrassed sitting with Madison, who still had her tit exposed. For his part, the server didn't seem too distracted by the naked flesh, though he did sneak a few glances as he put the drinks down. Kathleen had the distinct impression that Madison's tit was something he had seen before. A shy girl, she was not.
When the staff member left, both women placed their smoothies in the cup holders of their lounge seats.
"Do you know the secret to making a good smoothie?" Madison asked.
"Fresh fruit, I'd imagine. Ripe and sweet."
"Aside from that. Milk. Thick and creamy."
Kathleen gulped. "Oh."
"Start with this one," Madison said, pushing her exposed breast forward. "Milk me straight into my smoothie cup. I'm assuming you know how to milk a big tit."
"It... seems simple enough."
"Then get to it. And that's an order."
A sultry expression remained on Madison's face as she put forth her breast. Kathleen chose to accept the plump prominence. She was no stranger to lactating women. Many of her previous clients were new mothers. But never before had she been asked to milk a breast with her own hands!
Kathleen picked up the cup of fruit smoothie and positioned it in front of the swollen nipple. Madison didn't flinch when her breast was touched by a trembling hand. It was firm like a melon and the skin was taut, stretched to capacity. As she rubbed the areola, Kathleen watched the nipple expand. This was a breast begging to be relieved of its nutritious nectar.
Madison followed Kathleen's hesitant movements with interest. Kathleen looked into her eyes and was met with an intensely sensual gaze.
"My tits are sturdy," Madison encouraged. "They can handle a good squeeze. Go on. They won't break."
Kathleen continued to massage the massive mammary gland. "That's not what scares me."
"Then what's holding you back?"
Kathleen wanted to say, 'I'm afraid I'll accidentally ruin my panties if I keep this up,' but refrained from saying so. It would be too inappropriate.
"Nevermind," Kathleen said. "Here comes the first squeeze."
She placed her fingers under the boob and her thumb on top. At first, she tentatively squeezed the tit which produced only an anemic dribble of milk. Then she used more force, and sure enough, a strong stream of milk was expelled from the center of the nipple. Luckily, her aim was perfect and it squirted inside the cup. The silky white milk floated on top of the thick smoothie, creating a sexy contrast of texture and color.
"That's it, milk my titty," Madison smiled, nearly licking her lips.
Kathleen ignored the crude words and squeezed some more. Then more. With each squeeze, milk shot into the cup. It was exhilarating to milk the young, attractive woman's breast, she admitted to herself.
"How am I doing?" Kathleen asked, while still draining the tit.
"You're a pro. I refuse to believe this is your first time, but I'll accept that answer anyway.... There... Ohhh... A few more... Yes! This tit is done."
Kathleen put the cup back into the holder on the chair. Then she used a tissue from inside her pocket to gingerly wipe the nipple dry.
"Now for your cup," Madison smiled, as she pulled out her other tit.
Kathleen practically choked, even though she had anticipated the directive. "Mine?"
"Don't be shy. Milk is healthy. You said you believe that natural remedies have a place in society, right? Well there's nothing healthier than a mother's milk. It says so in all the medical journals I read. You believe me, right?"
There was a mischievous expression on Madison's face and tone of voice, suggesting that she made this up for the sake of shooting milk into another cup. But it sounded true enough, Kathleen thought.
Kathleen picked up her own cup and repeated the process with the other tit. By now, she was more comfortable with the procedure. Nonetheless, the act of manipulating the tit and watching the nipple spurt fresh white milk was highly stimulating in every way.
"I think that'll do for today," Madison said, after both breasts were equally milked. "My tits feel so much better now. And after that workout I did earlier, my body is starving for protein... the freshest type."
Madison took the straw that was in the cup and stirred her drink. The white milk on top of the fruit colored smoothie blended nicely. Overall, the drink lightened in tone from the addition of the 'natural protein.'
Then she did the same with Kathleen's cup of breast milk infused fruit smoothie. Madison's face split into a devious grin as she mixed the special concoction. When it was done, she tossed the straw aside, then raised the cup and waited for Kathleen to do the same.
