Winners

by Gingerfred Man

 

Chapter Twelve – Back to School for the First Time

Brad and James left reluctantly at nine p.m. because the next day would be the first time either Justine or Amber had ever been in school.

There were lots of farewell, tonguey kisses and promises under the approving eyes of the McNallys. By sissy standards, James was not too old for Amber. In fact, Ron and Barbara fully expected Justine to eventually take an older lover and Amber to take one her age. In addition to James and Brad, not in place of.

Young sissies have a lot of sexual stamina and scads of sperm. It’s not the same biological imperative as men and women. Men have millions of sperm that they can produce well into their seventies. Women have a limited number of eggs and stop producing decades earlier than men. Therefore, men are promiscuous, women are choosy. Sissies act more like men in their sexual urges. In other words, if it moves, it’s a potential sex partner.

Justine and Amber exchanged lots of delicious details as they showered off legions of sperm from each other’s nubile, femmy bodies.

The girls hugged each other and squealed when they exchanged their new, femmy names. Life was good.

The only thing that could ruin it, both angels thought, but didn’t verbalize, would be if their mothers were to do their worst again. But they wouldn’t, would they?

And what were those odd questions James had asked Amber about her mother’s work habits? Hmmmmm.

The two angelic treasures hugged and kissed goodnight, dreaming of a beautiful, feminine, love-filled future.

The next morning they got up early and dressed in the clothes Mrs. McNally laid out for them for school. Tiny minis. Silky stockings. Big stilettos. Wow!

"Mrs. McNally, is this the way most girls dress for school?" sweet Amber asked.

"No, Honey. Most girls dress as if they expect to ride home on a garbage truck. You two are special and you’re going to look special. You’re going to be the two prettiest freshman girls at Henny Youngman High School.

Justine and Amber were pretty sure that they didn’t want to call any attention to themselves, but Mrs. McNally knew best, they thought.

"Oh, and girls," Barbara added, "If you see Robert, Mark, Scott or Billy, don’t act as if you know them. They’re in the closet and would die if someone found out they were sissies. Stupid though that may sound. Maybe seeing the two of you will give them some balls. I hope so."

Amber and Justine didn’t know what being in the closet meant, but it sure sounded stuffy.

Justine and Amber didn’t really know how to go to school, but they watched the other kids at freshman orientation and figured things out. They noticed that the girls seemed to avoid them, as if they didn’t want to look bad in comparison. They also noticed that the freshman boys acted as if Justine and Amber were princesses. Compared to their dumpster-diving competition, they were.

Amber and Justine had to wear something called "SmoothPanties" that Mrs. McNally said they would need for school. The special panties tucked their large willies back so that the prettiest girls in school weren’t sporting stiffies all day.

Without the SmoothPanties, the girls would have been hard and obvious for sure. There were tons of cute boys to dream about, and three classes of upperclassmen wouldn’t even be in school until the following day. Oh my. It was a feast.

Amber and Justine were so stimulated that they had to run into the girl’s room three times during the day, pull their panties down, lift their skirts and suck each other’s clitties to big cums. It was a good thing Mrs. McNally advised them to bring fresh make-up and lots of handiwipes to clean off the cum. She was the greatest!

Already the girls had picked out some cute guys they liked. Amber liked Richard, a cute, blond fellow frosh who almost fainted the first time he looked Amber in the eye. Justine had her eye on Mr. Royce, the assistant principal, who was responsible for school discipline. Mr. Royce gave most of the orientation and most of the kids seemed to be afraid of him. Justine thought she might like to be naughty and see what would happen if she were called to his office for a bare-bottom spanking. Do they still do those?

It was as the McNallys predicted. Justine wanted an older lover to complement Brad. Amber wanted a younger one to complement James.

That day, the girls were still very stimulated when the playgroup sissies arrived. Justine wished they were boys so she could get on her back and lift her legs for a good fucking from each of them. But it was still nice to have sissy friends to share your feelings with.

When Robert, Billy, Scott and Mark had sissied up, everyone wanted to hear about their serious love-a-thon with the Princes, father and son. Everyone got so randy that they formed three 69s and calmed each other down twice each. Let’s see, that’s three sixty-nines, or 207, and two cums each. That’ll be 414, thank you.

The four part-time sissies loved Justine and Amber’s femme names, but declined to take their own. "Too confusing," Billy said. "Especially when you’re in the closet."

Amber and Justine hoped they found their way out of that old closet soon.

When Justine told the group that she was hot for Mr. Royce, the part-timers howled with good-natured laughter.

"He’s a good-looking man, Justine, but mean as a snake. If anyone can tame him by sucking his cock, I imagine you can."

Justine took that as a compliment. She was familiar with people mean as reptiles. Mr. Royce wasn’t even the same species as her mother.

When Justine told everyone about the fantasy to be spanked in his office, no one laughed.

Mark shuddered with lust and said, "Completely, helplessly exposed. Then ten bare-bottom strokes from a firm, strong hand. Followed by some hot, wet make-up sex. Wow!"

Amber looked around the room and saw that all six sissies, including herself, were rock hard. Something to think about.

Of course they did other things than think for the rest of that afternoon and early evening.

 

Chapter Thirteen – Settling In

Life at the McNallys had a pattern, but that didn’t mean it was dull. The McNallys took the parental role to heart. Since school was back in, homework and studying had to be done and done well. Meals were regular and nourishing, with what a lot of people would call comfort food. Fried chicken. Pot roast. Tuna salad on the days Mrs. McNally went to the beauty parlor. Lots of sex, but lots of care to ensure that everything was safe and all the participants were nice people.

