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From Locker Room to Lingerie - Part 5
🕑 Added 2025-03-10 15:24:09 +0000 UTCNOTE - If forced feminization offends you, please refrain from reading or listening to this story. It is purely fictional and intended for entertainment purposes only. The content is not meant to promote or endorse any real-life actions.
Reader discretion is advised. Enjoy responsibly within the context of fantasy.
That afternoon, Billy sat at the kitchen table, reading the letter he had just written. Unhappy with his own efforts, his mother finally dictated what Billy was to write: Dear Ms. Gladstone, I just had to write (his mother thought this was a great joke), and thank you for helping me with my recent purchase of panties and bras at La Femme.
As a boy, I was a little nervous buying such feminine garments for myself, but you were sooo helpful!
I just love the dainty things you helped me pick! And the girdles you gave my Mom for me are perfectly darling!
They make me feel so feminine! I can't wait to visit La Femme again. I saw so many cute things!
I don't know where to begin. But I just know you will!
Yours in panties, Billy (Sissy) Smith "There, that's better! Don't you think so dear? Why, I bet Ms. Gladstone will post it with the other 'thank yous' on the board right by the cash register! Won't that be sweet? I'm sure all the ladies and girls will be amused."
As Billy lay in bed that night, the lace of his nightgown itching him, he recalled the many humiliations of the day: At the breakfast table, Billy's mother had demanded that he sit up straight like a "little lady" when he had slumped to hide the lumps in his shirt. Later, Ms. Walker had guffawed when she saw Billy's new "look."
Of course, she insisted that he continue to wear bras every day. Ms. Walker also delighted in recounting his mother's phone call. Of course, that was followed by a stern warning that his mother and sister were to be obeyed in all matters relating to his therapy.
Although they didn't say anything, Billy knew his friends had noticed his eyebrows.
Kids were whispering and pointing at him all day. Cindy, undoubtedly egged on by Ms. Walker, had been a thorn in his side all day.
She wanted to hear all about his new panties and bras. Noticing his eyebrows and hips, she had burst into laughter, gasping that he looked like some starlet from the sixties. In class, Cindy arched her back and pushed her breasts forward, all the while staring at Billy. Then she smirked and blew him a kiss.
Football practice was even worse. No one would even talk to him after his performance on Friday night. Billy had glumly noticed his teammates glaring at him and making nasty comments.
After supper, Ms. Smith had started teaching Billy how to knit and do needlework, chortling that boys liked girls with domestic skills. The following day was another exercise in humiliation.
As Rachel was overseeing his underwear choices and taunting him, Billy had lost his temper and told her to "shut the hell up."
Rachel had cringed in reaction until reason took over and she recalled the change in the household pecking order. Recovering, she had strode boldly to her older brother and slapped him in the face.
"No, you shut up, sissy boy! That's no way for a fairy to talk. You talk to me like that again and I'll tell Mom.
Then it's bye-bye Billy." Billy hung his head in frustrated shame, knowing that his younger sister was right. "There, that's better. Now as punishment for your little outburst, I have just the thing!"
Billy slumped when he realized that his display of temper was going to cost him. Rachel returned from Billy's dresser with two gel sacs.
Smirking, Racel roughly stuffed the sacs into the lacy cups of Billy's bra. "There! Now you've got something to show your classmates!"
Rachel watched with amused glee the look of horror that crossed her brother's face as he realized what was in store for him in school. Rachel delighted in the look of frustration on her brother's face as he fought his impulse to rip the bra to pieces.
"Now let's go show Mom your pretty new titties, and remember to tell her how much you love them! Now march!" she ordered with a swat to Billy's pantied bottom. Billy's mother and sister then forced Billy to gush about how much he was dying to have a real pair of large breasts like his mother's.
At school, Billy kept books or anything else he could find at his chest to hide his new assets. Billy had even hidden out in a stall in the boy's bathroom during lunch in an effort to keep out of Cindy's way. His plan worked until after school.
As Billy returned to the bathroom to change for football practice, Billy found the entrance blocked by Bob and a number of his larger teammates. Billy began to panic, and tried to run.
