Winners

by Gingerfred Man

 

Chapter One – Sissied

Fourteen-year-old Justin Harper looked around his room in total disgust.

The walls were painted a soft pink. His bed was covered with stuffed animals and pink and white frilly linens. He had a vanity table covered with cosmetics and flanked by three mirrors and a stool.

That wasn’t the worst of it.

His curtains, besides being totally pink and girlish, had a pattern that turned his stomach – an intricate design of small, carefully sewn, erect, spewing cocks, with attendant, low-hanging balls.

"Just what a young lady with a healthy sex drive needs," his mother, Helga, said.

That wasn’t the worst of it either.

Justin’s walls held ten posters with photos of buff, handsome, naked men, all with erect cocks, some even spurting manly cream. It was disgusting!

Nor was that the worst of it.

Justin was wearing a sweet, white, babydoll nightie, with the cutest matching panties, white, seamed stockings and four-inch, white, stiletto mules. His brown hair was lush and silky, styled beautifully, and shoulder length. His face was lovely and made to perfection. His lush, full lips were kissingly glossed. He moved around his room in his towering heels with practiced, feminine grace.

Even that wasn’t the worst of it.

He knew he wasn’t gay, but for the past eight weeks, since his mother decided to sissify him, he had been in full erection almost constantly. He had been on powerful hormones. His skin was satin soft. His waist was narrowing and his hips were widening. His breasts were filling an A-cup bra and showing signs of far greater development.

Here was the worst of it.

He was lying on his back, on his girlie bed, with his pretty panties down to his knees and nightie up to his delicious breasts. He was looking at a picture on his wall and stroking his large, hard, hot cock. The picture was of a handsome, blond man of about eighteen. The young man had the cutest eyes. Why hadn’t Justin noticed those eyes before? Blondie’s eyes were looking right at Justin – directly into Justin’s soul. Blondie thought Justin was beautiful and sexy. Blondie wanted Justin. Justin wanted Blondie to want him.

Justin wanted anyone to want him. And love him. Anyone.

Justin REALLY wanted that nice boy he and Nanny had met in the park that day. The one who sold them ice cream and told Justin he was beautiful. And had that big lump in his pants. Brad was his name, he said.

Justin could tell Blondie loved him because Blondie’s uncut cock was red and spewing big globs of hot cum. Just like Justin was about to do, because Justin knew that Blondie was excited looking at Justin’s pretty face and lovely, feminine body.

Blondie wasn’t Brad, but Justin would probably never see Brad again. And Justin could see Blondie any time he wanted.

Justin was crushed with guilt. He felt like the biggest homo on earth. But Blondie needed him! Blondie loved him. Blondie wanted him to cum!

And Justin did cum. Whimpering, gasping. Calling out, "Brad, I’m cumming, Baby!" Why did he say, "Brad?" He meant, "Blondie."

Oh, goodness. The orgasm was magnificent! Titanic in its intensity. Then came the shame for what he had become. The shame overwhelmed the pleasure and strangled it. But Justin knew the pleasure would be back. And so would the shame.

How did the poor boy ever get into that state?

 

Chapter Two – The Sissifiers

Helga Harper had no tolerance for the weak or ineffectual. Especially when they were males.

She was an alpha-female. Ivy League. Phi Beta Kappa. Yale Law Review. No-mercy corporate lawyer with a huge salary earned through ruthlessness. As a kid, Helga rooted for Cruella DeVil and was always pissed when those effing Dalmatians thwarted her.

Helga had made one mistake in her life, but it was, in her eyes, a big one.

Justin.

Celebrating her graduation from law school, Helga had dallied with the pathetic male loser who had finished second to her first in the class. It was a pity fuck and the pity was it got her pregnant. The dumb ass managed to be killed in a car accident before Justin was born, foiling Helga’s plan to offload the baby to the father.

A reptile would have been a better mother to Justin than Helga Harper. She was rich enough that she dumped him off on a series of nannies, but even that was annoying to her. It cost her a lot of money and even the greediest nannies wanted a day off every month or so, leaving Helga with her disgusting little offspring.

Helga needed a more permanent solution to ensure that Justin stayed weak and docile and didn’t become a difficult and distracting teenager. Thank goodness her lover, Zoe Clendon, had a son, Peter, who was Justin’s age. Zoe was a surgeon who had also erred by procreating and now faced the same dilemma. Zoe, though, offered a solution.

"Sissify them," Zoe suggested to Helga as they lay entwined, sweating from a series of delicious Sapphic orgasms. "It’s really the only practical solution."

Helga loved it. It was perfectly cruel and totally controlling, which fit her personality exactly.

It would also mean that there would be two less males in the world, which in Helga and Zoe’s view was always a good thing.

Zoe had access to the journals that gave practical sissification advice. She also had access to the hormone cocktails that would make the boys into hot little teenage she-males, waving their soft, plump, sissy bottoms at boys. Zoe and Helga reasoned that if Justin and Peter were taking boys’ big cocks into their bottoms, the little twerps would have little or no additional energy to annoy their important mothers. Sissies don’t get pregnant, so the only worry would be the annoyance of arranging for all that sissy training and gear. Zoe even had a solution for that.

"You and I can do the initial domination, Helga. Then we can turn the little creeps over to a sissy daycare ‘playgroup’ in town that will complete their training and make them into proper little faggots. They can even board there, so we may never have to see them again. Except of course when they come to see us on Mother’s Day. <giggle>

Helga giggled as well. "Oh, Zoe. How deliciously evil. And there will be no Dalmatians to save the day. Lick my pussy again, Darling. I’m very aroused.

Zoe didn’t get the Dalmatian reference, but she loved licking Helga’s sweet pussy.

 

Chapter Three – First Steps to Sissyhood

Eight weeks before succumbing to Blondie’s charms, Justin was and always had been a very unhappy boy. He lived in open fear of his mother, cowering on the rare occasions he was in her presence. Over the years, he had liked some of the nannies, but his mother was so demanding that, despite the high wages, few nannies stayed very long.

Justin had no friends his age, since his mother didn’t want him going to school and bringing home all those diseases, so she had him tutored.

Justin’s tutors and nannies often considered reporting his inhumane treatment to the authorities, but believed that his mother, the power lawyer, would destroy them if they did.

Poor Justin cried a lot. But surprisingly, his spirit was strong.

Helga was determined to break it.

Had he been able to meet him, Justin would have liked Peter, the evil Zoe’s son. Poor Peter was Justin’s age and had led the same sheltered, love-free life. Both boys, in the company of their nannies, got out into the world now and then, but neither had had much interaction with people near their ages. They built many of their ideas about human relations from television and videos. Imagine how strange that was.

One day Justin was in his room watching a rerun of "Different Strokes," when her majesty, his mother, burst in.

"Hello, Justin," her magnificence said.

Cowering a bit, Justin said, "Hello, Mother."

Helga said, "You’re 14 now, Justin. Your body is changing and I think it’s time you made some changes in your life."

Justin wanted to say, "Whatchoo talkin’ ‘bout, Willis?" But he wasn’t Arnold. He was poor Justin.

Was it motherly concern Justin was witnessing, or more of the same?

It was more of the same.

"I don’t want you turning into one of those roughneck, uncultured boys who are hateful and discourteous to their mothers. So I’m going to make you into a girl."

Justin was in shock. His first instinct was to put his hand over his privates.

Helga laughed evilly when she saw that. "Don’t worry, you little ninny. I’m going to add, not subtract. You’ll keep your penis and testicles, although I can’t imagine why anyone would want those. I’ll be giving you shots that will ‘augment’ you, Darling."

Fear gripped Justin, but so did disgust. Justin hated the false "Darlings" the most. His mother was like the Wicked Witch of the West. If only that bucket of water trick made her melt!

"Augment me how, Mother?" a trembling Justin asked.

"Why I can give you a narrow waist, wider hips, lovely skin and, best of all, luscious breasts that all the boys will want to kiss and suck."

Justin quivered. He was a lot of things, but gay wasn’t one of them. "But mother, I’m a boy. And I don’t want other boys doing those things to me."

Helga’s face hardened and her voice was cold. "You are what I say you are, Darling," she spat. "Now take all those clothes off and turn around so I can give you your first shot.

Justin began to sob. But he stripped, revealing the back end of a lovely, slim, boyish body that, Helga thought, offered real girlish possibilities.

Helga filled a syringe with a large dose of hormones and injected Justin in his pretty bottom.

Justin hoped that was all for that day. It wasn’t.

"Turn around, Justin." Of course, he complied. Helga hadn’t seen Justin naked for years. Even she was impressed with his body, especially his cock and balls. Justin’s cock was a large, uncut beauty with a long, brown foreskin and low-hanging pink balls. She wondered what the boys who were attracted to Justin in his soon-to-be-female persona would think when they saw that package. Would they kiss and suck it? Or would they beat him up? No matter.

"Now Justin, put these on." She handed him a pair of silky, pink, bikini panties.

Justin gulped. Risking loss of life and limb, Justin tried a smidgen of defiance. "But Mother. I’m a boy."

"That’s exactly the nasty, sassy attitude I’m fighting here, young lady. Now put those on!"

Young lady?

Justin felt doomed as he slid the lovely teasers up his virtually hairless legs. Oh, that felt good! Especially to a sensorially deprived boy. His balls felt nicely tucked and the silk was rubbing them so nicely. He didn’t want it to happen, but his penis was filling with blood. If his mother saw…

Helga began to laugh tauntingly. "I thought you were a BOY, Darling. Boys don’t get big, nasty erections when they try on frilly things."

Justin didn’t hate his mother. She gave him life. But the way she treated him made him wish she would go somewhere else forever.

Helga then rolled two silky black stockings into doughnuts. She rolled one up Justin’s right leg and gave him the other to roll up his left. Justin rolled the silky treasure along his leg carefully, not wishing to ruin it and incur Mommie Dearest’s wrath. He felt the silk rub against each pore in his leg. It was sensual nirvana and it made him wiggle in reaction. The wiggling made his erect, exposed pink mushroom rub against his panties, putting him into major distress. Justin had never had an orgasm and didn’t even know what one was, so when his stomach began to send him strange signals, he flinched and began to worry if he were sick.

There was little chance of sympathy from Helga, but Justin was ever hopeful. He said, "Mother, something’s wrong. I feel funny."

Helga smiled her evil grin and rubbed her hand along Justin’s panty-covered cock. "That’s just your body confirming what I’ve always suspected, Dear. That you’re a pantywaist, little, sissy faggot. Now go ahead and cum like sissies do. <Rub. Rub.> I’ll bet you’re thinking about a boy kissing you and rubbing your stiff, sissy cock just like this, aren’t you, Justin?"

