Chapter 2

The bra was unclasped and Ms. Meyers placed it on the table. She smiled as she bared her chest. Ms. Meyers was a small boned woman and her pendulous breasts looked enormous on her tiny frame.

And those nipples looked engorged and ripe. The areolas stretched from the expanded state. The color was a light shade of pink, as Abbey expected them to be.

The sight affected Abbey; she began to have inappropriate yearnings towards her boss again. She licked her lips while getting a hold of her budding sensual desire. She wondered how much milk could be expressed from boobs that size.

“Your first time seeing lactating breasts?” Ms. Meyers asked.

“Please forgive me. I didn’t mean to gawk.”

“Look, I get it. I’m your boss and this is uncomfortable. And if I’m being honest, they do look titillating — pun intended.”

“Well, if we’re being honest, those nipples look epic.”

Ms. Meyers flashed a blushing smile. “Do they?”

“Yep. They stand out on your petite body, which is totally inappropriate for me to say. So I’ll save myself further embarrassment and stop.”

“I agree with your observation. I’ve always been told that my nipples are the best feature on my body. Now they’re needed for something besides pleasure. Time to start pumping. My breasts ache. After about three hours, they start to feel heavy.”

“Okay, have a seat and I’ll fix that.”

“Hang on a second,” the boss said. “I pride myself on being the most knowledgeable person in every meeting.”

Ms. Meyers went to her desk to grab a folder and her phone. It was an unusual sight, Abbey thought, to see the influential CEO prepare for a meeting while topless. But then again, that’s what made this boss special.

“I admire your diligence,” Abbey said.

“If you’re as dedicated as I am, then you’ll move up in the world. I’m ready now.”

Everything was pre-planned. Ms. Meyers sat and Abbey laid a towel across the boss’s lap to protect the office skirt. Then Abbey brought the breast pump closer to her boss. A small stool was next to Ms. Meyers’s chair and Abbey sat on it. She was now staring closely at perfectly formed, milk-filled breasts.

Ms. Meyers opened the folder and began to read a list of financial figures as if this was all so casual. Abbey did her best to be equally as professional.

The breast pump was latched onto the center of the nipple and she squeezed, causing the large pink nipple to extend and stretch. Abbey wondered if the initial pain described by Ms. Meyers had abated, but the boss kept reading as if nothing was out of the ordinary.

Abbey felt wetness between her legs as she stared at the nipple, which was pulled back and forth rhythmically. With each pull, the boss’s nipple squirted milk into a cup. It was all so intriguing. Arousing, even.

“How does your first pump experience feel?” Abbey asked.

The boss kept her attention on the documents. “It feels the way it looks. Like my nipple is being pulled by the suction of air. It’s not a big deal.”

What a career-driven woman, Abbey thought. The push and pull on the stretching nipple was hypnotizing and soon Abbey wondered how it would feel to actually suck on that tit.

“You’re staring,” Ms. Meyers said, glancing to the assistant while the papers were still in her hand.

Abbey blushed, hard. “Oh, isn’t that what I’m supposed to be doing?”

“Yes… but you have a certain look in your eyes.”

There was a moment of tension between them and Abbey had no idea if this was a joke or not. There was a slight smile on Ms. Meyers’s lips, which could have meant anything.

Suddenly, the boss’s phone rang.

“I need to take this call,” Ms. Meyers said. “Change the cup and do my other breast.”

Abbey pulled the latch away and wiped the engorged nipple clean with a small towel and pressed on it gently. Then she moved the stool to the other side and changed the container so she could work on the next breast.

“Uh huh,” Ms. Meyers said on the phone. “I’m studying the figures right now. Yes… everything looks good. We’re on the right track so far. Yes, it looks fine. Uh huh… Go for it.”

Abbey was much more proficient this time, attaching the suction cup to the center of the nipple, then working the pump.

When the boss got off the phone, it was her turn to stare at Abbey. She looked Abbey right in the eyes, not in a challenging way. Ms. Meyers seemed to be sizing her up. For what? Abbey had no clue.

“You seem to enjoy this,” Ms. Meyers said. “I’m good at reading people.”

Abbey tensed and kept pumping. “It’s my job to assist you in any way possible.”

“Yes, that’s true, but your eyes say it all. I’m never wrong. You’re curious.”

Ms. Meyers was expressionless. “I’m talking about the not-so-subtle way you’ve been gazing at my breasts for the past several minutes. So, Abbey, are you bi-curious?”

