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Stunners By Gingerfred Man Chapter One - An expedition into exposition (and an homage to real, hairy pussy) Matt Youngman shuddered with lust as he contemplated the carnal feast laid out for him. Heather Stunner lay on the bed. Black-stockinged legs spread. Knees up. Her magnificent, thickly-hairy pussy framed by stocking welts, creamy white thighs, and a sexy, ruffled garter belt. The aforementioned hairy pussy was moist with anticipatory vaginal juices, a hint of musky perspiration and a slight whiff of urine. Yum! And that wasn't all. Heather Stunner was every inch a stunner. The most sex-dripping creature any of us has ever seen. She stood six feet tall and, with an additional 5.5 inches from the stiletto heels she always wore, was a tower of femininity. Stunning facial beauty! The longest legs possible, almost always encased spectacularly in seamed, reinforced-heel-and-toe, fully-fashioned stockings. Boobs considered by many to be the eighth and nine wonders of the world. And an outsized ass that was plump, but not fat. Matt almost sobbed with joy as he leaned forward to put his lips onto Heather's pussy for the first time. But wait. "I have rules, Matt," Heather said sweetly. Rules? What rules? Matt was the MAN. Not Heather. Should he protest? And lose out on the greatest opportunity of his or anyone else's lifetime? Not bloody likely. Matt listened to Heather. "First, thank you so much for making time for me this evening and for visiting me in my office." Well, Matt thought. That was polite. But it didn't really seem like an office visit. They had met in Heather's office at the Hosiery Restoration League, where she was the executive director. But after a flirty kiss or two, Heather had led Matt into an adjoining suite that had a bed the size of Lithuania. Matt's clothes were off in a jiffy, as were Heather's dress, bra and stratospheric stilettos. Leaving the mega-babe wearing only stockings and garters. Heather had gotten onto her back and spread her legs, then breathed out the words, "Eat me, Matt>" A welcome order if there ever was one. At the age of 32, Matt was an experienced studmeister who had fucked a couple of dozen young ladies. But none approached Heather in beauty and sexiness. Heather was also the first of Matt's carnal conquests to wear stockings and garters to bed. And only the sixth with a hairy pussy. Shaved pussies were an abomination. Nothing beats the taste, smell and texture of a hairy pussy with ample cunt lips and an erect, needy clitoris. That described Heather. Matt wanted to begin his pussy feast immediately, but knew he had to listen to and obey Heather's rules. As soon as she would just say them. So he could start eating. Heather continued. "I want you to eat my pussy until you make me cum twice. Then you may fuck me. Vaginally only. Until you make me cum again. Then and only until then may you shoot your man's cream into me. If you do all that well, I will say. 'I'm all yours,' at which point, the agenda is yours. Whatever you want. And I mean whatever. Until 8 a.m. tomorrow. At which point you will leave. You will not stalk me. You will not research me. You will not run into me on the street or at a party. You will wait until I decide to have you back. Also, if I do not say, 'I'm all yours,' but say. 'Goodbye, Matt.' you will leave immediately. Agreed?" Wow! Matt's masculinity was a bit dinged up after that soliloquy. He should tell her who the MAN is. Maybe slap her once or twice. Then leave. His pride intact. But what was pride compared to a night of "whatever Matt wanted" with Heather Stunner? Matt chose wisely. "Agreed," he said, in the manliest voice he could muster. Then he dove in before Heather could add a codicil or two. Heather gasped as Matt commenced his muff dive. Matt took that as a good sign. And well he should. Heather Stunner could spot a world-class pussy eater when one was eating her out. And Matt Youngman was world-class. Heather had spotted him at a Hosiery Restoration League "Beauty for All" event two weeks earlier. He was fit and handsome. And the right age. Heather subscribed to the old half-plus-six theory. With one exception. Men, the theory goes, should be with women half their age plus six. Thus, a 60-year-old man should be with a 36-year-old woman. Heather agreed. Except she substituted woman for man in the theory. Men like Matt were drawn to "Beauty for All" events. A $500-a-ticket affair. Cocktails and mingling with an array of beautifully hosed and heeled women of all ages, shemales and crossdressers (also known as pantyboys). Followed by a beauty and femininity contest open to women, shemaies and pantyboys. Despite their genetic advantage, women rarely won. Matt almost fainted when Heather chatted him up. And almost couldn't answer when Heather invited him to an "office appointment" two Fridays hence at 6 p.m. Heather got that reaction a lot. It was beyond most men's comprehension that Heather Stunner, who could have passed for 39, was 53. And the mother of two girls and three boys, one of whom was a shemale, one a pantyboy and one a hetero stud who fucked girls, pantyboys and shemales who wore stockings, garters and heels. She was the grandmother (!) of six! Mrs. Stunner had been married to her only husband, who was the father of the youngest three children, for 31 years. Matt was one year old when David Stunner married Heather Snodgrass. Some said that Heather married David for his surname. Which was partially true. Though she did and does love him. And David adores Heather. Even though she has cuckolded him practically every Friday and Sunday night of their marriage. With his full consent. And NO questions asked. As Matt was learning, Heather's rules were worth following. Was Heather about to cum? Oh yes. She was shuddering and squealing. And squirting! Oh my! A lovely bonus. There may have been one or two women in history who enjoyed sex more than Heather Stunner. Maybe not. Heather LOVED sex. Men LOVED sexing Heather. Oh my! Was Heather cumming again? Screaming and gushing! Nice work, Matt. The man let Heather calm herself a bit, then mounted her. Missionary style. Pinning her to the mattress. Heather wrapped her stockinged legs around Matt as he plunged his slightly-bigger-than-average cock into the hottest place on earth. They tongue-kissed hungrily, exchanging cuntal juices as the sweet friction sent them skyward. Matt's only concern was that