Darcy’s
activities in the business community comes with responsibilities.
In order to make the connections with the right people to keep her
business thriving, she attends many affairs, be they after hours
events run by the Chamber of Commerce, or the benefit auction for
this or the other charity or the grand opening of some business.
I go along as her “eye candy.” For the most part,
I consider myself an average-looking guy, but every now and then
I do see myself differently in the mirror. I do have a certain
masculinity that I guess women would find attractive. At least
the body is in shape. This isn’t an issue of vanity; it’s
an issue of health. There are too many bad molecules promoting
diabetes or heart disease swimming in my gene pool.
So here I am in tuxedo – we go to so many of these affairs
I actually OWN one – escorting Darcy to an auction for the
local mental health association. Normally we would not be invited
to such an affair, but Darcy “volunteered” us to help
out with some of the setup. She put my computer skills to use
by having me develop a program to record the bids and print the
invoices for the silent auction. So we were more in the status
of “hired help” than invitees.
However, nobody else knew that and Darcy always has a way to
play her hand to the fullest. I like to watch her in action in
a room of people. She’s like a cheetah or other predatory
big cat stalking her prey and planning the best moment and approach
for the attack. Few escape her clutches.
In this instance, the prey was Ms. Pomeroy. Ms. Pomeroy was a
50-ish woman who made it a habit of marrying rich, and divorcing
even richer. Her current husband, twenty years her junior, is
an investment genius. He saw the crash coming and pulled all their
assets out of the market taking a short-term loss at 13,000 and
buying back in at 7,800. He took the millions they already had
and added millions more. He’s the brains behind the company,
but Ms. Pomeroy ran it, and as I later discovered, him.
Darcy walked over to her, and before I returned with her drink,
was already engaged in animated conversation with her. I was politely
introduced, but other than taking the woman’s hand and saying,
“Nice to meet you,” was excluded from the conversation.
They exchanged cards, and left with Ms. Pomeroy saying, “Give
me a call early next week. I’d like to discuss some of those
ideas with you.” I figured Darcy just scored big again.
The rest of the evening was spent wandering around and making
small talk with some of the other patrons. We had a bidding card,
but didn’t use it. Most of the bidding started well above
our bank accounts.
On Monday, I get a call from Darcy at work. “What are your
plans for the weekend?” she asked.
“Whatever you want them to be,” I replied in typical
devoted fashion.
“Good, we’ve been invited to a pool party at the
Pomeroy’s. I’ll fill you in on the details at dinner.”
Details? What details? It’s a pool party. I put on a bathing
suit and show up and try to be as charming as Darcy needs me to
be.
The conversation at dinner proved otherwise. Darcy explained
it to me. “This will be no ordinary pool party. Remember
me telling you that there’s this little clique in the WBC
that shares the same interest in how women should relate with
men?”
The warning flags went up.
“Well, I just recruited Sherri into it. It’s a major
coup for my reputation with the rest of the girls.”
She’s now on a first named basis with the richest woman
in town. “Sherri?” I said.
“Well, she’ll still be Ms. Pomeroy to you,”
Darcy replied.
“Sherri suggested a get together at her house. There will
be several women there from our little coven along with their
men. These men, like you will provide the cocktail service. Like
you, they will do it in the nude, so don’t forget to bring
your suntan lotion. We wouldn’t want certain parts of that
great body to get burned, would we?”
She looked at my face and laughed. “Don’t worry,
you won’t scandalize anyone. All the women there know the
story as do their men although I think this will be the first
time we’ve ever had a joint function. Anyway, Sherri has
staff and they will do most of the preparation. All you’ll
need to do is schlep drinks and refreshments and pick up after
the ladies.”
Well, at least I was grateful for the warning. I could have found
out only when Darcy told me to drop my trunks.
I suppose that the upcoming event was enough to keep Darcy occupied.
I received no checks to cash that entire week, although I was
constantly looking over my shoulder.
The day arrived and I picked up Darcy at her apartment. I decided
to bring along some trunks, just in case. She answered the door
in her bikini, and I nearly ignited my underwear as my penis erected
so fast it gave me a cloth burn. She was definitely going to cause
a lot of erections at the party.
Fortunately for our safe arrival (since I was driving) she threw
a sundress over it and finished the outfit with a large floppy
hat, sunglasses and sandals. Even then, she was stunning. I’ve
seen professional models in her fashion magazines look worse.
She pointed to the small suitcase that was masquerading as her
bag and said, “Be a dear and get that.”
She gave me directions to Sherri’s – I mean Ms. Pomeroy’s
house. We arrived at the gate and pressed the buzzer. A slightly
British sounding voice answered, “May I help you?”
“Darcy Prescott to see Ms. Pomeroy.”
There was a slight moment of silence while the detached voice
was no doubt checking the guest register. “Very well,”
it finally responded, “You’re expected. Please proceed.”