"Bottom's up," Madison said.
Kathleen gulped hard and paused for a second. A small part of her wanted to get up and run far away. However, she was unequivocally drawn to the illicit cocktail in the cup. Kathleen wanted to pour the whole thing down her throat and lick the cup clean. And so, she settled on a compromise.
Still feeling nervous but excited, she made a toast with Madison.
Their eyes locked as Madison went first. After taking a big gulp of the refreshing fruit smoothie, she circled her plump lips with the tip of her delicate pink tongue. Kathleen followed suit, taking a small sip from the cup. She held the drink in her mouth and swished it around hesitantly before swallowing
After the first drink, they both placed their cups down on the lounge chairs.
"How did you like it?" Madison asked with a smile, continuing to lick her lips clean.
Kathleen was momentarily hypnotized by the movement of Madison's tongue and the pursing of those lips
"We're by the pool, it's a hot day, and the drink is certainly refreshing."
"You're right! Tomorrow is another day. Get used to it. Until then, I have work to do. Enjoy your smoothie, Katy."
Madison winked, tucked her exposed tits back into her barely-there bikini top, and stood up to leave. She gave the maid a pat on the shoulder as she left, while also taking another big gulp of the breast milk and fruit smoothie.
Kathleen could have poured the rest of her drink down the sink. Looking ruefully into the cup, she gave into temptation. She proceeded to drink the remainder of the concoction. It tasted good, but more importantly, the naughty drink actually made her thighs clench together.
***
The next morning, Kathleen arrived at the pool a few minutes earlier than the pre-arranged time. Madison was already there swimming laps. Her sundress had been tossed on the stones surrounding the pool, and Kathleen picked it up and folded it neatly to place on the lounge seat.
"Jump in!" Madison hollered as her head emerged, while treading water in the middle of the pool.
She wiped water off her face and pulled back her wet hair. Her face was beaming with excitement and her bikini top looked even smaller than the one worn yesterday. They had only spoken for less than an hour the day before, but already their relationship had changed. Did Madison think of Kathleen as a playmate? Were they now bound together by breast milk?
Kathleen performed an exaggerated curtsy in her maid's uniform. "I have a reputation for being meticulous in my appearance. Jumping in would leave wrinkles in my outfit and I would have to shower again. But I appreciate the offer, Ms. Miller."
"Suit yourself!"
Like a mermaid in the ocean, Madison pivoted her body and smoothly re-emerged in the deep end of the pool. Her first few laps were at a fast pace, with high intensity. Madison's long, lean body cut through the pool effortlessly.
Eventually, Madison swam to the steps and slowly made her way out of the pool. She was winded, but didn't appear overly exhausted.
Somewhere along the line, she had lost her top in the pool, and was completely topless with water dripping from all around. Her bare breasts looked glorious when they were both free, tan lines and all. The morning sun seemed to shine down directly on the proud pair, highlighting their magnificence.
Madison wiped water away from her eyes and pulled her hair back to wring out the excess water. In doing so, her breasts thrust out even more prominently as she arched her back. The whole process seemed to take place in slow-motion as Kathleen stood, spellbound, on the side of the pool.
"I didn't think you'd be surprised anymore," Madison noted. "You seem shocked by my tits. I thought we were past that."
Kathleen snapped out of it, nodding her head almost woodenly. "We are. Of course we are."
"After all, you drank my milk," Madison teased. "We're practically bonded for life. Come on, I have something fun for today. Help dry me off first."
It was the same routine as the previous day. Kathleen grabbed a big towel and started with Madison's hair, then moved down to her nubile body. She pressed and rubbed hard to make sure every nook and cranny was dry. This time, there was less hesitancy around the breast area, since her hands had been very busy there yesterday. All the while, Kathleen wondered about the big surprise. Would it involve something even more deviant than milking tits?
"Nice job," Madison said. "Much better effort than yesterday. Now lay the blanket on the ground. This is where the real fun begins, trust me."