Heather had to cum before he did. He needn't worry. Heather was a serial cummer. She came early and often. She was on her third toe-curler of the fuck when Matt poured his ball juice into Heather's hungry pussy. Need we say that when the steam cleared, Matt got an "I'm all yours" from Heather? At that point with new lovers, Heather found them to be almost catatonic with joy. Matt, like many of his dozens of predecessors over the past 35 years, actually cried. He was afraid that Heather would see it as a sign of weakness. But Heather took it as a sign of respect. She drew him to her spectacular breasts and said, "Think about your most disgusting urges. It's time to satisfy them all." Matt's cock, which had lost its starch after its vaginal visit to Heather, was in full recovery. Should he stick it...? No, not there. Not yet. What about his tongue? Should he...? Was that second-date stuff? His fingers could go... No. Heather could practically read his mind. "You could suck my titties while you're thinking about how you want to ravage me. Just a suggestion." Matt smiled. It was a great suggestion. He attached his lips to Heather's huge right nipple and began to suck it quite expertly. Heather settled in for a little break before she experienced the full satisfaction of Matt's full array of filthy needs. Unlike most women, who at that point would be thinking about their next beauty appointment or, more likely, mapping out ways to nag, manipulate and emasculate their men, Heather was thinking about her kids. Mary Ann Stunner-Johnson, the oldest at 35, was a clone of her mother. Every bit as beautiful and sexy. Every bit as stockinged heeled and gartered. Every bit as in-control of her husband of ten years, Fred Johnson. Like David Stunner, Fred had taken the deal to allow his wife two nights a week of don't-ask-don't-tell freedom. It was a good deal. Mary Ann gave herself to Fred the other five nights of the week. All of herself. All Fred had to do was to make a good living and be a good father to their three children. Linda Stunner- Anderson, 32, had a similar deal with Sven, her husband of six years. Two children completed that happy home. And that's about all of what we'll say about Mary Ann and Linda and their hubbies and kids. This story isn't really about them. The 30-year-old fraternal twins were different. They were boys. Sort of. Tiffany Stunner (formerly William) was a shemale. Full time and fully- breasted and hormoned. Almost indistinguishable in beauty and raw sex appeal from her mother and sisters. Except for her nice, 6.15-inch, uncut cock and heavy, cum loaded balls. William grew up around three feminine masterpieces. Not only his mother and sisters, but the women, shemales and pantyboys who frequented the Hosiery Restoration League, His sisters wore seamed, reinforced-heel- and-toe, fully-fashioned stockings, garters and high heels every day after their 12th birthdays. And so did William. Whom his family called Tiffany from that moment on. Heather helped Tiffany transition, of course. Mary Ann and Linda were on birth control pills beginning at age 12 and one day. At that age, Tiffany began taking female hormones. Mary Ann and Linda were good girls, of course and would never have underage sex. But why take a chance? Tiffany was every bit as pure and virginal as her sisters until she reached her 18th birthday. At which time her mother and sisters introduced her to some very nice men who frequented the Hosiery Restoration League offices. Tiffany's twin brother Ben was different. He resisted the lure of wearing the garters, stockings, heels, panties and other lingerie that was ubiquitous throughout the Stunner house. He fucked girls, only girls. And even married one. Katie. Who gave him a son. They were "normal." Happy. Until one day when Katie came home early and found Ben in a pink babydoll, pink garters and pink seamed, reinforced-heel-and-toe, fully- fashioned stockings. Pistoning a nasty-looking, loudly-buzzing dildo in and out of his bumhole as cum strands flew from his peelips. Well. Mr. Ben Stunner was, it seemed, a pantyboy. No boobs. No hormones. The usual Stunner beauty. Embarrassing. But redeemable. Katie and Ben worked out a deal where he would be husband and father five nights and seven days a week. On two nights, he could be "Candy." A tasty confection that the patrons of the Hosiery Restoration League loved to consume. No questions asked. With the same courtesy extended to Katie, of course. The only "normal" one of Heather's children appeared to be 28-year-oild Robbie. Robbie was probably the luckiest man in the solar system. He was young, rich and full of cum. Strikingly beautiful, Robbie aroused the genitals of almost all of the women, shemales and pantyboys who were clients of the League. So the lad had all the pussy and ass any of us mortals could only dream about. And he didn't need to "dress up" to get laid (as he teasingly accused his older brothers of doing). So, yeah. This Stunner part of this story will be mostly about Robbie. Chapter Two - Resisting anything but temptation Gina Sweet put the finishing touches on her pretty face and sighed deeply. It was going to be a big night for Gina. Two days after her 18th birthday. Daddy had arranged for Gina to attend that Friday night's "Beauty for All" event at the Hosiery Restoration League's offices downtown. Daddy had even arranged for Gina to compete in the event's beauty and femininity contest, which was open to women, shemales and pantyboys who shared Heather Stunner's love of seamed, reinforced-heel-and-toe, fully- fashioned stockings. Gina was not a woman. Or a shemale. Gina was "Dale" until her 16th birthday, at which time her rich and indulgent Daddy gave her a metric ton of feminine cosmetics, clothing, lingerie, stockings and high-heeled shoes. Gina burst with happiness and love for her Daddy. And was never Dale again. Gina had no desire to be a woman. Or a shemale. She was fine without the hormones and the boobies, thank you. At 5 feet 7 inches, she was petite for a man, tall for a femme. And one of nature's most beautiful creations. But don't take my word for it. The full-length mirrors scattered throughout Gina's bedroom suite attest to her beauty. Gina smiled with humble self-appreciation as she regarded her image. Long, luscious legs encased lovingly in tan, seamed, reinforced-heel- and-toe, fully-fashioned stockings. A white garter belt snapped onto stockings at each creamy thigh. A