At this, the gate swung back and I drove down the driveway. It
was a journey in itself. The driveway must have been at least
a quarter mile long. The first half was through a wooded area
and it curved gently. This made it impossible to see the house
from the road. The second half crossed a neatly manicured lawn
interspersed with beds of colorful flowers.
House was the wrong word for the structure. Even mansion isn’t
adequate. Villa would probably be more correct. The main building
was a huge structure with a circular drive. We proceeded up that
where I dropped the car off with the valet.
Once we got inside, we were met by an older woman who seemed
to be in charge of the staff. “Darcy Prescott,” Darcy
announced.
“Oh yes, Ms. Pomeroy is expecting you. She mentioned you
were coming and was delighted at the prospect of seeing you and
your escort again. Won’t you come this way?”
Darcy was ushered forward. I was told, “Go with Henry.
He’ll show you what to do.”
As I left through a side door with Henry, I looked back through
the opening main doors into what appeared to be a large reception
room. It was filled with about a dozen women. Dressed waiters
circulated among them.
I was taken down a flight of stairs and out the side of the house.
I could see a hidden alcove in the trees where the other buildings
of the establishment lay. There was another house (servants’
quarters I presume), the garage with its multiple doors, a shed,
a lean-to with a tractor and a stable with several horses. I was
led to the house.
I was ushered into a room where there were several other men
already there in various states of undress. Henry departed with
the words, ‘Miss Cynthia will tell you what to do.”
Miss Cynthia might have been in her mid-20’s but looked
like a teenager. However, she was in charge of a small army of
naked men that ranged up to at least twice her age. I noticed
that most of the men were hairless down there (as opposed to neatly
trimmed as Darcy prefers I keep myself) and that two of them were
wearing a chastity device. One of them had a tattoo on his buttocks
proclaiming that he was a bitch to his mistress. Yet another was
pierced through the head of his penis. Until I could get used
to seeing it, the thought kept my erection at bay.
All she said was, “Get undressed and I’ll help you
with your uniform.”
For a moment I was kind of hoping that I would be dressed after
all. It was true, I was dressed but quite minimally: I had a white
wheel cap with a black leather brim, a stand-alone white collar
with a black bow tie, stand-alone white starched cuffs with cuff
links, a black cummerbund and white Keds slip-on sneakers. It
was sort of like a steward’s outfit without the actual shirt
and without pants.
It actually mirrored the uniform Miss Cynthia was wearing except
she had a full blouse and white skirt.
Miss Cynthia explained our duties, “You will stay here
until madam dismisses the caterers and then you will take over.
I will be in charge of your assignments. The food and drink is
in the auxiliary kitchen and each of you will be assigned a certain
area of the pool as your station. Some of you will be primarily
on waitstaff duty, while others will be on cleanup, however each
of you will immediately obey any request from any of the women
no matter where you are, or what your primary assigned duty is.”
“You will keep your eyes lowered at all times and never
look a woman in the face. You will be polite at all times and
not speak unless spoken to. Address all women as ma’am.
Do I have any questions?”
There were none. I was surprised at how confident Cynthia was
with her instructions. Had she done this before, I wondered?
We all sat in silence for a while and then the phone rang. Cynthia
said hello and then added, “Very good, ma’am. Yes,
the boys are ready. I’ll bring them right over.”
Turning to us, she grinned, “Show time, boys. And some
of you have a lot more to show than others. Follow me.”
Cynthia led us along a path and into yet another side entrance
leading to a kitchen with a large working area. The counters were
full of trays and the trays were full of refreshments. I was assigned
to one bearing small sandwiches; the other men were detailed to
carry trays with other goodies.
“You know what to do,” Cynthia said, giving us our
final instructions, “Just walk up to the ladies. Offer your
tray for a couple of seconds and say nothing unless spoken to.
She swung open a door that lead to a large glass-arched room.
It sort of resembled an aircraft hangar and could probably hold
at least a small aircraft other than it was made of glass instead
of metal. Most of the glass panels were pulled aside to reveal
screening. Fans in the roof provided a pleasant breeze. I was
not going to get eaten alive by insects.
The hangar enclosed a flagstone paved courtyard with seating
along flowerboxes and even a couple of trees. In the center was
the pool maybe about a quarter Olympic size. I was lost in the
opulence of it all. It was only after my eyes had absorbed the
setting that my brain caught up with the contents.
There were about a dozen women there talking among each other
clad in their bathing suits and one man, naked save for knee pads:
Mr. Pomeroy. Mr. Pomeroy was currently at Ms. Pomeroy’s
feet acting as a footstool as she sat in a chair, chatting away
with the woman in the chair next to hers. The two women apparently
decided it was time for a dip. The both got up, and placed their
discarded drinks and plates on their makeshift table.
From beside me I could hear Cynthia order one of the men she
held in reserve, “Boy, go clean up that mess and bring it
back here.”
Cynthia stood by the door, watching and supervising us men as
we circulated among the women. I smiled as I approached Darcy
and a woman she was talking to. Darcy noticed it and said, “Don’t
look at me that way, boy! Keep in your place.” I lowered
my eyes and just muttered, “Yes, ma’am.”
