Crack a style Feel good in clothes that fit you at every stage of life

The lights at Valencia Boutique on Corydon are very bright.

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Hey there, time traveller!
This article was published 11/09/2023 (1105 days ago), so information in it may no longer be current.

The lights at Valencia Boutique on Corydon are very bright.

I have left the safety of the dressing room in the clingiest dress I have worn in years.

I’m so far out of my comfort zone, I can’t look at myself in the full-length mirror.

My skin prickles in discomfort; I yearn for the invisibility of the baggy jeans and slouchy tee I arrived in.

Sunayna Gupta, the woman who chose my outfit and convinced me to wear it, smiles.

“What do you or what don’t you like about this ?” she asks.

RUTH BONNEVILLE / WINNIPEG FREE PRESS
Stylist Sunayna Gupta with Free Press reporter AV Kitching at Valencia Boutique. An advocate of maximizing, Gupta believes in getting the most of out of clothes and eschews traditional seasonal dressing.
RUTH BONNEVILLE / WINNIPEG FREE PRESS

Stylist Sunayna Gupta with Free Press reporter AV Kitching at Valencia Boutique. An advocate of maximizing, Gupta believes in getting the most of out of clothes and eschews traditional seasonal dressing.

I immediately start to criticize my body but Gupta cuts me off.

“This is a you problem,” she says frankly.

“No one is looking at your belly or your bum. No one is thinking the things you’re thinking. As women, we are so hard on ourselves. Remember what your body does for you.”

It’s a hard truth to hear, but Gupta delivers it so kindly I have no choice but to let her words sink in.


Stuck in a sartorial rut after the birth of my child seven years ago, my once keen fashion sense deserted me. Confronted daily by the mediocre offerings of my wardrobe, stuffed with clothes that no longer worked on my now older — and yes, bigger — body, I had veered in the opposite direction, drowning my figure in swathes of material that served to disguise rather than flatter.

Sunayna Gupta’s Top Five Styling Tips

1. Buy for now, not for later

Buying clothes in the size your body is now is what will not only look the best, but you will feel the best. Don’t hide by purchasing clothes larger and don’t try to conform to whatever your head is telling you what size you need to be by trying to squeeze into something smaller. Be you.

2. Needs vs. Wants

When you are rebuilding your wardrobe, buy the needs, a.k.a. the wardrobe foundational pieces, and save the wants for later.

1. Buy for now, not for later

Buying clothes in the size your body is now is what will not only look the best, but you will feel the best. Don’t hide by purchasing clothes larger and don’t try to conform to whatever your head is telling you what size you need to be by trying to squeeze into something smaller. Be you.

2. Needs vs. Wants

When you are rebuilding your wardrobe, buy the needs, a.k.a. the wardrobe foundational pieces, and save the wants for later.

3. Get Things Tailored!

It’s ridiculous to think that a set of standard sizes is going to fit every body shape perfectly. It’s not the end of the world if you need to get something hemmed, pants taken in or a cuff shortened.

4. Don’t Sacrifice Comfort

If you are wearing something you don’t feel comfortable in, you will look ridiculous, and that is a waste.

5. Don’t Sacrifice You

What you wear should be an expression of who you are. Do not sacrifice that. You are amazing. Dress like it.

As well as one-on-one styling sessions, Sunayna Gupta also offers private shopping parties and masterclass workshops. This year she plans to launch her website, houseofnayna.ca, as well as downloadable shopping guides. She also has her own line; her fall collection will launch in person at her pop-up on the second floor of 470 River Ave. on Saturday, Sept. 23.

Dressing became a chore rather than the joy it once was. Motherhood, rewarding in myriad ways, also erased aspects of my personality. Shopping for clothes filled me with dread.

But I had forgotten a fundamental truth: you are not meant to fit your clothes, your clothes are meant to fit you.

“You deserve to look and feel amazing in the body you have now,” Gupta emphasizes.

Gupta, 39, is a personal shopper and stylist extraordinaire. The successful dentist started her personal styling business, House of Nayna, after experiencing a crisis in confidence following the birth of her first child in 2014.