white, strapless training bra across her flat chest. No titties. No problem. And no panties. Yet. Gina loved wearing panties. She had worn them long before Daddy had given her the go-ahead to dress full-time as a girl. But panties presented a problem. When soft, Gina's delicious penis was a modest four inches. Easily tuckable into almost all panties. But when Gina was aroused... Her penis doubled in size. And stood straight against her pretty tummy! Eight red, hot inches. With a skinned and dripping knob. Oh dear. Thinking about her "debut" at the Hosiery Restoration League that evening, Gina was aroused. Happily, Gina had a tried and true solution to the problem. "Daddy," the sweet angel called out in her femmiest voice. "Could you please help me?" Daddy appeared almost immediately. "How can I help my princess?" the loving father asked. Though Gina's need was obvious. Gina scrunched her beautiful face and whimpered, "I can't get my panties on, Daddy." Daddy smiled. "I see your problem, Honey. Let Daddy take care of you." Gina smiled back, bravely. "Thank you, Daddy. You're the best," Daddy thanked his stars, as he always did in those situations, for the opportunity to "help" Gina. He went straight to Gina's nightstand, opened the drawer and extracted a large bottle of Slickyboy Masturbation Cream. Good stuff. He then stood behind Gina. Who was admiring herself in a full-length mirror. What an angel she was, Daddy thought. And how stupid her mother had been to want to raise her as a boy. What good fortune it was for Daddy and Gina when Gina's mother ran off with the pizza-delivery man. Daddy squirted a large dollop of Slickyboy Masturbation Cream onto his right hand. In her 4.5-inch heels, Daddy and Gina were roughly the same height. Daddy reached around Gina's right hip and laid his slick, warm, loving hand onto Gina's quivering penis. Daddy began to kiss Gina's neck as he masturbated her expertly. Gina gasped in erotic desperation, Oh how Gina wanted Daddy to fuck her! How Gina wanted to suck Daddy's big cock and swallow Daddy's baby cream. Alas, that could never be. Incest was out with Daddy and Gina. All they were doing was something that was medically necessary. To empty needy testicles regularly. So that Gina would suffer no injury, And fashionably necessary. Since Gina wouldn't want her erection tenting her miniskirt. At least until the event was well underway. Gina's peener head had emerged completely from its hooded cave. It was dark-pink with arousal. And Daddy was doing lots of things to arouse her further. Daddy slid his slick paw along the considerable length of Gina's cockshaft. Gina gasped. He cuddled her fat balls with his lubed palm as he whispered into her ear how beautiful she was. And how lucky a man would be to fuck her. Gina almost spunked at that. Thinking about how a man's cock, especially Daddy's, would feel housed tightly in her bottomhole. At that moment in the space-time continuum, Gina was still a virgin. Mostly. She had had a date or two with boys her age. Ok, maybe 23 boys. She had kissed some of them. OK, maybe all of them. But she had NEVER sucked any of their cocks. OK, maybe 12 of them. Or 18. And none of them had sucked her cock and swallowed her girlish goo. OK, maybe ten of them. Or 15 to be precise. But let me be clear. Gina had never sucked Daddy's cock (though Gina wanted to do that SO badly). And NO ONE had fucked Gina's pretty bum. She was saving herself for a man on that one. Not a boy her age. And now that she was 18, tonight would probably be the night. Thoughts of being buggered by a handsome man, though Daddy was off limits, as well as Daddy's manual migration to Gina's knob head, had poor Gina in quite a dither. She turned her head to give Daddy a deep, tonguey kiss just as Daddy slid two fingers of his left hand into his daughter's magnificent anus. Cowabunga! Bazinga! Shazam! Rockets' red glare! Sperm bursting in air. Gina's pretty knees buckled as she shot her cream into the mirror. She staggered back and Daddy caught her. Steering her gently toward the room's big easy chair. Where they fell together. Daddy's bottom on the chair. Gina's bottom on Daddy's lap. Somehow Daddy had lost his pants and underpants while saving Gina from a fall. Gina's cock began to wilt just a smidge. Daddy's cock stood tall and proud. This wasn't the first time they had been in this position. Or the fiftieth. A medical necessity for Gina was also one for Daddy when his cock got stiff and his balls ached. And Gina loved her Daddy too much to let him suffer. Daddy handed Gina the bottle of Slickyboy and the sweet pantyboy went to work on Daddy's cock. It was fun to compare sizes. They were almost equal there. But such folderol wasn't possible at that moment. Daddy and Gina were in heat. They were stroking each other most lovingly as their tongues danced in each other's mouths. Despite her cum of moments earlier, Gina was hard and needy yet again. Each knew how the other "liked it." So it was no surprise that the explosions would be powerful. And they were. Daddy ached to fuck Gina. Gina wanted Daddy to fuck her. But they both knew incest was WRONG. So Gina made a promise to Daddy right then and there that she would get him some proper pantyboy pussy by the following weekend. How she would do that, she wasn't sure at the time. But opportunity had some surprise knocks. Chapter Three - The big win After "helping" Daddy, Gina had to change her stockings and garters. Daddy's sperm could leap tall buildings at a single bound. But he missed her bra at least. Daddy stroked his drooling cock as he watched his princess remove her cummy stockings, then slowly roll on a fresh pair. He gasped manfully and spurted copiously as Gina attached the last garter snap to her tan stocking welts. It was a wonder that Gina was able to get into her pretty, white, cocktail dress with the flouncy shirts and high-heeled white pumps and out the door before she and Daddy had further medical relief. But the limo driver Daddy had ordered took the sweet pantyboy to the Hosiery Restoration League in time for an hour of mingling before the night's beauty/femininity contest. Gina created quite a stir. She was new. She was young. She was beautiful. She was innocent. And her skirt was so short, one could see a whiff of stocking top as she moved. Like many men that evening, Robbie Stunner was smitten by Gina. He introduced himself and was a bit taken back when Gina didn't react with lustful