Kathleen felt her body tense when Madison winked at her in amusement. She went over to lay the towel down and grab the large beach blanket. Upon turning around, she was confronted by an entirely naked Madison, who had removed her bikini bottom
"These tan lines are horrible," Madison whined as she gestured to her cleanly shaven pussy, which was on full display. "It's about time I did something about it."
Kathleen gulped. "They look fine. Men love tan lines on women. They're sexy."
"Are you saying I'm sexy?" Madison teased with a raised eyebrow.
"All I'm saying is, you really don't need to do that."
Madison shrugged. "Lay the blanket on the ground. I'm stretching now. If you have a problem with my tits or pussy, pick up the bikini and put it back on my body."
It was almost like a challenge. There was no way Kathleen would ever accept a dare from the boss's daughter. She simply laid the blanket down.
Madison lowered her naked body onto the beach blanket and got comfortable. While naked, she proceeded to do several different stretches, which Kathleen couldn't take her eyes away from.
"Now comes the fun part," Madison said, lying flat on her back. "This is a new routine that came to me last night while I masturbated. I'm going to tan, stretch, and express my breast milk, all in the same routine. It's the ultimate multitask. There's also another thing, but we'll get into that later."
Despite her angelic face, Madison seemed experienced at grinning in wicked delight.
"Very well," Kathleen croaked, having to clear her throat. "How should we proceed?"
"Let's stretch first. I call this Maddy's Morning Routine. It's an all-in-one routine that every woman should experience. Now let's begin."
And began, they did. Madison stretched her naked body to extremes with each pose. Kathleen helped to steady her in each position for a full two minutes. It was like yoga with a partner, designed to ensure maximum release. Meanwhile, Kathleen started to have thoughts of a different kind of release.
The upper body stretches were especially captivating. Madison would clasp her hands behind her back to pull on her chest muscles, causing her breasts to jut forward. Kathleen was convinced that milk would shoot out at some point, given the taut strain of her bulging breasts. Then there were the side poses requiring Madison to be on all fours. Those positions caused her tits to sway heavily downwards as she moved in different directions.
Lower body stretches followed. Madison spread her legs widely, as if doing the splits. Or she would stretch one side at a time. With each movement, Kathleen tried not to be obvious about her wandering eyes, inexplicably drawn to the sight of a youthful pussy. It seemed so pure and pink. If Katherine didn't know better, she'd swear that it glistened from something other than pool water.
Things took an awkward turn when two of the kitchen staff walked by, one man and one woman.
Kathleen blushed while holding Madison's limbs. "Doesn't it make you a little nervous to be so brazen about this? They can see us, you know."
Madison laughed. "They're used to it, Katy."
And so it was confirmed; Madison spent plenty of time romping nude in the backyard when her parents weren't home.
"That's enough stretching," Madison said, laying flat on her back. She had her knees bent and splayed to expose her hairless pussy to the sun. "My muscles are wiped out. Now, onto the breastfeeding!"
"Did you say... I'm sorry, did you mean to say..."
Madison grinned. "Oh no...no mistake. I said breastfeeding. As in, lips to nipple, sucking to drinking."
"Me?" Kathleen's voice was more of a squeak.
"Um, you're the only one here, silly. The kitchen staff is too busy preparing for the party I'm hosting tonight."
The thought of nursing on Madison's nipple seemed a bit repulsive. However, there was no denying the allure of her delicious looking nipples. And yesterday's smoothie ... well .... Kathleen had no complaints about the taste. In fact, Kathleen couldn't think of a time when she'd ever enjoyed a better tasting smoothie.
What was it about Madison's breast milk that made Kathleen even consider this crazy proposition?
"What if someone sees us?" Kathleen whispered, frantically.
"My family pays the staff a LOT of money, and they've signed non-disclosure agreements. Make sense?"
That did sound reasonable...
Kathleen nodded, staring fixedly at those big pink nipples. "So, you want me to... I can't even say it."
"Suck milk from my nipple," Madison smiled, resting her hands behind her head in a relaxed manner. "Go on, have a taste."
