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Sister's Pimp (rolf palsy)
Chapter 3
Things finally began to turn around for this gigolo with my introduction to Mrs. Ruth Klunder, or should I say the former wife of Alfred Klunder, who she divorced five years ago. Like many ladies on the wrong side of thirty-five, she had little experience in properly packaging herself for today's very demanding market for middle-aged female flesh. So after a few months of being pawed, propositioned and told the most outrageous lies that even she could figure them out, Ruth went to phase two, a lesbian relationship. That quickly soured when she discovered she did not like to go down on her partner, nor did her partner's tongue thrill her in the slightest way. Now she was in phase three, total denial of the flesh under any circumstances, followed by loss of self-esteem, and a general deterioration of those charms that had enabled her to land Alfred. This was the challenge that I faced.
Mom had set me up with an invitation to have dinner with the two of them at Ruth's place. I was my usual charming self and when we left I knew she had taken the bait, and now it was up to me to get her into the boat. Since Ruth was at least twenty-five pounds overweight, and where she should have been big, such as the tit department, she was small and vice-versa, her butt was at least two axe handles across, getting her into the boat appeared to be a daunting task. Actually it turned out to be a piece of cake once I got the lady into the sack.
On our first date I was a perfect gentleman until I dropped her off at her house. I started by sticking half a yard of tongue down her throat while I was lifting her dress to get at her cunt. Old Ruthie surprised me by rubbing my crotch and enjoying the results of her efforts. I got wood, major wood! Then the going got rough as we jockeyed for position in the front seat of my car. There wasn't much room to maneuver and so between our sloppy kisses and flickering tongues we mutually agreed that the back seat might make a better place for us to do what we both wanted to do. Personally I wanted to get her inside on a nice comfortable bed so I could put the blocks to her big time, but the presence of her teenaged daughter put a damper on that plan for tonight at least.
We managed to settle ourselves in the back seat and I started to feel her up while we swapped spit. Ruthie started to moan and get frisky, her hand now attached to my family jewels through the fabric of my trousers. She must have liked what she felt, because she started jacking my cock slowly as her tongue did a dirty dance in my mouth. By now I had discovered to my dismay that my target for tonight was wearing a panty girdle, the equivalent of a chastity belt as far as this gigolo was concerned.
There were only two things I could do, be a gentleman and suggest another date where we had a chance to be alone at her place, or be an inconsiderate boor and suggest that we head for a little rundown motel I'd spotted while driving her home. Her hand captured my family jewels in a grip of steel and twisted them gently as she whispered that she was hoping I'd be forceful with her and she'd be delighted to spend the better part of the evening and early morning doing the nasty with me in a motel of my choice, no matter how seedy. That's exactly what we did, and a great time was had by all.
When we got into our room, the couple next to us were already in high gear. Those bedsprings were creaking and we could hear the woman urging her companion to give it to her and don't stop until she came. That got Ruth Klunder's juices flowing in a big way. She convinced me to join her in the shower and we got to know each other even better while the coolish water splashed down on our bodies. One thing led to another and I made one of my patented moves, kneeling down and sticking my tongue up her cunt as she gasped, groaned and ground her hairy cunt across my face. That move never fails, and my batting average remained perfect.
Ruth somehow managed to squeeze off her first orgasm in the last seven years, or so she told me later, after she trembled through orgasm seven as I alternately kissed and tongue fucked her puckered butthole. My ship had come in and it was loaded with all sorts of fantastic cargo. As for Ruth, I think she thought she had died and gone to heaven. That was the start of a beautiful friendship that in turn led to a major expansion of my personal services.
It may sound as if I'm bragging, but I am a champion pussy eater. Early in my career I decided that I had to concentrate on one aspect of sex in order to be successful. My cock is maybe an inch above average, not so much as to be memorable. However according to my clients' feedback, I had a great tongue. Since I also had an affinity for eating pussy, helped along by a few school teachers who seduced me when I was just a horny teenager, this was a good match for my particular skills. There is something about pussy that drives me crazy.
Let's face it, pussy is almost impervious to the ravages of time. I've seen outstanding pussies on women as old as their mid-sixties and had the pleasure of once going down on a client who was celebrating her eightieth birthday and I blew out all her candles that evening, and throughly enjoyed myself in the process. It was a bit tricky to prevent her from pulling any muscles when I sank my cock into her well eaten pussy as part of the grand finale to her private birthday party, attended by her three daughters and a host of female friends as well. At the time I was a mere nineteen years of age.