"What's your hurry, Billy? It's time for practice, and we think it's time for you to dress with the team! Right, guys?" As the boys roared their approval, they dragged Billy to the locker room. Once there, they assembled around him. "Okay, Billy boy.
Cindy says that you're hiding something. Let's just see!" Billy considered running but knew he'd never get out of the locker room.
As he desperately tried to will himself out of his current situation, Bob's patience wore out.
"Get him guys."
Billy started screaming as hands started ripping his clothes off. In no time Billy was standing in front of his teammates, clad only in white satin and lace panties and a well-filled bra.
Billy began to blubber as his teammates taunted him:
"You fag! You make me sick! Nice tits, fairy boy! Cindy was right about you, you are more girl than boy!"
The taunts continued until the embarrassed boys were reduced to tears. Finally, the commotion attracted the attention of the coach, who headed toward the assembled crowd to investigate.
He was greeted by the sight of his quarterback, dressed only in lacy girl's panties and bra. Angry a the intrusion of such apparent deviance, the coach demanded an explanation.
"He's some kind of transie, Coach! Look at him! He's shaved his legs and everything. I told you that curtsey stuff was no joke," Bob sneered.
Through his tears, Billy saw the Coach redden in anger. Finally, the Coach was able to spit out, "Get that pantywaist out of here, he's off the team. We don't need any perverts on the squad"
Bob and a couple of large linemen roughly grabbed Billy by the arms and dragged him to the door. Recovering slightly, Billy pled with them to allow him to get his clothes. Bob had other ideas. "I don't think so, girly.
I think you should show off your underwear to everyone, don't you? Besides, the cheerleaders are practicing right over there and I know you'll want to show off your new boobies to the other girls!"
A huge shove left Billy lying on the ground outside the locker room, face down, clad only in his hated girls' underwear. When he looked up, Billy saw that he was surrounded by Cindy and the other cheerleaders.
"Billy, darling, I know your matching panty and bra set are cute, but shouldn't you be wearing something over them?" she teased. The girls laughed while Billy tearfully struggled to his feet.
"Please, Cindy. I just want to go home. The Coach just kicked me off the team and everything. The team hates me. My life is ruined. Please. Just get me something to wear so I can go home!" Cindy shuddered with pleasure as she took in the pathetic thing before her.
Just a few weeks before, he had been a pompous jerk, poised on the threshold of testosterone-induced ego super-inflation.
Now here he was, sniveling like a schoolgirl, begging for mercy, dressed in the most feminine of intimate garments.
Briefly, Cindy felt sorry for the helpless youth. Then she thought about Ms. Walker's warning that this time would come.
Ms. Walker had cautioned her to retain her resolve, to think of all the males who had treated her as a second-class citizen, a mere girl in a man's world, an object of lust and amusement.
Cindy knew exactly what she was talking about. Her own father and brothers treated her like she didn't really count. Well, here was one male who was going to get a taste of his own medicine! "But Billy, we were just practicing our cheers and we're short one girl you'll be perfect!"
In no time, the laughing girls had shoved poms-poms in his hand and were teaching him some basic cheers. Billy refused to cooperate until Cindy pinched his bottom hard. "Cheer, sissy boy- or else!"
An hour later, the girls collapsed in gleeful exhaustion. They had forced Billy to join their practice in his bra and panties. Cindy snapped picture after picture as he imitated the girls.
"Well, girls, it looks like we have our new alternate. But, I think it's time for girly to get home before his mommy worries."
In no time, Cindy and the other girls had added a garter belt, stockings and three-inch heels to his ensemble. Fearing that Cindy was going to send him home in his underwear, Billy began to beg for more clothes.
With a sneer, Cindy forced Billy into a pink wool swing coat that barely covered his pantied bottom. After she laughingly forced pink evening gloves on his arms and arranged a pink velvet turban on his head, Cindy sent the boy off with a laugh and a slap to his bottom.
"Ta-ta, fruitcake!" she mocked. In no time, a sobbing Billy was left alone to make his way home.
