Chapter 2

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.”

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.”

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.”

“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.”