I was just settling into a nice routine at work when my secretary Ellen, who was 43 at the time, decided it was her last chance to have the second baby she had always wanted, but never had because of her busy career in law.
Then a few months in to her pregnancy, it happened. I found myself becoming sexually attracted to her for the first time in my life. Her transformation came gradually, with her wearing fewer clothes around the office to escape the summer heat. And as time went on, not only did her stomach grow, but so did her breasts and thighs. It eventually came to the point where she didn’t even bother wearing a bra anymore to hide her ever growing breasts.
I tried my best to fight these urges, and I thought it would end after she gave birth, but things only became worse for me. Being able to catch glimpses of her enlarged and swollen dark nipple as she breast fed drove me to the point of having to masturbate thinking about her. I felt ashamed the first time I did it, but every time I saw her bare breast or her hard nipples poking through her t shirt, I couldn’t resist not doing it again. Over time, I didn’t want to stop. She became my favorite thing to fantasize about. And soon, things would go even further…
Ellen and I sat in the office. It was another warm day so she made us lemonade while we rested.
“I’ve never thanked you for any of this…” she said, before taking a sip of her drink.
“Thank me for what?” I asked.
She looked like she had something important to say as she put her drink down. “You know what I mean, this, for helping me with my new arrival. You’ve been so understanding. More of your time should have been spent earning more fees instead of working around me. I feel selfish for that sometimes.”
“Don’t mention it. I really like being here with you. Besides, I’ve always wanted a son of my own, and I’m many years away from that.”
“Thank you. And I suppose it helps to look at these while you’re working,” she said with a smile as she motioned her hands around her heavy set breasts.
“Was I that obvious?”
“You were,” she replied while still smiling. “I’ve noticed you glancing at them here and there, taking little peeks whenever you saw me breast feeding. I suppose it’s normal for young men like you to be curious with older women and large boobs.”
“I’m sorry. It’s just that…you know…you were pregnant and things started to change. I was a little curious, that’s all.”
She suddenly raised an eyebrow, “Curious about what? Older women? Or lactating breasts?”
“Oh god, do you really need to drag this out? You caught me, and I admitted it, we don’t need to go any further than that,” I replied defiantly, in a joking manner.
Her smile quickly turned into a smirk, “There’s no need to be so defensive here. I was just trying to make sense of the fact that my boss was peeping on me.”
“You love putting me on the hot seat, don’t you?”
“Not typically. But in this case I do. Your ‘curiosity’ towards me has really made me wonder how this all came about. Now start talking mister,” she playfully said.
I sighed out loud, “It’s hard to explain, but after you started growing in certain areas and wore less around the office, it got my attention. I don’t know, I guess it just brought to life an old fantasy of mine. There, I said it. Now can we please talk about something else instead?”
“A fantasy huh?” she replied, almost licking her lips in the process. “And is it safe to assume you’ve handled this fantasy the way most young men do?”
I reluctantly admitted to masturbating while thinking about her, saying “…yes…this is so embarrassing, but I’ve always had a thing for pregnant women.”
“Now there’s something I never thought I’d find out about you. But I’ll tell you what, you’ve been so incredibly helpful these past few months, and since you’ll be leaving soon, I would be willing to show you my breasts every so often. And this stays strictly between you and me. No one else needs to know.”
I couldn’t believe what I had just heard. My secretary offered to give me what I had been trying to see for quite some time now- a clear view of her luscious milk filled breasts.
“Really? I mean, if you’re comfortable doing this…” I replied, trying my best to hide my excitement.
“At this point, why not? You’ve more than earned it. Besides, you’ve already had plenty of glimpses at my nipple, heck, I even used to feed you with it. And if it gets you going, then who am I to judge? My husband loves them as well. Let’s just think of this as my secret reward for you.”
“I’d really like that. And trust me, it’ll be our secret. The last thing I’d ever want is for anyone to find out about this. So how is this going to work anyway?”
“I don’t know, I haven’t put much thought into this,” she replied. “How about we just get started now and figure the rest out later? Sound good?”
Almost without warning, she sat up straight and pulled her t-shirt up to reveal her stomach and bra. Her once toned stomach still had some curves around it from the pregnancy, which I found to be very sexy. And the bra she wore wasn’t just any bra; it was a special bra for breast feeding where each cup could be unlatched. But she didn’t bother to unlatch to unlatch anything, she simply pulled her bra up to expose her chest to me.
Seeing both of her bare breasts in their entirety was mesmerizing. They hung straight down as soon as they were set free, resting on top of where her stomach was. Her breasts were long and sagging, and were shaped like perfectly round globes at the bottom end. Her brown areolas much have been around 3 inches wide. And her large brown nipples stood out for nearly half an inch, at least.
“Like what you’re seeing?” she asked.
“Oh god…I’ve never had a chance to see any of your full breasts like this before, and they’re more than perfect. I love the size of your nipples and the shape of your breasts. They’re amazing.”
“I suddenly don’t feel so bad for having you help me,” she said teasingly. “Since they’re out, you can go ahead and touch them if you’d like.”
I didn’t respond, but I accepted her invitation by scooting closer on the couch towards her and gently cupping each of her heavy breasts and lifting them up a little. They felt soft and heavy at the same time. Feeling the outer parts of her breasts along with seeing her large nipples so up close was peaking my arousal and making me hard.
“You can squeeze them harder if you want. I don’t mind,” she said.
“Thanks,” I replied. “Will any milk come out?”
She raised her eyebrow, “Do you want some to? My left breast hasn’t been ‘used’ yet today, so to speak, and it’s filled with fresh milk. If you’re interested in seeing what the lactation process looks like, feel free to give it a try. Just give my nipple a light pinch.”
I turned my attention towards her left breast and began caressing it fully, feeling its softness. I then ran my fingers through her smooth areola, before pinching her big nipple. I wanted to be gentle at first because I didn’t want to hurt her. But it soon became clear to me that as she was looking down at me fondling her chest, a part of her actually may have been enjoying this as much as I was. So I started squeezing harder. And my squeezing harder on her nipple was met with the immediate reaction of milk squirting out from its glands. It made a mess, spraying on both of our clothes and on the carpet, but neither of us cared at that point.
After a few more squirts with me milking, I quickly bent my head down and took her nipple inside my mouth without her permission. Her hand moving to rub against the back of my head gave me all the approval I needed to suck on her breast to taste her motherly milk some more, drinking it. She moaned softly but tried to hold it in. The harder I sucked the more she started to breathe and squirm where she sat.