By the time Billy got home, Billy's legs ached from walking in the hateful heels. The stares and catcalls directed toward him were worse. Billy couldn't imagine feeling more embarrassed as his mother and sister made him model his new ensemble.
Finally, Friday came and Billy found himself once again in Ms. Walker's office. Billy was not "delighted," as she suggested he might be, to learn that she thought his therapy was going better than anticipated.
From Billy's growing surliness during the week, Ms. Walker had anticipated that Billy might need a "reminder" of the consequences of resistance.
During their session, there was a knock on the door.
When a burly policeman entered the office, Billy had almost fainted. The officer explained that he had received an anonymous call about an assault on school premises. Billy stopped breathing until he realized that Ms. Walker wasn't going to turn him in, at least not yet.
Billy had listened, horrified, as the officer described the new laws passed to severely punish such assaults, and mandating that kids thirteen and older be tried as adults.
After Ms. Walker had assured the officer that it was a false alarm and that she would notify him if she heard anything, the officer left, but not before giving Billy a suspicious look. As the door closed, Billy broke down in tears from relief.
"There, there, sweetie. We're not going to have any more trouble from you are we." Ms. Walker intended to take advantage of the moment to move Billy's therapy along. Through his tears, Billy heard her say, "Billy, I think it's time that we become a little more aggressive in your therapy.
From now on, I want you to wear at least one article of feminine outerwear every day. Won't that be divine?" Ms. Walker chuckled as Billy's tears started anew. Later that night, Billy overheard his mother talking on the phone. She was laughing until tears formed in her eyes.
Struggling to compose herself, she addressed Billy: "That was Ms. Walker. She told me all about your new assignment.
I can't help but think of that nice saleslady at La Femme and how much she enjoyed helping you when you bought your underthings. Let's have a girl's day shopping tomorrow for our Sissy. I just know your saleslady friend will know just what you need to look your femmy best!"
Rachel roared her approval, as Billy struggled not to cry. The next day, the Smith "girls" gleefully made their way through the busy mall to La Femme.
More accurately, two of them were gleeful. Billy was walking as if it was his final mile until his mother warned him harshly that if he didn't start "enjoying himself," they were going home to call Ms. Walker. Recalling the police officer from the day before, Billy struggled to compose himself and be more cooperative.
At last the three made their way into La Femme, which was every bit as busy as when Billy had been there before.
Ms. Gladstone spied the trio and made her way over to them, her gaze directed straight at Billy. She had not looked forward to working, but the day's entertainment had just arrived. While she was still several feet away, she loudly exclaimed, "Billy darling!
How is my favorite customer!! I'm so glad you're here! We have such pretty things in right now I know you're going to love them!"
Billy cringed as she bent down to give him a hug and girlish kiss as the crowd of shoppers strained to get a glimpse of "Billy" who was a regular customer at La Femme.
Ms. Gladstone held Billy at arm's length as she exclaimed, "It looks like someone has been busy with the tweezers and I love your nails! Aren't they pretty?
I bet you can't wait until they're longer, can you." Billy looked pleadingly at his mother, but she and Rachel were enjoying themselves too much to be bothered.
After thanking Billy for his "sweet" card and showing him that it was prominently displayed where everyone could see it, she asked the trio if they were looking for anything special.
Ms. Smith cheerfully explained that although "Sissy so loved his girlish underthings, he simply couldn't bear the thought of wearing boy's outerwear anymore. He simply begged us to bring him here to shop, but we're not certain that Sissy is ready for skirts and dresses. We were hoping you could help."
"Of course! Anything to help our little princess!"
Having heard the entire story from Ms. Smith on her last visit, Ms. Gladstone knew that Billy had certainly not begged to come back, but this only increased her enjoyment of his humiliation. "All sissies want to wear ballgowns like Cinderella, but they have to learn that skirts must be earned.
But I know just the look for Sissy ultra-feminine, but leaving no doubt that he is a boy...a sissy boy." Ms. Gladstone smirked at Billy as Ms. Smith and Rachel roared their approval. Ms. Gladstone invited the ladies over to a mirrored sitting area to relax while she gathered just the right things for Sissy.
