Skip to Content

StarFREE! Wardrobe Checklist Download + Weekly Newsletter DOWNLOAD

What to Do With Clothes That No Longer Fit Hanging in Your Closet

We’ve all been there — standing in front of our closets, pressed for time, overwhelmed, and staring at dozens of garments we know don’t fit.

And listen, I know there are a million bigger things happening in the world. This might sound like a “first world problem,” but I’m going to say it anyway:

It’s a terrible feeling.

As a former personal stylist, I’ve been in hundreds of closets. And I’ve stood in my own, often inside a body I didn’t recognize.

After my third baby — and the chaos of COVID — I spent nearly three years trying to find my way back to myself. I carried weight I couldn’t lose, and every morning, getting dressed felt like a form of mental self-flogging.

I’d stand there, feeling disappointed, ashamed, and frustrated. Grieving who I used to be. Wondering how I’d lost control.

And I know I’m not alone in that.

Because keeping clothes that no longer fit doesn’t just clutter your closet — it creates emotional weight that lingers through your entire day.

Every time you see those too-small jeans or that dress you haven’t worn in years, a quiet but powerful message gets reinforced:

You don’t measure up. You’re not where you “should” be. And until you get there, you don’t deserve to feel good.

Let’s talk about what to do with clothes that no longer fit hanging in your closet — and why letting go might be one of the kindest things you can do for yourself.

Why We Hold On to Clothes That No Longer Fit

Letting go of clothes that don’t fit sounds simple — just pull them out and donate them, right?

But if you’ve ever tried, you know it’s not that easy. That’s because the clothes hanging in our closets often represent much more than just something to wear.

They hold stories, goals, and old versions of ourselves we’re not quite ready to part with. Here’s why it’s so common to keep clothes that no longer fit.

Motivation

One of the most common reasons we hang on to clothes that don’t fit is because we think they’ll serve as motivation.

We tell ourselves, “I’ll wear that again when I lose weight,” or “I’m not keeping it — I’m working toward it.” These pieces start as aspirational, but over time, they become visual reminders that we’re not where we want to be.

Instead of inspiring us, they quietly shame us.

Guilt

Maybe the clothes were expensive. Maybe they still have the tags on them. Maybe you only wore them once and meant to wear them again.

The guilt over money spent or opportunities missed is real — but it’s not a reason to keep items that make you feel bad. You already paid for the item once. You don’t need to keep paying for it with your confidence.

Attachment

Some clothes represent a different season of life — maybe one where you felt more in control, more stylish, or just more like yourself.

Letting go of these pieces can feel like letting go of that version of you. But here’s the truth: your memories and identity are not tied to your old jeans. You can honor who you were and still make room for who you are now.

Fear

Sometimes we keep clothes that don’t fit out of fear — fear that we’ll need them again, that we’ll gain or lose weight, and regret letting them go.

But building your wardrobe around “just in case” keeps you living in limbo. It prevents you from feeling good in your clothes today. And today matters.

Control

When life feels uncertain, we look for control anywhere we can find it. Clothes can become part of that — a sense of structure in a season of chaos. We tell ourselves that if we could just get back into that pair of pants, maybe everything else would feel easier too.

But that kind of control often comes at the cost of compassion. And real confidence is built with kindness, not pressure.

The Cost of Holding On

Whatever your reason, here’s what you need to know: keeping clothes that no longer fit often becomes a quiet form of self-punishment.

Every time you see them, you’re reminded that your current body, your current life, and your current self aren’t “good enough.”

That is not motivation — that’s mental weight. And it’s keeping you from building a wardrobe that supports you right now.

You deserve a closet that reflects the woman you are today. Not who you were five or ten years ago. Not who you hope to be “someday.” But the woman you are, right now — and she’s worth dressing well.

The Psychological Impact of Clothes That Don’t Fit

Keeping clothes that don’t fit affects more than your wardrobe — it affects your mindset.

Subtle Messages That Undermine Your Confidence

Every time you see those clothes, your brain may whisper:

  • “I used to look better.”
  • “If I had more discipline, this would fit.”
  • “I don’t deserve to buy anything new until I lose weight.”