An ideal environment. Justine and Amber hoped the evil mothers never found out how happy they were. Goodness knows what those witches would do.

The next day, in school, Justine and Amber enjoyed the adoration of at least three hundred boys. The girls giggled trying to imagine how long it would take to make them all happy. Especially with all the McNally-imposed structure they had in their day.

At least five months would do it. Then they would have to start all over again.

Justine may have been imagining it, but she thought that Mr. Royce crossed paths with her a few more times that day than one would consider normal. Hmmmmm. When she met Amber in the second floor girl’s room for some sorely needed relief, Amber told her that she had invited Richard over to do "homework" that afternoon.

Things were truly going well. The next day, a Friday, the Princes were coming to the McNally’s for dinner and a "sleepover." On Saturday, the girls would take part in their first sissy sleepover at the McNallys, an event Ron, Barbara and the playgroup told them they were sure to enjoy.

So much to do.

Amber and Richard actually did their homework together that Thursday afternoon, which was extraordinary considering that Richard was almost hyperventilating the entire time he was with Amber. He was so sweet. She kissed Richard a lot, gave him a ballbuster of a blowjob, kissed him some more, and sent him home happy.

While Amber was swirling her tongue around Richard’s cockhead, Justine and the playgroup were playing off a theme from the previous day.

A femmed-up, dommy Scott was chastising Justine for poor attendance at playgroup. He pointed out that this was only the third playgroup that Justine had attended in the past year. Everyone knew that was because she had only been around for less than a week, but this was play.

"Get over here young lady!"

A bemused, but just-a-little-bit-scared Justine complied. Like her four sissy playmates, she was wearing only panties, a black garterbelt with black, silky stockings, and black, five-inch, stiletto pumps. Justine was proud of her titties, long hair, pierced ears and manicured nails, because the other "girls" didn’t have them. Was Scott acting out of envy? Envy can produce a sore bottom.

"Across my lap, on your stomach, young lady. Your head to my left. Now!"

This playgroup played rough.

Justine complied. She felt very exposed and vulnerable. And her prick, tucked between Scott’s smooth, warm, stockinged thighs, was very aroused.

Justine peeked at the others. They all had stern visages, but their penises were erect and throbbing.

Scott parted Justine’s bottom cheeks, exposing her anus to her playmates. That was humiliating! And her cock twitched as it rubbed harder between Scott’s thighs.

"You think you’re better than us because you’re full time and have titties and are incredibly sexy and beautiful," Scott accused.

Justine looked at Scott and said, "Well, yeah."

All five of them started to giggle.

Then Scott pretended to be serious again. "Have you had a cock in this pretty hole of yours?" he said, tickling her anus with his middle finger.

"Oh, yes, Scott. And it was wonderful."

"Such a little tramp you are! And did someone put his finger in there, like this, and swirl it around and around and in and out?"

"Unnnnhhhh." <Gasp> <Pant>

Justine adored the rude finger in her bottom. She was rubbing her tender, pink parts between Scott’s thighs as he finger-fucked her. Then, just as she was about to enter a delicious sequence that would lead to an orgasm, Scott pulled out his finger, raised his hand, and brought it down sharply on Justine’s plump bottom."

Pleasure made a quantum leap to pain and Justine gave a startled yelp.

Smack! Scott swatted her again. It was definitely painful, but not excruciating. Justine saw that Billy had dropped to his knees and was licking Mark’s enflamed cockhead. At least everyone else seemed to be enjoying this, she thought, as the third smackeroo landed on a plump, delicious cheek.

She could feel Scott’s cock frantically rubbing against her left hip as he smacked her bottom for the fourth time. Robert had moved to stand at Scott’s right and was fucking Scott’s mouth with his stiff sissy stick. Everyone was very excited by her "romantic discipline."

Much to Justine’s delight, so was she. The orgasm she had felt building moments ago had returned in far greater intensity. The exposure. The humiliation. The submission. The rubbing of her cock between Scott’s exquisite thighs as he smacked her for the fifth time. Scott’s hand hit Justine’s bottom and it appeared that the slap just PUSHED all the cum in one huge spurt from her balls, out of her cock and all over Scott’s lap, Justine’s midsection and the floor.

Justine screamed with the release of a six-spurt cum condensed to one massive spermletting! And then she screamed again in joy!

Scott stopped smacking Justine’s chastised bottom and gobbled several large globs of a very excited Robert’s sissy cream. It was dribbling down his cheeks and chin when he helped Justine up, sat her on one knee and Robert on the other. He took turns kissing them, as each employed a soft hand to bring Scott to a wincing cumstorm.

Then Scott asked, "Who’s next?"

Billy, who had just swallowed Mark’s big load, but had not yet cum himself, happily volunteered for some firm discipline.

And so the playgroup for that day went.

 

Chapter Fourteen – The Princely Return

The next day, the girls were very excited about the weekend and their scheduled dates that night with Brad and James. But they liked school too. They felt sad about missing elementary and junior high experiences, but found high school very exciting.

It seemed that three-quarters of the males in the school, including the teachers, were flirting with the sissy angels. It seemed silly that they had once worried that people would scorn them for being princesses packing panty pork. Boys adored them!

It also turned out that more than one pretty girl wanted to sample the pleasures of a liaison with the two lovelies. But Justine and Amber didn’t think they were ready for that just yet.

 

There was no playgroup scheduled for that Friday because Scott, Robert, Billy and Mark had dates! Seeing how Justine and Amber had succeeded, the four sissies confessed their little secret to boys they had lusted after for years. Each one enthusiastically accepted them and begged for a relationship. Oh my. Was it a trend?

