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Sister's Pimp (rolf palsy)
Chapter 4
Now that Ruth Klunder was in the boat, I had time to address other issues such as my sister. As I had suspected, her "boyfriend" turned out to be a liar and a cheat. Megan had started to put out for free and he took all the pussy she could provide until he decided to return to his wife. I had a little heart to heart talk with her once that happened and warned her that the next screw up would be her last. I spent some of the money I was getting from Ruthie to put ads in certain publications and spread the word around town that there was a hot piece of teenage ass looking to make some money in exchange for pussy.
In the meantime Ruth was doing a very good job of spreading the word about this talented young man who was working is way through college by taking care of the needs that lonely women often could not get satisfied. She collected a finder's fee for Karen Bross, a tall, thin divorcee' with an excellent settlement from her former husband. The lady in question was rather leery of entering a new relationship until things calmed down at home. She was also coping with her two angry teenage sons who blamed her partially for the breakup with their father.
My first date with Karen went swimmingly. She had no illusions about her attractiveness to men, but had needs that she wanted satisfied. I was given a try-out at a local motel that lasted the better part of a day. When I wasn't eating pussy or licking her asshole, my cock was buried in her cunt, throat or that asshole which I soon discovered was almost as sensitive as her cunt. I'll say this for that sharp-faced woman, she was the no nonsense type and most demanding. Her angular body could do some serious damage to anyone who wasn't careful, especially while she was in the throes of passion. I dodged plenty of knobby knees and sharp elbows once I pushed the right buttons and sent her off on a trip to the moon or beyond. I always knew exactly what she wanted, and never failed to deliver during that marathon sex session.
Karen had a waxed vulva that made me immediately decide that she was the type of client I wanted to cultivate. She also gave great head; where she picked up that talent remained a secret that she never revealed. Why her husband left her was also a great mystery at first. This woman was a sex machine, worthy of my talents. I'll never admit saying it, but she was the kind of bedmate that could make me give her a rebate for services rendered. Fortunately it never came to that. Unlike most women, Karen was anal oriented, which was a nice change of pace for this jaded gigolo.For once having an average sized penis paid some dividends.
We settled into a nice comfortable routine, splitting time between a well-appointed motel for which she paid, and her even better appointed home. Since it was impossible to have sex continuously, although we tried on occasion, on our rest breaks she talked about some of the issues she was handling, especially those involving her sons. It seems that both were introverted loners lacking even average social skills. This translated into no pussy. Karen felt very guilty about this glaring weakness that her sons displayed. That's when I got this bright idea to incorporate my little sister, Megan, into the mix.
As luck would have it, Ruthie was also having difficulties with her teenage daughter. I rarely saw her, but what I remembered was vague, in keeping with the look she achieved. One day as I was licking her armpits, my favorite sport with Ruthie, and congratulating myself for finally convincing her to shave her pubic hair, she unburdened herself on me. Now a gigolo is good for only one thing, and it isn't listening to a neutrotic woman moaning and groaning about her children. Then it dawned on me that perhaps this was still another opportunity to get Megan involved in my activities. Why not let my trampy sister take the girl under her wing and teach her some of the tricks of the trade, so to speak?
Then and there I pitched my idea including the fee for Megan's services, and Ruthie accepted it with one condition, which troubled me some. I would be responsible for making sure that her daughter,Tracy, was able to carry out whatever tricks Megan taught her. I was an the verge of doing a threesome, I could feel it in my bones. The more I thought about it, the better I liked it. How many men ever got the chance to do a mother-daughter combination in the same bed?
A couple of days later Megan and I paid a call on Ruthie and Tracy. Megan was tricked out like a Hollywood hooker, a black pushup bra under a tight, white tee shirt, even tighter white slacks that showed the outline of her black bikinis, and fuck-me pumps with lace trimmed anklets. She even carried one of those large white plastic purses usually filled with condoms, a bottle or two of douching solution and even her diaphragm. A lot of customers liked to watch her put it in, it got them hard,saving her the time and trouble of getting them ready to do the nasty .
Tracy was nearly fifteen like Megan, but that's where the resemblance ended. I couldn't help but notice the way Ruthie was undressing my sister with her eyes. Things were on the verge of getting freaky across the board. I wondered what would be going on between Megan and Ruthie while I was checking out Tracy's progress as a demi-whore. The girl had lank, mousy brown hair, wore glasses with plastic frames, and evidently knew nothing about the purpose of makeup. She was average height and on the skinny side. Her features were average, nothing out of the ordinary and her posture had loser written all over it. I glanced over at Megan who had taken the same inventory and was poised to do something dramatic to get everyone's attention, especially Tracy. Her next few words got everyone's attention and made Tracy's eyes get big behind those horrible glasses.
"If I was a guy, I wouldn't give her the time of day, even if she paid me for it. She has "go away" written all over her. Why would any stud in his right mind want to have anything to do with this loser? If I was a guy and saw her standing next to her mom, I'd make a move on mom.That would be a no-brainer as far as I'm concerned."
The reaction on Ruthie's face was priceless. Her lips were quivering and I could see beads of perspiration breaking out on her forehead. I was in a quandry over this strange attraction that had seemed to instantly form between my client and Megan, who was almost twenty-five years her junior. How freaky was that? My sister saved the day by pointing a finger at the teenager and ordering her to take off her clothing and be quick about it. Tracy's face turned pale, but Ruthie grabbed her by the shoulder and gave her a shake. The girl began to unbutton her drab blouse to reveal a drab, utilitarian, white bra that easily handled it contents. Simultaneously Megan was stripping down as well, giving Ruthie a heart attack as her black push-up bra came into view, presenting her tits for all to see, and for her age they were worth looking at. All that bee venom may have paid off in the long run, because she was packing a set of at least 34Cs on that nearly fifteen year-old frame.
