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This work is copyrighted to the author © 2011.  Please
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Getting Her Off, Finally!
by Anonymous (address withheld)

***

After literally years of patiently trying and scheming, 
a man builds up trust with his married female co-worker 
so that she finally allows some sexual intimacy. (MF, 
oral, anal, voy, rom)

***

For many years, I have had a friend (initially a work 
colleague) whom I have fantasized about, jerked off 
about, shot gallons of semen over, etc. This is the 
story of how we finally and unexpectedly "got together", 
not quite in a manner I had ever fantasized about. For 
those into specific imagery, my friend (whom I will not 
name, in case any mutual friend reads this) is in her 
mid-forties, a hockey mom married with two teenaged kids 
and no sex life other than her vibrator.  She has an 
average figure (i.e. fuller than what used to be 
considered average), long brown hair with auburn 
highlights to hide the grey and a southern accent.

We were attending a 2-day company event in St Louis. 
Just my female friend, myself and three thousand 
colleagues. Our pre-arranged "evening activity" was the 
City Museum. Drinks (vodka, in our case) flowed freely 
and when she discovered the ten-story slide, there was 
no holding her back. I don't do heights, but she really 
begged me to go on it with her. She even offered to let 
me walk up the ten flights of spiral stairs right behind 
her, so I could focus on her butt the whole way up so as 
not to be scared on the climb! Alas, even that wasn't 
tempting enough for me, so she went by herself.

It was HOT and by the time she came down (I waited at 
the bottom and held her purse for her), she was covered 
in perspiration. Then her phone rang and she took a call 
from her son, sitting on a wall near the slide exit, as 
it was relatively quiet there. After about 20 minutes, 
she was off the phone and literally dripping with sweat. 
Minimal ventilation and it was mid July in St Louis. She 
wanted a drink and an ice cream and who was I to argue? 

On the stairs down, she asked me to tell her if her butt 
was covered in dirt from the slide or the wall! I 
couldn't believe my ears, but her movements confirmed 
what I thought I'd just heard, as she raised the bottom 
of the back of her shirt and bent over slightly, just in 
front of me, where nobody else could see! Her butt 
filled her jeans very nicely, but there was no 
discernable dirt mark on it, although it did cross my 
mind to brush off some invisible marks anyway. But I 
didn't. I guess I was still in a kind of disbelief at 
what she was doing!

We rejoined our larger group and drank a few more 
vodkas. She was definitely being friendlier (not just to 
me, but to several men!) than usual. I was a bit envious 
of some of the attention being given to her (that she 
was accepting, which is most unlike her), such as close 
hugging, kissing of her neck and ears, etc. I was 
curious as to what would happen when the place closed 
down at 10:30pm.

Then 10:30 rolled around after a few more drinks and she 
sidled up to me and suggested we go back to her hotel, 
as she wanted to tell me something and ask my opinion. 
So we sat together for the short bus ride back to the 
convention center, then I walked her across to her hotel 
and up to her suite. We sat down, she said she wished 
there was more to drink, but rather than go out to a bar 
with other people, she'd rather be in her room. Fine by 
me, since I was there with her!

She talked for a while about her manager, asked me a 
couple questions, but seemed to be dancing around 
something. She did say she wasn't normally so friendly 
toward other men and there was only one friend (as she 
looked directly at me) she felt comfortable being that 
friendly with.

My heart was racing as I stood up to leave. Part of me 
wanted to take this further and part of me was terrified 
as to where it might lead. She got up, too and met me by 
the door. She said there likely wasn't a dry bone in her 
body, as she'd been sweating so much earlier. I wasn't 
sure if that was a warning not to hug her, or what it 
was, really. So I leaned over a bit and kissed the right 
side of her neck. Boldness took over and I murmured in 
her ear "What does it take to arouse you?" I kissed her 
neck again, just below her ear this time. The taste on 
my lips was quite delicious and the overall sensation I 
was getting was getting ME quite aroused!

She reached up with her left hand and gently placed it 
on the lower back of my head, pulling me such that my 
lips met her right jaw line. She moved her head toward 
her right a split second (although it seemed like a 
lifetime to me!) later, causing our lips to come into 
contact. I had waited ten years for this moment, 
imagined a thousand different scenarios leading up to 
our first kiss. And now it was reality. Our noses rubbed 
together as she nibbled on my lower lip and I was 
briefly surprised at how hot her nose felt against mine. 
I sucked on her upper lip as we explored the outside of 
each other's mouths. Slow, lingering and very, very 
erotic.