Justine and Amber were so excited about a renewal of their favorite exercise, fucking men and boys, that when they returned home, they kissed Mrs. McNally, ate their Oreos and milk and ran upstairs for a bit of oral and anal relief before their dates.

The girls and the McNallys ate an early dinner (pork chops, mashed potatoes, pork ‘n beans). Then they helped do the dishes and, giggling, ran upstairs to make themselves irresistible.

When Brad and James arrived at 7:30, they were a tiny bit embarrassed to be showing up with obvious erections and carnal intent, but the McNallys didn’t delay them with small talk. They told them which room each girl was in and said they could have a big breakfast at nine if they wished.

The father and son climbed the stairs. Brad entered the first room on the right. James, the second room on the left.

James’ eyes bulged when he saw Amber.

She was on her bed, sitting against three pillows on the headboard. Her hair was brown, long and lush. Her eyelashes were too. She had made up her eyes for the delights of the bedroom. Her lips were a deep pink and glossed to perfection. Amber was wearing a tiny, barely-there, pink nightie with spaghetti straps. Her cleavage was evident and her nipples were barely covered. Her nightie also hardly covered her tummy and there, lying across her belly button, was Amber’s huge, nasty, thick, veined and foreskin-capped cock. It was no clitty or prickie or cocklet. That big salami was a cock. And the huge hairy balls completed the ensemble. The rest of Amber was deliciously feminine. Including her smooth, long, shaved legs and her delicate feet, with their wiggling, lacquered toes, pointed and begging for a sucking.

How had James ever gotten so lucky?

James stripped to his birthday suit and mounted his lover immediately. He covered her body with his and kissed her senseless.

Amber was moaning with love and contentment.

Compelled by urges he didn’t understand, James got on his back and asked Amber to feed him. She understood immediately and kneeling, straddled his shoulders, presenting her huge weapon for his oral attentions.

Goodness, he wanted to suck that feminine monster and swallow her sissy cream. He didn’t know why, but he knew what he wanted.

Amber eased the knob into James’ desperate mouth. He gasped with pleasure. Then he used his lips and tongue to completely unhood the feminine masterpiece. It was a lovely unwrapping, and exposed millions of nerve endings to James’ loving mouth. James withdrew her cock from his mouth and, kissing the exposed pink bits, praised Amber’s beauty. He stirred her huge ball sack as he caressed her cock and her ego.

Then he entered her tight sissypussy with first one, then two inquiring fingers. She gasped, then squealed softly as James continued to lick her cock. Finding a long, blue vein. Licking along its length. Kissing each ball, then bathing it with plentiful saliva. Finding Amber’s prostate with his roving fingers and rubbing it in a way that made her scream with pleasure.

Fearing that she was close to a creamy climax, James took Amber’s huge mushroom back into his warm, sucking mouth. Her girlish excitement was building. She was whimpering as each finger brushed her prostate. Amber was in heaven.

Her squeals intensified and then, BAM. Amber screamed bloody murder and pumped dollop after dollop of Grade A sissy cream into James’ hungry mouth.

James felt he was receiving the nourishment he had been wanting but missing all his life. Amber felt she had found a wonderful, caring lover.

After some delicious kissing, with Amber lying on top of James, James asked her to remove her nightie.

"I want to worship your breasts, Sweetheart," the smitten man said.

Amber slowly, teasingly removed her nightie and lay naked against the big man who was her lover. He laid her on her back and nursed at first her right breast, then her left as she stroked his hair and told him how much she loved him. After a bit, a kneeling James straddled Amber’s torso and placed his cock between her well-kissed and licked titties.

Amber cupped her breasts around James’s cock, making the crevice into a warm, comfortable pussy for her man. The friction as he moved back and forth was delightful, both for James and Amber. To enhance the experience, Amber gave James’ cock a sweet lick every time it emerged from the Valley of the Titty.

After 30 or so such licks, James groaned and doused Amber’s beautiful face with sticky cream. Yummy!

After some sweet, cummy kissing, the foreplay was over. James mounted his woman, who was on her back, in full heat. He entered her sissy pussy with one deep stroke, fucked her hard until she came hard all over her soft tummy, then blew his life’s essence into his precious love.

Meanwhile, Brad and Justine were getting along famously in the other room.

Brad’s first surprise was that Justine had added some blonde highlights since they had last met. He made a mental note to mention and praise that. The alternative, as every man knows, is an enforced period of celibacy.

Justine was a stunner. She was wearing white the last time they had met. This time she had only black fully-fashioned stockings, a tiny black teddy and a welcoming expression.

Oh, she was sexy. Her delicious titties had grown, even in the past few days. Without panties, her cock was bare and throbbing. And very excited.

Brad gulped and began to disrobe. "You’re incredible," the lovestruck boy said. "And I love what you did to your hair!"

Justine fluffed her hair and beamed at Brad. A good thing he noticed, she thought. I didn’t want to sleep alone.

Brad couldn’t take his eyes off Justine. Her eyes. Her erect nipples. Those beautiful legs. Her cock.

Brad joined Justine on the bed and kissed her silly. She was an excellent kisser and she rubbed Brad’s cock with her delicate hand as they swapped spit.

Brad kissed his love’s eyes, nose, chin, neck, inch-by-inch all the way down to her pretty toes. His Dad had told him how he had driven Amber crazy with toe-sucking. It was worth a try with Justine.

Brad could see the little beauties’ red paint through her black stockings. Justine was on her back. Brad kneeled at her feet and rubbed both feet with his strong hands. Mmmmm. That felt good. Justine purred.