<Gasp> He wasn’t thinking that at all. <Pant> He was thinking of the sensations in his panties. The nerve endings being tormented into something new and different. And wonderful. Aaaaahhhhh. Oh, what was that? Ohhhhhhhh. Justin felt his balls boil and then this great, wet RUSH of pleasure and relief and moisture.

Justin adored his first cum! He filled his panties with blast after blast of sticky cream as his mother chuckled in evil delight.

Even she couldn’t ruin that pleasure.

Helga left the room, leaving Justin on his back on his bed. His chest was heaving. His stockinged legs were limp with post-orgasmic release.

Justin sighed. Then he reached into his panties and felt all the creamy goo. It was still warm. He wanted to taste it, but was afraid his mother would come back and catch him, then ridicule him some more.

He did rub the goo all around the naked cockhead, however. That felt very nice. Justin raised his knees, stroked his wet wienie and looked at how pretty his legs looked in stockings. For the first time in his life, Justin considered the possibility that he had a nice body. A body that a girl would like to cuddle with. Or even <blush> a boy.

Justin put his thumbs into the hips of his panties and eased them over his gooey cock. He looked at the seven-inch jewel very carefully. Almost for the first time.

It was wet with his cummy spendings, but that made it look sexy somehow. The head was reddish pink, with a slightly open peehole that was still drooling some drops of goo. It seemed to be fattening up again as he rubbed some of the sticky juices along the shaft. Then he took some cum and, covering the inner fingers of his right hand, slathered the plentiful boy’s cream onto his pink, wrinkled, ball bag.

That was heavenly! Justin continued the moist testicle massage and, grunting, lifted his stockinged legs and pointed his pretty toes skyward. His doodle was rock-like again as he returned his gooey hand to its oh-so-sensitive head.

Justin began to pant and gasp as he wiggled his aloft legs and increased the friction on his cockhead. That thing was going to happen to him again. He was going to spurt goo and get that wonderful feeling. It was going to be great! He rubbed and tickled and then it happened – wave after sweet wave of pleasure to a boy who had so little.

At least he had masturbation to turn to as a friend.

 

Chapter Four – More Steps

Justin spent more time with his mother over the next eight weeks than they had spent together in his 14 years. It was something he would never want to repeat.

Helga drilled him on sissiness, teaching him all about hair and clothes and make-up and feminine mannerisms. Even voice. She was demanding, unfair and bitchy. So Justin was not surprised.

The results, however, were spectacular. Justin was the prettiest 14-year-old girl or sissy in the area code. His body, especially his legs, would drive men insane with lust.

Mother did mean, hurtful things, of course, like putting up those cock curtains and horrible pictures of spurting men in Justin’s room, but Justin expected no less.

Justin saw something in his mother’s eyes that he would always treasure – envy. Having created a sissy, Helga was envious of that sissy’s beauty.

"Well," she thought. "No matter. I’ll ship the little faggot off to that playgroup and be done with him. Hopefully until he’s 18. Maybe forever. That would be wonderful."

Helga essentially considered herself finished with her son and, glory be, began to spend most of her free time at Zoe’s having her pussy licked.

One day, the current Nanny, Emily Branson, whose heart broke for Justin, took him for a nice walk in the park. It was Justin’s first visit to the outside world since his sissification.

His sweet A-growing-to-B-cup titties nestled comfortably in a bra. His garterbelt snaps held up black, seamed stockings as he strode with easy grace in his four-inch sandals. His lush, long hair was beautifully styled and his cosmetic-enhanced features could have graced the cover of "Seventeen."

Nanny knew that boys and men would notice Justin’s tiny, plaid, pleated skirt as he glided along the paths of the park. She tried to prepare him, but he was such an ingénue about everything. No wonder.

Men’s mouths hung open as the exquisite sissy and his Nanny took the air. Justin noticed.

No one had known he was alive before that day. And now. He was being treated like a princess!

Nanny stopped at an outdoor ice cream shop to give Justin’s feet a break. His mother made him wear huge heels all the time.

Nanny had seen the face of true evil and wanted to help Justin if she could.

A boy came out to take their order. A very cute boy of about 16. Blond. With a nametag that said, "Brad."

Justin blushed when Brad told him how pretty he was. Justin liked that very much, but wondered what Brad would say if he saw Justin’s big cock. Which was fighting to escape from its tuck, now that Brad was being so nice.

Attention. Someone was giving Justin positive attention. Almost for the first time in his life. It was very arousing.

Brad introduced himself and asked Justin’s name. Justin opened his pretty mouth, but Nanny jumped in. "The young lady’s name is Justine, young man. Isn’t that a pretty name?"

Brad was practically fainting in agreement. He moved off to get their ice cream, sneaking looks back at the visual banquet that was Justin.

Justin was smiling at Nanny. "He likes me, Nanny. But I’m a boy and so is he. Does that matter?"

"Only among the ignorant, Honey. Brad seems like a nice young man and it’s no wonder that he likes you. Not only are you beautiful. You’re sweet and innocent and a good person. Bad genes must skip a generation."

Justin blushed. He didn’t understand what Nanny meant by that last sentence. But he was happy that someone nice seemed to like him. He liked the girl’s name Nanny gave him too. Justine was very like Justin, but much prettier. Just like his feminine persona. It was too bad he was really a boy.

"Nanny, will it matter to boys when they find out that I’m <blush> really a boy?"

"Not to most, sweetie. Here comes our ice cream. Let’s see if you can melt that young man with your smile."

Justin giggled. He unleashed a laser smile on Brad and almost knocked the lad down. He would have to watch that. Justin had never had any real power. Not like Helga’s power. No one had power like that. But he had some now. He could see that. But he wouldn’t use it for evil. Only good. Like Superman or Wonder Woman.

Justin and Nanny ate their ice cream, then got up. Brad rushed over and held Justin’s chair for him. Justin surprised all three of them by kissing Brad on the cheek, leaving the boy in stunned silence as he and Nanny wiggled off.

 

Chapter Five – A Best Friend at Last

That night, after Justin masturbated to Blondie while thinking of Brad (See Chapter One, if you missed it) Justin decided that he was going to be open-minded about this who’s-a-boy-and-who’s-a-girl stuff.

Justin knew that he was a boy who looked like a girl. A beautiful girl. That could be confusing to a lot of people, especially all those men he had seen that day looking at him "that way."

So he was going to see where it took him.

The next day, it took him to Peter.

Poor Justin had never had a real friend. He knew Mother’s friend Dr. Clendon had a son Justin’s age, but they had never been allowed to meet. Another pointless cruelty.

Uncharacteristically, Mother summoned Justin before she went off to evict some senior citizens or pollute water supplies or whatever she had planned for that day.

Justin knew from long experience that such a summoning was never good. But this time, for once, it was spectacularly stupendous.

"Justin," Mother said. "You and I have had our differences, but that’s going to end. I’m going to work today and then leaving for two weeks in Aruba with Dr. Clendon. When I return, you and Dr. Clendon’s little sissy faggot brat Peter will be at McNally’s Sissy Play Group and Boarding House where the two of you will essentially be out of our lives. I mean we’ll probably have to see you on Christmas Day and, if you graduate I suppose we’ll go to that. But you’ll be in the care of Ron McNally and his wife Barbara, who will make sure you turn into proper cock-sucking, little, sissy faggots. Anyway, you won’t be in my way any more so that’s the important thing. Goodbye." And she left without a glance back.

Justin stood there in his nightie, peignoir and high-heeled mules and stared at the door. Then he began to tremble. And cry. Huge tears of absolute joy!!! The witch was gone. Thank God and all his angels!

Then he worried a bit. What about Peter? And the playgroup? And the McNally’s?

Justin had one huge advantage that most of the rest of us lack. He knew that no matter what the future held, it had to be better than the past and present.

Nanny had eavesdropped and whooped with joy when Helga left, even though it meant she would be unemployed in a few days. She hugged Justin and kissed him, wishing him a much better life. He was sure to have it.

"Get dressed, Justin," Nanny said. "We’re going over to meet your new friend Peter."

A friend! Justin’s eyes filled up again. Then he went to make himself look prettier than he ever had.

When Justin was dazzlingly ready, Nanny and he got into Nanny’s car and drove to Peter Clendon’s house.

Justin was very nervous, but happily excited to meet a boy his age. Even if that boy had been sissified just like him.

Nanny and Justin stood at the door. Nanny looked at Justin, the lovely young sissy, resplendent in his tiny mini, frilly blouse, long, luscious, stockinged legs, towering stilettos, big hair and perfectly perfumed, powdered and cosmetized face and asked him, "Ready?"

Justin gulped. Then smiled prettily at Nanny and nodded.

Nanny rang the bell. They heard high heels clacking rapidly in a rush for the door. It flung open and there stood Peter.

Lovely, sweet, gorgeous Peter. Dressed much like Justin and almost as pretty. They were the prettiest sissies on the planet and they just stared at each other, drinking in the thought of a friend and a happy future after so much neglect.

Peter spoke first. He was unable to avoid a sob, but said, "Welcome, Justin. You’re very beautiful." Then he stepped forward and held the trembling Justin in his arms. Justin encircled Peter and they hugged and shook and sobbed with joy.

Justin knew Peter was a boy because he could feel Peter’s very large, stiff thing rubbing against him as they embraced. Peter could feel Justin’s. They looked odd. Pretty, pretty girls with rammers tenting their miniskirts. But no one cared about that.

They went into the house and the sweet boys chattered with the joy they had hoped for. They talked about everything and nothing. Justin’s Nanny and Peter’s Nanny beamed happily, then left them alone.

Peter and Justin sat next to each other on the couch, learning from each other about building a friendship. Every once in a while they would hug.

Justin’s Nanny checked on them and said, "We’re going to be here three days, Justin. Then we’re all going to our house for three days. Then you’re both off to the Playgroup to board. Would the two of you like to sleep together tonight?"

Justin wanted that very much, but didn’t want to offend his friend. He smiled at Peter and Peter said, "Yes, ma’am. Please."

Oh my goodness. Justin had never slept with anyone. And he had a stiffie since they had arrived three hours ago. He couldn’t really relieve himself with Peter there, could he? Maybe it would all work out.

Nanny said, "Great. Now, how about dinner?"

That sounded wonderful. Peter and Justin clacked into the dining room arm in arm. Maybe boys their age didn’t do that, but those two were feasting on physical contact for the first time in their lives.

After a lovely meal of meatloaf, mashed potatoes and green beans, the nannies shushed the boys up to Peter’s room. "Enjoy your night," Peter’s Nanny said. "We’ll have bacon and eggs in the morning."

