A Christmas Revenge (The Day After)

Hey there dudes and dudettes!

Here is the second part of my Christmas/New Year series for this year!
The brother now gets a new wardrobe and a more permanent look. What will happen next?

I hope you all enjoy it still, and until next time stay happy and healthy!

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The rest of the day was like a trance for Jack as he was forced to attend Christmas Eve all dolled up, with his family either saying words of support or regret that they did not believe his sister earlier.
During all those comments Jack could only nod dumbly in agreement, the threat of his sister showing the videos of him seemingly willingly getting feminized dangling like a sword above his head.
And so he could do nothing as his family believed more and more that he wanted to dress like a woman, and before Jack knew it Christmas Eve was over, and he finally could get rid of everything.
But sadly for him his nightmare was far from over as his parents and sister, just as they promised, drove with him to the mall with all of his Christmas presents in tow.

He could only watch with wide-eyed shock as they went to store after store, returning the PS5 Pro, the collector edition games and figurines they wanted to gift him while Penelope just smirked.
After nearly an hour everything was returned, and Jack could only dully nod as his parents handed over the nearly 2.000$ they got back from returning all those gifts.
„Here you go honey“ his mother said with a smile that Jack forcefully returned. „Now, I am a bit too old to know what the new generation wears, so I will leave you with your sister. Is that alright?“
„Y-Yeah“ Jack just timidly nodded while Penelope slung her arms around her brother's shoulder. „Don't worry mom, I will make sure Jaqueline gets exactly what she wants!“
„Thank you, dear“ their father said, smiling at what he saw as some sibling bonding. „Well, we will leave you to it then! Just give us a call when you need a ride home.“ „Sure thing, pops!“

And with that both their parents went back home, leaving Jack alone with his devilishly cunning sister, and before he could say anything she grabbed the money from his hands with a smirk.
„Don't worry Jaqeuline, you are in perfectly capable hands with me“ she remarked with an evil grin, making her brother gulp. „P-please Penelope, I do-don't want to do this! I- I can't do this, this is-“
„Oh, nonsense “ she responded, waving her hand in dismissal before looping their arms together and dragging him off. „Of course you want this, little sis. And just think how disappointed mom and dad would be if you returned empty-handed. Thinking you don't love them, or just made a stupid prank.“
This made Jack whimper in defeat, knowing how it would look if he got home without having bought anything after showing his family how much he wanted to dress up like a girl.
And so there was no other option for him left than to follow his sister apprehensively, wondering where she was taking him until they stopped in front of a saloon, making his eyes go wide.

„Well, here we are, Jaqueline, the place that will make all those girly dreams come true!“ Penelope laughed before entering the shop with her meek brother in tow, heading straight for the counter.
„Welcome to NuYu Beauty. My name is Hannah, how can I help?“ the pretty brunette at the counter said, and Jack's eyes widened further as he recognized the person as one of his female classmates.
„Oh, you can't do anything for me. But you can do something for my brother“ Penelope started before shoving her brother to the front. „Or should I rather say my sister?“
„Oh, really?“ Hannah drawled, her eyes glinting in amusement as she easily recognized Jack, making him shrink further into himself. „Well, then what can I do for you, Jack?“
The male in question wanted to say something, but his sister was faster. „She wants the whole nine yards. Extensions, lip fillers, some cleavage to show off, make-up and the nails to go with it!“
Jack's face turned red from the humiliation he feels right now, and Hannah takes this as confirmation from his side, causing her to laugh. „Oh, don't worry, I will make her a beauty!“

And with that Hanna went to the backroom, while Jack hesitated,at least until his sister chimed in. „Come on sis, don't keep Hannah waiting. And you better be at your best behavior, or else...“
Jack just gulped at the threat and followed after Hannah, who had already been patiently waiting for him.
„Alright Jack, get those clothes off and show me what I have to work with“ she instructed, but the male in question hesitated, making her smile gently. „Don't worry, it is just us girls“ she giggled.
The soon-to-be feminized male cringed at that, Hannah's soothing words being quite the opposite to him, but he still did as he was told and undressed, slightly ashamed to be naked in front of her.
„Oh, you are already quite smooth“ Hannah marveled, seeing his clean-shaven body, making Jack wince once more. „Y-Yeah. I just... kinda... shave...“ he mumbled, averting his eyes.
The female opposite of him just hummed in acknowledgment though, looking Jack up and down she inspected him before perking up, having made up a plan in her mind.
„Alright, I think I know what we are gonna do, Jack! Just lay down, close your eyes and let me do my magic, alright?“ she said, and Jack, without any options, just did as he was told.