I felt her tongue on my lips as she gently probed 
between them. I happily parted my lips more in response 
and sought her tongue with mine. Even her tongue was 
hotter and substantially more prehensile than mine. she 
probed, stroked, jabbed with hers, all around my gums, 
cheeks and lips, delving under my tongue with hers, then 
swirling it on top of mine, trapping it. No fast 
movements, but languid, directed ones. I could have kept 
that up forever!

I realized at some point during the kissing, my arms had 
moved to her sides and I was lightly caressing from the 
bottom of her ribcage down to her waist. Upon realizing 
this, I deliberately moved my hands up a little, toward 
her armpits, allowing my thumbs to run over the sides of 
her significantly-sized breasts. And no complaints from 
the lady, either, only the slightest of moans as I 
repeated firmer, swirling motions with my thumbs.

Not breaking the kiss, she moved her hands from my neck 
and grasped my hands in hers, bringing them between us 
and across to the top button of her shirt. "Undress me", 
she breathed. My luck was in - I could hardly believe my 
good fortune. I proceeded to fumble with all six buttons 
on her shirt, then opened it to discover a white t-shirt 
beneath it. We had to disengage briefly while she 
shrugged off the peach, floral shirt and I helped her 
ease the t-shirt over her head.

I took a partial step back - her neck, shoulders, 
collarbone and upper arms were BEAUTIFUL. They far 
exceeded even my most arousing fantasies of how she 
might look, naked. Her skin had a very slight tint of 
yellow or olive, with a fair smattering of freckles on 
her shoulders and chest.  Her upper arms were 
substantial, but not overly-large. Very nicely-shaped 
with a hint of the muscle beneath a soft layer of fatty 
flesh. Gorgeous, quite gorgeous.  Her shoulders were 
literally perfect, the smooth lines marred only by the 
straps of the beige bra she still wore. 

Pulling her closer and reaching behind her, I endeavored 
to remove that barrier from her beauty. I was pretty 
clumsy and it took me a good ten seconds to unclasp it 
from behind her back. Even then, it showed no signs of 
falling off. I slid my hands up to the shoulder straps 
and pulled them to the sides. They didn't move easily 
and took a surprising amount of effort on my part. Once 
they started sliding down her upper arms, all was lost. 
I moved back slightly and the cups fell forward from her 
sizeable breasts. She shrugged her shoulders a little to 
help and the bra fell to the floor between our feet.

He breasts did sag - no two ways about it. But they were 
very, very full-formed. The sag was entirely due to 
their weight. No stretch-marks, no floppiness. Again, a 
light smattering of freckles, more on her right than on 
her left. Her aureole were large and light-colored, her 
nipples almost flat. I ran my hands over her spectacular 
chest and let the palms and heels of my hands drag 
across her nipples in an upward motion. 

A little firmness started to form in the middle, so I 
repeated the movements several times, each time a little 
more forcefully, until her nipples jutted out proudly, 
maybe no more than half an inch long, but substantially 
wider. I grasped each nipple between the appropriate 
forefinger and thumb, using that as a method to lightly 
heft each breast, as if assessing their weights. This 
caused her nipples to lengthen somewhat, accompanied by 
a "careful..." from her.

I bent a little to kiss her right shoulder, planning to 
work my way down to her nipple. I kissed her shoulder, 
her collarbone, her upper chest, the rise of the top of 
her right breast. I felt her hand on the back of my head 
again, pulling me UPWARD. That wasn't where I was trying 
to go!  She pulled my right ear to her lips and 
whispered, "Take my jeans off, please."

Well - if ever there was an invitation I shouldn't 
refuse! I let me hands wander toward her belly, where I 
expected to find either a button or a snap at the top of 
her jeans. I was a little surprised to find so much 
flesh around her belly, but to be honest, I found that 
kind of sexy. She had hid it so well from everybody 
except her husband and her doctors and now I was privy 
to touching it too. Very intimate! 

I hooked my forefingers into the top of her jeans as we 
nuzzled necks and popped the button open. The zipper was 
easy after that! Even though there were no fasteners 
holding them up, her jeans refused to fall. 

