TheMarioGamer
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A friendly prom date
🕑 Added 2025-06-10 18:16:41 +0000 UTCHey there dudes and dudettes!
I am back again with a new captain. This time a 1k-Celebration Request from "dar560" on DeviantArt.
They wanted to see a brother getting put into a position where he has to be the prom date to his own best friend!
I hope you all like it!
And with that I take my leave again, and until next time stay happy and healthy!
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“Come on sis, you had your fun. Now help me get out of this!” Liam said to his sister, his voice more like a breathless growl as he kept tugging at the glittery dress that adorned his body.
“But you look so sexy in it, Leah” Christine teased, having to hold back a laugh at her brother’s new appearance, causing him to just glare at her.
“I don’t WANT to look sexy, bitch!” he continued, wanting to shout, but the corset that crushed his waist made that impossible as even simple talking was taking a toll on his lungs.
“Well, too bad for you” his sister answered, now sounding more stern, not appreciating the insult. “You have to look your very best for your date after all.”
“DATE?!” Liam now shouted, which turned into him bending over and wheezing for air. “I-I can’t g-go on a d-date like t-this. N-no girl w-would take me se-eriosuly.”
“Oh, don’t worry about that, Leah” Christine said with a smirk that Liam was unable to see as he was still bent over. “I bet your date won’t mind you looking like this.”
It was just a week ago when Laim was your regular guy, dressed in jeans, a hoodie, and slacks instead of towering heels and a tight glittery dress, though that changed after his sister overheard him talking to his best friend, William.
It was prom time at their school, and both William and Liam were without a date, and while William was not really bothered by this Liam needed to rant about his misfortune in acquiring a date.
“Prom is stupid anyway” he said to William as they sat in his room. “I mean, I am supposed to spend money on a tuxedo I am gonna wear once, maybe even rent a car just to take some girl to dance?! And what does she bring to the table? Just looking pretty?!”
“I mean, that is pretty much what prom is” William said, not too interested in the conversation but going along with the rant his friend. “A big formal dance.”
“Yeah, and that is the problem!” Liam continued to rant. “It is so formal! Heck, for spending so much money, I at least could expect a girl to put out, right?!”
“Let me guess, you told the girls you asked to prom the exact same thing?” William asked in return, knowing how friend too well and knowing he had no filter whatsoever.
“Of course I did! But I only get a “Eww, go away!” or “Fuck off”! Prude bitches, can’t they see that I am doing THEM a favor by asking them to go out with ME?!”
At that, William just rolled his eyes and stood up, making to take a leave. “Yeah, how terrible of those girls” he snarked sarcastically, though it went over his friend's head.
“EXACTLY! That’s what I am talking about! They are even bitchier than my sister” Liam groaned before he wished his friend goodbye.
What the two guys did not know was that Liam’s sister was right outside the door when he began his rant, and she was not too pleased at what she heard, and she could hardly believe her brother’s sexism.
“So THIS is what you think us girls are for?” she thought to herself, grinding her teeth together, imagining how her brother rudely asked out the girls at school, and how he called them prude bitches for declining.
“And calling me a bitch, and them bitchier than me?! Oh dear brother, I think you need to be taught a lesson” she thought to herself, and immediately went to but her plan into action.
On the day of the prom her plan was in full motion already, and the only thing that was left to do was to prepare her brother for prom accordingly.
“Hey Liam, can you help me out?” she screamed from her room, and Christine could hear her brother groan in annoyance as he made his way over from his room.
“What do you need, huh?” he gruffly said, standing in the doorframe as he watched her. “And make it quick, I want to enjoy my time once you are gone for prom.”
“Well, this is what I need help with. I kinda could use some help with my prom dress, you know?” Christine innocently said as Liam stepped fully into the room.
“What?” he scoffed, giving his sister a confused look. “How the hell could I help with your stupid prom dress?!” “Oh, you will see” Christine said before locking the door.
And before Liam could react his sister was upon him, jumping on him and pushing him to the ground before she cuffed his arms and legs and put a gag in his mouth.
“HMPPPF!” he screamed into his ballgag as he struggled, but the cuffs made any attempt to escape futile, and Christine could only giggle at her brother’s helpless form.
“Oh, don’t panic, Liam. I am just gonna teach you how enjoyable prom can be and what it feels like to be objectified” she said, making Liam’s' eyes widen at the implications.
But before he could do anything, Christine cut off his clothes before grabbing a razor and shaving cream and removing all of her brother’s hair from head to toe, leaving him completely bald.