Tentatively, he raised her right foot to his lips. He kissed her stockinged foot all over. Justine squirmed and her cock twitched. She liked it. Then Brad licked Justine’s little toe and its neighbor. Justine squealed. Brad persisted by sucking the two little jewels. Justine’s eyes got wide. She squealed. She blew the first of many creamy cums for the evening.

Brad was happy. This was a girl who appreciated a lover’s attentions.

Brad kissed Justine’s mouth as he used the cummies on her soft tummy to lubricate her warm hole. He rubbed it all over the walls of her secret place with one, then two fingers and that made her produce and blast another load of lubricant. When her anus was wet and ready, Brad kissed Justine and flipped her onto her pretty tummy. She was looking at him over her left, creamy shoulder with her pretty eyes. She was whimpering to be fucked.

Brad climbed onto Justine’s back and pointed his hot hard weapon at her anus. She said, "Please, Brad. I need it!" Brad pushed. Justine screamed with lust. Brad entered his Love with the full length of his tosser. He put a good deal of his weight on her so that she felt helpless and dominated. And loved. Then he fucked her. Beautifully. Life was good.

The next morning, a very, very well-fucked Justine and Amber sat with their men and the McNally’s at breakfast.

Ron McNally got serious for a moment. "Girls, James and I have been talking and we have to take steps to make sure that your mothers don’t ruin what has become two wonderful lives."

The girls were terrified. "Could they do that?" a trembling Justine asked.

Ron said, "Maybe. We have a very specific contract, but Justine’s mother is a very high-powered lawyer. James Prince has a wonderful idea of how to prevent that. He won’t give you details, but he’ll ask you to do some things that will help. Is that OK?"

Justine and Amber couldn’t give their new lives up. They would do almost anything.

James said, "Good. I want you to have sex with one man each. I’ll tell you when. They’re not the nicest men in the world, but it’ll be worth it. And I’ll make sure you’re not hurt in any way. Will you do that?"

It was all very mysterious, but they trusted James and Ron. They agreed.

James, Brad, Ron and Barbara smiled. "You’re sissies, but you have spine," Ron said.

 

Chapter Fifteen – Slumber Party

Every Saturday at the McNallys’, all the sissies had a slumber party. It was especially festive that week because it was the first for Justine and Amber. It was also the first since Robert, Mark, Scott and Billy’s dates with actual, cock-carrying boys.

The four part-time sissies arrived at 3 p.m., full of stories about boys kissing them and putting their big, stiff things right into them.

"It was heavenly," Bobbi, the former Robert, said as she was lining her eyes. "I told Alex Mendez that I had always had a crush on him. Then I quickly pulled down my trousers to show him my panties, garterbelt and stockings. I told him I would put lipstick on for him and started to do so, when he kissed me. Oh, I saw stars, I’ll tell you, girls."

"I know," Candi, the former Billy, said. "I told my best friend and a few minutes later, I had his cock in my mouth. After I made him cum a big bucket, he put me on the end of my bed, got on the floor on his knees, and tongued me, ‘back there.’ Thank goodness I douched before I told him about my sissiness. He made me cum in about three minutes flat. But that didn’t stop him. He held my hips up spread my stockinged legs. My bottomhole was completely exposed. He kept licking and eating it until it was wet and loose. Every once in a while, he would lick and suck my pretty nuts. Then, of course, he fucked me. Three times. It’s like, these guys have been waiting for a chance to do this stuff all their lives, you know?"

The girls knew.

"I don’t know why we were ever worried," Mary Theresa, the former Mark, said. "I told Gary Riley and he almost blew his wad right then. I chose a public place to tell him in case he was mean to me, but that was a mistake. The boy was frantic to find a place to take my clothes off and make love to me. We went to his grandparents’ house. They’re already back in Florida until May, and Gary knew where they hid the key. Gary, I discovered, likes good old, missionary position fucking. And so, I discovered, do I.

"We have to talk to our mothers about going full-time," said Alicia Marie, the former Scott. "I want titties, darn it. Especially after Donny licked each of my nipples for about an hour last night. I came four times, just from that and the finger fucking he was doing simultaneously. He was so intent on giving me pleasure that I only sucked his cock to one blooie and we only really fucked once. Of course the orgasm almost took my head off. I LOVE this!"

Bobbi, Candi, Mary Theresa and Alicia Marie were very happy sissies that Saturday night. The McNallys had been trying to get them to make the leap to sex with boys, but they were afraid. Now there was no stopping the lovelies.

Previous sissy sleepovers involved a lot of dressing in various sexy outfits, styling each other’s hair, painting each other’s toe and fingernails, and of course, fucking, sucking and pootie licking.

The parties were lots of fun, but something was missing.

At around 4:30, the six sissygirls were all femmied up. In keeping with McNally tradition, everyone had a light supper and drank lots of fluids as fortification for the long, cummy night ahead.

When they had helped clean up from the meal, the girls kissed the McNallys goodnight and retired to the carnal chamber – the home's family room. The sissies were very hungry for each other and were just about to pair up for some fun, when there was a knock on the family room door.

Barbara stuck her head in and said, "Sorry to interrupt ladies, but Mr. McNally and I have something for you that might make your evening more fun."

The sissies looked at each other in puzzlement. What could it be?

Barbara smiled, opened the door wide and six buff, naked and very erect boys strode into the room.

The girls squealed and screamed in delight and fear. The boys chased the squealing girls around the room. Truth be told, the girls didn’t run away very fast. Each Adonis grabbed a Venus and held her off the floor, cradled in his arms. Barbara said, "My two nephews from downstate and their friends. Enjoy!"

Bobbi was fluttering her pointed toes in a mock effort to get away. "What are you going to do to us? Are you going to FUCK us?"

Her "ravager" smiled and said, "As often as you would like, Miss."