These thoughts don’t inspire change — they fuel shame. And shame is never a productive motivator. It only keeps you stuck in a cycle of not feeling good enough.

When Getting Dressed Becomes Emotional

Many women avoid their closets altogether. They default to leggings or the same oversized top every day because the idea of facing clothes that don’t fit is just too much.

This wears on your confidence. When your closet makes you feel defeated before the day even begins, it impacts how you show up — in your work, your relationships, your parenting, and your self-perception.

What Happened When I Stopped Holding On to Clothes That No Longer Fit

I gained weight during COVID. I still had a little bit of pregnancy weight left but not much, and I had been steadily losing it — working out, eating well, and watching the number on the scale go down at a healthy, sustainable pace. Then the world shut down, and honestly, I shut down with it.

I was carrying a lot emotionally during that time — things that were heavy, personal, and difficult to process. I had also just turned 40, and suddenly, what had always worked for my body didn’t work the same way anymore. Everything felt harder — physically, mentally, and emotionally. I was completely disconnected from myself, from my routines, and from the sense of control I had always counted on.

The added layer of self-hatred that came from standing in front of a closet full of clothes that no longer served me only made things worse. Getting dressed became a daily ritual of shame — a quiet punishment I endured every morning. Each piece I couldn’t wear reminded me that I wasn’t who I used to be. That I wasn’t enough, just as I was.

I went from being someone who genuinely loved getting dressed — who found creativity and joy in it — to doing everything I could to avoid it. My closet was full of clothes I couldn’t wear, and I rotated between a dozen pieces that didn’t spark joy, but at least didn’t make me feel the worst. And at the time, that felt like the best I could do.

Sure, we can talk about the cultural pressure women face to look a certain way — and we should — but knowing that doesn’t always soften the emotional blow. It didn’t change how I felt in that moment. And if you’re in that place right now, it might not change how you feel either.

What I can tell you is this: I didn’t start to feel better — physically or mentally — until I began genuinely caring for myself in the body I had right then.

Eventually, I let go of most of those clothes. Not because I gave up, but because I was finally ready to support the version of myself I was in that season. That decision changed everything. It shifted how I saw myself, and it became the jumping-off point for reclaiming my health — not to chase a size, but to reconnect with who I really am.

And who I am has nothing to do with a number on a tag. It’s about being the woman who enjoys taking care of herself, who feels strong and energized after a workout, and who prioritizes her long-term health so she can live a full, vibrant life with her kids as she gets older.

Yes, I eventually lost the weight. And yes, I had to rebuild my wardrobe from scratch — which was a pain, to be honest. But I’ll tell you this: I don’t regret a single item I got rid of. There isn’t one piece that was too small for me that I wish I still had.

And the few I did hang on to? I recently tried them on again, and they fit — amazing. But they’re not for my life now. I bought some of them — beautiful, designer pieces — when I was 36 or 37. I’m 45 now. I weigh the same as I did back then, but my body is different. And that’s okay.

Letting go was the beginning of coming back to myself.

What to Do With Clothes That No Longer Fit Hanging in Your Closet

If your closet is full of items that no longer fit, here’s how to move forward — with clarity, confidence, and compassion.

Step 1: Start with a Kind Mindset

Let go of judgment. This process is not about failure. It’s about creating a space that reflects and supports the woman you are today.

Step 2: Pull Everything Out That Doesn’t Fit

If it’s too tight, pulls in the wrong place, or hasn’t zipped in a while, it’s time to take it out. Don’t overthink it — just be honest.

Step 3: Ask Yourself These Questions

Now that you’ve pulled out the pieces that don’t fit, it’s time to evaluate each one with clarity and compassion. This isn’t just about size — it’s about how each item makes you feel when you see it, touch it, or try it on.