Billy, on the other hand, was led roughly by the arm into a dressing room and instructed to strip. Billy meekly complied, knowing that he was only delaying the inevitable. What seemed like hours later, Ms. Gladstone burst into the room, burdened with dozens of items. Pulling Billy to his feet, she mocked, "You're just going to love the things I've picked for you."
Ms. Gladstone thrust a black garment into Billy's arms and told him to put it on. Billy was relieved to see that it was a pair of pants.
"The zipper goes in the back, dearie." Billy corrected his mistake and turned the pants around. As he pulled them on, he noticed that they only came to mid-calf and had little bows at the hem.
"Uhm, what kind of pants are these?"
"Why Capris pants, of course," said Ms. Gladstone as she zipped up the back.
"Don't you love the snug fit? Your girdle gives you such a sweet girlish front and plump little bottom.
Now for a prissy little blouse." Billy recoiled in horror as he saw the blouse intended for him. It was made of a sheer white fabric and had enormous puffed sleeves that ended in tight cuffs high on Billy's upper arms. The collar was a large round affair. Billy began to whimper as Ms. Gladstone buttoned the blouse up in the back.
However, Billy really started to cry when Ms. Gladstone tied an enormous black satin bow under his chin. Clearly, enjoying herself, Ms. Gladstone laughed, "Sissy, darling, we're just getting started!" Next came a pair of lacy white ankle socks like Billy had seen little girls wear.
Once those were in place, Ms. Gladstone forced Billy's feet into a pair of black patent leather pumps with a one-inch heel.
"These will give you an adorable little wiggle."
Although Billy prayed otherwise, Ms. Gladstone wasn't done. Next came a white pair of girl's gloves.
"Don't you love how your pretty polish shows through?" Finally, Ms. Gladstone threaded a little purse over his arm.
"See how it matches your pumps?" Immobilized by shame, Ms. Gladstone spun Billy around to get the full effect.
"Aww, Sissy dry those tears. I know you'd rather have a pretty dress, but this outfit is darling on you. Now, when you come out, here's what I want you to do...or else!!" "Sissy, dear, we're waiting." Billy took a deep breath and steeled himself for the humiliation to follow. Billy's mother gasped when she saw her son.
He minced toward them, his left hand resting delicately on his hip. The handle of his purse nestled in the crook of his bent elbow, while his hand was bent fashion-model style, palm turned toward the ceiling.
Billy wore a big smile, although his mother could see that he had been crying. She could well imagine. The prissy outfit made him look ridiculously feminine.
As Billy's mother tried to restrain her laughter, Billy did a pirouette.
"Oh, Mom! Don't you just love this outfit? Please, I simply must have it!" "Well of course you can, Sissy darling. It was made for you!
What do you think, Rachel?" When she was able to stop laughing, Rachel managed, "Perfect! It's perfect! I love the way you can see his bra! And it certainly seems to have brought out the best in our Sissy!" Ms. Gladstone quickly led Billy back to the dressing room for more "fun." As the morning wore on, Billy was forced to try on one humiliating outfit after another.
Of course, Ms. Gladstone's threats had ensured that he "adored" every outfit and that he begged to buy each one. Billy was forced to don blouses, sweaters, shorts, leggings, shoes, and accessories, all exceedingly fussy and feminine.
Finally, Ms. Smith instructed Billy to put on his favorite new outfit for the trip home. While Ms. Gladstone drug Billy to the dressing room, his mother and sister tried to recover from the hilarity of the morning.
Both women had laughed so hard that they cried. As she dried her tears, Ms. Smith addressed her daughter.
"Oh Rachel, I don't know when I've had more fun! Ms. Gladstone has picked the most perfect outfits for your brother they're feminine but don't hide the fact that Sissy is a boy."
"Mother, I know! I can't decide which outfit is my favorite.
I think it's a toss-up between the little sailor suit and that sweet little Chanel short suit!
Can you imagine Billy running into any of his friends in either of those two get-ups? He'd explode from embarrassment!
I know let's make him go and watch his old team's football practice in that preppy little cashmere sweater set and wool shorts I'll lend him my pearls!