Justin and Peter had never been happier, though each was a little apprehensive about what might happen next.

When they got into the room and closed the door, Justin was horribly aroused. The girlish clothes he was wearing, as always, had him in an erect state. But the added stimulation of the beautiful, sweet-smelling, delightful Peter, with all that touching and hugging, had him whimpering for relief.

Justin was happy but worried. What would he…… Mmmphhhh. Peter took Justin in his arms and said, "I’ve been wanting to do this all day."

And then Peter kissed Justin!

Oh!

Soft, warm, glossed lips touching with the heat of a lifetime of need. The boys were in heaven. Hungrily, they embraced, drinking in each other’s feminine smells and warmth. Justin was very happy, even though he knew Peter was a boy. Who cared about details like that? Peter led Justin to a small couch and they sat side by side.

Justin wanted a lot more kissing and he pressed his lips against Peter’s. Peter moaned with happiness, then eased out the tip of his tongue and pushed it between Justin’s lips. Oh, that was so intimate. Justin was afraid he was going to make big cummies, just from that. His big sissy stick was stiff and stretching his panties to their limits.

Justin used his tongue to lick Peter’s tongue and they kissed wetly and deeply. It was magnificent!

Then Peter broke the kiss and, looking shyly at Justin said, "I’ll show you mine, if you show me yours."

Justin’s heart leaped. That was the deal that had led to billions of history’s most delightful encounters. Justin nodded his eager assent.

Peter lifted his skirt and showed Justin a lovely pair of creamy thighs, his black stocking tops, garter straps and white, string panties, with an over-challenged, translucent piece of gauzy material attempting to restrain a large, fierce object.

Justin gasped. Peter’s cock was bigger than Justin’s considerable equipment! And, unlike his pink package, it was dark and hairy. With huge, hairy balls, dangling from the sides of his panties. Completely incongruous with his lovely feminine persona. In other words, maddeningly erotic!

Peter smiled. He was delighted to see Justin so excited.

Justin bit his lip and quivered. Then he lifted his skirt and exposed himself erotically for the first time in his life.

Peter smiled broadly when he saw Justin’s delicious goodies. "You’re even beautiful there, Justin."

Justin glowed with the praise. Then he hooked his thumbs in the sides of his panties and pulled them over his cock and down to mid-thigh. Peter did the same.

"I’m so happy to be with you, Peter," Justin said. Peter smiled and kissed Justin with lots of tongue.

Justin wiggled. The hours of stimulation without relief had made both sissies very uncomfortable.

For the first time, Justin took the initiative. He encircled Peter’s gorgeous, masculine-looking cock in his soft, girlish hand. Peter groaned with pleasure. Justin pulled Peter’s foreskin back and examined the pink, sensitive head with the manicured fingers of his other hand. Peter gasped. Justin ran his nails along the length of Peter’s ball bag as he skinned Peter’s cock up and down and up and down. Peter shook. Justin kissed Peter and gave him his tongue. Peter trembled, said, "I love you Justin," and began to spurt huge globs of the creamiest, stickiest sperm in the world. Peter was in ecstasy and Justin felt wonderful to be able to impart such pleasure.

Seven joyful, spunky spews flew onto Justin's hand and wrist and Peter’s tummy, thighs, stockings and garterbelt. Poor Peter was drenched in his own cum. His pretty chest heaved and he cooed with pleasure.

Then Peter set out to return the favor.

Justin’s cock was already excited and on the verge of eruption when Peter got on his knees and kissed it. Justin almost fainted with pleasure. When Peter skinned the foreskin back and licked the pink head slowly and sensuously, Justin’s eyes filled with joyful tears. When Peter took each of Justin’s balls in his mouth and gave them a sensuous sucking, Justin felt the early warning. Peter knew his lover was close, so he departed from the testicles and gave full oral adoration to the peehole and its environs. Justin squealed that he loved Peter, then covered Peter’s face with hot, sticky, sissy cream. Peter licked up what cream he could as the pretty cock erupted, but his cheeks were doused with the delicious emissions.

Justin looked at Peter adoringly, then joined him in a sweet, deep, cummy kiss. Their bodies writhed and rubbed. They were totally in love.

It occurred to Justin first that everything would be even more pleasant if they rid themselves of some garments. The sweet sissies helped each other out of their skirts and tops, but kept their bras, garter belts, stockings and big heels on. Then they lay on the bed side-by-side for more cuddling and kissing.

Justin gasped when he saw Peter’s soft, delicious titties straining his bra. Peter was impressed at Justin’s two cuddly puppies as well. Each unhooked the other’s bra. Blushing a little, they rubbed nipples, then kissed wetly and soulfully.

Justin was painfully excited once again. He rubbed his pink, seven-incher, framed by neatly trimmed pubic hair and attended by a small pink bag against Peter’s thick, dark, eight-incher, with wild, thick, black hair and a huge, dark, cum-gorged ball bag.

The sissies were oozing semen, covering each other’s cocks with it as they tongued each other’s delicious mouths and rubbed their nipples sensuously against each other.

A huge, trembling cum for each lovely boy was inevitable and when it came, it happened almost simultaneously. Justin was helpless. He came as if his body were completely beyond his control. Peter kissed Justin harder as he felt his first of six creamy spurts. Then Peter squealed. The sissyish sound enflamed Justin and he squealed as well. They shook and orgasmed and shuddered and blew more and more cummies until both of the sweet boys’ pubic areas and tummies were drenched in their mingled cum.

Justin and Peter had never been one millionth as happy.

Lying on their backs, their beautiful bosoms, with brown, erect nipples, heaving, the boys looked at each other with open adoration. Justin was drawn to the sight of Peter’s gorgeous nipples. Justin rolled on his side and softly kissed Peter’s left nipple. Peter groaned and his limp cock twitched.

"Did you like that, Peter?" the little teaser asked.

Peter nodded, then gasped, sweetly, "More, please."

No one had ever touched Peter’s nipples before and he was unprepared for the intensity of his feelings. Justin’s loving licks and sucks were enflaming Peter, stiffening his huge cock once again and, curiously, drawing liquid from Peter’s titties!

The sweet boys didn’t know that Peter’s evil mother had included Prolactin in the hormone cocktail the boys received every day. A common Prolactin side effect was mild, occasional lactation. The intense sexual stimulation was making Peter’s breasts give milk!

Oh, glory! Justin was nursing gently at Peter’s breasts as he took baby sips of sweet sissy milk. Milk was dribbling down Justin’s chin as he smiled angelically at Peter. Peter was giving Justin nourishment in many ways.

On an erotic impulse, Justin reached under Peter’s huge balls and rubbed the pad of his right middle finger along Peter’s anus ring. The sucking! The milk leaving Peter’s feminized body! His first hint of anal stimulation! His love for Justin! Aaaaggggghhhhhh!!!!! Peter screamed in joyful, gut-wrenching, orgasmic release.

Oh, Baby! The poor sissy didn’t have a bucketful of cum left after two monster orgasms, but the three thick dribbles were accompanied by a shuddering climax.

Peter was sobbing and convulsing. Justin was delighted that he could bring such joy to his friend. The two nannies downstairs raised a glass of evil Zoe’s best cognac to toast the happy-at-last sissies.

Exhausted, the boys entwined and fell asleep in each other’s loving arms.

 

Chapter Six – The Desperate Prince

Meanwhile, in another part of town, Bradley Prince was pacing in his room, waiting for his father, James, to come home.

He had been all over the neighborhood trying to find something that would lead him to that exquisite, feminine treasure whose mother, or whoever that was, called her "Justine."

Justine the Lovely. Justine the Sweet. Justine the Virgin Beauty. Princess Justine.

How would he ever find her? He would go crazy if he didn’t.

Brad flung himself on his bed and, as he had many times, since meeting Justine, pulled down his pants and extracted his respectable tosser. It was dark and hairy, with a thick foreskin concealing gooey, pink bits. He formed a picture of Justine in his mind and saw them leaving a church. Justine was in a wedding gown and Brad in a tuxedo. Brad knew that Justine was a virgin and he was going to take her to a hotel and FUCK her for the first time.

Oh. That stirred his balls.

He fast-forwarded the fantasy to the hotel room. Justine was slowly, teasingly removing her gown, then her lingerie. Brad was practically fainting with lust. Justine would stop undressing every few seconds and mince over on her huge heels to give Brad a sweet, tonguey kiss.

In his dream, Brad stripped to his boxers and sat to watch the wonderful show. Brad was rampant, both in the dream and in real life. Justine was a person of pure innocence and perfect femininity and she was about to sacrifice that innocence to Brad.

Justine stripped to her white lingerie, pretty bra, stuffed with soft, plump, warm titties; lacy garter belt; fully-fashioned, white, seamed stockings; frilly, brief, silky panties covering her dripping, gooey pussy and delicious bottom; white, five-inch, stiletto sandals. She wiggled over to Brad and sat on his naked thigh. She kissed him. He could almost smell her powder, her soap and her sensuous perfume. He held her in his loving, needy arms. She reached into his boxers to touch his throbbing cock for the first time and as the first molecule of her soft fingers touched his hot rammer in his dream, in real life Brad convulsed and came. His back arched. He hurled thick globs of spunk through the air and into the stratosphere. It was a blaster of a cum!

But the relief it provided was fleeting. He had to find Justine! Had to!

Brad cleaned himself up and began to pace again. A few minutes later, he ran downstairs to greet his father when he heard the garage door open.

James Prince got out of the car and smiled at his son. Since Brad’s mother left two years earlier, the two had formed a supportive and loving bond.

For the past few days, James had been aware that Brad was agitated, but Brad had not shared the reason. It appeared he was about to.

"Dad," Brad said, "I’ve never asked you to do your work stuff for me, right?"

James was a private investigator and a really good one. He agreed with Brad cautiously.

"I need your help this time, Dad."

"What is it, son? Are you in trouble?"

"Worse, Dad. I’m in love."

James smiled. "How can I help?"

"Three days ago, I saw a beautiful girl. No. The most beautiful girl in the world. And she’s sweet and innocent and kind and…."

"I get the picture. What about her?"

"I’ve been trying to find her and no one knows her. I don’t think she’s from out of town. She was walking through the park with an older lady. But I don’t think the lady was her mother. She wasn’t dressed right and didn’t look like her."

"How old is this girl?"

"Maybe 14, Dad. But she dressed like a real girl. Stockings, heels, a short skirt. You know?"

James knew. He often lamented the fact that women dressed like squeegee men. "What do you know about her?"

"Not much. Her name is Justine. She’s a princess of love, Dad. Princess Justine."

"You do have it bad, Bradley. Anything else?"