Cynthia was on the spot immediately. “Is there a problem
here?” and then added hopefully, “Do you want me to
discipline him?”
“It’s OK, Cynthia. I’ll deal with his recalcitrant
behavior when I get home.”
I spent the rest of my time slowly making the rounds, returning
to the kitchen only to pick up a new tray. This time the tray
contained red and white wine.
“You are on drink duty,” Cynthia informed me. “Offer
the women something to drink and take any other orders that they
may have. Report these orders to the bartender.” The bartender,
of course, was female and wore an outfit like Cynthia’s.
As the women became sated with refreshments, wine, drink and
other delicacies, Cynthia pulled some of us out of rotation and
put us in the kitchen to clean up and consolidate the scraps of
food left over. Most of it was cold or warm, as compared to its
original condition. We men ate it in shifts.
We were all brought out to stand in a line as Mrs. Pomeroy, gathered
the women in front of us. “Girls, remember how at sleepovers
we used to talk about boys and the silly things they did or we
got them to do? Well now it’s time to actually play ‘show
and tell.’ Each of you has brought along a companion who
you say has a special talent. Well, now it’s time for a
talent show. Ellen, why don’t you go first.”
Ellen wiggled her finger and a man fell out of line. “Up
here,” she said patting an empty table with a recliner cushion
on it. “On your back.” The man complied silently.
You know what to do.
The man rolled his back and threw his legs over his head. I couldn’t
believe that anyone could be that flexible, or at least I’ve
never seen it done in person. His erected penis was a fraction
of an inch away from his face. He stuck his tongue out and flicked
it. Women went scurrying for their purses to retrieve their phones
to take pictures.
He folded himself even tighter and took the head into his mouth.
I could see his cheeks working as he sucked himself off. I could
tell by his stiffening, breathing and grunts that he was cumming.
Moments later a small bit of cum dribbled from his mouth. The
woman commented, “Aw baby, that was almost perfect.”
The rest of the women applauded. Some of us men did too.
Ms. Pomeroy announced, “Thank you, Ellen, that was a great
show. It’s literally going to be a tough act to follow.
Who’s next?”
The women had their men perform various acts from simple jerk
offs, to feats of acrobatics, to performing silly acts. One of
these acts featured two men doing what two male lovers were supposed
to do, I guess. I wondered what Ms. Darcy had in store for me.
It was very tame. “My boy will be giving a demonstration
on how to give a massage. Do I have any volunteers to be on the
receiving end?” A couple of hands went up. Darcy pointed
to Clair and she laid down on her stomach on the cushioned table
previously used by the self-felating slave.
Darcy nodded to me. I knew that meant “start.” I
started at her feet and pulled her leg to a 90 degree angle to
work on her feet and calf muscles. I contemplated whether I was
to kiss and lick them as I normally did with Darcy. I thought
better of it and decided not to.
Darcy made a running commentary on what I was doing: partly describing
my actions and partly directing them. “Notice how he runs
his fingers up the striations of the muscles in a direction towards
the heart. He varies the pressure gradually decreasing it and
then letting it tail off again …”
I did the complete massage from toes to neck and my audience
thought I was done. I knew better. Darcy knew it was time to bring
out the secret weapon. “Cindy, be a darling. In my bag is
a can of racquetballs. Would you fetch two for us?”
Cindy found the balls and bounced them to Darcy who handed them
to me. “The balls,” she explained, “spread the
pressure over the muscles evenly. Watch how he uses his hands
to manipulate them rolling them along her flesh.”
At this point Clair sighed, “Oh, this feels really great.
I’ve never felt anything like it. It feels like my skin
is coming alive again.”
Darcy interjected, “That’s the rubber. Not only does
it grab and tickle, but the texture of the balls also scrub off
the dead skin.”
The women pressed in for a closer view. Darcy continued her commentary,
“My boy also does my front, but in the interest of Clair’s
modesty, particularly in the presence of these other males, we
will not demonstrate that now. However, I must say that the balls
feel really good when gently rubbed against my breasts, and in
skilled hands can do things with a clitoris that a penis, fingers
or even a talented tongue could never do.”
At this point one of the women asked, “Do you ever do him?
I mean rub the ball against his penis like he rubs it against
your clit?”
“I’ve never thought about it,” Darcy admitted.
Another woman spoke out, “My hubby is into rubber. He’s
practically a slave to it. I got to try it with him.”
The women were hooked on every word as Darcy continued to explain
the intricacies of a rubber-ball massage.
She finished up her speech, “and that gray stuff on the
ball is her skin. Exfoliated gently by the texture of the rubber
of the balls. And they are so easy to wash up. Do I have any questions?”
There were some questions, and there were several requests, “I
wish my boy knew how to do that.” “I would love to
have a massage like that.”
Darcy’s response was, “Cindy, in my bag you’ll
find a checkbook in a pink leather cover. Could you bring it to
me along with a pen?”