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Sister's Pimp
I grew up in a very loving family that also practiced corporal
punishment as a means of instilling discipline in both myself and my younger
sister. Counter balancing this was my parents firm belief in sexual freedom. My
gorgeous, well-built mom never wore more than her underwear around the house and
most of the time she went braless. It didn't take her long to notice my
erections and so one afternoon she escorted me into her bedroom, took off her
panties and began my lessons in sex education. I came four times before she let
me return to whatever I was doing. That evening when dad got home, he escorted
me into the bedroom and gave me a sound thrashing with his belt for daring to
have sex with his wife without asking his permission. Later that evening mom
suggested I ask dad if it was all right if I slept with mom tonight. He smiled
when he heard my request, and agreed on one condition, that he and I would share
mom. That was a great night because I got to put my cock into her asshole once
and she even gave me a blowjob while dad was porking her asshole.
I was around twelve or thirteen by the time mom and dad started to get
serious about my sex education. By the time I was fifteen, I was a certified
stud according to my mom and all her friends, and there were plenty of them. I
was on a schedule that would have worn out the most dedicated cocksman, but when
you're fifteen and know what I knew, it was a challenge, but not one that I
couldn't and didn't handle. Mom got me all to herself two nights a week, which
was fine by dad who needed the time for his other bedmates such as the two at
work and the one he met on the Internet. All three were a lot younger than mom,
the one from the Internet was only sixteen. By now mom was beginning to lie
about her age and touching up her hair. Don't get me wrong, for a woman of
thirty-six she was still a stone fox and all my buddies would have given their
left testicles to get a crack at her.
I got one night off to myself, which meant perhaps I might score two or
three different teenage pussies before calling it a night and heading home for
the comfort and security of my own bed. The other four evenings were reserved
for the lucky women who won mom's weekly bridge game prizes which were an
evening with yours truly. The big prize however was an entire weekend day with
me that went from six to six and could and often did include friends of the
winner. You talk about your reverse gangbangs, I was a veteran of them in those
days.
While all this was going on over the next three years, my little sister,
Megan, was beginning to fill out and had long ago gotten dad's attention in a
big way. He had this plan to turn her into a super whore capable of making
enough money to allow him to retire from his rather hum drum job and devote his
energies to developing a corps of super whores that would make him rich enough
to retire and move to somewhere in Asia where it was fine to have preteen girls
occupying his bed every night. Mom wasn't exactly thrilled by that part of his
dream, but she went along with his fantasy since she knew what he planned would
never be because of the mousy personality Megan had.
By the time I headed off to college, dad was working Megan to the bone,
and it wasn't just his bone that was working on her tight young body either. She
had just turned thirteen and he decided it was time to take off the kid gloves
and get down and dirty with his offspring. I remember going out the door for the
last time, on my way to college, and looking back to the scene that was taking
place in the living room. Mom was stark naked and seated comfortably in one of
the big easy chairs with her legs propped wide and hanging over the arms. Megan
was standing in front of the chair, naked as a jaybird, her back, ass and legs
covered with welts and cuts in various stages of healing. She was bent at the
waist, her face buried between mom's thighs as she ate her out. Mom for her
part, was guiding her daughter to all the right spots, while dad laid the
leather to her swollen ass, going back and forth like a machine as he screamed
at her that she wasn't worth his time, and would never amount to a hill of
beans. Mom glanced up and caught my eye. Then she gave me a big smile and waved
goodbye.
I took things kind of serious at college, managing to juggle my course
work along with working as a gigolo, making unmarried ladies on the wrong side
of forty, and a few cheating wives very happy for a fee that I considered quite
reasonable. I also managed to hunt down some truly outstanding college cunt that
I fucked just for the sport of it. This was a happy hunting ground for a stud
like myself, loaded with prime pussy very happy to give itself up to a seasoned
pro. During summer break I stayed around the college and enjoyed the weather and
the clientele that I'd developed during the school term.
Twice I went on short cruises with shall we say, mature companions, and
once a very wealthy and senior customer took me with her to the sun coast of
Spain. There I enjoyed the sun, fucked some teenage sightseers, slathered my
companion's naked body with olive oil and licked it, along with her
perspiration, from her bare body. For her it was front and then back side, with
long stops at some of the juicier spots as she lay under the blazing sun. In
the evening, after a fine meal featuring the best of the local wines, we'd
adjourn to the bedroom where I'd fuck her compliant body to a frazzle. For a
woman her age, she could give almost as good as she was getting. When it came to
blowjobs she was in the professional class, but like a true gentleman, I never
inquired as to where she developed such skills.