"Billy, who I work with, saw me mooning over her and took a picture of me, Justine and the lady. He just got it developed today. Here it is. Don’t lose it."

James thought he saw little cum stains on the edges, but it was understandable when he saw Justine. Wow! It was no wonder his son was cuntstruck. She was incredible!

"Let me ask around, son."

Brad was overcome with gratitude. He hugged his Dad.

"No promises, Brad, but I’ll try."

"Thanks, Dad."

 

Chapter Seven – Honeymoon

Brad was imagining a honeymoon for himself and someone he thought was a girl named "Justine." But for the two young, sweet sissies Peter and Justin, the next few days were just like a real honeymoon.

The first morning they woke up in the same bed, Justin awoke to the delicious friction of Peter kissing his nipples and sucking them gently. Peter’s right hand was busy rubbing Justin’s testicles. Mmmmm. Justin adored having his breasts sucked. His cock was big, red and throbbing.

The Prolactin was working on Justin just as it had on Peter. The beautiful boy’s titties were weeping milk as Peter sipped it into his mouth happily. Justin smiled at Peter and Peter stopped sucking to move up and give Justin a milky, good morning kiss. Justin loved feeling Peter’s tongue enter his mouth, and he really loved when Peter began to masturbate Justin’s enflamed cock in earnest as they kissed. Justin was gasping with pleasure and he couldn’t hold back. His Love brought him to yet another grave-opening, cataclysmic orgasm. Spurt after spurt of sissy cream leaped from Justin’s pink peehole. He clutched Peter to his breast and said, "I love you, forever, Peter."

Peter kissed Justin and said, "You’re very easy to love, Justin."

Justin decided he wanted to do something really nice for his best friend. "I’m going to suck your cock now, Peter. I’m afraid I won’t be able to get it all in my mouth, but I’ll lick it real good. And if you want to make that gooey stuff on my face, that’s OK. In fact, I would like that."

Peter smiled. He was ready to have his huge cock sucked for the first time. His life had gone from despair to joy in a very short time. He was enjoying the ride very much.

The boys were still wearing their stockings and garter belts. Peter’s cock was so big and erect that its head went over the garter belt. Justin admired the beautiful creation. It was a monster and totally incongruous on a pretty, feminine sweetheart like Peter. That made it extra nasty.

Justin began by measuring it with his soft hands, then rubbing his fairy-like fingers all along its veined, hairy length. Peter moaned. Then Justin hefted Peter’s massive balls. Oh, Justin could imagine what a busy cum factory those spherical treasures were.

Naughtily, Justin gently squeezed the wrinkled bag. Peter squealed. Justin giggled and Peter smiled. Peter had a big, hairy cock and balls, but he was all sissy.

Justin kissed Peter’s ball bag to make them all better. He gave each round jewel a nice tongue bath. Peter purred contentedly and tickled his own nipples. He was consumed by gentle pleasure. Then Justin used the tip of his tongue to taste the watery dribble leaking from Peter’s peehole. Delicious! A little salty, but very intimate. And so dirty!

Peter especially liked when Justin began to bathe Peter’s big mushroom with his wet tongue. Mmmmm. Justin loved making Peter arch his back and pinch his own nipples a little harder.

Justin decided to see how much of that enormous schwannstucker he could swallow. He held the shaft with both hands, pointed Peter’s peehole at Justin’s mouth and began to ingest the gorgeous object. Justin’s mouth was stuffed, but he got the head and a couple of inches of shaft fully in his mouth. Peter squealed again, the little sissy, and began to rub his nipples in earnest. Justin rolled his tongue all around the oh-so-sensitive underside of Peter’s cockhead and was delighted when he felt it swell with even more throbbing blood. It was like feeling Peter’s heartbeat with his tongue.

Justin licked some more. Peter wiggled and writhed. Justin again tried that little trick from the previous night – tickling Peter’s anus with a fingertip. Only this time, Justin slipped and entered Peter’s hole to the depth of the first knuckle. Peter screamed as if he had been shot. Peter’s titties were leaking milk. His cock began to ejaculate wildly and copiously. Poor Justin was gagging from the flood of cum and he inadvertently pushed his whole finger into Peter’s pretty bottom hole. Peter screeched. And came some more. Pushing his bottom forward to get Justin’s entire finger in there.

Justin’s mouth was saturated with Peter’s hot load. He managed to swallow most of it before he had time to consider whether it was the right thing to do. He liked the taste. But he really liked that it was Peter’s cum. Really liked it.

Peter was on an alternate plan of existence. His body had been assaulted. He surrendered. And the white flag was stained with joyous cum.

Would it be like that whenever Justin and Peter were together?

Apparently so.

The two nannies couldn’t be more indulgent. They cooked for the boys, did their cum-stained laundry and pretty much left them to their "honeymoon."

Sometimes Justin and Peter would be downstairs talking to the nannies and Peter would wiggle his perfect bottom at Justin. Or just look at him a certain way. Justin’s cock would tent his skirt and the boys would excuse themselves and run upstairs. For three noisy, squealing hours.

When they relocated to Justin’s house for three more nights before their permanent move to the sissy playgroup house, the boys began to realize that their joy might be finite.

They were lying in bed together, naked and perspiring a little after some vigorous, cummy love. Peter said, "I love you so much, Justin. I could never give you up. Do you think well be all right at that place where our mothers are sending us?"

Justin was getting a lot more assertive. "We’ll MAKE it all right, Honey. I’m with you forever."

To prove it, they moved into a delicious sixty-nine and swallowed each other’s creamy sissy loads with gusto.

Lying on their backs, they discussed another important matter.

"I couldn’t help noticing all those pictures of boys on the wall, Justin. And all those spurting cocks."

"My mother thought that was funny."

"I know. Justin, did you ever wonder what it would be like to have a boy or man make love to you?"

Justin considered that, then answered truthfully. "Yes, I have. But I’ll always love you."

Peter smothered Justin with soft kisses. Then he said, "And I’ll always love you. But it’s different. What we have. Would you want to make love to a woman?"

The two sissies looked at each other, said "Ewwwwwwwwwwww" simultaneously, and giggled. With the mothers they had, it would take a platoon of psychoanalysts to overcome that one.

Peter persisted. "Would you want a boy or man to kiss you and hug you?"

Justin shyly said. "Yes, if it was the right boy."

"Would you want him to put his big thing into your bottom and fuck you?"

That sounded horrible and wonderful to Justin. "Wouldn’t it hurt?"

"Not if it’s done right. Would you?"

Justin answered in a small voice. "Yes."

Peter smiled. "Do you have anyone in mind?"

Justin blushed. Then he told Peter about his meeting with Brad. It was a pipedream, he admitted. Brad had probably forgotten all about Justin by now.

"I wouldn’t be so sure," darling Peter said. "You’re not easy to forget."

Justin blushed at the compliment. Then he asked, "Would you like a boy to put his big thing in your bottom?"

Peter looked at Justin. "I don’t think so."

That was a surprise to Justin. Then Peter said, "But I’d like a man to do it. Or you."

Wow! Justin had never considered…….

"Would you?" Peter asked his Love.

Justin blushed deeply. His cock was the hardest and thickest it had ever been at the thought of putting it "in there" for Peter.

"But Peter, your hole is so tiny and my stiffie is so big. I would hurt you."

"I don’t think so, Justin. Your mother didn’t let you onto the Internet, but I figured out how to use my mother’s computer. I read lots of stories and saw lots of pictures of sissies getting big cocks in their bottoms. And they LOVED it!"

Justin was horribly excited. "But how, Honey?"

Peter said, "Lubrication, love and patience. You have to lubricate me first. Do you like when I put my fingers in your hole?"

Justin smiled at the wonderful memories. "Oh, yes, Peter. It’s wonderful."

"Do you like when I rub my fingers on that certain spot I call your prostate?"

Justin beamed. "It’s heaven on earth."

"Well, when you put your cock into me, the head will rub against my prostate. And that will feel really, really good for me. I guess you can imagine how wonderful that will feel for you too, to be on top of me, kissing me, loving me and pushing your big thing in and out of me."

It was sounding better and better to Justin all the time. Could Justin ever take that big salami of Peter’s into his private spot? And enjoy it? Maybe he could.

Justin’s cock was red, hard and throbbing at the thought of FUCKING his lover. Peter was naked and wiggling seductively. Then Peter turned over onto his stomach and moved his pretty bottom in a teasing pattern. Justin was about to burst. But then he stopped everything.

"No," Justin said. "I’m not going to remember this wonderful moment like this. I’m all naked and covered with dried cum. Yours and mine. We’re going to shower, put on fresh make-up and our sexiest nighties. Then I’m going to fill your perfect bottom with my nice, big cock. I’ll make you squeal and cum a lot. But we’re going to do it right."

Peter loved when Justin was assertive. Especially since he was about to surrender his virgin ass to him.

The beautiful sissies took chaste showers, put on their best, sexiest make-up and their cutest nighties. Justin’s was a see-through, pink, flyaway babydoll, that was joined at the breasts, but separated into two filmy halves below that. He omitted panties, but his cock was so engorged, he never would have been able to get much of them on anyway.

Peter wore a white, shortie nightie, with white, seamed stockings and a lovely white ribbon in his hair. The boys changed the sheets and they and their environment were completely recharged.

Justin lay on his back and beckoned to Peter. Peter smiled at his love, then joined him. They lay in a sweet, loving embrace, kissing, but without genital contact. Justin was getting very excited, so he asked Peter to straddle Justin’s shoulders, facing Justin’s feet, and lower Peter’s freshly soaped and powdered bottom onto Justin’s mouth. Justin licked Peter’s anus very gently and Peter yelped. Both sissies giggled. Justin licked again, this time digging just a bit into the nectar that was Peter’s tight hole. Peter’s eyes filled with tears. Justin grabbed Peter’s hips and dug a little more, touching the tender, inner flesh of Peter’s most intimate spot. Peter gasped, squealed and trembled hard, spurting his sweet, sissy cream in huge ropes across Justin’s soft, bare tummy.

Justin was so happy that Peter liked his loving attentions. He licked and kissed and dug with his tongue until he had Peter whimpering and begging for a fucking. Justin wasn’t sure just how they would do that, but Peter pulled his sopping anus off Justin’s mouth, rotated his body, and straddled Justin’s hips. He kissed Justin desperately, unable to express the depths of his love for him. Justin was in heaven.

Then Peter held Justin’s flaming cock in his sissy-soft hand and placed the wet tip at his anus. Whimpering, Peter eased his pretty bottom onto the polehead of his lover, then slowly lowered himself onto the thick, wet, object of his deflowering.