awe. Gina didn't even seem interested in Robbie! Her eyes seemed to be searching the room for someone else. No problem, Robbie decided. Gina was playing hard to get. He would overcome that and have her in bed soon enough. At the appointed hour, Tiffany Stunner gathered up Gina and the other six contestants (two women, two shemales and one other pantyboy) and lined them up for the contest. They were all amazingly beautiful. All well-hosed and heeled. But even in the phase one, fully dressed competition, Gina stood out. In phase two, where all removed their dresses and walked back and forth in bra, panties, stockings, garters and heels, Gina stood out even more. Her eight-inch "asset" was tenting her panties severely and men were drooling all over the room. In phase three, when bras and panties were removed, Gina almost started a riot. No one in the room had ever seen a pantyboy that beautiful with such a big, hard cock! Gina, whose initial shyness at showing her privates in public had begun to be replaced with the glow of sincere flattery, looked at the crowd of her admirers and somehow had the presence of mind to find HIM. To pick HIM out. Oh how she wished she could run off the stage and throw herself into his arms. To bend over and BEG him to pull his cock out of his pants and FUCK her! He was so handsome and manly and so SO! Filthy urges migrated from her hard penis to her mind and back again as her stiffie twitched. The men in the audience oohed and aahed. Anticipating... There it was. That look of helpless desperation as Gina's penis began to shoot a full, creamy load of girlish sperm! It was so humiliating! And impossibly sexy. Gina hardly noticed when she was declared the winner by loud acclimation. But she did notice when Tiffany Stunner, who was helping Gina back into her panties, bra and dress, told her what the winner won. "You get to spend the night in the winner's suite, Honey," Tiffany said. "With any man, woman, shemale or pantyboy who is here tonight." YUM!! Gina hurried into her clothes. Fearful that HE would leave before she could invite him to a night of carnal delights. No worries there. No one had left. On the off chance that the winner would select him or her. Gina stepped back into the gathering area and into the crowd. Looking for HIM. Robbie Stunner was pretty sure Gina would pick him. The winners usually did. Wait. Gina had spotted her companion for the night. She smiled nuclearly and moved toward him. In Robbie's direction. And past Robbie. Huh? Alan Firmwood couldn't believe his good luck. The 42-year-old, grey-at-the-temples, moderately handsome, stocking enthusiast was stunned to be selected for a night of incessant carnality with a young angel of love like Gina. He asked himself "Why?" for a millisecond, then accepted Gina's hand and let himself be led to the "winner's suite." Can we guess why he was selected, class? That's right. In the right light and at the right angle, Mr. Firmwood looked a lot like Gina's Daddy. And since Daddy couldn't be Gina's first fucker, she went for a reasonable facsimile. Logical? No. But since when was lust logical? Poor Robbie Stunner. He would have to settle for someone other than Gina that night. Someone not quite as beautiful. Or virginal. Or as big-cocked. Was Robbie in love? Or did he just want Gina because he couldn't have her? Yet. Robbie wasn't about to let Gina go. After that night, Robbie vowed to steer Gina to his bed. Gina wasn't about to let Mr. Firmwood go. Moments after arriving in the winner's suite, Mr. Firmwood was nude and Robbie had stripped to her stockings and garters. Mr. Firmwood had stopped trying to understand his good luck and was considering how to convince Gina that she had made an excellent choice. Mr. Firmwood was no neophyte in the culture of the Hosiery Restoration League. For a glorious year, when Heather Stunner was 34 and he was 23, he had Heather in his bed for one night a week. Little did he know at the time about Heather's "half plus six" rule, but he learned as he became too old for Heather. Mr. Firmwood assuaged his pain somewhat by becoming an "active" member (and donor) of the Hosiery Restoration League. And romancing the various persons of stockinged femininity who graced its halls. He had experienced torrid little affairs with Mary Ann Stunner when he was 25 and she was 18. Another with Linda Stunner when he was 28 and she was 18. Tiffany Stunner was his first shemale when he was 30 and she was 18. That gave Mr. Firmwood a taste for feminine cock, which he further satisfied with Candy Stunner, whom he didn't get to fuck until she was 25 and he was 37. Mr. Firmwood didn't discriminate when it came to stockinged beauty. He fucked them all. Of course, at age 42, he wasn't always getting the cream of the creamiest. After most weekly meetings, he went home with a moderately pretty woman in black stockings, toting a wet, hairy pussy. That week was his extra lucky week. And he wanted to give it his best shot. He had an "icebreaker " in mind that was popular with the pantyboys he had romanced. The man saw that the nightstand next to the Olympic-sized bed was well stocked. Spermbutt Anal Lubricant. Slickyboy Masturbation Cream. Baby oil. Mr. Firmwood went old school. He grabbed the baby oil. And deluged his right hand with it. As he coupled with Gina for an introductory kiss, he rubbed the baby oil not only onto Gina's stiff prick and fat balls, but all over her flat tummy as well. He broke the deep, tonguey kiss for a microsecond to lead Gina to lie on her back on the bed. Then glopped on more baby oil onto his hand and transferred it to his own stiff, seven-incher, balls and stomach. Mr. Firmwood joined Gina on the bed and took her into a tongue-kiss clinch. Yum. That was delicious in itself, but Mr. Firmwood added two spectacular elements. While kissing the new love of his life, the man rubbed his slick, enflamed cock all over Gina's slick stiffie, balls and tummy. Gina gasped and responded by rubbing back. Then the cake got iced. Mr. Firmwood maneuvered Gina onto her right side, then reached around her left hip and entered her bottomhole with two rude, well-oiled fingers. Gina, whose anal experiences were minimal, except for Daddy's not-so- deeply-penetrating fingers, opened her eyes wide with surprised delight. Then wider when Mr. Firmwood found her prostate. Oh! Until that moment, Gina didn't even know she had a prostate. She knew then. She truly did. She also knew that