And all the boys kept that promise that night.

 

Chapter Sixteen – Sore Bottoms

The next morning when the boys were kissed goodbye many times, every girl’s bottom was sore, but happy. Amber was walking the funniest of them all.

"Mrs. McNally’s nephew Luke went crazy when he saw my cock," she said. "He would suck all my sissy cream out, which got him so excited that he would fuck me within and inch of my life. Which would make my big girl all stiff and drippy again. Which, well, you know. Started the cycle again."

"I know," Justine said. "Luke’s friend Brian has a really big cock. When he figured out that my breasts gave milk, he fucked me like I was his last meal. But wasn’t it a great night?"

Oh yes, they all agreed.

After Mass on Sunday, the four hoping-to-be-fulltimers went home. Justine and Amber did their homework, then had a lovely, four-hour date with James and Brad. Amber almost suggested that they switch partners for a little variety, but wasn’t sure if Justine was ready for that yet. Maybe next time. Amber was also thinking about all four of them on the same bed, but that was probably a longer way off.

Before the Princes went home, James explained "the plan" for the next afternoon. When he was sure the girls understood, there were farewell kisses and embraces. James left, saying, remember, I’ll be right there, so don’t worry.

The next afternoon after school, Justine hung around the library until around four-thirty, then took a cab to Amber’s mother’s medical office. The office was empty except for Todd Abrams, the office administrator, who was always the last to leave.

Justine was dressed very sexily, as always, but with some cute, little girl touches, like ribbons. Though the door was closed, she could see through the glass that Todd was in there. And Todd could see her when she knocked.

No sane man would ignore someone like Justine at his door. He opened it and, like almost every man, was overcome by her beauty and sexuality.

"May I help you, Miss?"

"Is my Daddy in there? I was supposed to meet him here after school?"

"There’s no one here, Miss. The last patient left three hours ago."

Justine began to cry. "Oh, I messed up again. Daddy will be mad. He’ll give me the strap! I can’t take the strap again."

What kind of beast would beat this angel, Todd thought.

"I could give you a ride home. Your Daddy wouldn’t have to know."

Justine stopped crying. She hugged Todd, kissed his cheek and rubbed her excellent titties against his chest.

Todd gave Justine a ride to the McNallys’, making small talk and sneaking peeks at her magnificent thighs as her skirt occasionally, inexplicably rode up.

No one was in sight at the McNallys’. Justine said, "Daddy went out, I guess. You’re such a nice man. I love nice men. Please come in. I’ll show you my room. And its nice, big bed."

Todd’s brain, which had rapidly migrated to his cock, was telling him to do the right thing for this little darling.

Giggling and teasing, Justine took Todd by the hand and led him up the stairs. When they were in the bedroom, Justine threw her arms around Todd and kissed him. One thing led to another and a few moments later, Justine told Todd that she was having her period, but to thank him properly for the ride home, she wanted his cock in her bottomhole.

Now a law-abiding citizen would perhaps inquire as to the lady’s age, 18 being the magic number. But smoke was coming from Todd’s ears and Justine’s tight, tiny bottom was the prettiest sight he had ever seen. So with Justine urging him on, Todd slipped his respectable rammer into her delicious, pre-lubed heaven’s gate.

Twelve strokes later, Todd was quivering and cumming hard. Ten seconds after that, James Prince entered the room. Todd’s eyes bulged. What was this? Was this the infamous "Daddy?"

Justine gathered her clothing and left the room.

An hour later, Amber was in a bar frequented by a man with one of the worst jobs on earth. John Fox was Justine’s mother’s personal secretary. John drank at that bar every night to forget the demeaning crap he got from that evil personage.

When Amber walked in, she was dressed as someone much older, but maybe she could have passed for 16 at most, in the right light. The bartender was about to tell her she was too young to be in there, but she was just so darn beautiful; he wanted to look at her a little first. Breathing some of the same air.

John was the only bar patron. Amber tapped him on the shoulder and said, "I’m sorry, sir, but I’ve been stood up on a date and my girlfriend, who gave me a ride, has already left. Could you please take me home?"

John was wary. It didn’t make sense that a girl like that would ask him, a stranger, for a ride. But this girl was a mega-ten. She probably figures she can get guys to do anything she wants, he thought.

He certainly didn’t have anything better to do, so he gave Amber a ride to the McNallys’. John was surprised when she invited him in, more surprised when, ten minutes later he had his cock up her little bottom. And the most surprised of all a few minutes after that to learn from a stern James Prince that he had just fucked a 14-year-old and it was all recorded for the police. Unless he cooperated on something he would have gladly done if they had just asked. The fuck was a nice bonus, though.

 

Chapter Seventeen – Just Desserts

The next three weeks were wonderful for Justine and Amber. They had become the most popular girls in school and boys were lining up just to say hello to them. Although they had vigorous love sessions two or three times a week with their Princes, the princesses still found lots of time for fun with their sissy playgroup. And some of the drooling, adoring boys at school. And a few of their male teachers. And Barbara’s nephews and their friends.

Playgroup was so much more fun now that the boys made the trip from downstate every Saturday for the weekly slumber party. The boys were all in love with Bobbi, Candi, Mary Theresa and Alicia Marie, but they practically worshiped Justine and Amber. The playgroup had such fun new games, like naked blind man’s bluff, where a boy, who was "it" was naked and blindfolded. The six sweet sissies would also be naked and there would be seven lovely erections in evidence. The blindfolded boy would stumble around the room chasing the squealing, giggling girls until he caught one. He would then carry her off to a bedroom for hours of beautiful fucking. Or even for a good spanking if she teased and aggravated him too much during the game. The next boy would only have five lovelies to pursue and the last boy would be matched against only one. Somehow, the last girl always managed to be caught. And fucked.