Peter gasped. Justin squeaked. It was too big! Peter was too tight. It would never…… Aaaaaahhhhhh. Gravity helped achieve their aims. Peter’s weight forced Justin’s cockhead in and they both squealed with the unexpected intensity of pleasure. Peter was taking a big cock into his warm, secret place. Inch-by-inch. Justin could feel every centimeter enter his adored one’s bottom. Oh, goodness. It was all in.

Justin looked into Peter’s mascaraed, shadowed, lined eyes. Peter looked at Justin’s. They began to giggle. "We did it," Peter said. "They said it couldn’t be done!"

"What do ‘they’ know?" Justin asked. And he began a slow, in-and-out motion as he kissed Peter’s glossed lips.

"Ohhhhhhh!" Peter said. "You’re rubbing my prostate! That’s so…… Aaahhhhh!"

Peter shook and groaned. Then he fired thick globs of his boyish cream all over Justin’s cummy tummy once again. It was a good thing Justin was wearing the flyaway nightie.

The excitement was getting to darling Justin as well. "I’m so happy you like that, Peter," the little angel panted. "It feels very good to me too. Kiss me, my Love."

They kissed sweetly and resumed their carnal rhythm. Oh, that was good.

Justin felt his tummy rumble and he knew he was close. He never thought Peter would be ready again so soon, especially since Peter’s cock had been drooping since his last gut-wrencher. But Peter was making those noises and movements he always made right before…… Oh, Mama!

Justin’s stomach clutched. His toes exploded. His hair caught on fire. His heart rate rose to 500! And he blew hot, thick, creamy, sticky, gooey, wads of sperm deep into Peter’s body. He almost didn’t notice that Peter was having a similar, life-altering experience, though Peter’s goo was limited to a steady, watery trickle.

It was the best honeymoon anyone ever had. Certainly the cummiest.

 

Chapter Eight – Relocated

After a week of unparalleled bliss, Justin and Peter were concerned about going to live at McNally’s Sissy Playgroup and Boarding House. They felt better when the nannies told them that they had thoroughly checked out Ron McNally and his wife Barbara and their establishment and knew that it would be entirely to Justin and Peter’s liking.

At that time, the main liking Justin and Peter had was for each other’s bottoms. Justin had amazed himself by taking Peter’s huge salami with utter ease (following some delicious oral preparation). Justin adored being fucked, more so than fucking, and wanted lots of opportunities to explore the delights Peter had to offer.

The nannies assured the boys that such matters would be freely attended to in the loving environment of the McNally’s home. The nannies also assured the weeping sissies that they would visit them often and always care for them and love them, a promise that they kept enthusiastically.

It was still with some apprehension that the lovely little sweethearts sissied with their nannies to the front door of the McNallys’ large home. Peter’s cock was stiff, but that always seemed to be the case when he was near Justin. And he was always near Justin. Justin’s was stiff too, and the nipples on his fast-growing, milk-leaking titties were erect. The boys’ skirts were tented, but it couldn’t be helped. Their long, delicious legs almost caused several car crashes from male drivers passing the McNallys’ home.

Peter’s nanny kissed each boy, then knocked.

The door opened and the sweetest, nicest middle-aged couple in the world stood beaming at their new boarders. Ron McNally was in his mid-fifties, a little gray and a little paunchy. He was tall and had a broad smile and a loving manner. Barbara McNally was about her husband’s age. She was an attractive woman who could lose a few pounds, but that made her look more motherly. She had a plaid jumper, a dishtowel and a look that said she would make a great young grandmother.

Peter and Justin knew instantly that they would be happy with the McNallys. Ron hugged Peter in welcome and didn’t try to rub Peter’s boobs or cock or anything. It was a fatherly hug. Barbara gave Justin a motherly hug, the first of poor Justin’s life. It felt wonderful. Then they exchanged huggers.

The nannies said a tearful goodbye, then Peter and Justin were brought into the kitchen for cookies and milk.

Just like being a real kid, Justin thought. There had to be a catch. Justin’s mother would never be that kind to him to set him up with people like the McNallys.

Ron sensed Justin’s concern. "I’ve had several conversations with your mothers, boys. Barbara and I have been raising sissies for 25 years and we know the kind of person who sissifies a son and then abandons him with us. Barbara and I lie to them about how harsh we’ll be and how you won’t be happy. They adore it and sign our ‘standard contract’ eagerly. In it, they pay, upfront, enough to care for you in fine style until you’re 18, 22 if you go to college, which I’m sure you will. They essentially place us in loco parentis, that is, we have all the power of being your parents. In return for that, they don’t have to be ‘bothered’ by you and have the pleasure of thinking that you’re little sissy slaves. I even told your mothers that I would be molesting you against your will whenever I felt like it. I swear, I will never feel like it. Our relationship will not be sexual. We’ll make sure you have plenty of that from people you select."

Barbara smiled and said, "As your nannies discovered, we do quite the opposite of what your mothers wanted. We treat you with respect and love and tolerance. And if you want to go back to being boys, we can even do that for you."

Justin and Peter looked at each other and the McNallys in real horror. Neither wanted to be anything but who they had become – sweet, cocksucking little sissies.

Ron and Barbara smiled. "It’s OK," Ron said. "No one has ever taken us up on that offer, but we always make it. I’m sure you’ll want to get your room in order. We have a big room for you to share, with a single, king-size bed for two loving people to enjoy. It has lots of closets, so we’ll have to take you shopping soon for lots of things to fill them up. Your mothers left thousands for your clothing. They want men attracted to you to make you even more miserable. Would nice, strong, handsome men ogling you make you miserable?"

The sissies blushed and their cocks quivered noticeably in their skirts.

"I didn’t think so," Ron said. "You’ll be our only sweethearts in full-time residence and we adore having you with us. There are four other sissies in our playgroup. They all pretend to be boys during the school day, then come here until around nine every day while their mothers are foreclosing mortgages or something over power dinners. A few are here on the weekends too. We have a slumber party for all our sissies every Saturday night. Those are lots of fun."

"They sure are," Barbara added. "We play lots of games. If you ever have boys or men you want to bring home for some sex, we have extra rooms for privacy."

It sounded divine to Justin and Peter.

Ron said, "One more thing. School starts in a week and I’m enrolling you both as freshmen."

Peter said, "But we’ve never been to school."

"I know, you poor dears," Barbara said. "It’s time that and a lot of other things changed."

"But Mrs. McNally," Justin whimpered. "People will tease us and make fun of us. We don’t even have girl’s names."

"Call me Barbara. And I know you think that’s true, but you will be loved and popular. You don’t need to hide behind a girl’s name, but if you want one, that’s what we’ll call you. You’re not girls. You’re sissies. The prettiest we’ve ever had here. And better than any girl I ever saw. OK?"

Justin and Peter were thrilled. "OK," they said happily.

Ron said, "OK. Then get upstairs and give each other some relief. Sissies can’t go as long as you two have without it. I don’t want you two getting sick. I’m your father now and Barbara’s your mother."

Justin and Peter hugged their new "mom" and "dad" and ran upstairs to express their joy by racking off in each other’s pretty bottoms. Twice.

 

Chapter Nine – The Princes Pursue

Each day when his father came home, Brad Prince would interrogate his James for news of Justine. Every day the answer was the same. "I’ll tell you when I have something solid."

After a week of this, James had something. Brad was weak with excitement. "What, Dad. What?"

"I’m not entirely sure you’ll like what I discovered, Brad. I think your reaction will say a lot about you."

Why was Dad teasing him? "Tell me, Dad. Please."

"OK. First, there is no Justine."

Brad’s face fell. In disbelief, he said, "I saw her, Dad. I have her picture."

"I know, son. But that’s a picture of Justin Harper. A 14-year-old boy who suddenly became a sissy about three months ago."

Brad was confused. "A sissy? What’s that?"

"A sissy is a feminized male. They’re usually much more feminine than females. And they almost always love boys and men, not girls. Justine is Justin and she is a he. How do you feel about that?"

Brad’s shocked face stayed frozen for several moments. The boy was in deep thought. Then he said, "I don’t care. I’m still in love with her or him or whomever. How can I see Justin?"

James had never been more proud of his son. He told him so. Then he said, "You’re growing up very well, Brad. The trail went cold about ten days ago. But I’ll pick it up again. Don’t you worry."

Brad thought, "A boy. A pretty boy. With a face and a body like that. And those legs. I know those were real breasts too." Then he excused himself to go attend to the needs that the image of the world’s prettiest boy had created for him.

 

Chapter Ten – Playing

The two sissy angels had settled in very nicely at the McNallys’. Their first afternoon there, Peter and Justin made intense screaming, cummy love and when they came downstairs for dinner, all the McNallys said was, "We’re so happy you’re comfortable in our home."

Gee.

Peter and Justin had dinner with Ron and Barbara – fish sticks with macaroni and cheese. Strawberry jello for dessert. Kids do the dishes.

This was like one of the TV shows they had seen. The ones in black and white.

The conversation at dinner and after was warm, caring and friendly. Peter and Justin were experiencing something almost none of us see. A functional family.

At 9:30, they went upstairs to get dressed for bed (tiny nighties, wispy panties and stiletto mules). Then they came downstairs and did something they had never done in their lives. Peter sat on Ron’s lap, thanked him for being wonderful and Justin did the same for Barbara. There were loving hugs and chaste kisses. No one touched their genitals, bottoms or breasts. It was real parental love and its force almost knocked them over with joy.

The sweet, girlish boys lay in bed holding each other, amazed at their good fortune. "Can things get any better for us?" Justin asked Peter?

Fortunately, the answer was yes.

The next day, Barbara took the delicious angels to a local mall and rang up some major clothing purchases from the huge account their mothers had left to be rid of them. Shoes, lingerie, dresses and skirts. No pantyhose, socks or pants. Lots of panties and cosmetics and hair products.

The sweeties couldn’t help but notice all the drooling, fawning men who crossed their paths, then made sure they crossed it again and again. The young sissies were feminine masterpieces and men’s cocks were hot, stiff and throbbing over five zip codes.

When they got back to their new home at 1:30, the femmy treasures were very aroused from all the male attention. Barbara chuckled at their obvious need for each other’s loving attentions and sent them off. An hour later, Barbara knocked softly at their door. "The other angels in your play group will be here in 30 minutes. You may want to freshen up and get dressed."

Peter removed Justin’s cock from his mouth and said, "Yes, ma’am. Thank you."

They wanted to look their girlish bests when they met their new playmates, so they beautified themselves in short order.

At three, they stepped out of their room and sissied downstairs. Looking out the front window, Justin and Peter saw the first of four SUVs pull into the McNally’s driveway.

