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Sister's Pimp - Chapter11
No sooner were we over at my suite then
Marian started dropping hints that she was still up for fun, namely more pain
and humiliation, if I was in the mood. Frankly that was the furthest thing from
my mind, but the customer is always right, that is if she was the customer. I
still hadn't figured out to my satisfaction who was who when it came to Marian
and Jonathan. So I took the bull by the horns and asked her point blank who was
in charge. The surprised look on her face was not exactly what I expected.
I waited for her to say or do something,
but got no response either way. I made a joke about beating the truth out of
her and she lit up like a kid under the Christmas tree waiting to open up all
her presents. So I made her a deal that required Marian to give me the straight
skinny about her relationship with Jonathan in return for a good old-fashioned
ass whipping over my lap. We got comfortable on the bed and she launched into
her story.
The relationship started about three years
ago. Marian had just gotten divorced from husband number three and was down to
her last twenty-five million dollars when she hired Jonathan for a one night
stand to scratch all her itches, which were considerable. Even though she knew he
was a gigolo and out for her money, she was fascinated by his confidence and
ability to get her off, no matter what kind of mood she found herself in. In
those days Marian was on the thin side with tits that were hardly noticeable,
an average face and a set of neuroses that kept most studs at arm's length.
Jonathan took command of their
relationship after only two dates, the second one lasting an entire weekend,
during which he turned her inside out and upside down. What pushed her over the
edge was the spanking he gave her when she started whining about how terrible
her life had become. Later it was Marian who proposed and to her amazement,
Jonathan rejected it on the grounds that she had little self confidence and
made no effort to become more attractive to men. For almost a month she avoided
any contact with the dominant male, but inside she was in agony. Finally she
broke down and sought his services once more.
She had three orgasms that first night and
the next morning she gave up her asshole to him as well. He told her that for
them to continue seeing each other she had to do something about her physical
appearance. The first of what proved to be three boob jobs so far followed.
That along with a few minor procedures performed by one of the best plastic
surgeons in the country did the trick. Marian came out of that a new woman, a
more attractive woman. Still Jonathan made her beg when it came to marriage. It
was only after she signed a prenuptial agreement giving Jonathan control of
most of her assets, that he deigned to become her husband.
Marian was still the junior partner in the
marriage, but she rarely complained because Jonathan seemed always to know
exactly what she needed, be it a gangbang designed to satisfy those secret
needs she never spoke of, a sound thrashing to keep the blood flowing or a
scene like this involving sis and myself. Marian deep down inside was still not
very secure, but her dominant husband made sure that she was shielded from
those situations that brought her fears to the surface. How could I or anyone
else argue with the life she had chosen.
As far as Megan's fate, she was a bit reluctant to make any predictions. Jonathan
liked his pussy young, the younger the better, to a point. She often joined in
the fun, but never in a dominant role; that was always reserved for Jonathan.
He could be rough, very rough. She knew that first hand. How rough it would get
for my sister was something Marian did not want to predict. So I made her take
off her clothing, such as it was, and over my knee she went.
I had to admit that for her age she had a
most spankable ass. I pounded those buns until they were crimson and so swollen
that it looked as if the skin would burst any second. A couple of times I
checked her pussy for signs of excitement and they were there in spades. She
was positively juicing after every blow and making no pretext of not enjoying
this walloping I was delivering. Naturally pain and sex had some kind of
relationship in Marian's mind and so once my arm got tired and her ass no
longer could feel much my guest declared that it was time I treated her like a
client and gave her what she needed.
It took me a little longer than it should,
but my "client" was very understanding. We developed a nice rhythm and
soon she was urging me to fuck her harder as her fingernails raked my back. I
complied and rolled her body onto its side, more to avoid those sharp nails
than anything else. The spoon position has its advantages if you know what
you're doing. Many of the clients enjoyed this way of fucking because it
doesn't expend too much energy, which means a longer or more energetic fucking
for her. Marian would have none of this and urged me to get on top and plow her
furrow as deep as I could. I pummeled her pouting pussy as she gasped and tried
to match my thrusts with some of her own.
She got on top and assumed control,
leaning back on her arms so she could watch my dick move in and out of her
drooling twat. I had to admit that it took plenty of pressure off yours truly,
so I went with it. Marian soon ran out of steam and I assumed command, rolling
her onto her back, grabbing those bolt-ons and squeezing for all I was worth.
She responded when I captured her nipples and crushed them between my thumb and
forefinger. Her pussy started churning, and I knew we were in the home stretch.
On a hunch I shifted my attentions to her neck and started choking her as we
fucked like maniacs. Her cunt clamped down on my dick like a vise as she neared
her orgasm. I squeezed harder and her pussy started to pulsate, the pressure
going on and off rapidly. It was a great feeling and I hardly noticed when she
got off. Her face was turning blue before I realized I was on the verge of
overdoing it. Backing off I allowed her to regain her composure and assure
herself that she was still in one piece. Then she gave me a one hundred watt
smile and licked her lips. "Mission accomplished!" I said to myself.