Justine and Amber also loved to play "Lucky Sevens." Each girl would have her turn in a room filled with seven boys. Two would each nurse on one of each girl’s milk-filled titties. Two would lick and suck her pretty toes. One would suck her big, girlish cock. One would offer his cock for her delicious sucking. One would fuck her darling bottom after he gave it a proper licking. It was a total assault on the sexual senses and, while no substitute for loving embraces with the boy or man a girl loved, it was a pleasant, occasional diversion that produced huge and intense cums in rapid succession.

The six girls had fun on their own too. One afternoon, they femmed up in their sluttiest gear and sissied back and forth in front of a construction site where twenty or so rough, manly workers were taking their breaks.

The sight of so much beautiful, high-heeled, short-skirted jailbait drove the men ape. When they got home that afternoon, Justine and Amber couldn’t wait to tell the McNallys how four of the men had grabbed Mary Theresa and Alicia Marie and carried them giggling and squealing to their construction shed for the hard fucking that teasers deserve.

But the McNallys didn’t appear to be in the mood for any levity that day. A quick glance told Justine and Amber why. And horrified them.

The scariest sight in the world was in the McNallys’ living room. Sitting on the couch. Smiling wolfishly at them.

Their alleged mothers.

Justine and Amber’s hearts sank.

Why were those creatures back?

Zoe Clendon spoke first. "Peter. Dear, it’s so wonderful to see you? But what have these horrible people done to you? You look like a proper little faggot. Mommy will take you away from these awful people today and take you home."

Fear grabbed the girls’ throats.

Inexplicably, Barbara McNally left the room. The girls looked at Ron for help. But he just sat there with a neutral expression.

Helga Harper said, "Justin, I don’t know what they’ve done to you, but it ends today. We’re taking you both home and tomorrow you’re enrolling in the Leatherneck Military Academy. They’ll make real men out of you. You can stop taking your injections and you’ll be real boys again. And once again, we’ll be a family."

A shiver of fear and disgust racked the girls. Why weren’t the McNallys helping them?

It was time to stand up for themselves. "We’re not going, Mother. We’re happy here for the first time in our lives," Justine said.

"That’s right," Amber said. "Wherever you send us to torment us, we’ll run away. And come back here. We’re loved here."

Helga laughed cruelly. "Don’t be ridiculous. These scared little rabbits haven’t said a word in your defense. They know I could crush them with lawsuits."

Justine and Amber looked at Ron. Was it true?

Then the doorbell rang. In the emotion of the moment, Justine and Amber hardly noticed, but seconds later, the room was full of people. Most notably, Brad and James Prince. And four middle-aged men in bad herringbone jackets. Wearing badges.

One of the bureaucratic-looking men stepped forward and said, "Helga Harper and Zoe Clendon, you’re under arrest for 2,684 counts of Medicare fraud. You have the right to remain silent……"

Brad and James smiled at the girls, who were just realizing what was happening.

Helga shot daggers at the girls, then spat at the men. "You’ll never prove a thing."

The lead agent said, "I’m afraid you’re wrong, Miss. We have two witnesses who came forward about three weeks ago. We also have mountains of documents that prove you were working four hours a day, Dr. Clendon, and charging for 14 hours a day of services. We also have extensive documentation that will prove Ms. Harper was a co-conspirator and shared in the profits. You’re both going away for a long time. And no deals on this one. We have you both cold."

Justine and Amber savored something on their mothers’ faces they had never seen. Defeat. Their mothers had always called them losers, but it appeared that Justine and Amber were the winners when it counted.

A smiling, weeping-with-joy Justine sissied up to Helga and said, "Goodbye, Mother. Don’t worry. I’ll come visit you on the next 15 to 25 Mother’s Days."

 

Epilogue One – Proper Gratitude

The only reasonable way to properly thank someone like James Prince who has saved your emotional life is to fuck his brains out. Which was exactly what Amber Clendon did within minutes of watching her mother put into custody. Amber was, of course, also very grateful to Brad and the McNallys, who worked very hard to make the right things happen. And she was extremely grateful to her lover-for-life, Justine, for letting that potential witness violate her bottom for a good cause.

But it was James who was truly everyone’s hero. It was James who connected the dots and figured out what the evil duo was doing. It was he who pursued it. And he who got law enforcement interested.

The night of their liberation from the witchy duo, Amber, the lovely, man-cocked, delicate-girl-bodied Amber, joyfully took James’ big, hot manly cock into every one of her squishy orifices.

Both Amber and James fell even more deeply in love.

Still, Justine and Amber had been hinting to each other for some time that they would like to sort of, well, you know, maybe temporarily, for a short time, once or twice, sample each other’s sugar.

Justine had the hotsies for James and Amber wanted to drink from young Brad’s cum fountain. And Justine certainly wanted to thank her deliverer personally. It would be the right thing. And, fun too, perhaps.

The giggling girls agreed to a switcheroo, never considering that their lads may have reservations about switching lovers. Still, throughout history, every male who has been offered fresh pussy with no apparent complications has accepted with great enthusiasm.

The next night, James and Brad showed up at the McNallys’ with extra-firm Johnsons. They were each being treated to some different sex partners or "strange" as the lads say on the street corner. And men do love their "strange." So do sissies.

A smiling Ron McNally directed James to a bedroom upstairs and James entered it with a throbbing, expectant cock. He was not disappointed.