They watched attentively as a slim, shorthaired, 15-ish boy wearing khakis and a maroon Polo emerged from the passenger side. Seconds later, three other SUVs pulled up, discharging slim, normal-looking, boyish boys. The boys greeted each other as boys do, high-fiving and kidding boyishly.

Justin and Peter looked at each other. Where were the members of their sissy playgroup? Why were those boys showing up? Were they going to be "playing" with boys?

Barbara opened the door and said, "Welcome, my sweet angels! Come greet your beautiful new playmates."

The four boys entered the McNallys’ home and they were transformed. Away from prying eyes, they became girlish and giggly. When they saw the lovely Justin and Peter, powdered and perfumed, with perfect make-up, long, stockinged legs, sky-high heels, lacquered, manicured toe- and fingernails, and, perhaps best of all, their own luscious titties sporting a deep cleavage, the four part-time sissies beamed.

Barbara said, "Justin, Peter, meet Robert, Scott, Mark and Billy."

Justin and Peter batted their pretty eyes shyly.

Robert, the tallest, and at 16, the oldest, said, "They’re beautiful, Mrs. McNally."

Then Robert went to Justin and gave him a big hug. Robert asked, rather indelicately, "Are those boobs real?"

Justin blushed. Barbara said, "You’ll have plenty of time to examine them and answer that from loving experience, Robert."

Everyone giggled and the part-time sissies hugged and welcomed their new "sisters."

After a few minutes of this, Barbara said, "Why don’t you all get femmed up? Justin and Peter will think you’re plain old boys if you just stand around."

Scott, who had been the first to arrive said, "We’re sissies and proud!"

Then they all scurried off to what Justin and Peter found out was called the "sissification room."

Justin and Peter, with a reassuring Barbara, waited anxiously for about thirty minutes, then the doors flung open and out stepped four delicious sissy confections. Their faces were made to perfection, with their soft, kissable lips prettily glossed. Their hair was still boyish, but the addition of ribbons made them look exactly like what they were – sissies. Each was wearing stockings and walked easily in high stilettos. They wore bras (though they were unfortunately titless) and panties, which were slipped on over their garter straps for "quick release." Their penises were packed carefully into their challenged panties.

Justin and Peter saw four perfect hybrids of boy and girl, with an edge to the girlish side.

Scott and Billy hugged Justin, while Mark and Robert hugged Peter. Giggling, the sissyboys helped Justin and Peter remove their skirts and blouses. Barbara left the room to go and prepare dinner.

When Justin and Peter were down to their lingerie, Scott reached into Justin’s panties and pulled out his considerable cock. Scott gasped and everyone tittered. "It’s beautiful, just like you, Justin," Billy said.

A curious Mark extracted Peter’s weapon from his gauzy teasers. The four part-time sissies gasped to see Peter’s huge, dark, mannish weapon. "That’s bigger than my English teacher’s cock," Robert said.

Peter wondered how Robert knew that.

"Let me touch it," Robert said. Robert stroked Peter’s cock and it got nice and big. And stiff. And drippy.

Robert maneuvered Peter over to a chair and sat him down. He eased off Peter’s panties, then got to his knees and began to orally adore Peter’s cock. Mmmmm. It was delicious. Peter became very excited at the skillful attentions. He was concerned that Justin would be jealous, but when he looked for Justin, he saw him in a chair, with his panties at his pretty ankles, being sucked lovingly by a kneeling Billy. When Peter looked back, Mark had removed his cock from his panties and was stroking it near Peter’s face. Peter got the hint. He cupped Mark’s balls, making him groan with pleasure, then took Mark’s lovely five inches into his sweet mouth. Yummy. Looking at Justin again, he saw his Love ingesting Scott’s pretty cock and inserting two lacquered nails into Scott’s tight bottom.

Peter thought, so this is what we do at playgroup. I could get used to this.

Peter was really enjoying Robert’s loving licks on his big mushroom. Robert was blond and cute. It was odd to see a "girl" with short hair and no boobs, but Robert’s girlishness was stronger than his insignificant limitations.

The four part-time-sissy playmates had refined their techniques quite well. Peter hoped he was showing Mark a good time. From Mark’s gasps, pants and grunts, that was probably true, but just to be sure, he entered Mark’s anus with two slim, lovely fingers. Mark shuddered, gasped and began to spurt delicious, sticky cream into Peter’s wet mouth. The taste was different from Justin’s (like men’s cocks, all cums are different), but quite tasty. Mark must have really needed to cum, because he globbed up a fierce load.

Peter began to feel his own crisis approach and it was going to be a spermstorm. To make things worse, Mark had gotten on his knees next to Robert and had removed Peter’s bra. He was kissing Peter’s titties very nicely and then, noticing to his delight that Peter was giving sissy milk, Mark began to nurse gently on Peter’s right breast.

That did it. Peter shuddered, squealed, and blasted Robert’s mouth and face with his sissy cream. Robert lovingly milked Peter’s fat balls through many spurts as Mark sipped milk from his tender breast. Ohhhhhhh.

Peter was spent. He glanced over and was happy to see Justin enjoying a blaster of a cum himself. Justin's face was covered with Scott’s girlish goo and Billy’s face was covered with Justin’s.

Was this how they would spend their afternoons and evenings from now on? Excellent!!!

 

Chapter Eleven – Someday Arrives

When Robert, Mark, Scott and Billy left, after draining the balls of Justin and Peter several times, the two sweethearts began to feel some remorse.

As they waved goodbye to their new best friends, Justin looked at Peter. He was ashamed that he had given his body so freely to other sissies. He still loved Peter more than anyone. Peter felt the same way, but both fumbled for words.

Ron and Barbara knew what was on the lovely boys’ minds and they comforted them.

"Listen, my angels," Barbara said, "Don’t feel bad about what just happened. What you just did was play. What you two have is love. There’s a big difference."

"That’s right," Ron added. "Sissies should have one special sissy that they love – and at least one male. But sissies should never limit their sex to those two people."

Justin and Peter looked at Ron and Barbara. Then at each other. "We shouldn’t?" Justin asked.

Ron smiled. "Of course not. Sissies need lots and lots of sex. There are many people in this world who love sissies, men especially, and there are very few sissies. Would you want to be selfish and deny the needy?"

Peter said, "I guess not."

"Peter," Barbara said, "Do you love Justin any less than you did this morning?"

Peter thought about it, looked at Justin, and said, truthfully, "No. I love him more."

Justin smiled and kissed Peter. Then Justin said, "I love you more too."

Ron said, "See? Sissies are different. Thank goodness. You’ll meet and, ahem, have fun with several men and boys. But only one will be special to you. The rest will be play."

An image of Brad, the ice cream boy, flashed into Justin’s mind. He sighed, realizing that Brad was probably an impossible dream. Justin had shared his dreams of Brad with Ron and Barbara. They told him that dreams do come true sometimes.

"Now off to bed," Barbara said. "And sweet dreams. Tomorrow’s the last day of summer vacation, so sleep late if you want."

The sissies kissed Ron and Barbara good night and toddled off, arm in arm.

Snow White sang, "Someday my Prince will cum." Or was it "come?" Anyway, "someday" arrived for Justin and Peter the next morning.

Peter and Justin awoke in each other’s arms at around 9:30. Barbara was in their room opening blinds.

"I brought you each a bagel and orange juice. Eat it here and clean and primp yourselves really nicely. I have a BIG surprise for you at 11 a.m.!"

The sissies begged for a hint, but Barbara only laughed and told them to get a move on.

The radiant pair came down the stairs at precisely 11. Peter was wearing a tiny black dress that beautifully showed off his long, black-stockinged legs, ending in five-inch, fuck-me pumps. Justin wore a frilly white dress with white stockings and white, five-inch sandals. If Barbara had had a cock, it would have been hard. They were incredibly sexy!

"What is it, Mrs. McNally? What’s the surprise?" Peter asked.

"Please tell us," Justin said.

Before Barbara could tell them to be patient, the doorbell rang. "Answer it, Justin," Barbara said.

Justin sissied warily to the door, opened it, and saw – Brad!

Brad!

Brad!

It couldn’t be. How did he…..?

Brad looked at Justin and his heart leaped. "You’re even more beautiful than I remembered," Brad said.

Justin’s mouth was hanging open.

Barbara smiled and said, "Please come in."

Brad entered the house. Justin moved toward him and threw his arms around Brad. "Oh, Brad!" the sweet ladyboy said.

Barbara smiled. Peter was happy for his lover. A little jealous too, perhaps. But happy. He saw that no one had closed the door, so he went over to close it when, in walked Brad’s father, James Prince.

James saw Peter. Peter saw James. Mamma mia! It was the thunderbolt!

James had indulged his son in his pursuit of a beautiful sissy. He even worked very hard and applied all his investigative skills to find Justin for Brad. And he was very diplomatic with the McNallys in seeking permission to bring Brad to visit Justin. James didn’t judge his son. He didn’t think Brad was gay, but if he was, James would still want Brad to be happy.

James knew, however, that he was not gay. No way. Uh uh. And he could NEVER feel the slightest interest in a sissy. Especially a young one. Like the dream-come-true, once-in-a-lifetime, can-that-really-be-what-I-think-it-is-tenting-those-skirts megababe whose eyes had just locked with his.

Oh my. He was shuddering with lustful arousal.

Peter was obviously similarly affected.

Oh my.

James only vaguely noticed as Brad and Justin kissed sweetly.

Justin’s heart was filled with love. Brad had never given up on Justin. Brad Prince had done everything he could to find his princess.

Brad and Justin moved off arm-in-arm to the sissies’ bedroom. They were going to fuck all day, James thought vaguely as he fumbled for words with Peter. He had come to meet Peter for a specific reason and falling in love for life was not it. That seemed to be unavoidable, though.

Barbara watched the scene with quiet amusement. She had seen many men hit by the sissy thunderbolt before. But in this case, the sissy seemed to be equally affected.

James recovered enough to ask, "Are you Peter?"

"Yes," the aroused sissy replied.

"I’m James, Brad’s father."

"Pleased to meet you. Very pleased."

Oh! "Uh, Mrs. McNally, I turned up some things in my investigation that I need to ask Peter about. Is there somewhere we could talk in private? I mean, if it’s OK with you, Peter?"

Peter blushed and nodded. He wanted very much to be alone with this gorgeous man who obviously wanted him so badly.

"Certainly, Mr. Prince. Peter, please show Mr. Prince the family room."

"Yes, ma’am," the dazed angel replied. Peter’s large equipment was holding the skirts of his pretty dress in an untailored position.

The angel wiggled his way to the family room, with a drooling James in tow.

Peter sat demurely. James took a seat across from him.

