unflattering

unflattering

maybe the answer is tailoring

even if it's intimidating

Dacy Gillespie's avatar
Dacy Gillespie
Feb 17, 2026
∙ Paid

Hey! The Making Space group program will be open for enrollment on February 24th! In it, I’ll guide you through how to define your style, edit your wardrobe, and learn how to shop mindfully, all through an anti-diet and weight-inclusive lens. The program is asynchronous with an incredible group of humans building community through discussion and a couple of live meetings. Fall 2025 participant Ann said, “The magic sauce of this course is the warm, inclusive community you’ll build when you work on a meaningful project alongside like-minded humans.”

While my one-on-one personal styling work is paused, this is the only way to work with me directly. More details (including the sliding scale fee) and sign up to get early access here.


Four things happened in the same week.

A reader asked me the question below in an AMA.
A close friend was searching for pants that fit her waist-to-hip ratio.
An Instagram video of mine went mini-viral.
And while prepping for a podcast interview with Brianna Campos, I came across this video from Mighty Murphin Power Ranger.

Here’s the reader question:

“I’d be curious to learn more about how you support people who have a very hard time finding anything that remotely fits. I think that’s probably my biggest barrier when it comes to editing things in my closet. This has been especially hard as my body has changed over the last few years.

I might not love it, and it might not even fit all that well, but it’s still as close as I can get and somewhat functions as clothing, if you know what I mean.

Perhaps I just need to find a good tailor (why is that so stressful?) and budget that in to the process. And/or maybe I need to find the replacement items first so I feel safe letting go of the sad “make-do” items taking up space in my closet?”

@mindfulcloset
dacy | online personal stylist on Instagram: "Expecting a mass …

My Instagram post was about how unsurprising it is that mass-produced clothing doesn’t fit our unique bodies, and there were many great comments about the need for alterations.

In Christine (a.k.a. Mighty Murphin Power Ranger)’s post, she spoke about trying on dresses and getting them tailored as just a matter of fact. I also follow a British woman with dwarfism who tailors every single item. The transformations are amazing. As for my friend, she eventually found pants she liked that fit, but my first suggestion was that she’d probably have to get something tailored.

My answer to the reader-submitted question above would be yes, find replacements for the make-do items before letting them go, and yes, find a tailor.

@lucysleight
Lucy Sleight on Instagram: "my seamstress is a wizard

@thatsso…

Are you seeing a pattern?

Unfortunately, I’m not sure there’s anything more daunting to deal with in our wardrobes than getting something tailored. There are a bunch of hurdles to jump: it’s expensive, it takes extra time and effort, your body might continue to change, and sometimes it feels just plain impossible to find a tailor.

To be honest, even as someone who deals with clothes for a living, I’m still a bit intimidated by tailoring. My frugal background is hard to push through, and in addition, I’ve been burned badly a couple of times.

unflattering
my clothing budget was $0
I was raised in a family without much money. My parents were labor organizers before I was born, my mom working and organizing in a sewing factory, and my dad working and organizing in a shipyard. My mom stopped working when I was born, and then had two more children, my sisters. My dad was seriously injured at work when I was 8 and wasn’t able to work after that. My mom went back to school to get her teaching certification and was the “breadwinner” (I put it in quotes because a teacher’s salary in Alabama in the 80’s wasn’t really winning much of anything) for the rest of my childhood…
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a year ago · 254 likes · 34 comments · Dacy Gillespie

Once, a dress I’d paid about $150 for was taken in way too much, and the tailor hadn’t left any seam allowance, so it couldn’t be fixed. That was from a tailor that my most snazzily dressed male friend recommended.

Another seemingly trustworthy recommendation from a friend who ran a designer consignment shop also turned out to be a disaster. I was working with a local bride who was wearing a white suit, and at that (highly recommended) tailor, the jacket also got taken in too much. I believe we ended up going with the suit jacket open and a colorful blouse underneath, but honestly, I’m not sure because it was such a stressful situation, I blocked it out.

The Molehill
what does $95 worth of tailoring get you?
Happy weekend sweet peas. Some quick news…
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10 months ago · 214 likes · 34 comments · Viv Chen

I finally have two tailors in town that I recommend, but it took ten years to find them (granted, I wasn’t looking all that time). The one that is most convenient for me has fees that feel a little painful. I paid $50 to have a pair of pants taken in, and most recently, I paid $72 to have a voluminous formal dress hemmed. From what I’ve seen from content creators around the country, those prices are high, especially for a midwestern city, but at least I’m not (too) worried my garments will get ruined.

said voluminous formal gown, sorry for the absolutely awful picture

So I get it. I really do.

Also, I think tailoring may be one of the most practical ways to get clothes that fit1 and push back against overconsumption.

Fast fashion values speed, disposability, and profit margins over people.
Tailoring is slow, intentional, and human.

It’s a big mindset shift to start including the cost of tailoring into garments, but here are a few arguments for it:

  • You’re building a relationship with a local tradesperson in your community.

  • That skilled tradesperson is getting paid fairly for their work.

  • If you’re considering in adding the cost of tailoring, you have to be more thoughtful about what you buy.

  • More secondhand garments and garments in your own closet that never get worn could have a second life.

  • There’s no impulse or instant gratification; you have to wait to see the results — the epitome of slow fashion.

  • You’re able to get a better fit.

Could tailoring be a middle way? Could it be the closest thing we can get to the opposite of fast fashion?

In order for this to work, we have to start taking tailoring as a given, like Christine does. When we’re buying clothes, we should automatically add in the cost of tailoring, just as we would shipping or sales tax. If you buy a formal wedding dress, you expect to add the cost of tailoring, so why not clothes we actually wear more than once?

these dresses at “low-low” prices would be over $100 in today’s money

We also have to value clothing differently. In this piece, I mention how the percentage of Americans’ income spent on clothing has dropped drastically since globalization. Clothes used to cost more. People bought fewer items. They wore them longer. Alterations were expected — the cost was mentally built in. Ironically, we now spend much less per item but expect it to fit off the rack.

thoughts from my voice memo
how to find a tailor that works for you
One of the smartest style decisions I’ve ever made was getting a tailor; it’s completely transformed my relationship with clothing. From something as simple as having a pair of pants hemmed making them the length perfect for my height to completely having a piece altered into something new, it’s given me the power to make clothes do and be what I want. …
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a year ago · 16 likes · Shanna Battle

There is much to learn about the actual process of tailoring and what things can and can’t be altered. The best person to ask is always the tailor. I’m not an expert, but here’s what I’ve learned:

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