Justine arose from her vanity table and smiled brilliantly at her hero. She was wearing a pink, diaphanous peignoir, fluffy, pink, four-inch-stiletto mules, and skimpy pink panties. Her milk-dripping, excitedly erect nipples could be seen clearly through her peignoir. And she was all James’ for the whole night.

Just imagine.

Justine sissied over to James, threw her arms around him and kissed him. A big, wet, lipsticky kiss, with lots of tongue. James insinuated his long, thin fingers into the front of Justine’s lacy panties. She shuddered with pleasure as he gave her pink balls a lovely tickle. James and Justine were already in a high state of erotic arousal when James broke the kiss and sat in an easy chair. He beckoned Justine to him. She stood in front of him, in complete submission to his masculine will.

James Prince’s will in the past few weeks had gone in directions he had never imagined. He asked Justine to turn around. She lifted her pretty arms at the elbow, holding them in a sissyish, submissive posture and pivoted. James eased her peignoir over her shoulders and let it puddle onto the floor.

Justine stood on her big heels, naked except for her tiny panties, which were filled with her girlish excitement. She looked back over her shoulder and was pleased with James’ look of awe and wonder at her exquisite body.

James placed his hands on Justine’s silky hips. Her smooth skin was warm. He could feel her blood throbbing as he gently caressed the outsides of her thighs. Justine mewed with lust. Her pretty cock was outrageous!

James slowly slipped Justine’s silky panties up and over her throbbing cock. Justine gasped as the silky waistband scraped the tender, pink bits of her sweet cockhead.

James slowly pulled her panties down to her ankles, then helped her step out of them, one high-heeled foot at a time.

James’ face was now inches from the gorgeous bottom of his beautiful, naked, high-heeled sissy. He kissed her right bottom cheek. It was covered with a lovely, soft down. James was impressed not only by Justine’s beauty, but her docility. And her bottom. It was so tiny. And tight. And warm. And it was wiggling at him.

He kissed Justine’s left bottom cheek. She was panting now. And her cock was making a little jerk every time James touched or kissed her.

He wanted her to be very hot and bothered when he fucked that tight, perfect bottom. So he parted its cheeks with his thumbs and, using the width of his tongue, licked her from the underside of her balls, to her anus, to the small of her back. Justine squealed with lust and surprise. James did it seven or eight more times until the little doll was in a high dither.

Then James sat his naked angel on his bare lap and kissed her mouth. "I love you, Justine," he said truthfully. "You, Amber and Brad are my life. I want to be with all of you forever."

Justine sighed and nuzzled James’ hairy chest. "I love you too, Daddy," she said. We’ll never know which dark pit of the psyche that concept crawled out of. Justine, who had never had a real daddy, was apparently happy to have two daddies, Ron McNally and James. Ron was more like a real Daddy. Loving, but never sexual. James was a Daddy who could make a little girl’s naughtiest dreams come true.

Justine giggled when James put his wet finger into her bottomhole. She tickled the weeping head of James’ big, hot cock as they kissed. She loved being "the mommy" too when James nursed milk from her daily-growing breasts. It was so intimate to be able to have her lover suckle her titties like an adoring baby. Things were getting very complicated. But very erotic.

Justine was going to be giving milk in another way if James kept sucking her sensitive boobies like that. Her hero sensed that and said, "I’m going to fuck you now, my sweet angel."

Justine’s heart raced. And her cock leaked even more slick juices.

James stood and picked Justine up in his arms as if she were weightless. The naked pair moved to Justine’s bed. James gently laid her on her back, looked at her delicious body with lust and wonder, and mounted her. Putting his weight on her as he smothered her with soft kisses. Justine moaned and tried to rub her cock against James, since she had become desperate for relief.

James held her back from cumming yet again by gently squeezing her pink bag. Then he took pity on her condition. He placed one of Justine’s legs on each of his shoulders, smiled into her beautiful face and, with one thrust, pushed his entire rock-hard penis into her hungry bottom. Justine screamed in sexual fever.

James’ eyes bugged out. His cock had never been in such tight, gripping quarters. It was as if a hundred fingers were massaging his cock, trying to drain its sticky juices.

It was amazing that such a miniscule bottom could accept such a huge, thick prick. Justine was a wonder of nature.

The little wonder was squealing and wiggling. "Fuck me, Daddy!" she gasped. "Please fuck your little girl, Daddy! Harder. Hotter. Cum inside me, Daddy. Make me cum, Daddy, please!"

That naughty talk was exciting James to a boiling fever. His face was contorted with orgasm-directed effort as he fucked the angelic doll. He began to skin her little prickie hood in rhythm with his thrusts. He looked into her wide, beautiful eyes and saw that she was in major orgasmic distress. Then she screamed, "Dadddddyyyyyy!!!!!" and began to release big, sticky globs of her girlish excitement all over her cummy tummy.

James was only human. He felt his own orgasm attack him and he surrendered to it. His gut wrenched and he filled the whimpering, spasming girl beneath him with a barrel of his hot cum. It was the best feeling he had ever had.

Justine eased her legs off James’ shoulders and reveled in the sensation of a full, wet, squishy bottom with the perpetrator’s hard, manly body shuddering in intense climax on top of her.

"You’re the best Daddy in the whole world," the perfect doll said as she kissed him.

That complicated things didn’t it? Of course, we know that Justine, Amber and their many fervent lovers were able to live happily ever after.

Epilogue Two – Unfinished Business

One afternoon three months later, Justine was in school standing outside Assistant Principal Royce’s office.

Justine was doing very well in school. It just seemed that she had issues with some of the rules.