James had to tear his eyes away from Peter’s legs and cleavage, but found he was equally aroused just looking into Peter’s gorgeous, long-lashed eyes.

Trying to be professional, James took out his notebook and said, "Peter, I found some things when I was looking for you that may be beneficial to you and Justin, but they may do some harm to your mothers. Fair harm. Just and deserved harm. But harm. Are you OK with that?"

Peter thought for a nanosecond or two, then said. "Oh, yes." Peter didn’t feel very much for the reptile who had laid his egg and then abandoned him.

James thought, Peter has spine. Excellent.

Then he asked. "What kind of hours did your mother keep at her medical practice?"

Peter thought. "Pretty short. She seemed to leave the house around ten each day and was usually home by three."

Hmmmm. Just as James thought. "Did she work weekends?"

"Never. Can I get you a soda or a cookie or something?"

"No thank you," James said. But Peter got up anyway and sort of sissied around the room a bit. James couldn’t miss Peter’s obvious arousal, but didn’t know what to do about it.

Then he found out. Peter said, "Anything else I can answer? Like, would you like to kiss me? Because the answer is yes?"

Oh, goodness. The next thing James knew, the delightful, feminine person of his dreams was sitting on his lap, rubbing his perfect bottom against James’ stiffie. Peter’s glossed lips were parted. His breasts were heaving. He was in complete surrender to James’s every carnal desire. And James had a bunch of them.

James started things off very nicely by kissing Peter’s full, lush lips and holding his body of feminine and masculine delights firmly in his strong arms. The she-boy’s lips were heavenly to James. He drank in Peter’s perfume and felt his feminine submission.

Peter was overcome by the erotic force of a man’s embrace. His body tingled. He feared that he would embarrass himself by cumming in his pretty panties. He wanted that man to take him. To command him and possess him. And make his body a vessel for James’ desires.

Oh. James was putting his tongue into Peter’s mouth. Peter’s poor cock was in horrid distress. It was….. Oh, no. James was reaching under his skirts and feeling along the considerable length of Peter’s hard penis. James was reaching into Peter’s panties and touching Peter’s naked, burning cock! Ohhhhhhhh.

James was on fire. The thought, "This is gay!! Stop!!" flashed into his mind, but that thought was pummeled to death by his pleasure center. This darling, feminine boy was giving himself to James, melting as they kissed. He slipped his tongue into Peter’s warm, moist mouth. It was the most erotic moment of James’ life.

James had to touch Peter’s pretty penis. He had to.

He lifted Peter’s skirts and gasped when he measured the length of Peter’s cock with his strong fingers. Peter was also gasping in erotic shock. James reached under the waistband of Peter’s filmy panties and eased them up and over Peter’s erect treasure. The boy was hung! James touched the red, throbbing jewel. It was slick with preliminary drools. Peter twitched and gasped when James touched his naked cock with his manly hand.

James reached up to tease the foreskin, rubbing the leaking goo over James’ peehole with his thumb. Peter squealed loudly, moaned and, trembling, released his first hot, sticky load in tribute to a man’s loving attentions.

James stroked the beautiful lad lovingly as hot cum drenched his hand and Peter’s garterbelt and tummy. He kissed the young lovely’s alabaster neck. The sweet nymph cried out as each spurt of sissy cream left his femmy body.

James was in love forever.

Peter was in a new, unexplored land of ecstasy. A land of shared delights between sissies and their men. A land of intense, loving pleasures. And they had only each touched a toe on the shores.

They both wanted to get in their land rovers and explore every corner of that new land.

Peter’s eyes were moist with love as he looked at James. He got off James’ lap, unzipped his pretty dress and removed it. The sight of a Peter wearing only his bra, garterbelt, stockings and fuck-me pumps was enough to raise a dead man’s cock. But James was only able to view it briefly. Peter sank to his knees and very firmly grabbed James’ trousers and boxers and pulled them down to his ankles. He lifted James’ shirt to reveal a very manly cock, roughly the size of Peter’s, but who’s measuring? It was very hairy, as were James’ belly, thighs and pubic region.

Peter adored the sight of James’ stiff, leaking rammer. It was weeping for him, Peter thought. Maybe if Peter kissed it, it would stop crying. Oh, no. That seemed to make it worse. Now it was twitching as well as leaking. What seemed to be the problem? That big, brown fold of skin was covering things. Peter pulled it back to reveal a big, pink knob. It was very sensitive. James was moaning each time Peter licked its tender flesh.

Peter took the whole, pink knob into his sweet mouth and began to suck it as he licked with a circular motion. Mmmmm. That pre-goo tasted differently than Justin’s, but it was very nice. James was moaning a lot more. Peter figured he was doing the right thing. Then Peter remembered how much Justin liked a delicate, exploring finger or two inside him as Peter licked Justin’s doodle. He concluded that James would like that too, so he insinuated his fingers into James’ secret place.

As it turned out, that was the first time anyone, except a doctor, had entered James "back there." James was stunned by how much he enjoyed it. And how well it complemented Peter’s frontal assault on every nerve in his body. James arched his back in intense pleasure. His balls boiled. And his seed began to evacuate his body. And enter Peter’s very willing throat.

Peter was in heaven as he greedily swallowed James’ ocean of cum. A man was using him for his disgusting needs. Mmmmmm.

James’ eyes rolled back in his head. The sky turned dark. Kingdoms rose and fell. James pumped himself bone dry, doubling over with the severe pleasure of it all.

The little sweetheart was on his knees grinning at James. His cheeks were streaked with cum. James reached down and gently lifted the new love of his life onto his naked lap. Ignoring the cummy mess, he joined their faces in an extended, soulful kiss.

Could James be hard again? It wasn’t possible. But he had half a stiffie.

"Please fuck me now," Peter said.

Ohhhhhh. James was consumed by lust.

James carried Peter to a table on the other side of the room. He put Peter face down on the table and got to his knees. Mad with lust, James put his thumbs on either side of Peter’s anus and held the fleshy globes apart. Then he plunged his face between Peter’s bottom cheeks and fucked Peter with his stiff, wet tongue.

Peter screamed!

James was worried that the police would be breaking down the door, but Peter grunted, "It’s all right. That happens all the time here. Please don’t stop!"

James resumed his anal pleasuring. Peter resumed his helpless squealing. James ate Peter for 28 minutes and made him cum violently twice. Peter was whimpering and begging to be fucked. "I deserve a hard buttfucking. Please!!!!"

James was fully hard and had never been randier. He stood and, holding Peter’s body firmly pressed against the table, pushed the head of his considerable cock into Peter’s delicious buttocks. Peter was helpless and defenseless. The huge, hairy man had complete control of him. He screamed again, this time with the joy of surrender.

James’ cock was in its tightest, happiest home. Every penile nerve ending was experiencing joyous friction. His cock was scraping Peter’s prostate on every thrust and Peter was whimpering with pleasure each time it did. Peter was going to cum again, there was no doubt. He was panting and gasping with happiness as James built to his own cummy conclusion. Suddenly, Peter twitched, yelped, and came again. This time the sperm count was low, but the intensity was off the Richter Scale.

James felt his feminine companion cumming and that set him off. He flooded Peter’s intimate place with six globs of his sticky cream. Peter cooed with love and contentment as he felt his bottom doused with its favorite ointment.

James had another, oh-no-am-I-gay-now moment, which passed so quickly that when he rolled Peter onto his back for some face-to-face kissing, he was seized by an urge to do something he had never imagined he would do. At that moment, Peter’s cock and balls looked like a banana split, and James had developed the world’s worst sweet tooth.

James got on top of Peter and kissed him lovingly for a good ten minutes. Then James returned to his knees and surprised Peter by sucking each of Peter’s lovely nuts.

That made Peter sit up, then stand up. He patted James’ head and could barely stay on his huge heels as James laid an excellent cocksucking on Peter. It wasn’t skilled, but it was loving. And enthusiastic.

James couldn’t believe what he was doing. He and Peter had been barely introduced and he was sucking the boy’s cock. The pretty boy held up his little sissy fists and squealed with pleasure. James watched Peter’s lovely titties jiggle and made a mental note to attend to them after Peter gave up his sticky cream.

That didn’t take long. Peter pulled some goo from his strategic cum reserves or something and he was soon squealing joyously, pumping sissy cream into James’ formerly virgin mouth. Goodness, James enjoyed that. He loved making that beautiful doll happy. Whatever it took.

James staggered over to the easy chair and a completely-in-love Peter sat in his naked lap. Peter pulled James’ shirt over his head and James was naked. A very nice sight indeed.

James remembered the mental note and unhooked Peter’s bra. Out flopped two excellent examples of titty flesh. James was about to make a meal of them when he noticed – moisture. Could it be? He looked at Peter, who nodded.

"Take small sips, please, Darling," Peter said.

This young sissy was a garden of incredible delights, James thought. James kissed Peter’s right nipple. Peter moaned. James licked the slight lactation. Peter arched his back slightly and reached for James’ foreskin. James was limp, but Peter’s loving touch was electric.

James began to nurse at Peter’s breast, slowly, gently and lovingly. Peter cooed in feminine delight. Peter’s gentle touch had stiffened James’ cock once again.

James persisted in his nursing, switching to Peter’s lovely left breast. Peter gasped as he felt two of James’ fingers enter his cummy bottom. Mmmmm.

Peter continued to tickle and tease James’ manhood as James fingerfucked him and drained his breast milk. That time, their cums were simultaneous and gentle. More of an ooze than an explosion. And the pleasure built and persisted for several excruciating minutes.

Both were spent when Peter crawled into James’ arms and cuddling, kissed him softly and gratefully.

Meanwhile, Brad and Justin were getting acquainted.

The masculine boy and the feminine boy were both hungry for each other. But when they entered Justin’s bedroom and closed the door, each was a bit shy at first.

Confronting your dream and heart’s desire standing inches away is a daunting task.

They started by talking. "How did you ever find me?" Justin asked. "And how did you know that I dreamed of seeing you again too?"

That chipped at the ice a bit.

Brad smiled. "I think I fell in love with you the moment you first smiled at me in the park. Someone took a picture of us. My Dad is a private investigator and I gave him no peace until he found you."

Justin smiled again and Brad’s heart melted once more.

Then Justin was very worried. "But did your Dad find out everything about me?" Justin was trembling.

This time, Brad smiled. "I know that you’re sort of a boy. Why should that matter if we love each other?"

"Oh, Brad," Justin said. He leaned into Brad and put his head on Brad’s shoulder, inviting a hug.

Brad gratefully accepted. Justin’s perfume and natural smells were intoxicating. And Brad could feel what appeared to be a very nice set of breasts pressing into his chest. Wow! He hadn’t even considered that. Wait until he told Dad! He wondered for a fleeting moment how Dad was doing in his questioning of that other kid. Peter, was it? No matter.