Marian insisted on cleaning up the mess
she had created, and who was I to argue with a client. It was good to just lie
there, almost inert, and enjoy a nice friendly blowjob, even if it would take
the better part of a half hour before I'd be ready to plow that backside of
hers. She had been trained well by Jonathan, that was for sure. Her tongue
wrapped around my semi-hard dick like a snake and that mouth never stopped
suctioning the head of my prick. I was on the verge of drifting off to sleep
when the phone rang. My blood pressure rose by twenty points at least, it had
to be coming from Jonathan's suite. Marian also looked up with a worried
expression on her face that didn't help matters at all.
She picked up the phone, blew me an air
kiss and handed it to me. Jonathan's voice came booming through. He sounded as
if he was having a good time, which could mean good or bad news. It was a bit
of both. "You taking good care of my wife? Hope she isn't whining that I
mistreat her or don't give that old lady enough cock, all lies if that's what
she says." There was a pause and the sound of a slap on bare flesh, then
another. I strained to hear any response to those ominous sounds, but heard
nothing. Then Jonathan chuckled and gave me a brief rundown of what had been
taking place between him and Megan.
"You're little sweetie is a nice piece
of ass for her age, but frankly she needs lots of practice before she can play
with the big people. If I didn't have Marian to handle, I'd take this one under
my wing and in less than a year turn her into a grade A whore who commands top
dollar. Unfortunately I have sort of gotten used to having that old bag of
bones around, and I guess I'm beginning to settle down. Now don't get me wrong,
old Marian is still a pretty hot number in the sack and she takes a spanking
like nobody's business. However what makes her kind of special is she doesn't
complain when I step out on her now and then. You can't beat that."
"Getting back to the little girl you
left with me; she's kind of worn out which makes her no fun to have around. I
have done you one favor, her backdoor is now wide open. If I were you I'd give
her a couple of days to let that brown eye close up nice and tight before you
go widening it again. Don't worry about the bleeding, that's par for the course
when it comes to virgin assholes or ones
that don't get regular use. Personally her little butt needs more attention
than her butthole. I'm afraid I had to take my belt to her a few times to get
her attention, but she's in one piece even though you probably wouldn't want
her to be seen down by the pool tomorrow in that skimpy bikini. Now let me talk
to my wife. Afterwards you walk her over to our suite and I'll have your little
playmate untied and ready to make the exchange. Personally I think I've got the
better of the deal, for now at least. Who knows how things might turn out in
three or four years down the road?"
I didn't learn much listening to the
one-sided conversation that took place between Marian and her husband. However
upon hanging up she proceeded to continue with the interrupted blowjob and a
good time was had by all. That woman really knew how to make a joint stand up
and salute, which mine did in rather short order. She swallowed every drop,
smiled and smacked her lips. As agreed I escorted Marian to her suite where we
did a prisoner exchange. Megan looked pale and shaky, but none the worse for
wear, at least at first glance.
Then came a rather nasty surprise, a much
reduced payment for Megan's services. We had originally started at a thousand,
and after much haggling settled on fifteen hundred, against my better
judgement. Now he handed me a check for one thousand dollars with a guarantee
that it wouldn't bounce. Jonathan argued that Megan had not delivered the type
of servicing to which he was accustomed, and therefore the reduction in the
payment for services rendered. I was caught flatfooted with no leverage to
bring to bear. You talk about lessons
learned, this one was major league.
When we headed back to our suite it became
apparent that Megan was in some discomfort. She walked very slowly and winced
occasionally, but other than that she was very silent. Back at our suite I got
a good look at my moneymaker and was a bit miffed to put it mildly. Her asshole
was still gaping big time and Jonathan's offering was still trickling from it.
Her bottom was cross hatched with welts, probably from his belt, which she
confirmed. Her boobs were red and bore some marks as well, but nothing too
serious according to Megan. My sister did not want to go into the gory details,
but admitted that she had been put through the mill by an expert, one she never
wanted to encounter again under the type of circumstances that surrounded this
event. I offered a massage, but all she wanted was to get to bed and sleep it
off, which is what we did.
The next day, our last at the resort, we
spent most of it indoors. I couldn't help but put in an appearance at the pool
to check out Jonathan and Marian. Damned if the couple didn't have their hooks
into what looked like a pair of newly weds, their lawful prey in my estimation.
I was studiously ignored by them as they were too busy getting their catch into
the boat so to speak. When I reported my observations to Megan she laughed, a
good sign, and remarked that at least we got into them for a thousand, much better
than those newly weds were going to get if she was any judge of Jonathan. To
make a long story short, I never got the opportunity to nail Megan in the
butthole, and my out of pocket expenses exceeded the money I received for
Megan's services. However I was confident that there would be other times for
such a coupling and our regular business seemed to be growing by leaps and
bounds.
( To be continued - rolf palsy
)
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