"Only because you want me to!" Kathleen protested a bit too much.
Madison wagged a finger up to stop the denial. "No, no, no. Admit it. It's pretty obvious you want to suck these tits. You've even been sneaking glances at my pussy. If you don't own up to it, our pool sessions are over."
Madison's request was serious, but said in a way that conveyed an understanding and acceptance of Kathleen's newfound urges. Not only did Madison seek to exert her sexual authority, she also wanted Kathleen to be honest with herself about her sexual desires. Kathleen decided to take a leap of faith.
"Ok, fine, I want to suck on your nipples," Kathleen said, being truthful and open.
"You've never been with a woman before, have you?"
"No."
"Has it been something you've desired?"
"It's complicated."
"Do you masturbate thinking of women?" Madison asked.
"Sometimes."
Madison sharpened her gaze. "Did you masturbate last night thinking of me?"
"That's a very personal question."
"I want to know you better, in a personal way."
"Yes, I did."
Madison used her finger to beckon Kathleen closer. "Suck my nipples. Start with the left tit. It's my favorite place to start because it lies over my heart. Then you can finish on the right side."
This whole scenario seemed totally crazy and Kathleen knew she was out of her mind. Yet, she did exactly as instructed. Bending forward across the tan lined chest, she laid both hands gently around the underside, cupping it from below. She stared at it with reverence, as if it was a prized possession. She looked up to meet Madison's eyes when she stuck her tongue out and licked the tempting treat. Then she enveloped the plump nipple into her mouth.
"Mmm," Madison purred. "Virgin mouth. My favorite."
Feeling more confident, Kathleen then drew the nipple and areola deeper into her oral cavity. She used her hands to squeeze the firm tit as she sucked harder. That's when a gush of warm milk shot to the back of her throat, coating her tongue in the process.
It was like a sweet, creamy geyser. Kathleen then had an epiphany as she realized Madison's breast milk had made the fruit smoothie so unbelievably delicious. It literally was the secret ingredient. By capitalizing on this knowledge, a local smoothie stand could be transformed into a worldwide conglomerate. This ingredient could make Madison into a billionaire many times over. The promotion would be very easy. The company would only need to advertise by using a picture of Madison's glorious tits. Yelp reviews would be off the chart with 5 star reviews from horny men and women alike.
One step at a time though...
Kathleen struggled to maintain her composure; a job still needed to be done. She realized that she was emptying the tit in record time. Soon she needed to catch her breath. So she sat upright for a moment and wiped the white fluids from her mouth with the back of her hand.
"Hungry?" Madison teased.
"I didn't realize that I was."
"I've come to learn that my milk is the opposite of an appetite suppressor. It's an appetite stimulant, actually."
"I'll be okay with a few extra pounds."
Madison winked. "What a coincidence. My boobs make a never ending supply of this delicious drink."
It was back to work, but this time on the other breast, as Madison had instructed. The right tit was at full capacity, so Kathleen was starting from scratch. She utilized the same process. Latched lips. Tight suction. Suck. Squeeze. And just like that, Kathleen began her work of draining milk from a full breast. It made her feel better to know that it alleviated the tension in Madison's distended bosom.
Madison ran her fingers through Kathleen's hair as her nipple was sucked vigorously. It was a gentle, loving sensation and Kathleen looked up to see that Madison was entranced by the sight of a grown woman clamped on her nipple.
"I think it's time to start the last part of the program," Madison said seductively, looking up at the blue sky as her nipple was being relieved. "And that is... the almighty orgasm. No woman can start her day without a good cum. That's your job now."
Madison bent and kissed the top of Kathleen's head after she gave her final decree.
Kathleen couldn't bring herself to spit out the nipple; it was still shooting luscious cream into her mouth. Instead, she looked up at Madison, with her lips still nursing on that big tit.
Madison laughed. "You look incredibly sexy right now. Yes, you're going to make me cum. It's easy. All you have to do is reach below. Touch me. Play with my pussy the same way you play with yourself. I'm curious about your technique, since you're older. Teach me."