The question caused Abbey to freeze, with her hand still holding the breast pump in place.

“It’s a simple yes or no question.”

“It’s complicated,” Abbey sighed.

“So it’s a fantasy then?”

“Basically, but that’s common, isn’t it?”

“More common than people think.”

Their eyes locked; they both understood the implication.

“Is that why you’re single,” Abbey said. “And why you don’t like talking about your personal life?”

“I prefer women,” the boss answered. “Simple as that. My breasts are done for now.”

The emotional turmoil of the conversation threw Abbey off her game, causing her to pull the suction cup too fast The result was milk squirting from Ms. Meyers’s plump nipple, onto Abbey’s bra, stomach, and skirt.

“That’s exactly what I was trying to avoid,” Ms. Meyers sighed. “Your new outfit… ruined.”

“Oh, don’t worry. It’s not ruined at all. I can go to the bathroom and…”

“It’s the principle of the matter.”

Ms. Meyers took the dry side of the small towel and used it to pat the wet spots on Abbey’s clothes and body. Abbey mustered all of her inner strength and averted her eyes from the erotic foreplay.

“Thanks for cleaning me,” Abbey smiled.

“It’s only fair. By the way, we’ll be doing this again tomorrow.”

Abbey nodded. “Not a problem.”

“And another thing,” Ms. Meyers said, looking over the assistant’s outfit. “You dress nicely. I refuse to ruin any more of your clothes with my bodily fluids. So you’ll have to do without them next time.”

“Do I have to spell it out? Get naked. That’s how we’ll proceed for the foreseeable future. If you’re uncomfortable with that, I can ask another assistant to buy you a hazmat suit. Okay?”

Was that a joke? Abbey thought. Was any of that a joke? The boss stood up and reached for her bra, which she wrapped around her body along her waist. She clasped it in front of her.

“Well?” Ms. Meyers asked.

Thinking fast, Abbey knew that this was a test of her loyalty. Pleasing her boss was of the utmost importance. She admired this woman a great deal, both professionally and perhaps in another way as well.

“Yes, absolutely,” Abbey said with false confidence.

Ms. Meyers gave a satisfied look. “I’m impressed. I didn’t think you’d agree. Honestly, I’ll be more comfortable with both of us naked together.”

“You’ll be naked, too?”

“You saw what happened earlier. I produce a lot of milk and apparently I’m a squirter in more ways than one.”

Abbey resisted the urge to release a sexual moan at the thought of her boss’s pussy squirting. What a sight that would be.

Ms. Meyers’s phone beeped as she received a text. She looked at her phone and read the message.

“I need to make a quick phone call before the meeting,” the boss said. “Help me get dressed.”

Abbey moved closer and adjusted her boss’s bra while stealing a final glimpse of those heavenly nipples. A part of her was sad that she’d be restraining those mouthwatering tits. But at least she was able to console herself with the thought that she could let them out to play again tomorrow.

“Another thing,” the boss said before making the phone call. “I fucking hate that breast pump. Throw away the pump until we find a more suitable model.”

“Will do. Should I order a new pump?”

“No, I’ll ask for recommendations.”

“What about tomorrow?” Abbey asked.

“Are you okay with using your mouth?”

Abbey looked like a deer in headlights. Her legs crossed as her pussy clenched. When she realized the gratuitous expression on her own face, she snapped out of it and turned professional again.

“Of course,” Abbey said with a nervous smile.

“Perfect. You’re a gem. And remember. No teeth while sucking.”

Ms. Meyers made the phone call as Abbey put those tits away. She noticed the pink nipples still looked erect as if waiting for something warm and moist to envelop them, which could only mean one thing; Ms. Meyers was aroused.

The boss had a strong poker face, but breasts don’t lie.

Abbey dressed differently the next day. She wore an outfit that was less form-fitting and easier to remove.

Was she ready for this? She had no idea. She entered the boss’s office at exactly 9 am. Ms. Meyers was sitting behind the desk talking on the phone as usual, paying no attention to Abbey as she entered the room and closed the door.

The boss made an up-and-down gesture with her hand, while still on the phone. Abbey had no idea what that meant.

“Pardon?” Abbey mouthed quietly.

Ms. Meyers covered the phone and whispered, “Take it off,” before returning to the phone conversation. It was like nudity in the office was the most natural thing in the world.

“Are you sure?” Abbey whispered for clarification.

The boss looked annoyed and mouthed the word, “Yes.”

