Chapter 37: Preparation

30 November 2025

Mary moved through Olivia’s wardrobe like a whirling dervish. She plucked at the racks of clothes, gathering an armful of outfits to try with her daughter. She wanted this to be perfect.

In her single-minded determination, Mary paid no attention to Olivia’s potential opinions on the project. She knew that Olivia was never one for fashion or style to begin with, given her previous desire to conceal herself. The fact she coloured her hair was still remarkable to Mary, although oversized hoodies had still been her preferred outfit before Bob set everything in motion.

Mary felt Olivia’s eyes on her as the girl watched from her comfy chair. Mary would have described her daughter’s expression as bemused excitement.

"You can participate too, love. You don’t have to just sit on your bum and watch your mother do all the work."

"But why would I do that, Mum? It’s so much more fun this way."

Mary couldn’t resist her daughter’s smile. She always had lit up whenever she smiled, but those smiles had been few and far between during her teenage years. She had transformed from happy to sullen, or so it seemed. I wish I had been able to empathise with her, and what she was going through. Maybe I could have done better for her.

"Come on, dear. I didn’t raise a layabout." Mary made sure to smile, so she could be absolutely sure to convey that she was being playful. The incident at the restaurant was still lingering in Mary’s thoughts.

Olivia smiled too and rose from the chair. She stretched out her slender, willowy frame, and Mary could clearly see how much she had changed. The most obvious change was how much tighter her white sleeveless top was fitting over her enlarged chest. Mary was sure that her breasts had grown by at least a cup size. Mary smoothed her hands across Olivia’s midriff and noted that her stomach area also felt firmer. None of this should have been possible, and yet… here she was.

Mary positioned Olivia in front of the standing mirror in the corner of her daughter’s room. She glanced at the young woman in the mirror. She truly was colourful, with her brown hair streaked with blue and green, and framing the ruby-red light that pulsed in her eyes. But despite that, she couldn’t deny that Olivia had the makings of a beautiful woman.

The first option Mary had pulled out from the wardrobe was a bright sequinned top. No doubt Olivia still had this from a past theme dance at school. Mary held it up in front of Olivia and summarily rejected it. Too much.

She considered the other options fished from the racks. A floral sundress? No, not for this time of year. Faded jeans and a band T-shirt? That wasn’t the impression she wanted Olivia to make.

The last option was also the best one: a simple, black cocktail dress. The sort of outfit she had insisted Olivia have available for when the family was out in public at special events. It was sleek, form-fitting, and utterly neutral - a perfect canvas to contrast the colours of Olivia’s presence.

"What do you think of this, Livy?" she asked, but with enough certainty to make it more like a statement.

Mary watched in the mirror as Olivia considered the dress. She looked for any sign of discontent, silently afraid of disappointing and failing to serve the needs of her daughter. But thankfully, Olivia exhibited only pleasure with the selection.

"Thank you, Mum," Olivia said softly. "It’s really nice. And Mum… can you help me look... sexy?"

Mary felt a burst of excitement. This was something she had been waiting for, practically from the day she had her daughter. Growing up, Olivia was more of a daddy’s girl and a tomboy. She had shown more interest in football kits than frilly dresses. When she developed, she covered herself up rather than exploring fashion.

So there was no fucking way that Mary was going to pass up a chance to glam up her daughter.

"Of course, Livy. I’d love to help you."

Mary laid the dress across the bed and turned to Olivia’s chest of drawers. Rummaging through the practical cotton bras and knickers, she paused, a slight, mechanical tilt of her head signalling her disapproval.

"No, these are all unacceptable. You don’t need comfort or utility for this. You need something… *hot*."

"What would you suggest, Mum?" Olivia asked.

Mary’s eyes gleamed as her thoughts turned to another room. "Come with me. It’s high time that you experienced real lingerie."

Mary led her daughter down the corridor to the master suite. Sure, Olivia had been in her room on countless occasions, but somehow, this felt like the first time she was truly welcoming her into her court of feminine wonders.

"Livy, this is my world, and I’m going to introduce you to dressing like a woman."

Unlike Olivia’s wardrobe, with its clutter and generational mismatches, Mary’s drawers were a testament to intentionality. Every piece of clothing served a purpose, and when paired together, they formed outfits that made statements.

She pulled open a velvet-lined drawer. Inside lay a collection of lace, silk, and sheer mesh, all in deep blacks and bruised purples. Mary had studied the dressing and buying habits of the Mayfair socialites she aspired to fit in with. She learned that those women dressed the part down to their foundation, and she did the same. One of her colleagues on a fundraising board introduced her to appointment-only lingerie consultants, and Mary had never gone back to retail.

She selected a set of sheer, obsidian-black lace. It was delicate, nearly invisible, and designed to accentuate the visual impact of the body beneath.

"This will suit you, love," Mary said, holding the lace up against Olivia’s frame. "I don’t know if Talia has any thoughts about girls. But if she does, when Talia looks at you, she will see you as a stunner."

Olivia reached out, her fingers brushing the textured lace. Mary could tell she had hooked her.

"Help me put it on, Mum," Olivia whispered, the ruby light in her eyes flaring bright.

Mary moved into Olivia’s personal space without hesitation. She reached for the hem of Olivia’s top and raised it over her head. Olivia reached behind and unfastened the hooks of her simple white bra.

She dropped the undergarment like a moulted skin. She stood before Mary, her slender frame and full breasts exposed for examination.

"You must be a C now," Mary admired. "We have one more thing in common."

"Well, two actually, I suppose," Olivia said playfully.

Mary smiled. Would it be wrong for me to lick my lips over my daughter?

Next Mary knelt before her daughter to continue her preparations. She removed Olivia’s plain knickers with the care and efficiency of a technician.

Olivia stood completely bare, and Mary noted the smooth mound. Her green eyes flicked up to meet her daughter’s.

"I thought he might prefer me this way."

Mary grinned. "I never even thought to ask. Perhaps I’ll have to give smooth a go too."

She reached for the lace knickers. The lingerie was a web of shadows. Mary guided Olivia’s legs, one at a time, into the sheer material. She pulled the lace upward, smoothing the strips of fabric over Olivia’s hips. Next, she guided the delicate straps of the bra over her daughter’s shoulders. The material was so fine it seemed to melt into Olivia’s skin, leaving only the dark, intricate patterns of the lace to define her rounded silhouette.

"You’re truly beautiful, Livy," Mary said with pride, her breath ghosting over Olivia's skin as she tightened the straps to further enhance Olivia's cleavage. She adjusted the lingerie with a surgical focus, ensuring the lift and contour provided by the lace was provocative enough to shatter any resistance Talia might harbour.

Then came the dress. Mary pulled the black cocktail garment over her daughter’s head, a dark shroud for the new Olivia. Olivia shimmied into it, and Mary pulled the zip up the spine with a single, decisive rasp that echoed in the quiet room. The fit was punishingly perfect, clinging to every curve of Olivia’s willowy frame, the deep neckline of the dress accentuating the provocative cut of the lace beneath. It had fitted her comfortably before her change. Now, her enhanced bust beautifully strained the sheer material.

Mary stepped back, her deep green eyes reflecting her transformed daughter. She reached out and smoothed her dark hair, with her fingers next trailing down to Olivia’s throat.

"Talia won’t be able to keep her eyes off you," Mary stated. "Nor can I."

She watched as Olivia looked at herself in the mirror. She swayed her hips, and did a twirl. She looked so excited to see the woman in the mirror. The girl who had hidden under the heavy layers of shapeless clothes was gone.

"I feel... amazing," Olivia said in a low, sultry tone. "I'll be ready for her."