Brad looked down at Justin’s lovely face. Shyly, Justin looked up. Brad tingled with love. Their lips met. The music came up. Sensual nirvana. The most wonderful feeling either had ever had was that first kiss!

Brad clutched Justin’s tender, girlish body to his firm chest. Their souls joined. The warmth of love passed between them.

Brad could feel Justin’s erect, girlish excitement rubbing against his excited boy’s lovetool. Oh. Brad really wanted Justin. Really!

Justin was all in white. Like a perfect virgin. And Justin was giving his delicious body and all its intense, carnal pleasures to Brad.

Brad felt like a groom. Justin felt like a bride. But he was a lot prettier than most brides.

Brad picked Justin up in his strong, 16-year-old arms, kissing the lovely she-boy within an inch of the sweet beauty’s life.

He carried Justin to the bed and laid the little angel down. Brad looked at the sissy of his dreams. Justin was so cute. Brad took Justin’s pretty high-heeled sandals off and held his darling’s pretty feet. He loved looking at Justin’s sweet red toenails through the silky white stockings.

On an impulse, Brad raised Justin’s pretty feet to his lips and kissed them. Then he sucked the little toe of Justin’s right foot through his stocking. The 14-year-old sweetheart squealed with sissy delight. Justin was so excited that his prick was in some distress. When Brad teasingly kissed and sucked some of the pretty digits on Justin’s left foot, Justin arched his back, moaned and filled his pretty panties with thick jets of cum.

Brad was very happy. All he did was tease his new Love a bit and the sweet sissy blew sperm all over. Justin was not only beautiful and feminine. He was red hot!

"Let’s get those cummy panties off you, Sweetie," the gallant Brad said.

Justin whimpered with lust as Brad lifted the angel’s skirts and eased his drenched panties down his soft, creamy thighs.

Brad gazed at Justin’s cock in awe. It was large, but pink and feminine. It was drooling cum and Justin’s pubic hair was matted with fresh sperm. It was lying sort off to the right side and a bit limp, but when Brad leaned over and kissed the tip, it twitched and regrew its full strength.

Brad decided it was time to get serious. He stripped to a very nice buff as Justin stripped to his bra, stockings and garterbelt. Justin’s pink sissy stick had such cute companions hanging beneath it.

Brad joined Justin on the bed and gently pulled the sissy’s soft body toward him. They kissed and Brad feasted on Justin’s scrumptious tongue. Brad felt Justin’s perky nipples and he began to kiss the top of Justin’s breasts. Reaching behind to unhook Justin’s bra, Brad gasped at the beauty of the sissy’s pretty boobs, with their large, brown nipples. Brad wanted to shower them with soft kisses, then devour them.

Then he saw that they were dripping!

What?

This was beyond every guy’s wet dream. This gorgeous, feminine treasure had a cock AND lactating titties? Ohhhhh.

Where would Brad start on this feast?

Justin lay on his back, held his little fists up by his head and surrendered to Brad completely.

It was time for Brad to rely on instinct. He wanted to suck Justin’s toes, lick Justin’s cock, tongue-bathe Justin’s balls, nurse on Justin’s mammaries, fuck Justin’s perfect bottom, but most of all, it turned out, much to Brad’s surprise, he wanted to eat out Justin's luscious pooper.

He was almost ashamed to ask, but when he did, Justin squealed happily, straddled Brad’s shoulders facing Brad’s feet and carefully lowered his sweet treasure over Brad's hungry mouth.

That position left Justin with access to something he had been dreaming about since they day they met. Brad’s cock.

Justin actually screamed when Brad made a tentative lick on Justin’s tight anus. Brad took that as encouragement and he dug his tongue in deeply. Justin convulsed and whimpered. He really liked that. Then Justin bent at the waist, leaned forward and swallowed Brad’s cock with almost one steady gulp.

Aaaaaaaaaaaaaahhhhhhh.

Brad LOVED the feel of Justin’s girlish mouth and tongue on his cock. He stopped for a few moments to savor the sensations, then he resumed his anal adoration.

Brad and Justin were driving each other insane with lustful pleasure. Justin succumbed first. The intimacy and intensity of having his ass licked by his dream lover made his balls boil over. Gasping and panting, Justin stopped sucking Brad briefly. Justin squealed and hurled ropes of sperm across Brad’s flat stomach. Brad kept up his carnal meal and Justin resumed his. Justin could sense that Brad was very close to giving Justin the "girl’s big reward for a job well done."

Justin wasn’t a girl. But here on his sissy bed that he shared with another pretty sissy, suckng a handsome, dreamy boy’s cock, he wanted to be a girl. A girl named Justine.

He would ask Brad to call him that, but for the moment, he had to make sure that he gobbled up all of Brad’s cummies. Justin was making sure that there were a lot of them, because he was licking Brad’s big rammer extra nicely and he was squeezing Brad’s big ball sack just the way Peter liked his squeezed.

Brad was making nice little grunts, so Justin must have been doing a really good job of fellation. Meanwhile, that pooper-licking certainly felt good to the pretty boy. It was so DIRTY! Was Justin going to cum again? Yes he was.

Justin was helpless to hold off his ejaculation. He girlfully continued licking his man’s cockhead, but felt his goo simmering, then boiling, then gushing out in fierce blasts of sticky sperm. Justin loved being a sissy!

Brad was delighted that Justin was cumming again and just as happy that his crisis was on an unstoppable path as well. He felt a major, nuclear cum on the way. His toes tingled. His hair stood on end. Justin ran his tongue tip deeply into Brad’s peehole as he milked Brad’s balls and Brad blew his hot, sticky load. Nothing in Brad’s life had felt one-tenth that good. He stopped eating Justin’s pootie and savored every nuance.

Justin licked and swallowed Brad’s big, cummy load happily. A lot of it got on his face, but Brad said that made Justin more beautiful. They kissed and cuddled and Justin told Brad how happy he was.

Then he asked if Brad would call him Justine and refer to him as a girl.

Brad smiled, kissed Justine’s cummy face and said, "Of course, Sweetheart. You are a girl. My girl."

Justine beamed. She never wanted to be called a boy again. She wondered how Peter would feel about that, but that was a worry for later.

The next agenda item was bound to be a good boy-girl fucking, and Justine wanted a clear mind for that.

She wiggled and cuddled against Brad, blushed and said, "Brad, Honey. My pussy is so wet right now. This would be a good time to, well, you know."

Brad knew. And his cock knew. A 16-year-old’s cock is a miracle of nature. Brad was rampant and ready again.

Brad said, "Girls get fucked on their backs. Would you like that?"

Justine looked down shyly. Then she got on her back and held up her stockinged legs, exposing her tight, sopping hole for the pleasure of her man.

Brad was once again crazy with lust. He covered her body with his, kissing her and rubbing his chest against her tender, leaking nipples. When she was begging him to make her a woman, he put the wet tip of his redheaded best friend at her soaked anus.

Brad leaned over and kissed his sweet lover. Then he entered her. Justine gasped, then squealed with joy and sissy release. She was being fucked by a wonderful, hetero boy who saw her as a girl. The intimacy alone was enough to make her mad with pleasure. But the feeling of this wonderful boy on top of her, controlling her, commanding her. That was the greatest aphrodisiac of all.

Brad felt like the luckiest boy on earth. His girl was beautiful, dressed like a REAL girl, fucked like a bunny and sucked cock like a Hoover. And she was sweet and intelligent and was crazy about him. And she had great titties, with milk for goodness sakes. That cock and balls issue was actually a plus as far as he was concerned.

Justine’s calves were on Brad’s shoulders, giving him full access to the depths of her bowels. Brad was plunging deeply with each hard, hot stroke. He was wincing with the intensity of the stimulation. To think that the gorgeous, feminine Justine was taking his cock completely and deeply into her body with each stroke! She was an angel from heaven’s high rent district.

Justine squeezed Brad’s cock with her ass muscles. She wanted to make it as good for him as possible. Should she explore his bottom with her pretty fingers? Why not? He could always tell her to stop if he didn’t like it.

Oh my. He really seemed to like that. He grunted extra loud when Justine entered his tushie. What if she just reached in a little and clipped his prostate? Brad yelped! Then pushed down for more. It seemed it was both their lucky days.

Brad loved what Justine was doing in his bottom. To make things even better for her, he tickled her sweet clitty. He pulled the skin up and down in rhythm with his long, wet strokes in her perfect, pink bottom. Justine squealed. Could she be ready to cum again? She was a randy little piece of tail wasn’t she?

Brad increased his delicious anal friction as Justine tickled his prostate with her pretty fingers. Brad panted with exertion and groaned with pleasure as he entered the suburbs around his orgasm, then went downtown. "Oh, Justine! I love you!" the smitten boy grunted as he pumped strand after strand of boy’s cream into the little goddess of pleasure’s anal pussy.

Justine screamed as her own cum ripped her guts. She heaved her pretty breasts and dug her talons into her man’s back, leaving Brad ten deep souvenirs of their first date.

Meanwhile, in another part of the McNally’s home, Peter was lying under a heaving, pumping James, who was fucking the sissyboy for the third time already. James was quite fit for 39, but the sissy had enflamed him to the greatest lust he had known.

Shuddering with orgasmic release, James gave his new love yet another hot load in his squishy bottom. Peter savored every millisecond.

Lying side-by-side, kissing sweetly, Peter spoke first. "Mr. Prince, could I ask you two favors?"

James said, "Unless it’s steal the Hope Diamond and kill someone, I’ll do it. And please, call me James. I think the ice is broken between us."

Peter giggled. "OK, James. Could you call me by a girl name and think of me as a girl? I don’t want to ever be called ‘Peter’ or be called ‘he’ again." Peter was the name his evil mother had given him.

James smiled and kissed her. "Of course, my Love. What would you like to be called?"

The former Peter thought. "Is Amber OK?"

James held Amber in his manly arms. "That’s a beautiful name, for an exquisite girl. I think I love you, Amber."

Amber began to cry. She was very happy. "I think I love you too, James. But let me tell you about my responsibilities as a sissy."

James listened. Half of Amber was ten times better than all of anyone else he knew. He held her and kissed her. Then he remembered. "What was the other favor you wanted?"

Amber blushed. "Would you take my stockings off and lick and suck my toes until I cum? It really excites me."

That was the kind of favor James hoped Amber would always ask for.

James obliged for the better part of two hours until Amber’s toes were drenched in saliva and her balls drained of sissy cream.

Needless to say, neither Justine nor Amber made it to sissy playgroup that afternoon.

(continued)

 

 

 

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