Ask yourself:

  • Would I buy this today, in this size?
    If you saw it in a store right now — knowing what you know about your life, style, and body — would you purchase it again?
  • Does it reflect the life I’m living right now?
    Is it aligned with your day-to-day reality? Does it fit the way you move through the world?
  • How do I feel when I wear this — or even look at it?
    If the answer is anything negative — self-doubt, shame, sadness, pressure — that’s your sign. It doesn’t belong in your everyday space.

And if there are pieces you’re just not ready to part with — that’s okay.

But at the very least, remove them from your closet.

Fold them up, store them in a bin, or hang them in a different room. You don’t have to make a final decision right now. But you do deserve a closet that doesn’t greet you every morning with guilt or frustration.

Stop putting yourself through that emotional distress. Make your daily environment a place of support, not pressure. This small act of separation — even if temporary — creates space for healing, clarity, and self-compassion.

Step 4: Decide What to Do With Each Piece

Once you’ve taken an honest look at what no longer fits or serves you, the next step is deciding what to do with those pieces. There’s no single right answer — it depends on your priorities, time, and the condition of the clothing — but there are meaningful and productive options.

Donate to a Work-Readiness Organization

If the item is high-quality and in great condition, consider donating it to a nonprofit that helps women prepare for job interviews and enter or re-enter the workforce. Organizations like Dress for Success and local career wardrobe programs rely on donations of professional attire to help women show up with confidence and dignity. Your blazer or barely-worn flats could be the final piece of someone else’s next chapter.

Donate to a Domestic Violence Shelter or Transitional Housing Program

Many shelters for survivors of domestic violence or women facing housing insecurity welcome clothing donations — especially casual wear, outerwear, and comfortable basics. Your gently used items can offer comfort, confidence, and a sense of normalcy during an incredibly difficult time.

Offer to a Friend or Host a Clothing Swap

If you know someone who might love a piece you’re parting with — offer it to them. You can also host a clothing swap with trusted friends, which can be a fun, low-pressure way to clear your closet and maybe discover something new in return.

Consign or Resell — But Know What to Expect

You can also choose to resell certain pieces on sites like The RealReal, Poshmark, or through local consignment shops. Just know this: resale and consignment sites are flooded with new arrivals daily. That means your items are likely to get lost in the mix, and you’ll probably only make a few dollars — if they’re accepted at all.

On top of that, the process can be laborious. From photographing and listing to shipping and waiting for payments, reselling can become a part-time job with a very low return.

Personally, I’d much rather donate my gently used or even brand-new pieces to women who truly need them. It’s more impactful than chasing pennies — and it supports a cause that’s often overlooked.

Recycle What’s Not Wearable

If the item is stained, ripped, stretched out, or beyond wear, check for a local textile recycling program. Many donation centers, municipalities, or even retailers like H&M and Madewell offer fabric recycling bins where unusable clothing is repurposed responsibly.

Step 5: Fill in the Gaps with Purpose

Once you’ve cleared out what doesn’t serve you, take note of what’s missing. Start with just a few versatile, well-fitting pieces that support your current size and lifestyle. You don’t need to rebuild your entire wardrobe — just enough to feel put together again.

Letting Go Isn’t Failure — It’s Freedom

If you’re not sure where to go next, I’ve written a few companion pieces to help guide you:

Together, these will help you create a wardrobe that supports not just your style — but your life.

33 Shares

Related Posts

 Join Megan Kristel for a comprehensive, 3 hour long, LIVE Virtual Workshop sharing personal style and shopping tips for women over 40 on March 31, 2023.

MEET THE AUTHOR

Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

Never Miss a Post

Enter your email address below to sign up for our newsletter and get your free copy of our Wardrobe Essentials Checklist sent to your inbox.

Leave a Comment

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.

Mary Ellen

Tuesday 15th of April 2025

What a wonderful and helpful post! Definitely resonated with me. Love being shown fresh thinking about old issues. Thank you, Megan!