“As someone who really prides themselves on knowing themselves truly, I found myself looking in the mirror and not really knowing anymore. I didn’t recognize my body anymore. I was questioning my decisions. It was really hard,” she recalls.

“Growing up, I was always that girlfriend that everyone came to for fashion advice. I’ve always loved fashion and styling. When I became a mother and went through my own journey I knew I had to start helping women like myself.”

As she presents her meticulously chosen outfits, I balk. These are clothes I would never consider wearing, colours I often shy away from, lengths I would never attempt, clothes that cling rather than obscure.

RUTH BONNEVILLE / WINNIPEG FREE PRESS
                                AV Kitching wearing a t-shirt and jeans with Valencia Luxe blazer.

RUTH BONNEVILLE / WINNIPEG FREE PRESS

AV Kitching wearing a t-shirt and jeans with Valencia Luxe blazer.

There are skin-tight jeans, fitted T-shirts and bright jackets, a satin skirt paired with a cowl-neck tank and sky-high heels, an embroidered belted jacket to go over a dress.

She chooses three base items, which she then modifies by changing the jacket, adding a different shoe or layering with a different texture or colour.

But as much as she encourages experimentation, Gupta also pays attention to my feedback.

“It’s as important to know what you don’t like as much as what you like,” she says.

An advocate of maximizing, Gupta believes in getting the most of out of clothes and eschews traditional seasonal dressing.

“I believe clothes transcend seasons and occasions,” she says. “You work hard for your money, so make your clothes go the distance.

“The goal of every shop with my client is to ensure they leave feeling educated and confident to go out shopping on their own.”

“The goal of every shop with my client is to ensure they leave feeling educated and confident to go out shopping on their own.”–Sunayna Gupta

She advises investing in foundational pieces, such as a great pair of denims, a great blazer or a great button-up that can be built on. The majority of her clients come to her seeking to refresh and build their wardrobes.

RUTH BONNEVILLE / WINNIPEG FREE PRESS
                                ‘Before I know it, I’m in the figure-hugging slip dress, which elongates my legs; a dusty pink cropped knit thrown on top emphasizes my waist,’ writes AV Kitching.

RUTH BONNEVILLE / WINNIPEG FREE PRESS

‘Before I know it, I’m in the figure-hugging slip dress, which elongates my legs; a dusty pink cropped knit thrown on top emphasizes my waist,’ writes AV Kitching.

“Most people think clothes are just material things, but the truth is, grabbing something as simple as the right pair of jeans, T-shirt and jacket can change the trajectory of how you feel about yourself and your body,” she says, coaxing me into a floral print I wouldn’t have glanced twice at.

“I think clothes are magic, and the right clothes can make you look — but more importantly, feel — amazing in the body you have.”

Before I know it, I’m in the figure-hugging slip dress, which elongates my legs; a dusty pink cropped knit thrown on top emphasizes my waist.

“Look at yourself,” she says, beaming proudly.

I take a deep breath and, for the first time in seven years, I look at myself properly in the mirror.

Gupta is wrong. It’s not the clothes that are magic — it’s her.

av.kitching@winnipegfreepress.com

Clothes:

● The Scoop Tee, grey $55 (nayna.ca, available as of Sept. 23)

● Wide Leg Jean, $139 (shopvalencia.ca)

● V by Valencia Luxe Blazer, $149 (shopvalencia.ca)

● Cowl Neck Tank, $64 (shopvalencia.ca)

● Satin Slip Skirt, $79 (shopvalencia.ca)

● Satin Floral Print Midi Dress, $99 (shopvalencia.ca)

● Scorpion Sweater, $89 (shopvalencia.ca)

Shoes:

● The Kit Combat Boot, $395 (poppybarley.com)

● The Studio Mary Jane, $275 (poppybarley.com)

AV Kitching

AV Kitching
Reporter

AV Kitching is an arts and life writer at the Free Press. She has been a journalist for more than two decades and has worked across three continents writing about people, travel, food, and fashion. Read more about AV.

Every piece of reporting AV produces is reviewed by an editing team before it is posted online or published in print — part of the Free Press‘s tradition, since 1872, of producing reliable independent journalism. Read more about Free Press’s history and mandate, and learn how our newsroom operates.

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