I put my hands to her sides and tried to tug them down 
over her hips. Not much movement. I disengaged from her 
neck and slid to me knees, where I could pull from a 
lower position. "Wait!" she said. "I think you'll enjoy 
this more". Slightly baffled, I leaned back to see what 
she meant. She turned partway around and leant over the 
counter, placing her hands on the edge of the surface 
and sticking her bottom out slightly.  Her belly hung 
lower in this position, but didn't detract from the 
extreme lust I was now encountering.

I knelt directly behind her and tugged at the waistband 
of her jeans. She helped a little by shimmying her hips 
and butt at the same time. And down they came. Her hips 
had a little extra flesh on them too, but I sure wasn't 
complaining. Really nice thighs and her lower legs were 
a little on the scrawny side. Oh, and purple panties, 
fairly full-bottomed. She kicked off her jeans from 
around her feet, sending them against the counter. I 
didn't know where to begin!

I slid the palms of my hands onto her knees, then 
brought them around to the sides of her thighs as I 
explored her upper legs. My fingertips slid inside the 
sides of her panties and I moved my hands around to her 
butt cheeks, but still inside her underwear. Full, nice 
and full. Just the perfect amount of wobble to them, 
like I had always imagined. I squeezed lightly, getting 
just the perfect degree of resistance from her fleshy, 
muscular globes. I was in absolute heaven! 

So many years of imagining and fantasizing had come to 
fruition in a way I had NOT foreseen! I pressed my nose 
into the back of her panties, breathing deeply. I held 
onto her hips and rubbed my temples against her cheeks. 
This was exquisite. I breathed deeply of her most 
intimate aromas, heedless of what is usually termed "a 
sweaty butt crack". I only knew that I adored it and I 
was on the kind of high I could never have imagined.

"Is that all you intend to do?" My reverie was broken by 
the question from above. "Don't you want to take them 
off?"

"Oh, please..." I replied, as I hooked my fingers over 
the sides of the waistband and peeled them down over her 
butt-cheeks. she moved her feet slightly closer together 
to kick the panties off, toward the other side of the 
floor, then reset her feet about eighteen inches apart, 
still bent over slightly at the counter. 

I raised my hands and supported one globe in each hand, 
thumbs toward her crack. I raised them slightly and 
pulled apart just enough to see the target of years of 
lustful dreams - her very intimate butt-hole. It was 
nothing like I had expected. There was quite a large 
area of brown flesh around a tiny, crinkly dot. For some 
reason, I had been expecting a little pink hole with a 
surrounding ridge of circular muscle. I have no idea why 
I had been thinking that - that was just the way her 
butt-hole coalesced in my fantasies.

I moved my face closer and licked the inside of her 
butt-crack, just above her hole. she shuddered and 
tensed slightly. I responded by pulling her cheeks a 
little further apart and dragging my tongue across the 
brown flesh and over her tiny little hole. 

Feeling no resistance (but admittedly no encouragement, 
either), I set to probing the surrounding area with my 
eager tongue. I licked upward, I licked downward (not as 
easy as it sounds!), from side-to-side and in little 
circles. Occasionally, I would probe directly into her 
little hole but it was oh so tight, I was never able to 
gain any hint of entry. The overall flavors were salty 
(from the sweat, I assume) with a little hint of 
bitterness and a tiny edge of sweetness. Kind of hard to 
describe, but a taste that will stay with me until the 
end of my days.

I really have no idea how long she let me continue this 
for - time had been standing still for me since our 
kiss. It could have been anywhere from five minutes to 
half an hour. There had been virtually no sounds from 
her the entire time. No moans of pleasure, no groans of 
encouragement, nothing. Then she said, "Can we move to 
the bed, please? My legs are killing me."

well, naturally I had no objection, as she straightened 
up and walked through to the bedroom part of the suite. 
She was an absolute delight to walk behind, too! I loved 
the way both her breasts and her cheeks wobbled and 
jiggled in front of me. She pulled down the covers and 
lay on her back on the bed. "Eat me, please?" she asked 
as I stood there, unsure what to do next.

That certainly clarified my next action! I pulled my 
shirt over my head, kicked off my sneakers and removed 
my jeans all within about 5 seconds. I raised her right 
leg a bit as I maneuvered my way between her thighs. 
Although she hadn't turned on any of the bedroom lights, 
I could see she had quite a bush. Not my favorite 
situation for pussy-eating, but a likely indication she 
hadn't fooled around outside her marriage before. I 
nuzzled her bush as my lips sought out her labia. Wow! 
The aroma coming from her pussy was really, really 
strong. My tongue parted her nether lips and I almost 
recoiled from the oily heat. 