she was LOVING the feeling of her stiff, well-oiled business rubbing against "Daddy's." As they tongue-kissed like people starved for saliva. It was all Gina had ever hoped it would be. Daddy loved her. Daddy wanted her. Daddy's fingers were torturing her libido. Making her see sound and hear colors. Gina cried out in sweet agony as she drenched her man's privates with her sissy cream. "Oh, Daddy!" she screamed when she was able to form words. And Mr. Firmwood knew why he had been chosen. Being a man, he exploited that advantage. "Did you enjoy that, princess?" he asked a chest-heaving Gina. Gina's eyes were moist with love. "Oh, yes, Daddy. Will you fuck me now? Please fuck your sweet Gina. I NEED it!" Being a gentleman, Mr. Firmwood set out to oblige his lady. But being a true gentleman, he didn't comply with that welcome request immediately. To make it all very memorable to his new best companion, Mr. Firmwood was going to employ a tactic her high-school paramours had never considered. Foreplay. Gina was disappointed at first when Mr. Firmwood didn't immediately plunge his fat prick into her perfect bottom. But then she experienced nipple adoration for the first time. Mr. Firmwood was VERY oral. And very good at being oral. Gina squealed with intense pleasure as the man kissed, licked and sucked her oversized nipples. All the while rubbing her prostate with his insolent fingers. Sensing the inevitable from the attention he was giving her, Mr. Firmwood capped Gina's knob with his mouth just as she screamed out her love for Daddy and shot her sissy cream down her man's throat. What a fun night this was turning out to be. And the main event hadn't happened yet. Would "Daddy" fuck his little girl now? Despite Gina's babbling murmurs of "Fuck me, Daddy! Please fuck me." Mr. Firmwood followed his own agenda. He flipped Gina onto her pretty tummy, slid three pillows under her midsection and, instead of plunging hic cock into her boy pussy, he slid his tongue in there. Another first for Gina. And another startled scream as the man ATE her ass! He was a vicious monster! He was a cannibal!! His tongue knew no boundaries. Respected no conventions or rules. Mr. Firmwood was a bum-eating animal. Gina was in fear of her life!! Which was exactly the right mix of terror and lust that made her experience the single best orgasm of her life thus far. Gina trembled with the aftershocks for a good five minutes after her anal orgasm. Such a good choice she had made. Real Daddy or not. As the last spasm left the exhausted pantyboy, she felt Mr. Firmwood's peehole rubbing the wrinkle of her anus. The man had lubed his cock with Spermbutt Anal Lubricant (the pantyboy's friend) and was about to claim his prize. "Relax, Baby," he said to his new lover. "It will hurt at first, but I'm not backing out." Gina's eyes were wide with the fear of the unknown. But she wanted to be fucked. She needed to be fucked. "OK, Daddy. I love you," the brave little trooper said. The man pushed. The pantyboy screamed. A second push. All in. And a second, louder scream. The man rested to let the pantyboy adapt. And then, 22 minutes of pure lustful bliss. In and out. In and out. Reaching around to skin Gina's knob as they fucked. Over the shoulder kisses. And finally. Though Mr. Firmwood was a skilled, experienced lover, he could hold back no longer. He filled Gina's bottom with a pint of man's cream. And Gina joined him in pleasure with an intense, but almost dry toe- curler of her own. Oh! There was a LOT of kissing after that. Gina sucked Mr. Firmwood's poopy cock to a second stand and he fucked her missionary-style with that firm wood. As they kissed deeply and made each other promises that humans never keep. And so went the best night and morning of both of their lives. Six delicious fucks. Not bad for a man his age, eh? The lovers parted at 10 a.m. promising to meet the following Saturday night at a discrete luxury hotel downtown. Remember, Gina couldn't date on Sunday-Thursday because she was still in high school. Chapter Four - Stalked at School Gina was walking a bit stiffly that Monday morning as she alit from Daddy's car and strode into Millard Fillmore High School. Her lovely ass was reminding her of how it had been savaged 22 hours earlier by Mr. Firmwood. Oh how she missed Mr. Firmwood. But Daddy was firm too. About dating a man or boy more often than once a week. Only Daddy could provide his lollipop sweet relief every day of the year. Daddy sped off to the office where he would be firing another 3,000 employees and shipping their jobs to Abbadabbastan, where the maximum wage was a chicken and two kilos of potatoes a day. Fulfilling his obligations to his stockholders. If not humanity. Another rich, clueless-to-humanity guy was watching all this from binoculars 500 feet away. Robbie Stunner watched in stunned, aweful awe as Gina gave her Daddy a deep, wet, lipsticky kiss with lots of tongue before getting out of the car. Then he watched in pure lust as Gina strode into school on her four-inch stilettos. Her tight ass moving right and left, exposing a hint of stocking top with each step as her micromini struggled to conceal her bare thighs. Robbie creamed his pants. Which was sick. And embarrassing. And stupid. Wasn't it? Robbie could have left the school, changed his pants, or not, pulled out his little black book and, within an hour have his almost six-incher deeply embedded in a number of beautiful stocking-wearers. But he wanted what he couldn't have. Gina. He wanted her so much that he began to stalk her. To learn more about her. So he could romance her. Fuck her. Then be over her. Robbie drove away from school and called Acme Stalker-Helpers. By 1:37 p.m. that day, the Daddy and Gina Sweet residence was completely bugged. Audio and video. At that very moment, in room 204 of Fillmore High, Gina was bent over Mr. Secant's desk. Her pretty panties were down to mid-thigh. Her tiny, pink-plaid miniskirt was flipped up and her beautiful bottom was being ferociously eaten by her trigonometry teacher. Oh, how Gina was enjoying being 18. No man would touch her before her birthday. Now she wouldn't have to do any icky homework or studying any more. All she would have to do would be to "put out" for her teachers. Male and female. Mr. Secant was on his knees licking her boy pussy in full excavation mode. It felt SO good and Gina's agonized groans and grunts encouraged Mr. Secant to dig deeper. Was that the teacher's