Wouldn't that be hilarious!"
Ms. Smith laughed as she conjured up the image her daughter had described.
"That would be entertaining, wouldn't it," she said, filing the idea away for later.
"Personally, I think my favorite outfit is the black velvet shorts and the sheer black blouse did you notice that his black bra was plainly visible?
I could tell that your brother really hated the huge white satin cuffs and collar.
And the accessories!
Ms. Gladstone has added just the right fussy, feminine touches. I loved the little straw hat with ribbon streamers, and aren't the gloves the perfect feminine touch?
I don't think mister Big Shot will give us much trouble dressed in these outfits." As he retreated to the dressing room one last time, Billy's mind reeled at the thought of appearing outside the store in the horrid clothes.
He was utterly exhausted. Each new outfit had brought tears of frustration and outrage, and the utter humiliation of mincing in front of his mother, sister, and other shoppers had left him emotionally exhausted.
Of course, it didn't help matters much that Ms. Gladstone continued her assault on Billy's now fragile male ego whenever they were alone in the dressing room.
Billy had begged her to pick things that were less obviously feminine, but Ms. Gladstone had only cackled and explained that someone as girlish as Billy needed the most feminine clothes possible.
Trying to collect himself, Billy took whatever comfort he could in the fact that they were finally leaving.
Billy couldn't fathom picking a "favorite" outfit to wear, but Ms. Gladstone wasn't going to let him pick anyway.
Instead, she commanded Billy to put on her favorite: "darling" high-waisted pink wool short-shorts that zipped in the back, a matching pink short-sleeved angora sweater with a delicate white lace collar ("Don't you just love the way the sweater shows your little titties?"), and a "precious" pink wool beret with a bow at the brim.
Shoes, lace ankle socks, white lace gloves, and a purse completed the hateful outfit. Ms. Gladstone fussed over Billy, adjusting and primping, explaining that she wanted him to look just perfect for his mother and sister.
As a final insult, Ms. Gladstone had forced Billy to view himself in the dressing room mirror, while cupping the breasts formed by his bra.
"Just look at you! You claim to be a boy? You're nothing but a disgusting fairy!
I bet you can't wait to show the boys your pretty new clothes. Your mother should just have your pathetic little thing cut off...but I bet that's exactly what you want, isn't it?" Finally, Ms. Gladstone led a dejected Billy to where his mother and sister were sitting.
At the thought of Billy having to appear in public wearing one of the outfits selected for him by Ms. Gladstone, both wore broad smiles.
"Sissy, sweetheart!
I thought you might pick that outfit. It's soft, and pink, and dainty, just like you!" Rachel couldn't resist fussing with the lace collar and giving her brother's nipple a vicious tweak through his sweater and bra.
As she saw a flash of anger on Billy's face, Rachel simply laughed, knowing that he was powerless to stop her.
Rachel had the amusing thought that Billy was now her doll to dress up and play with she intended to do just that. Gaily, she took Billy's arm and led him to where his mother and Ms. Gladstone were standing, watching the exchange between brother and sister with amusement.
As Ms. Smith was paying for Billy's purchases, Ms. Gladstone dropped a final bombshell.
Clapping her hands and fixing Billy with her eyes, she said excitedly, "You know, seeing Sissy model his new pretties today has given me an idea! I'm in charge of the mall's holiday fashion show you know the one.
We have girls' model fashions from each of the stores. We've never had a boy model before, but Sissy is just so sweet! Besides, he isn't much of a boy anyway. Is he?"
"Why Ms. Gladstone! What a wonderful idea! I`m sure that Sissy would love to model for you.
Oh, I know he'll be embarrassed to appear as a boy in a dress in front of such a large crowd, but I'll bet the thought of wearing a darling holiday dress with lots of frills and petticoats thrills him! Doesn't it Sissy?" Billy's knees went weak as he heard Ms. Gladstone's "great idea."
He could imagine nothing more humiliating than to appear in a dress in a girl's fashion show.