There is something mystical and magical about the combination of pussy taste, aroma, texture and even sounds, gentle burbles that emanate from that erotic grotto. Let's face it, tits are kind of overrated unless you're one of those who never got over being breast fed. Stiff nipples on the other hand are a huge turn-on for this gigolo. A good ass is a fine adjunct to the pussy, since it can provide a cushioning effect when one is fucking it. Beauty is in the eye of the beholder and who wants to go there? Weight is generally canceled by the amount of curves it contains except in extreme cases. I myself can and do enjoy women who range from thin, even skinny, to those considered to be plump or perhaps zaftig. With this as backgrond, what was it that made Ruth Klunder so attractive to me? It's some of the above but one other quirk that makes me what I am.
Once Ruthie and I got out from the shower and established a beachhead on the creaking bed, I gave her a good look. She had smallish tits that sagged, but long nipples that were stiff as glass, a big plus for me. She had a gut that hung over her hairy pussy plus her thighs and bottom were pockmarked with islands of cellulite. Hairy is fine provided it's under control, it's great if it's shaved or ideal if waxed or removed by electrolysis. Ruth's just needed some work. Fortunately for her, she was not prone to stubble; that is anathema to me! Her weight was manageable and would be once I took her in hand. She was neither plain of face nor a raving beauty. Then I discovered almost by accident that she, like some European women, wasn't too fastidious when it came to having some hair growing in her armpits. That little quirk is a hot button for yours truly. That evening and well into the next morning, I spent the better part of an hour licking her armpits, moving from one to the other with stopovers at her stiff nipples to make sure they remained in the excited state. I was in heaven!
If I thought Ruth was responsive in the shower, that was nothing to her reactions once I got down between her plump thighs and started going to town on her cunt. I wormed my tongue so far up her twat that my face was smushed against her cunt lips. Breathing became an issue. I moved from one trick to another, triple tonguing her to the point that she squealed. I nibbled on her cunt lips, going up one side and down the other with a generous stop at her clit which I coaxed out of hiding and captured between my teeth so I could worry it like a terrier with its prey. That was cause for orgasm two. Ruthie nearly drowned me in pussy juice, my favorite beverage. It poured from her in torrents and I just sucked it up as fast as she could produce it. Later my bedmate would confess that her husband considered eating pussy to be something only harlots wanted done to them. By now she was certain that he was not only a wimp, he was stupid as well. I was in good with my newest client.
Although Ruthie set a new personal record for orgasms in a twenty-four hour period; she cheated by using her daughter's vibrator once I got her home. I'll say this for her, she was a quick study. I managed to loosen my load a couple of times thanks to her manual dexterity and an initial foray into oral sex, another thing that was out of bounds for Alfred. We left the motel at around half past three and once I got her back, she insisted on seeing if she could get me off one more time to thank me for an extraordinary evening. I stained her handkerchief with some diluted semen much to her delight and so ended our first date with yours truly losing his load in the front seat of his car, how teenage can one get.
I was too tired to pay mom her finder's fee for the tip on Ruth Klunder until the following morning. I was pleased to see that she was now practicing the 3Ds, douching, deordorant and diet. What more could a gigolo want than his mother cleaning up her act so she could get some free cock and in my case, tongue too! While I was putting the wood to mom after giving her a nice long session of pussy lapping, the phone rang. We both laughed, because it had to be Ruth, probably hot to trot for another evening of passion, which would cost her this time. Such is the life of the gigolo.
Mom brought her A-game to the bedroom, and surprised me with her blowjob technique. That was something new and I was curious as to how she developed this ability. She sheepishly confessed that for the past few months while there was no money coming into the house, she was delaying the bills by providing blowjobs to key creditors such as the local grocer and butcher, and obtaining small amounts of cash by blowing some of the hornier high school students that flocked to her place once they heard about her offer of ten bucks apiece. One day she made eighty dollars just by blowing a pair of nerds who turned out to be closet sex fiends, and had the money to gratify their urges. She grinned and explained that some of her extra weight happened once she began swallowing to make her customers feel as if they were getting their money's worth.
( To be continued )
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