It didn't take long for Kathleen to make her decision. In truth, she had been expecting this since Madison had shed her clothes to do yoga. Yes, she was attracted to Madison, and not just physically. Her free and easy approach to intimate acts called to Kathleen on a very deep level. By this time, Kathleen's own pussy was dripping and she was more than happy to touch Madison's.
All women have their individual technique; Kathleen certainly had hers. So as she sucked the nipple, milk flooding her mouth, she reached below with a tremulous hand and touched Madison's spread pussy lips. For the first time she touched another woman's cunt. It felt much like her own; the labia were soft and tender. Inside, the channel was so wet Kathleen knew Madison was as horny as she.
Kathleen felt lucky to be doing double duty. Now she was able to give Madison pleasure down below. At first, Kathleen fumbled her way along Madison's treasure. As Kathleen's fingers caressed the pulsating clit, she felt Madison squirm and moan. Servicing this beautiful young socialite made Kathleen feel sexier than she had in years. Her confidence began to build.
After getting comfortable touching the pussy, Kathleen finally revealed her masturbation technique. Her release always came by rubbing her clitoris in a circular motion. So she performed that same maneuver on Madison's sex, rubbing slowly around the clitoris in a clockwise fashion.
"Ohhhh," Madison exhaled. "You're so good at that. I can see why you look so happy all the time. With skills like that, I bet you cum regularly."
The comment nearly made Kathleen choke. To discuss masturbation with a client was very unprofessional. The fact that she was doing it while sucking on a lactating breast was outrageous. And the idea that she also happened to have her hand on Madison's spread pussy was positively insane.
Madison patted Kathleen on the back. "My right tit is about done. Thank you, Katy."
While Kathleen's hand continued to caress Madison's pussy in a loving way, she unlatched her mouth from the nipple and licked the excess milk from her lips.
However, Kathleen couldn't peel her fingers away from the precious pussy as she sat upright.
"That was certainly a unique experience," the maid said, while she continued to grind Madison's clit. "I've never done anything like that before. And yes, before you ask, I'll admit I enjoyed it."
It almost hurt Kathleen to pull her fingers away from the very moist pussy, but she finally managed. When her fingers were free, she rubbed them together and felt the vaginal fluids all across the tips of her fingers. She very much wanted to bring them to her lips, but felt it would be unseemly.
Madison looked puzzled. "I didn't tell you to stop playing with my pussy, did I?"
"You want me to continue?" Kathleen was astounded.
"Yes, but not with your fingers. You've already tasted milk from my tits. Now I want you to taste the juice from my pussy. You know, to get the full flavor package. The Maddy Experience, as I like to call it."
Kathleen gasped, then glanced around. "Is that really a good idea?"
"Are you nervous about being seen by the staff? Or tasting pussy?"
"Both," Kathleen replied.
Madison giggled. "As I've mentioned, the staff won't say a word. And, you've already tasted both of my boobs, and touched my pussy. Might as well go for the gold, Katy."
After taking a deep breath, Kathleen attempted to move between Madison's legs.
Madison stopped the maid. "Not in that position. Keep your knees up by my boobs. Just bend over to eat my pussy. There's a good reason for it, trust me."
A loud gulp escaped Kathleen's mouth as she shifted her body so that her knees remained by Madison's chest, but her body was now parallel to the young temptress. Bending over on all fours, Kathleen faced the pink young pussy. It glistened brightly from arousal. Madison's legs were spread so her pussy hole was slightly gaping; it looked fresh, pink and tight. The clit, which was prominent, appeared to pulsate and it mesmerized Kathleen.
As if approaching an everyday duty, Kathleen approached the cunt with conviction. Of course, this was a far cry from her usual tasks, but she would not dare complain about cunnilingus. After all, a job was a job. And at this moment she was charged with making the girl cum.