During that summer I called home a few times.Mom said that dad was very
unhappy with Megan's progress and was threatening to go to even more stringent
discipline in hopes that she would properly respond. She sent me some pictures
of my young sister to illustrate what was happening to her. Poor Megan was down
to skin and bones plus a huge rack that was caused by having bee venom shot into
her through the nipples as a form of punishment as well as a way to give her big
tits. She was also taking monster enemas of all sorts of ugly mixtures that dad
was getting from one of his new girlfriends, a nurse, who was heavy into water
sports. Perhaps the scariest shot showed her tongue with three big studs, all in
a row, drilled through its center. Mom said that Megan had been reduced to
mumbling once these had been installed. Dad was forcing the issue of Megan
turning pro as a prostitute by advertizing her availability through the
Internet. The last time I talked to mom she said that Megan was handling two or
three customers a day while working at home, and dad was trying to make some
extra money by selling photographs of her being fucked by her various "dates".
It was less than a week after I got those pictures of my sister, that
mom called with the news that dad had died of an apparent heart attack. I got
home in time for the funeral and to learn that mom effectively had no source of
income thanks to dad's wild schemes to turn my little sister into a big money
making whore. Mom had also begun to pack on the pounds, probably out of
frustration with dad, who wasn't performing in the sack except on very rare
occasions. Even then, mom had to do most of the work. The last time they'd done
anything was a week before he died.
He hadn't touched mom for over a month and she was getting desperate fr
some cock. She tried walking around the house in just a pair of panties, showing
off her big tits that dad used to love to fondle and kiss whenever they were in
the sack. When that failed, she tried seducing him when he came to bed, but he
would fend her off and claim he was too tired for sex, blaming it on his new
business of pimping his daughter. Finally she gave him an ultimatum, either
have sex with her, or she was going to file for divorce. He agreed to take care
of her that night. Mom waited for him to come to bed, naked as a jaybird,
freshly showered and douched, since she wanted him to go down on her before
screwing her. You can imagine her shock when dad arrived with Megan in tow, and
declared that tonight he wanted a threesome. Mom was furious,but decided that
getting some cock was a lot more important than complaining about her daughter
stealing some of the action.
Mom was amazed at just how thin Megan had gotten; except for those big
swollen tits, the rest of her was just skin and bones. Dad told her and Megan to
get busy sucking his dick to get him hard so he could fuck mom. It took them
nearly a half hour of steady sucking and plenty of hand action as well to
finally get his cock stiff enough for her to mount him and start grinding away.
While she worked on his dick with her pussy, he was sucking Megan's big tits.
She fucked him until she was exhausted, but he didn't even get close to coming.
Mom put Megan to work sucking dad's dick to keep it halfway hard. After some
time, dad told mom to start jacking his cock off into Megan's mouth. She did as
he asked and after maybe fifteen minutes, he suddenly stiffened and shot a very
weak load of watery cum into his daughter's mouth. Megan swallowed it greedily,
since she was on a starvation diet at the time and anything was better than
nothing.
Minutes later dad was sound asleep, leaving a very sexually frustrated
woman, completely unsatisfied. Mom then confessed that she put Megan to work
eating her pussy until she finally got off. Still angry about the whole
situation, mom put Megan over her knee and gave that flat ass a sound spanking
that failed to arouse her sleeping husband. That was the last time they had
anything that could be remotely described as sex. I realized that mom was
expecting me, as the man of the house, to start taking care of her sexual needs
starting immediately. I was none too thrilled about the prospect of fucking for
free a woman on the wrong side of forty who was getting sloppy fat, even if it
was my mom and we used to do it pretty regularly.
When I told mom that she had to lose some weight or no cock, she started
blubbering and begging me to do her, saying that it was my duty to give her some
cock after all the time she had done without. We worked out a compromise. I
agreed to fuck her two evenings a week, provided she let me ass fuck her at
least once a session, and started to lose weight. I explained that from now on,
I had to devote most of my time to getting Megan straightened out and doing her
part to bring in some money to keep us all going. I was going to do my part by
developing some clients who would pay for my services. I ordered mom to start
talking me up among her friends, most of whom I'd nailed regularly before I went
away to college.
Megan proved to be very difficult to handle. Dad had used more stick
than carrot to get her to do the things that she did, and she didn't think that
I should be able to boss her around the same way. Well, I had to cure her of
that attitude almost immediately. I decided to kill two birds with one stone. I
told mom to make herself presentable and meet me in her bedroom in half an hour.
I also warned her that if she didn't follow my orders when I joined her, she'd
be using her vibrator exclusively for the next month. Then I went and found
Megan who was in the process of blowing off her only customer for the day.
I cracked her across the head and tied her hands behind her back while
she struggled and cursed me. She was so wasted that it was easy to take control
of her. Meanwhile the customer was watching with a nervous look on his face. I
looked over to him and anounced that tonight's fuck was on the house and if he
brought a friend the next time he visited, his fuck would be free then as well.
His face lit up and I let him take over. "If she gives you any shit, smack her
around until she stops. If she doesn't stop, holler for me and I'll take care of
this little skank but good!" Then I added that I was throwing in an extra hour
with Megan tonight for being a good sport. His eyes lit up and a big grin broke
out across his face. My sister started to realize that I was going to be just as
bad as dad, maybe worse. She was so right.
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