After a deep breath and a big gulp, Abbey proceeded to undress. As she removed her blazer and undid the buttons of her blouse, she remained hopeful the boss would turn to her and smile, telling her it was a prank.

When Abbey was down to her bra, she shifted gears and moved down below. Taking an inordinate amount of time, she undid her office skirt while she waited for a reprieve from her boss. Soon, Abbey was left in her bra, panties, stockings and shoes. It looked more sophisticated than slutty.

Finally, Ms. Meyers covered the phone and spoke decisively. “Everything. Shoes too.”

The boss returned to the phone conversation. “Yes, I’m reviewing the final draft of my speech right now… Uh huh… Correct. I’m scheduled to give another speech next week.”

The big moment arrived. Abbey accepted that this was not some type of bizarre joke. Ms. Meyers looked focused and was in no mood for games.

Abbey inhaled deeply; a final breath for confidence. She unclasped her bra to reveal a flat chest with perky, upturned breasts, and small brown nipples. Then with shaky fingers, she reached down to peel off her panties in slow motion. Her slender legs and cleanly shaven crotch were exposed. Slowly, she removed her shoes and stockings.

She had never felt so awkward in her life as she stood naked and barefoot in the CEO’s corporate office. To make it even more surreal, the boss seemed nonchalant about Abbey’s state of undress. Involuntarily, Abbey’s hands rested over her pussy and she stood still, like a mannequin.

“I’ll see you then,” Ms. Meyers said on the phone, as she leaned back and unbuttoned her top. “Jesus, that’s a horrible idea. No way. Look, we’ll talk about it later. I have something to do right now.”

The boss wrapped up the call while removing her blazer. She placed it on the desk and reached below to remove her heels. Ms. Meyers’s blouse was mostly undone and her bra was showing.

“Busy morning,” the boss sighed, putting the phone done. “Hope you weren’t getting bored standing over there naked.”

Abbey blushed. “Not at all.”

“You look cute,” the boss said, standing up and walking over to her. “Full of life, vibrant, and healthy. You’re a very pretty girl.”

Ms. Meyers put her blouse on a chair and stood in nothing but panties and a bra. She unhooked her bra and Abbey breathed deep as she saw the bosom set free. The breasts themselves looked ponderous while her stiff pink nipples appeared eager. Without delay, the boss removed her panties to reveal a neatly trimmed bush.

“You are so beautiful,” Abbey whispered as her eyes gazed upon the enticing naked vision that stood before her.

“Do you have a fantasy about older women? I’m getting that same vibe that I caught yesterday. Are you going to start drooling soon?”

Abbey’s toes curled. “Hmmm….”

“We’re both standing here stark naked. And you pumped my breasts yesterday. You can tell me anything.”

“Well, to be honest, I find confidence, intelligence and authority to be wildly sexy.”

Ms. Meyers gave a knowing smile. “We have the same taste. You’ve never been with a woman before, right?”

“I suppose this will be your first time, technically. You remember what I asked you to do, right?”

“I wouldn’t be good at my job if I had forgotten.”

“Are you squeamish to drink it?” Ms. Meyers asked. “I’d hate to waste nutritious milk.”

Abbey gulped. “No ma’am. I mean… Ms. Meyers.”

Ms. Meyers grabbed a folder off the table and sat down on the side of a long couch for this session.

“Start nursing,” the boss said assertively. “My breasts feel heavy. Remember. No teeth.”

Abbey experienced carnal confusion, even as the boss showed little emotion. She had absolutely no idea how to proceed with this salacious task. Should she kneel or what? Would it be best to start with the left breast, or right? Could she possibly resist touching Ms. Meyers’s ample breasts in an inappropriate way?

The boss reviewed the speech and mouthed the words, while Abbey sank to her knees and leaned towards the right breast.

“Not like that,” Ms. Meyers said. “Lay on the couch and face towards me, like I’m nursing you. Like I’m your mom. I’ll hold your head for support.”

Abbey felt a perverse delight as she got on the couch and knelt on the cushion. She positioned herself with her face just inches from Ms. Meyers’s breasts. While settling in, she touched the boss’s naked thighs and knew that moisture would form in her own pussy.

Her hair was stroked while the boss opened a folder to read.

Then it happened. Abbey sucked on a nipple that was presented to her mouth. She was rewarded when milk squirted after several sucks. Surprisingly, it tasted creamy and a bit sweet, which caused Abbey to roll the nipple around with her tongue and suck a bit harder.