nose in her pootie? It was! And... Oh my! Mr. Secant was licking the back of Gina's ball bag as he nosed her anus! He was a keeper. Gina managed to hold off her orgasm until Mr. Secant replaced his nose with his cock. Yummmmm! Anal sex! Instead of study hall. Way better! The man was on his feet. Pounding Gina really hard. Gina was able to stay on her feet. Despite her four-inch, pink, stiletto pumps. But she couldn't hold back her cum. It blew out of her pretty penis in a very messy fashion. Soaking the inside of her miniskirt. The muscular movements engendered by her orgasm gripped Mr. Secant's cock in most agreeable ways. And he was soon heaving and creaming. A lot. Oh! Gina was going to have to go to her next class with sperm stains on her dress and her bottom leaking cum. Or she could cut her last class and go home. After some nice kissing with Mr. Secant. She chose option B. Maybe she would be caught cutting class and would have to attend bare- bottom detention with Principal Skinner. Or so her fantasy went. All men were fair game for Gina, now that she was 18. Mr. Secant appreciated Gina's willingness to submit to countless tongue kisses, despite where his tongue had been. So appreciative that he arranged for Gina's fellow student Mark to leave class and drive Gina home. Gina liked Mark. They had dated and had sucked each other's cocks. But they hadn't gone all the way. Since Gina no longer had to study for tomorrow's trigonometry exam, she invited Mark in. To her bedroom. The holy of holies for men and boys. Mark was barely 18. Thought sex was something one did quickly and furtively, to avoid detection and embarrassment. Gina once thought that way. Before Mr. Firmwood. And Mr. Secant. It was 2:12 p.m. All clothes were off, except for Gina's pink stockings, pink garter belt, pink bra and pink panties. She was lying on her back, saying, "You can lick my titties if you like, Mark." Now Mark wasn't thinking titties at that moment. He was thinking, suck that lovely girlie cock, swallow her sissy cream, and get equal recompense. Small thinking. Gina was offering him new opportunity. Mark accepted. He removed the sissy's bra. Then began to kiss, lick and suck each hardened nipple. Noting with pleasure how Gina reacted with agonized groans of intense pleasure. Wow! Look at me, Mark thought. I'm doing this right. Someone was, in fact, looking at Mark and Gina. Parked two blocks away, Robbie Stunner was watching their sexual antics on his cell phone. And fuming that an 18-year-old punk was romancing HIS girl. But the scene was so steamy that he freed his cock and began to run his foreskin back and forth across the glans. When Mark began to do the same for Gina as he licked each tittie tip with just the tip of his tongue, Robbie shot his spunk. Which startled a lady walking by pushing a baby carriage. Regaining his wits, Mark gunned his car out of there before being arrested for indecent exposure. So he missed the part where Mark sucked Gina's cock as he fondled (at her direction) her prostate. And had her practically begging him to fuck her. Which he did most avidly. That night, in his car, in order to be in surveillance range, Robbie watched as Gina told her Daddy about her day. Which excited them both so much that they enjoyed two mutual wanks and lots of tongue-kissing. Was Gina's father Robbie's rival for Gina's affections too? Robbie thought not. Just some healthy affection. The kind Robbie got for the first time as a kid when he was 13 and peeked at 21-year-old Mary Ann and 18-year-old Linda in their bedroom getting dressed. Watching them roll their black seamed, reinforced-heel-and-toe, fully- fashioned stockings up each of their beautiful legs. Mary Ann and Linda pretended that they didn't see him peeking and gave him a good show. Letting him get a good look at their hairy pussies as they clipped each garter snap onto their stockings. Then standing tall in their very high heels as they brushed their long hair in front of a mirror. Poor young Robbie. He cried out in orgasmic rapture as Mary Ann unhooked her bra to put on an alternative bra. Mary Ann and Linda giggled at him, then brought him into the room, teased him a little, then Mary Ann wanked him as Linda tongue kissed him. Just friendly family stuff. Still, Robbie was again fiercely jealous that anyone but he would touch Gina. Truth be told, this behavior was unusual in some ways for Robbie and in other ways quite normal. As the youngest of five siblings, little was expected of Robbie. And little was what the Stunner parents got. Robbie took a gap year after high school, then six years to get his bachelor's degree. Another gap year followed, which meant that, at age 28, he was six credits short of his master's degree and had never actually worked. Combine that with an apparent ability to woo and fuck any number of stocking-wearing women, shemales and pantyboys and one can almost smell the sense of entitlement. So the pursuit of pussy was a far greater motivator for Robbie Stunner than the pursuit of employment. Still, on the rare occasions when the pursuit reached a dead end, Robbie was stoic and committed to sticking his pole back into the water. For those other fish in the sea that everyone likes to talk about. Not that time. Robbie WANTED Gina! Whether or not Gina wanted Robbie. The rest of the week passed similarly for Gina. Fucked in school. Fucked in her bedroom after school. Wanked by Daddy. Lucky Gina. Unlucky Robbie. Until he decided to make his move. On Thursday afternoon, as Gina was waiting for fellow senior Harry Hunkley to fetch his Mustang to take Gina home, Robbie strode up to Gina and humbly asked her for a date. Gina hesitated. She knew who Robbie was. She knew about how entitled he felt. She knew he was ten years older than she. She knew that Robbie had bugged her bedroom. Daddy told her that his surveillance equipment had picked up the installers on Monday and that it had been traced back to Robbie Stunner. Gina was outraged at first, then saw an opportunity. "Tomorrow night. My house. 