And so Hannah started the feminization process, starting by getting a laser and removing every small bit of body hair that was left on Jack, leaving him now permanently hairless from the neck down.
Next she grabbed some sizeable breastforms that she slathered in glue before attaching them to his chest before doing the same with hipforms that she attached to his ass, the seams nearly invisible.
Afterwards the girl grabbed a corset and wrapped it around Jack's stomach before rolling him over, grabbing the strings and pulling on it, slowly creating a perfect hourglass figure.
"Don't worry Jack, this will give you the perfect feminine figure" Hannah cheered in encouragement as she heard Jack grunt, the boy struggling to get much-needed air as his waist shrunk.
„Not... too...tight“ Jack let out helplessly. „As you wish!“ Hanna said, mistaking his message, and just pulled the strings tighter, surprised that Jack would want the corset so tight.
Once she was done Jack was left panting and unable to speak, so Hannah continued the process by taking his balls and pushing them upwards after which she glued his willy between his legs.
"There, nice and flat, just like any girl" Hannah exclaimed proudly, allowing the girls to move on.

For that Hannah dyed his hair a dirty blonde before adding extensions, making his hair fall to his lower back, and afterward she injected his lips with filler before moving on to makeup.
For that she first covered Jack's face in waterproof foundation, before adding some light blush and some smudge-proof nude lipstick to his lips, making them appear big and kissable.
With that done she moved to the eyes, using eyeliner to make his eyes sharp and smoky before gluing on fake lashes and covering them in black mascara for extra volume.
She then grabbed a tattoo gun, the whirring making Jack eyes fly open in shock, but Hannah was quick to calm him down. „Don't worry, I know what I am doing. Those eyebrows will be fabulous!“
This did not calm Jack's nerves at all, but before he could protest Hannah already tattoed on the fake eyebrows, which was followed by some fake nails being glued to his hands and feet and colored white and pink respectively, finishing the transformation for good.

„And we are done! And I have to say you are my best work yet! Who knew that a guy could look so feminine?“ Hannah said, handing Jack a mirror so he could see his transformation.
The feminized male was in shock, after all he looked even more feminine than yesterday, and this time there was no going back, though he hardly had any time to panic as Hannah grabbed him.
She helped him get dressed back in his boy clothes that now looked quite out of place on his form before leading him back to the counter, where his sister was already waiting with a big smile.
„Wow, you really did a number on my sister“ she said with a giggle as she saw the state of her brother, and Hannah joined in. „Oh, it was nothing really. He really was easy to make feminine!“
Those words made Jack's face burn up while Penelope's laughter increased. „Oh, I bet! Jaqueline here is a natural, born to be a girl! But I think she needs some better clothes now“ she said.
She then paid for Hannah's service and left the store with Hannah waving and telling them they can return anytime, after which Penelope dragged her brother to the nearest clothes store.

„Well sis, I think it is time to shop our hearts out, don't you think?“ she asked, though the tone of her voice left no room for arguments, and so Jack, hanging his head, followed inside.
For the next hours Jack and Penelope ran around the mall, going into all kinds of shops and boutiques where Jack was forced to try all kinds of different clothing.
He first tried to be as unisex as possible, hoping that he could at least get some male clothes he would be comfortable in, but Penelope quickly shot that idea down.
Instead she chose his outfits, and each one was more feminine as the other. What started with long tight pants and skinny jeans quickly turned into shorts and skirts that left nothing to the imagination.
Long-sleeved shirts turned into crop-tops and flats and sneakers into sky-high heels, and by the end Jack left with a wardrobe consisting of revealing dresses, skirts, crop tops and heels with a minimum 4-inch height.

„W-Why are you doing this to me, Penelope?“ Jack asked after the shopping trip as they took a small break, Jack leaning against a wall, trying to cover himself in his red skirt that barely reached over his ass, tank top that left his cleavage and midsection exposed and 6-inch red heels.
„What did I do to you to deserve this?“ he continued to whine, though Penelope only frowned at that. „What you did? Oh, I don't know. How about causing my boyfriend to break up with me after you made the rumor about me cheating on him?“ she spat back, and Jack winced.
„You know how that felt? To have your year-long boyfriend just break up? To have all those people making nasty comments behind my back?! To guys trying to get in my pants because they think I am an easy SLUT?!“ Penelope nearly shouted towards the end, making Jack pale.
He never considered how bad this would be for her, back then only thinking it would be a nice prank to pull, but before he could apologize or beg for forgiveness Penelope continued.
„But that is all a thing of the past, Jaqueline, don't worry your pretty little head about it!“ she calmly said before grabbing Jack by the arm, making him gulp from his sister's cold demeanor.
„So, we have pretty much spend all your money. But I still owe you 600$, right? So how about we spent it right now?“ she said, pointing at a shop that sells adult toys.
Jack just goes even paler as Penelope drags him toward the shop with an evil smirk. „Don't worry little sis, I bet we can find some things you will enjoy!“