For instance, her high school had a silly old rule against girls sucking boys’ cocks in school. Justine had just been caught breaking that dumb old regulation for the third time earlier that day. She giggled to herself that she had actually broken that rule about 50 times, but had only been CAUGHT twice. And she had done lots of other prohibited stuff too. And a lot of stuff that the people who wrote those rules didn’t even know could be done. Justine loved being a girl.

Anyway, Tyler Jameson had been worth getting caught. He was dreamy! Justine was glad that she had just finished swallowing Tyler’s big load and was licking his cock clean when they were caught, this time by Mr. Royce himself!

Tyler was in there with Mr. Royce in his office now. And Justine could hear the yelling.

Mr. Royce seemed to be very displeased with Justine’s activities. He had spoken to her about sex in school many times and had told the McNallys, Justine and Amber’s now-official, adoptive parents, that he didn’t approve of their "friendliness" with the boys and, it was rumored, some of the teachers.

Justine tried to explain to Mr. Royce that she was a sissy and that it was in the Sissy Code to share herself with nice boys and men. But he just didn’t seem to grasp the concept.

A very contrite Tyler left the administrator’s office. Justine caught Tyler’s eye and despite his suspension, Tyler smiled. And his cock hardened. Justine wondered what Mr. Royce would say if he came out of his office and saw Justine bent over with Tyler’s cock in her bottom. That would be funny!

Before Justine had an opportunity to try it, Mr. Royce came out and beckoned to Justine.

Justine smiled radiantly at Mr. Royce as she sissied into his office in her micro-mini, tan stockings and five-inch, fuck-me pumps.

She peeked at his "package" and saw some promising movement. Mr. Royce may have been the Assistant Principal, but he was still a man. And Justine knew what men wanted.

Mr. Royce closed the door and opened his mouth to speak, but Justine seized the initiative.

"I’ve been very naughty, Mr. Royce," the sweet angel said.

Mr. Royce nodded in agreement and began to say something again. But he froze when Justine lifted her skirt, began to peel down her panties to just below her glorious cheeks and said, "You should spank me. Really spank me. Hard. Bare bottom. It’s the only way I’ll learn."

Mr. Royce gazed with awe as an erect, dripping Justine sissied over to him, turned around to allow him a view of the heaven that was her bottom, and then lay across his knees, bare bottom up, cock between Mr. Royce’s legs.

"Spank me, Mr. Royce," the little sweetheart said. "It’s the only way to get that evil out of me. Spank me!"

Mr. Royce was sweating barrels. His cock was at full stand as he admired the delicious cheeks of Justine’s excellent ass. He felt her pretty penis rubbing between his thighs. Oh, he was ruined! What if someone walked in on the two of them. He had to put an end to it.

He gasped, "We can’t spank in this school."

Justine rubbed her cock against his thigh. He loved it, even though her sticky goo was drooling on his clean, well-creased trousers. "But now you have me all hot, just thinking about a spanking," she said. "What will I do?"

Mr. Royce was one of those guys who had an answer for everything. Until that moment. He was choked up. And extraordinarily aroused.

Justine stood up and faced Mr. Royce. "Look how excited I am, Mr. Royce. I don’t mean to be naughty, but I can’t seem to help it. Help me, Mr. Royce, please."

Mr. Royce quivered as he looked at Justine’s big, beautiful, erect, twitching cock. It was red and shiny and it looked like the most delectable thing on Earth to poor Mr. Royce.

He shifted in his chair. His own cock was swelled and throbbing. Justine held her cock with her pretty right hand and caressed it with her manicured fingers. She tickled her pink ball bag with her left hand. She locked eyes with Mr. Royce and whispered, "Help me."

Mr. Royce capitulated. He groaned loudly, then fell to his knees to kiss, lick, smooch, suck, massage, and skin Justine’s exquisite, girlish cock until, panting and squealing, she spurted her sweet, sticky, sissy cream. Globs of hot goo gushed from Justine’s delighted sissy stick, splashing on the face of a sexually frantic Mr. Royce.

The man was manically aroused. He stood, and with a powerful sweep of his arm, he cleared his cluttered desk. He picked up a panting, post-orgasmic Justine and not-too-gently bent her over his desk. Her torso was flat on the hard wood as Mr. Royce’s hard wood was contemplating the loveliness of Justine’s anus. Oh my goodness. He was going to FUCK her! A good thing she had lubed herself – just in case the assistant principal felt strange urges. The kind men were always feeling around her.

Justine was pressed flat on the desk. Her high-heeled feet were on the floor and her bare bottom was presenting a perfect target for cock. Mr. Royce’s cock.

Abandoning all reason and ignoring consequences, Mr. Royce ripped down his pants, sighed, and aimed his cock at paradise.

"I’m very naughty, Mr. Royce. I need what you want from me. Please."

Mr. Royce pushed his cock into Justine’s soft, round bottom, all the way up to his pubic hairs. Justine screamed. Mr. Royce worried about exposure for a fleeting second. Then he began to plunge deeply in and out of the sweetest "pussy" on earth.

"I’m so naughty and you’re so nice, Mr. Royce. So nice. Ahhhhhhhhhhh.

Justine’s angelic bottom was sore from the rough treatment Mr. Royce was giving it. But it was a good sore. She especially loved the slap of Mr. Royce’s ball bag as it hit her bottom on his forward thrusts. He was such a brute. Who would have thought it?

Mmmmmm. Mr. Royce was getting close to his orgasm. Justine could tell because his thrusts into her were harder and more frequent. In a few moments, Justine’s bottom would be filled with Mr. Royce’s hot, cummy load. That would feel really good. And it would make Mr. Royce happy.

Justine didn’t expect too much more trouble from the school administration from that point on.

It was great to be a winner.

 

 

 

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© 2002 by Gingerfred Man. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.