123 South Maple. At 7 pm. Bring your toothbrush." And with that, Gina jumped into Harry's car and took off. Robbie was elated! Chapter Five - Hosed at last Friday night. The Stunner home. Robbie Stunner is 28, still living with his parents and letting them pay for his car, insurance, and health care (plus incidentals). In his spare time (and he has lots of that) Robbie fucks some of the world's most beautiful, feminine, stockinged people. Robbie grew up with three of those beautiful, stockinged people - his Mom and his two genetic-girl sisters. Not to mention his brothers, Tiffany and Candy, who would give any "real" women a beauty challenge. It was a wonder he didn't start to behave like the idle rich. Wait. He did behave like the idle rich. Exactly like them. The real wonder was that he had never even tried on a pair of stockings. Or panties. Or a bra. No, Robbie was all man. Mostly. He wasn't really hairy. Or muscular. His cock was barely six inches long. And he was beautiful. In a male way. But beautiful. Facially. Not personality-wise. Robbie checked himself in the mirror and told himself that it was no wonder that Gina had succumbed to his charms. He was hot! Or so he thought. He drove to Gina's in his expensive, parent-funded car and knocked on the door at precisely 7 p.m. A good-looking, 40-sometyhing man answered. "You must be Robbie," the man said. "I'm William Sweet, Gina's father. Gina's told me all about you." Robbie gave William his 75 percent smile and said, "All good things, I hope." William just smiled and said, "Gina's upstairs in her bedroom waiting for you. First door on the right. I'll see you later tonight." Robbie nodded his thanks and said to himself, "Not if I can help it, pal. I'm going to be fucking that hot little piece of ass daughter of yours all night." But fucking time was a-wasting. So Robbie took the stairs two at a time and there was the door to paradise. Gina! In full battle array!! Gina looked like a 1950s Playboy centerfold. Tan, seamed, reinforced-heel-and-toe, fully-fashioned stockings. White garter belt. Pink, five-inch pumps with pencil heels. Pink babydoll nightie whose skirts ended just below her belly button. Pink peignoir. No panties. So her glorious cock was gloriously stiff and gloriously exposed. It was clear to Robbie that Gina had spent at least an hour on her makeup. It was that perfect. And that slutty. And Gina's blond curls framed her beauty exquisitely. It took every whit of Robbie's wits not to cream his pants. Gina smiled shyly at Robbie. The look that says, "I'm a good girl, but you're special and if you're nice, you can fuck me." You know the look. Robbie couldn't speak, so Gina did. "Hi, Robbie. Thanks for coming. Is there anything I can do for you?" Robbie found his nervous system and moved quickly. He was naked and kissing Gina within 48 seconds. Her peignoir was puddled on the floor. Gina was gasping and squeaking as her mouth was excavated by tongue. Cock rubbing cock. So hot! But then. Gina broke the kiss and said, "Rules for tonight, Robbie." Rules? Robbie didn't want rules. He didn't need no STINKING rules. But he listened. Which is what one does when a world-class carnal feast asks you for something. "When we make love tonight, you have to do what I say. Then, on our next date, if you follow the rules tonight, I'll do whatever you say. Whatever!" Robbie shuddered. Whatever? With this incredible babe? But wait. What would she want Robbie to do? Gina jumped in to allay those fears. "I won't ask you to kiss my shoes, or get into handcuffs, or let me spank you, or have you eat my poopie. Just normal stuff. Stuff I know you want. If you do as I say, we keep making love. Say no and you go home. My first order is for you to kiss my nipples as you dilate and lubricate my pussy with your fingers and that bottle of Spermbutt Anal Lubricant. Then you can fuck me. How's that?" Robbie liked the rules thus far. So, with the skill that comes from ten years of making love to sissyboys, Robbie set to work. Gina lay on her back and lifted her pink babydoll to her chin. Her nipples were spectacular. Robbie had sucked nipples attached to brabuster titties many times, but Gina's ranked higher because she was amazingly responsive. Oohing and aahing. Gasping and squealing. Especially when he found her prostate. Robbie knew just how to massage it with his slick fingers. Combine that with nipple adoration and you have yourself a party. Robbie took it as a good sign for his future with Gina when her eyes got wide, she cried out in helpless lust and bedewed her tummy with a large serving of sissy goo. Step one went well. Robbie's cock was outrageously ready to fuck Gina as he slid two pillows under her hips and touched her pootie with his peelips. He leaned oved and kissed her sweetly. Telling Gina how gorgeous she was and how deliciously he was going to fuck her. And so he did. Gina had to admit. Robbie's cock wasn't the biggest. In fact, it was two inches shorter than her own. Nor was Robbie all that masculine. Not much body hair. Little muscle tone. Only five feet nine inches tall. His personality wasn't the best. Too entitled. Too lazy. But he could fuck. Really fuck. Better than Mr. Firmwood fucked. But she still loved Mr. Firmwood more. And Robbie was a member of the Royal Family of Stockingdom. Still. Robbie Stunner was just a nice Friday evening diversion for Gina. This first phase of all this was just fluff for sure. Though it was the most substantial fluff she had ever encountered. Gina's screaming, heaving orgasm, followed by Robbie's grunting, bum- filling climax ended phase one on a high, soprano-like note. The lovers-for-the-evening kissed and cuddled for a while. Robbie decided then and there that his strategy of "fuck Gina then be over Gina" wasn't working. It was a way more applicable strategy to the lovely, stocking-wearing women he had romanced. Like all men, Robbie eventually learned that women make it their life's work to nag, manipulate and emasculate their men. But pantyboys were different. This pantyboy in particular. Gina was deliciously beautiful. And a GREAT fuck. And she wasn't genetically programmed to drive her man crazy. OK, maybe crazy with lust. A good crazy. That evening, Robbie vowed to do whatever Gina wanted him to do. So Robbie awaited further instructions. Phase two began. "Robbie," Gina said in a little girl voice, "I want you to put on stockings and garters for me." Robbie gulped. He couldn't do that. He had never done that and wasn't about to start at his advanced age. That was a deal-breaker. He was going to thank Gina for her kind attentions, put his clothes back on and walk out of there. His male honor intact. His masculinity unviolated. But then Gina, in an even more little-girlie voice asked, "Haven't you ever wanted to do that?" Oh no! This pantyboy had seen Robbie's soul. She was a demon! How