Off came Tracy's nondescript skirt to expose her white cotton lollipop panties, the kind little girls wore until they got smart and switched to something more adult around eleven or twelve. Poor Tracy was living the life of a retard. Ruthie gasped when Megan peeled off the super tight slacks and showed off her plump pussy bulging from the straining wisp of some stretchy fabric that was fighting to contain it. If her vulva hadn't been shaved, you could have counted every pubic hair without any difficulty since the material was also sheer to the point that you could see her slit and realize that it was dripping. Ruthie was on the verge of jumping my sister, of that there could be no doubt. I had to do something, and do it quickly.
I was too late; Ruthie came up behind Megan and unhooked her bra. My sister's tits hardly moved despite the loss of support from that contrivance. Then Ruthie's hands cupped them, her fingers kneading the nipples to rock hardness. Megan leaned back and the two of them began to exchange tongues. I looked over at Tracy who looked as if she had just swallowed a dragonfly. I felt sorry for the ugly duckling, but also realized that with a few alterations and an upgrade or two, she could be turned into something worth jumping on a date. I could see it all in my mind's eye.
There was Tracy in a tight tube top with no bra to show her off best features, those fat swollen nubbins of flesh jutting from her crepe-like tits. Her date had been working on those nipples with his fingers and an occasionally love bite through the flimsy material covering them. Right now he had her tight capris half-way off so he could get at the thong bikini barely covering her hairless slit. Tracy leaned forward and slipped her tongue into his mouth and directed his attention to her soaked crotch, eager for some of his hard cock.He didn't need any coaxing, shifting his body so he could shuck off the confining shorts and get his big tool into her tight cunt. Seconds later his ass was moving to and fro as he buried his dick deep into her dripping cunt as she groaned and whispered for him to really fuck her hard this time.
The sound of Ruthie slapping her daughter across the face brought me back to the real world, or whatever was taking place here in the Klunder residence. The girl was still in her lollipop panties and matching bra while Megan was stark naked and really looking good. I hadn't seen my little sister starkers, as the say in the UK, since I'd returned. I was impressed and also kicking myself for promising not to hit on her. She was a stone fox in the making. I suddenly realized that the mousy one had given her mother some sass and was paying the price for her disobedience. I was curious to see what the kid had to offer without the protection of that horrible underwear.
Mrs. Klunder did the honors, tearing the bra from her daughter's chest and then yanking down those baby style underpants to show her goodies. She made Tracy put her hands on top of her head and spread her legs to give us all a good view of her cunt and its surroundings, not to mention the bee stings that passed for tits on her hollow chest. Naturally I checked out her nipples and was disappointed. They were pinkish and limp, no sign of sexual excitement in this girl despite the fact that there was enough estrogen flowing from her mom and my sister to turn a convent into a whore house.
Tracy was forced to turn around slowly so we could all check out what she was showing, which wasn't much. Quickly Megan declared that she needed contacts to replace those hideous glasses and a new do to transform that lank hair into something that called attention to her. I got into the act and managed to pinch her butt, which wasn't that bad once the clothing hiding it was gone. Then while I was still on a roll, I slipped one and then two fingers up her thin-lipped twat to check for moisture; did I get a surprise, she was soaked! This sad little creature was a big time closet masturbator. There was hope for her after all. I wondered what kind of stuff went through her mind when she rubbed herself off or used the vibrator that mom occasionally borrowed.
I gave Tracy that grin and wink that told her I knew what she did in private, but I wouldn't tell, if she was a nice girl and cooperated.I tested her by tweaking her nipples and watching her eyes narrow as the juices began to really flow. There was more to this little lady than met the eye, that's for sure. I was about to take a personal interest in this teen for my own selfish reasons. I wanted to be the first to nail her and nail her good. That was my new goal for this antisocial teenager. Who knows, maybe if I played my cards right, I might get her and my sister in the same bed at the same time? The more I thought of what was going on here, the more I realized that it might turn into a quartet and handling three hot pieces of ass at the same time was a challenge that made my juices flow as well.
It was unanimous that Tracy invest in some very sexy underwear, mostly bikinis and thongs.From now on she either went braless or wore an open nipple, tight fitting bra to call attention to those hard nubbins of flesh that were going to be her trademark. The mousy clothing was to be given to charity and short skirts, see-through blouses and the like were to become the uniform of the day. The girl would be inspected by the top sergeant, her mom, every morning before she pranced out to school to troll for boys with only one thing on their minds. Her mother was tasked with the assignment of putting her daughter on the pill as well a having her fitted for a diaphragm. Tracy was to casually mention this in the presence of her peers as well as any horny boys who might be eavesdropping.
Ruthie was falling all over herself in her eagerness to make a date with my sister. I decided it was time to raise my rate and put some pressure on her to bring me more clients. Failure to meet my demands would mean no chance to seduce Megan. Life was looking up once more. When we were clear of the house, I asked my sister what caused Ruthie to flip over her. She shrugged and said she had no idea, but the woman really knew how to get her juices flowing. I patted her on the butt and laughed; she joined in as we got into the car and headed for home.
(To be continued)
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