So she bent down and gave the pussy a big kiss, which made Madison moan. The more Kathleen kissed that succulent pussy, the louder Madison's moans became. When Kathleen licked her tongue along the sweet flesh of the young woman's intimate entrance, she had her first taste of pussy juice. Joyously, she noted that Madison's body twitched from the oral stimulation.
The taste of a woman's cunt was not something she'd soon forget. At that moment, she knew she'd be hooked for life. Did it reach the level of breast milk nirvana? She wondered as she licked with passion. It was a very tough call. As far as Kathleen was concerned, breast milk and pussy juice were the opposite ends of the same heavenly spectrum.
"Are you sure you're new at this?" Madison questioned, while panting. "You must be a natural. And don't worry, I always return the favor."
As Kathleen kept on licking the pussy, her eyes widened as she felt Madison hands on the back of her thighs. They snaked up, slowly and softly, under her skirt. Kathleen's body felt a jolt as Madison yanked her panties to the side to expose a sopping wet cunt.
"Well, well, well, you have such a beautiful pussy," Madison said. "Hmmm... you're soaking wet, just like me. Don't worry Katy, I know what to do."
Kathleen felt her entire body tense as Madison abruptly shoved two fingers inside her pussy. While her legs buckled from the thrill of being ravished by the young woman, it was hard to concentrate on Madison's pleasure. Then Madison used her other hand, to stimulate Kathleen's clitoris. Instead of a circular motion, she applied several fingers over the clit and moved them up and down, dragging the sensitive nub with them.
It was the perfect storm for Kathleen's delicate senses. She wasn't used to such hedonism. In her world, sex was formal, rigid and occurred in darkened bedrooms. It was not something to be enjoyed in a backyard pool area where, in the light of day, they could be observed by others. Most certainly, Kathleen should not be indulging with a lactating 19 year old who was about half her age.
Yet, Kathleen had her mouth full of pussy juice (layered on the lingering taste of breast milk) while fingers were stuffed inside her own well-moistened cunt. The combination felt incredibly natural. Kathleen wished with all her heart that she could bathe in Madison's fluids more often.
Who was going to cum first in this epic sexual escapade? Kathleen worked her tongue and mouth across Madison's pussy. Judging by the intensity of Madison's body tremors, she was performing well. Kathleen soon noticed that Madison's thighs were tense and her toes curled. If Madison was anything like Kathleen, that meant she was getting close to her climax.
On the other hand, Madison kept plunging her fingers deep, in and out of Kathleen's pussy. In her quest to find Kathleen's g-spot, she was relentless. Aromatic fluids seeped out of the pussy as Kathleen was pushed higher towards her own orgasm.
"Don't by shy," Madison said. "Go ahead. Make a mess. It's my turn to taste your juices."
Having been given permission, Kathleen allowed herself to completely submit to Madison's manual skill. Her g-spot finally triggered a mighty orgasmic explosion deep inside the rarely used pussy. As Kathleen's body tremors began, Madison lurched up and buried her face in the maid's pussy, even while her fingers continued their earth-shattering work.
"Oh goodness..." Kathleen moaned with shivering lips.
Kathleen saw nothing but sparks as she experienced her first climax at the hands (and mouth) of another woman. It caused her to clamp down on Madison's clit involuntarily as she tried to keep from crying out. As a result, Madison was pushed over her own edge and screamed into Kathleen's cunt.
Finally, Madison released Kathleen, who immediately rushed to rearrange her panties, which were thoroughly stained with her orgasmic goodness. Then she made sure her skirt was neat. It was back to the proper 1950's mannerisms that were expected from her as she got back to her feet.
By stark contrast, Madison was content in remaining naked, without a care in the world or a burden on her mind.
"My family will be back in a few days," Madison stated with ease. "Until then, I expect your full effort towards my routine."
"Of course," Kathleen said with formality, still feeling mortified. "And I apologize if things got carried away with your breast milk, Ms. Miller."
She smiled, "Call me Maddy."
While Madison remained naked with wet nipples, she stood up to give Kathleen a soft 'thank you' kiss on the lips. It was the kind of puckered tongue kiss which suggested that this relationship was on the right track.
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