Worse, Billy knew that Ms. Gladstone would not only pick the most embarrassingly feminine dresses for him to model, but she would ensure that the crowd knew that he was really a boy. "Mom, I'm not so sure.
I mean ..." Billy thought desperately of something to say to escape the humiliation planned for him by Ms. Gladstone.
"I mean, I've seen the fashion shows here at the mall, and, well, the models are real pretty, and I don't think ..."
"Isn't that sweet! Sissy's worried that he won't be as pretty as the other girls! Well, don't you worry, dearie! We'll make sure that you're the prettiest model in the show!"
As Billy's face contorted at the way his mother had twisted his words, Rachel grinned in delight. She had a mental picture of her older brother mincing down a runway, perched on a pair of pumps, dressed in a fussy velvet dress, complete with petticoats and a huge sash that tied in a bow in the back.
Rachel could just imagine the laughter and catcalls from the crowd as the former quarterback pranced his way down the runway.
The humiliations of the morning and the satisfied smirk on Ms. Gladstone's face drove Billy over the edge.
"That's it! Screw you! I won't do it! I'm not going to do it! And you can't make me!"
Comments
Lea
This is a great story!
Brett Schuhkraft
I agree with Elizabet’a Billy is the scapegoat for these women yes he was an asshole but he is the focus point for everything that men have done to these women. Billy’s father must have done a real number on his mother but I feel the real evil one here is Ms Walker as she seams to really hate males and is using her counseling skills to manipulate people like Billy’s mum because she’s suffered at the hands of manipulating husband and using the same skills on young minds to persecute Billy I do hope either Billy helps himself some how or someone helps him before he either breaks and hurts himself or he hurts someone else or even worse he ends up the target of some alpha males who either use him and beat him up or just beat him up But whatever happens I’m enjoying the story as it makes you think like good stories do
Amanda
Yes, thank you for guiding me to a more thoughtful attitude on the situation. Totally agree with your comments. The reaction of the females to Billy seems totally disproportionate to the fact that he seemed to be just a jerk to everyone in his life.🙏🏻😁💁♀️
Elizabet’a
Sorry but I do. I want to know more about what did Billy actually do that was that bad? Remember this is also being portrayed as getting back at ALL the boys who have ever mistreated the girls over the years! So he is on the receiving end for stuff he probably never did! Getting revenge on someone who was not Billy by taking it out on Billy is wrong. No matter which way you look at it.
Elizabet’a
Annan…my thoughts are the same as yours! If there is no way out.. push hard to be totally feminised! Make up, hair, clothes, and own it. You get less abuse that way. And yes another thought is what on earth had Billy done to end up being loathed by his own mother? It cannot have been normal teenager boy antics! Otherwise where is the unconditional love a parent had for their child? It’s missing. Also thought do not forget. Girls are not sweet little innocent people in these things! They can be manipulative, destructive, cruel too. Often with anyone displaying feminine traits 100% worse than any boy. So yes this is very dangerous. Very. Could destroy Billy emotionally for life! Could lead to serious mental health issues. Paranoia or worse. And dangerous for them ALL OF THEM!!!! If Billy explodes police may get involved and it could all come out in the open. There would be serious consequences for all involved. And Billy would certainly not go to jail he’d get counselling!
Amanda
I am sorry but still feel no sympathy for Billy. Not sure if I will get to that point before the story concludes.😂💁♀️
My Freeze
Staying around for what's next.
Jerry
Deliciously evil. Well done. I’m still waiting for someone to save Billy and actually be kind to him, or he’s going to burn down the place. I imagine this is how school shootings end up happening, although this is more than an imagined slight. These women are embracing their vindictive natures to the hilt
Annah Rourke
Is this the end? Will Billy finaly chose to go all in and stop being bullied into this charade or is there going to be a mental breakdown of his willingness to fight back completely. Obviously he will never be the same again but just how far out from center to either side of the line of sanity well he land. Interesting to be certain. And when that bomb lands .... will the impact be with a thud of a dud or a messy crater. It's been a dangerous game they have played Looking forward to seeing who plays the final winning hand after it's last call and "all-in" - and just what the winning hand will be.