She was on fire! And oh so wet. I brought up my left 
hand and used my fingers to part her a little more. 
Three fingers slid easily into her vagina, causing her 
to moan with passionate encouragement. My tongue sought 
her clit, easily finding the engorged nub. I licked 
upward across it, repeating the motion again and again. 
She was so ready! A constant almost-crooning came from 
her throat, interspersed with throaty moans.  She was an 
absolute delight both to eat and to listen to!

At this point, I was torn. Part of me wanted to enter 
her fully, to penetrate her deeply with my cock, giving 
her the solidity to squeeze against as she came. Another 
part of me wanted to take her over the edge by fingering 
her anus - new ground for her and an experience I wasn't 
sure she'd ever have another chance to try out.

As it was, things kind of decided for themselves. As I 
was withdrawing my fingers from her dripping vagina, I 
briefly increased the pressure toward the bed. She 
moaned louder and thrust her hips up against me. Seems 
like she may go for the anal fingering! And it did seem 
a pity to waste all that love juice which coated my 
fingers and part of my hand. So I withdrew my ring 
finger, leaving the other two fingers still in her 
sopping vagina. I dragged the fingertip down, over her 
perineum. She started jerking slightly, moaning, "No... 
No..." I knew her "no" really meant "yes, please!" in 
this case. 

She squirmed her hips a little, but with my forefinger 
and middle finger embedded in her vagina, my ring finger 
maintained its relative position on its path toward her 
tight, virgin rear hole. I brushed my fingertip over her 
anus and the flesh around it convulsed slightly. I 
applied a gentle yet firm pressure in a circular motion 
around her hole (not the easiest thing to do when you're 
concerned any motion of the other two fingers inside her 
vagina might bring her off at any moment!).

Then I sought the center at the same time as I resumed 
licking her clit with renewed vigor.  There was 
substantial resistance at first, then she bore down on 
my fingertip as she neared orgasm. With an inaudible 
'pop', my fingertip was in. She bucked and writhed and 
pushed herself down onto my finger as she hit her 
plateau. Her thighs clenched, she pulled my forehead 
onto her pubic bone, mashing my nose in the process and 
she let out the loudest, most erotic sequence of "Ooh-
I'm-cumming!" moans I could ever have imagined. 

Her anus jerked open and closed around my finger, now 
embedded as far as it possibly could be into her rectum. 
Her vaginal muscles clenched my other two fingers so 
incredibly tightly together. She pushed my head off her 
pubic area in order to remove my still-lapping tongue 
from her over-stimulated clit. She couldn't speak, which 
was kind of funny (and a first, for her!). She lay 
there, twitching, with two of my fingers locked into her 
vagina and one in her butt. She tried to speak a couple 
times as she shuddered, gasping. Nonsense came out of 
her, so she stopped and lay still, recovering.

I gave her a good five minutes like that before asking, 
with what was probably the biggest grin imaginable on my 
face (thank goodness for a darkened room) if I could 
please have my fingers back. I was able to exit her 
vagina relatively easily, but she had help push my 
ringer finger out of her too-tight rear passage. That 
part did seem a little uncomfortable for her and was 
accompanied by a grunt and an "ouch".

Another few minutes passed as I lay between her thighs, 
then she stirred and suggested I leave now. So I 
gathered my clothes (I never did take off my socks or 
underwear), dressed and returned to my own hotel, across 
the street.

I was seriously not sure how we would react to each 
other next day, or in the future in general.  We had 
been colleagues for about 12 years, friends for the last 
10 and really close friends for about the last five. And 
now this.

As I suspected, our initial conversations next day were 
a little "stilted", but we had seats together on the 
flight home, so we'd better warm up to each other at 
some point! We did a pretty good job of avoiding being 
alone together up until we were in the airport bar 
waiting for our flight. I took the lead and told her, 
quietly, I thought she had the most fabulous, sexy body 
(especially bottom) of anybody I'd ever met and what 
happened in St Louis, stayed in St Louis, but I would be 
eternally grateful for the intimacy we had shared last 
night.

She blushed, looked around us in case there was anyone 
she knew, said thank you for everything last night and 
apologized for not getting me off. "Maybe some other 
trip?" and she winked.

END

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world 
contract HIV every year. You only have one body per 
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 70