Stories of Male Masturbation Under Female Guidance

Letter to Ann Landers

by Anonymous

A breast milk fantasy
Dear Ann Landers:
I'm an accountant, and I work mostly from my home which limits the
women I have a chance to meet, but I was at a party a few weeks ago
and met a wonderful lady named Kris. She's bright and witty and very
attractive. But I'm wondering if I am being treated unfairly by here.
Here's my story.
Up until a couple weeks ago we had been going out a bit, and we necked
a little bit, but she would never let me touch her breasts. I should point
out that she has very large breasts for a woman her size.
Every time I would move to touch her breasts, she would remove my
hand and tell me "no". She was still fun to be with, so I kept going out
with her. One night, though, we were sitting on the couch drinking coffee
and talking at her place, and she asked me, "You always want to touch
my breasts, Jimmy. Why is that?".
I explained that I thought they were very attractive, and that I always
found breasts to be very erotic. She didn't say anything, just smiled at
me, and asked, "What do you like to do with breasts?"
I figured it was all or nothing time, so I decided to be very honest and
I told her, "I like to suck, I find that very arousing."
"What do you find pleasurable about that Jimmy?" She asked. "Do you
like to imagine that you're sucking the milk out?"
I really started to blush, and she laughed. "Go ahead, tell me, I'm
curious."
"Y-yes." I stammered. "I feel kind of awkward telling you this, but that's
always been a fantasy of mine, even though I've never tasted the milk,
I know I'd love it."
"Oh, let me refill your coffee cup, then we'll talk a little more." Kris
got up and called from the kitchen. "I hope you don't mind, but I find this
interesting." As she returned from the kitchen with the two coffee cups,
she smiled at me as I took a sip. "Do you realize the way a woman's
breasts produce milk?"
"Well, I know they produce milk after a baby is born." I explained. "I'm
afraid I don't know much more than that."
"There are other things that can trigger it, Jimmy," She told me. "But
once a woman is producing milk, it can be very painful if she is doesn't
get rid of the milk at the right time. Did you know that?"
I had to admit that I didn't know that. I sipped my coffee again and said,
"That sounds like `blue balls' where it can be painful for a man to be
aroused and then not climax."
"Exactly!" Replied Kris. "While it wouldn't be fair for a woman to
arouse a man and then not let him climax, it wouldn't be fair for a man
to get a woman to produce milk, and then not be able to help her empty
her breasts. Do you agree?"
"Of course," I agreed. "That would be only common sense." I must have
looked down at Kris's breasts again, the outline of her bra showing
through the white shirt she was wearing.
She looked down, then back up at me. "You really are fascinated by my
breasts, aren't you." She smiled. "What if I told you that I have milk in
them?"
It was a good thing I was just putting my coffee cup down on the coffee
table, because I would have dropped it for sure. I just looked at her as
she started to laugh. "That's why I wouldn't let you touch me there.
Even if my breasts are empty when we go out on a date, they fill up, and
by the time we're necking, they're just too painful to be fondled."
"Wow!" I replied, not quite sure of what to say. I know I stared at her
breasts again, because she started laughing. "I never knew. I'm sorry, I
hope you're not upset with me. I was only thinking about my own
pleasure."
"Oh, that's ok, because you didn't know." She told me, and then got
more serious. "But I did want to tell you, so that you would know, and
so you don't do it again."
I must have looked very disappointed, because she leaned over and put
her arm around me, and gave me a hug. "That doesn't mean we can't do
things together, it just means you shouldn't try to fondle me when I'm
full of milk."
I was silent for probably a good two minutes. She smiled again and said,
"I know what you're thinking. You want to know what it tastes like,
don't you?"
"Yes, I do, but I was trying to figure out how to ask." I replied,
blushing
a bit.
"You might already know." She grinned, and pointed to my coffee.
"Doesn't it taste a little sweeter than usual?"
"Y-you mean?" I stammered. "You mean that was your milk in the
coffee?"
"Yes. I wanted to see how you felt about it." Kris explained. "We have
a few decisions to make."
"Oh?" I exclaimed, regaining my composure.
Kris sat up, very businesslike, and started enumerating points on her
fingers. "One, we can continue dating like we are now, and you'll not be
able to touch my breasts." She must have sensed the disappointment on
my face, since she immediately went on to her second point. "Two, I can
let you start sucking my milk, but you'll have to promise to drop
everything and come to me if I need to nurse. Three, we can move in
together, and do all the other things that a man and woman would do."
"You mean you'd be willing to live with me?" I asked.
"Only if you're willing to nurse when I need to be nursed." Replied Kris.
"Sounds good to me!" I exclaimed. "When do we start?"
Kris smiled and started to unbutton her shirt.
She had me put my head in her lap, and opened what appeared to be a
nursing bra and lowered her nipple into my mouth. She warned me to be
very gentle as I sucked. Soon I was rewarded with her warm, sweet milk
squirting against my tongue.
She held my head and cradled it to her breast as I sucked and swallowed.
She even reached down and gently rubbed the erection that was straining
at my pants. "We'll have to do something about him later." She told me.
I could only grunt in the affirmative, since I didn't want to take my
mouth off her lovely nipple.
I'll leave out all the sex parts, Dear Ann, since I don't want to offend
you or your readers, but suffice to say it has been delightful. Our
"feeding times" have become fairly routine, with Kris feeding me first
thing in the morning, as I wake up with a nipple in my mouth. There's
usually a lunchtime feeding, when she comes in to my office, cups her
hands under her breasts, and says "nursey nursey time".
After work, there's always a feeding in bed, complete with extremely
powerful sex, and dinner afterward. At bedtime, we don't always have
sex, but I always fall asleep with her nipple in my mouth. Apparently
there's a middle of the night feeding too, but I often don't remember it.
Kris says I'm real good at just accepting her nipple and sucking while
I'm asleep.
This has been going on for several months now, with Kris producing at
least a quart or so a day.
However, I had a dental checkup the other day, and my dentist asked me
to come into his office after the checkup. I sat down and he told me,
"I've never seen anything like this. You're starting to get a few cavities
of the kind I only see in babies who have one or two teeth come in while
they're still nursing. Do you have any idea what might be causing this?"
I told him I was drinking more milk these days, but I didn't give him
any more details.
My question to you, Ann, is "Should I tell my dentist about Kris?"
Sincerely,
Jimmy

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