Custom Jeans Won’t Make Your Butt Look Big, Will Change The Way You Shop

The future of shopping means every garment–and shopping experience–can be customized to fit both your body and your thirst for discovery.


I’ve seen this scenario before, but I will not name names. A woman with a delightful and sensible figure,
who looks quite gorgeous from any angle, cranes her neck around to the mirror
and asks, to nobody in particular, “Does this make my ass look big?”

You look around. Actually, she is asking you. There really
is only one reasonable answer to that question–but it isn’t the truth.

Alas, here is the problem with shopping. It’s uniquely
personal, yet the massive mainstream retailers have to be
totally impersonal and personal at the same time. So what you often get is
messaging–advertising that convinces you of what is actually untrue, and jeans or outfits that really don’t quite fit. The brand slogan and the ad campaign
are supposed to convince you that you are in love with something that you’re not. But, lacking other options, you settle.


That may be changing, in two very distinct ways.

Tech-Enabled Customization 

This is the video that Ali Fenn, head of marketing for the custom-jeans outfit INDi, sent me after our conversation about customized shopping and fitting experiences for women in the jeans category.


Fenn says the real opportunity for retailers is making jeans for women that fit on real bodies, and to deliver that category in a way that is not manipulative.


Retailers currently depend on fit models–perfectly proportioned women between sizes 2 and 6–who are supposed to represent everywoman (even though the average size woman in the U.S. wears a size 14) to get an idea of how clothes will fit and drape on real bodies. 

“Jeans shopping is tough; 70% of women and 40% of men say they wish they had jeans that fit,” says Fenn. “It’s also emotional for people. People have their own body issues. There’s something about being able to go through this process online in a way that you wouldn’t go through in a brick-and-mortar.”

The INDi Process, as they call it, helps customers use technology and e-commerce to find jeans that fit them. The video explains it pretty well.


Are retailers like Saks, Macy’s, or even K-Mart in trouble? Will they be able to offer this same customization?

Fenn isn’t critical of the big shops, but she says that the opportunity exists to change the current model, if people can grow comfortable with scanning technology and what’s new.

The evolution would be, eventually, a highly personal fitting room in your own apartment, set up with basic software and a Kinect by Microsoft, for example.


“The friction is that it’s new,” says Finn. “There’s a slight hesitation about not knowing exactly what it’s looking like.”

Still, Finn expects the future of offline shopping experiences to look like a mix of the highly customized version one can get using e-commerce at home or on a mobile device, with the convenience and reach of bricks-and-mortar. She even thinks there will be pairings of couture online-only brands that will do pop-up stores within the major chains, like Macy’s.

“Ultimately, they need to merge,” says Fenn. “On the one hand, going and trying on a bunch of clothes with friends…is a good thing. On the other hand, you don’t find something that fits great, or you are 20 pounds heavier than someone else, it can be not so fun.”


“You can do it online, but it can be tailored to you,” she says.

Moving From Big Boxes To Personal Retail Nirvana

, meanwhile, runs Republic
of Brown
, a site for the hip Indian diaspora that is making a
pivot to customized global shopping. 


The curated shopping craze swept Dhillon off her feet. She says she
realized the potential for Republic of Brown when she would share Twitter images of saris or other items bought during visits to India and get pelted with direct messages and tweets from people who wanted the same

“People don’t just want to be told about something, they
want to buy it,” Dhillon says. “It’s like
people are going on a journey and rather than being told about an object and or
a place, they are allowed to shop for it in real time as an experience.”

conversations with retail innovators
have shown us that content and context
seem to be the things that are missing
in most retail experiences
. Confronted with a barrage of ad messaging and broadly swathed campaigns enticing women to buy, female consumers
are eagerly trying to hunt down shopping experiences that connect them to
something nurturing, real, and individual to their lifestyle.


Shopping is becoming more curated, more honest, and more
personalized. In these days of retail,
you can’t think big to be big. You have to think small to get big. Targeted approaches that are about the shopper as much as
they are about the retailer are crucial must-haves.

“I’m doing commerce plus,” says Dhillon. “It’s curated. It all has to be
curated, right? So, it’s like commerce, plus a story, plus an emotional
experience, plus authenticity.”

[Image: Flickr user Helga Weber]


About the author

Douglas Crets is a Developer Evangelist and Editorial Lead at the Microsoft BizSpark program. He works to tell the story of thousands of startups hosted in the Azure cloud platform built by Microsoft. Traveler, technology enthusiast, meetup leader, education reformer, and global nomad. 1.650.224.1475 or