did she know? All those years around stockinged beauties, with a mother who was the Queen of Stockingdom and his four princess sisters. But Robbie had never slid on a pair. Why not? He wasn't sure. Maybe he wanted to be the only one of Heather Stunner's offspring who didn't take it up the butt on a regular basis. Maybe he was afraid of what people would think of him. Maybe he was afraid he would like it. Gina smiled sweetly. Waiting for his answer. Then Robbie said, "Sometimes." And the ice cracked. Gina touched his cock, skinning it sweetly as she asked, "I think you want to wear stockings and garters. And I know you need to. And remember that part about, 'whatever you want' the next time we get together." Robbie gulped. It was so wrong. And so right. "OK," he said, in the deepest voice he could muster. Gina squealed happily, kissed him on the mouth, jumped up and ran into one of her three walk-in closets (one for lingerie, one for outside clothes and one for shoes, of course). Ten seconds later, she emerged with a pair of wispy, black seamed, reinforced-heel-and-toe, fully-fashioned stockings; a ruffled, black garter belt; and a black, very scanty, babydoll nightie. Despite having fucked Gina most vigorously ten minutes earlier, Robbie was fully erect. And stayed thus as Gina helped him roll each stocking into a doughnut, then SLIDE it up his almost hairless leg. Oh! Robbie tried not to whimper with satisfied desire. And he almost made it. But Gina knew what was happening as he attached the garters to each stocking. Gina helped Robbie put on the babydoll, then got onto her pretty knees and said, "You're so pretty, I could just eat you up." Then she did just that. Tonguing his glans mercilessly (especially the "arrow point") as Robbie couldn't resist admiring his femmed-up self in the room's various full-length mirrors. When Robbie spasmed and spurted a nice, thick load down Gina's throat, he issued some very unmanly sounds. It was magnificent. And only the beginning. Gina swallowed half of Robbie's nice, creamy bundle, then stood up and fed him the other half via their tongues. Oh! Robbie was in love! With Gina. With sex! With lust! And especially with the image of his stockinged self in the mirror. Gina stepped back and said, "Let's take this a little further. Have a seat at my makeup table and I'll brighten your face a bit." Robbie made a half-hearted show of reluctance, but they both knew the score. Feminine Robbie 49, Masculine Robbie zero. A rout. The score went to 100-0 when Robbie viewed his full, cosmetically- enhanced beauty in the mirror. He was a babe! Gina let him adore himself for a bit, and then moved into phase three. "Lie on your back and get yourself ready to be fucked, Honey," she declared. "Here's the Spermbutt Anal Lubricant with the special applicator cap [sold separately]. Just ease it up that pretty bumhole. And when it's good and up there, press this button. It will send Spermbutt Anal Lubricant through all these holes and get your insides all nice and slick. You'll need it. Trust me." Robbie was terrified! He was going to be fucked? By Gina??? He stole a glance at her thick, hard, twitching cock. It was so big! Two inches bigger than his own. And Robbie had never been fucked before. He couldn't do it! But he wanted to do it more than anything ever. And everything Gina had "ordered" thus far was the best of the best he had ever had. So Robbie lay on his back. Lifted his knees and slid the "special applicator cap" [which looked exactly like a plastic cock] into his virginal butt. Oh. It hurt a little. But all-in-all, not bad. It was all the way in. He pushed the button and lots of soothing lubricant coated his male pussy. Robbie stole a glance at Gina. She was smiling. Not a "you little fairy, I love humiliating you" smile. More like a "thank you for making yourself and me happy by being brave" smile. Or so Robbie thought. Anyway, Robbie plowed the furrow for about ten minutes until Gina declared him ready. Robbie was almost crying with fear. But he was also incredibly aroused. Gina was going to fuck him. He would endure it at first, then adore it. Or not. "Please get onto your knees and suck my cock now, Honey." A usually welcome order. But puzzling. Did Gina want Robbie to make Gina's cock harder by sucking it? It already looked pretty hard to Robbie. Oh well. Following orders was on a roll, so Robbie followed that one two. Robbie got onto his knees and gave Gina an excellent blowjob. Robbie expected at any moment that Gina would have him stop, get onto the bed on his back, spread his legs and take Gina in. But that expectation was never fulfilled. Gina shot her baby bullets down Robbie's throat most incongruously. What was she thinking? Gina drooled out her last spermie, then asked Robbie to stand. They kissed quite hungrily for a while until Gina broke the kiss and said, "On the bed, on your back now, Honey." Robbie was confused, but obedient. How was Gina going to fuck Robbie with that wilted penis? The answer? She wasn't. "Robbie, I'd like you to meet my Daddy." A man appeared next to Gina! A naked man!! A handsome, fit, eight-inch-cocked, naked man. "Oh, wait. You met Daddy on the way in, didn't you? That's right. Anyway, Daddy is a great admirer of your beauty, Honey. He wants to fuck you. Last Friday, I promised him I would find him a pantyboy girlfriend within a week. It's been a week. And you're his new girlfriend. It's perfect, really. Daddy is 44. You're 28. Half his age plus six. "You can see by Daddy's stiff big boy that he thinks you're beautiful. And I can see by your twitching, titanium-hard penis that you want to be his girlfriend, even if it's just for tonight," Later on, Gina and Daddy had a good laugh at Robbie's facial expression during Gina's soliloquy. He was horrified and terrified. A man wanted to fuck him! A naked man. Who saw Robbie wearing makeup and lingerie. It was COMPLTELY humiliating and emasculating. Fight or flight were both bad options, but then... "You're very beautiful, my dear. What's your girl name?" Daddy asked. Robbie whimpered, "Megan." Where did that come from? Gina eased out of the room as Megan and Daddy were tongue-kissing and Daddy was easing his cock into Megan's bottom. Gina had kept her promise to Daddy. It was time for a good night's sleep on Daddy's bed while he's busy with Megan on Gina's bed. After all, she would be spending the next night with Mr. Firmwood. And that wouldn't be very restful.