"And now you are ready for the fun" Christina said with a giggle, taking some breast- and hipforms, and much to Liam’s horror she slathered them in glue before attaching them to his ass and chest.
Next she grabbed a corset, and before Liam could even think about struggling, she wrapped it around his stomach before grabbing the strings and pulling on them with all her might.
"HMMPPPH" Liam screamed into his gag, his ribs feeling like they would break any moment now as the corset just got tighter, robbing him of his precious air, but Christian just continued.
“Gotta make you “just look pretty” after all” Chrsitine teased, and after some grueling minutes she was finally satisfied with how small his waist was and glued the strings into place.
Though sadly for Liam, who had to take small shallow huffs due to the corset, he barely got any time to regain his breath before his sister continued his feminization.
Liam could do nothing but submit to his fate as his sister grabbed a pair of sheer black satin panties and a bra that she fastened to his new curves, his bra pushing his new chest up while the panties gave him a wedgie.
After the underwear was in place, Christine grabbed the dress and pulled it over her brother’s head, the fabric clinging tightly to his new female form, and even with his waist crushed thin, Christine barely managed to fit the dress.
The dress was silver and glittery, accentuating his curves while showing of as much cleavage as possible while still being called decent, and reached down to the ground.
Because of this Christine grabbed some 5-inch platform heels that she strapped to his feet, using glue to make sure he would not get out of them anytime soon.
"Phew, that was a workout" she remarked, wiping away some sweat from her forehead. “You know, it is kinda unfair that I have to do all the work while you just look pretty” Christine continued with a smirk, though Liam just groaned.
“But hey, there are only some finishing touches needed before we are done, so we better hurry up, right?” she said, grabbing some brushes and make-up and going to work.
She started by covering his face in multiple layers of foundation, giving him a clean and smooth complexion, followed by plucking his eyebrows into thin, feminine arches.
Next she glued on some big fake lashes to his eyes, followed by glitter eyeshadow and eyeliner that made his eyes pop, before she started to pay attention to his lips.
For those, Liam’s sister removed the gag before injecting some collagen into them, followed by applying lip-plumper to make them big and kissable before applying some red lipstick to them.
Next was a black wig that Christine filled with glue ebfore attaching it to her brother’s bald head, after which she styled it into a side-sweep that covered one of his eyes.
Lastly were the accessories, for which Christine pierced Liam’s ears, adding some dangly hoop earrings, followed by some bracelets she attached to his wrist.
"And we are done! And I have to say you turned out way better than expected, Leah. What do you say?" Christine said with a laugh, holding out a mirror so her brother could see the fruits of her labor.
The boy in question could hardly believe his eyes, as instead of himself a dark-haired beauty stared back, looking ready to be the center of attention at any occasion.
"W-What di-id yoo do-o?" he rasped out, still struggling to take a proper breath. "Oh, I just wanted to show you what we females go through to get ready for prom," Christine explained.
“And that is kinda insulting when someone demands from use to put out just because he spends money on a car and a tux” she continued, glaring straight at her feminized brother, who could only sweat.
“A-Alright I g-et it” he wheezed out. “Y-you put a l-lot of eff-fort into looking pretty, ok? C-can you he-lp me ou-t of this thou-gh? The cor-set and hee-ls are kil-ling me!”
“I don’t think so, sis” Chrisitne denied with a smile. “You only have been like this for a few minutes. Us girls have to endure this for hours on end while dancing! So you are gonna stay like this for a while!”
Liam wanted to refute, wanting to say there is no way he is gonna do that, but the look on his sister’s face made it clear that she would not budge on this, and so he could only hang his head with a sigh.
“Oh, and before I forget, your date will be here in a few minutes” Christine added with a smirk, and the statement caused just the reaction she expected.
“DATE?!” Liam now shouted, which turned into him bending over and wheezing for air. “I-I can’t g-go on a d-date like t-this. N-no girl w-would take me se-eriosuly.”
“Oh, don’t worry about that, Leah” Christine said with a smirk that Liam was unable to see as he was still bent over. “I bet your date won’t mind you looking like this.”
Liam now glared at his sister, opening his mouth to argue, but was quickly interrupted. “After all I think Willima will be quite happy to have you for the night!”
“William?” Liam squeaked out. his eyey widening in shock. “Yep! I have been texting him all week, and he is ready to go on a date with my hot friend Leah that loves to put out!”
Christine explained.
"And before you try to refuse" she said, dropping condoms, lube, and cough drops into a purse. "Just remember that I have the solvent for the corset, the wig, your assets, and heels. So if you want them gone, you better show William a good time, ok?".