Kelly

Saturday 12th of April 2025

Thank you for this letter to all of us in this predicament. Like you I went through a period of weight gain, and now at almost 58 have worked hard over the last year to lose the weight - 50lbs. I am faced with a closet full of clothing I need to part with, needless to day most of it is new ad going from a 12 to a 6, I had to buy clothing along the way, and it feels awful to just part with them. I have been at my goal weight for almost 5months, and have replenished the winter clothing and now moving onto the summer clothing replacement. To say it feels overwhelming is an understatement. I am going to initiate a clothing swap with a large group of women friends to make me feel better. I do donate to many clothing charities, but honestly in our small community they get over run with items, and cant always take them.

I have printed out this article and it is helping me think about how to go about cleaning out my closet with out the guilt I am feeling.

Thank you!

CB

Friday 11th of April 2025

I am still in tears from reading this as I so identify/relate to all of this. Your words Megan are so powerful, so helpful. I truly appreciate your eloquent sharing. Your daughters are blessed to have such a wise mother to guide them. We are blessed to have such a wise Mentor in you. Thank you.

Susan

Thursday 10th of April 2025

Such a powerful, heartfelt post, Megan. Thank you!

M. Kuhn

Thursday 10th of April 2025

Oh no truer words were spoken! I presently am in the "rut" with a closet full of clothes that don't fit. UGH! Thank you for this article!

Linda

Thursday 10th of April 2025

I just wanted to tell you how valuable this post has been for me! As a retired woman I am beginning a very different lifestyle and am changing what I need in my wardrobe. Thank you for such a great and timely post!

Shari W

Thursday 10th of April 2025

What a fantastic piece! This is what I mean about your helping people! ❤️ I recently changed sizes and I decided that I needed to respect myself and my time enough to just donate everything to a worthy cause without worrying about what I had spent on the items. The money is long gone. If I met or knew someone who needed that nice blazer that no longer fit me, would I hesitate to give it to them? Of course not. With every bag I take to my local assistance league I hope there are things in it that will make someone’s day. As you discussed, there are mental costs with keeping the items that outweigh any actual monetary costs. Let’s focus on and honor the awesome women we are right now, at this moment!

MaryK

Thursday 10th of April 2025

I reallly appreciate your posting this piece. I am sort of going the other way. First of all I am old (68); and I am losing weight. I am exercising very enthusiastically and the weight is coming off. My fear is that if I get rid of my "fat" clothes (jeans, pants, tops) that I will regain the weight and be stuck with only clothes that are too small. At what point do you decide that it's ok to purge your closet? Is it a year, 6 months? I have been at this for about two years. The weight is coming off slowly but steadily. Thank you for giving us this much personal information. It feels very honest and somewhat emotional.

Carin

Thursday 10th of April 2025

I can not even put into words how much I needed to hear this. I've spent years and years self flogging and thinking that I was alone in my misery. This just spoke to me and made me feel seen. I appreciate how authentic your sentiments are. It is so helpful to feel like you aren't alone.

"You already paid for the item once. You don’t need to keep paying for it with your confidence" is going right on my closet door. I'm finally ready to let go of my extra baggage both literally and figuratively. Thank you for this excellent article.

Megan Kristel

Thursday 10th of April 2025

This means so much — truly. You are absolutely not alone, and I’m so glad the post helped you feel that. I know how heavy that quiet self-flogging can be, and it’s exactly why I wanted to share this.

That line about paying for it with your confidence… I’ve lived that truth, too. I love that you’re putting it on your closet door — what a powerful way to remind yourself that you deserve better.

Wishing you so much peace (and freedom) as you let it all go. 💛

Kay

Thursday 10th of April 2025

I so needed this today. THANK YOU!!!

Val

Thursday 10th of April 2025

I almost stood on the chair I was sitting in as I read this to shout from the rafters "Hallelujah!" Especially when you mentioned the leggings and oversized shirt. Guilty! Thank you for writing this. I'm headed home now with a gigantic trash bag and a clean conscious!

Megan Kristel

Thursday 10th of April 2025

Haha, this made my day! I know that leggings-and-oversized-shirt routine all too well — sometimes we’re just in survival mode. So glad the post resonated with you. Wishing you a lighter closet and an even lighter mindset as you let it all go! xx

Stefanie

Thursday 10th of April 2025

Thank you for this. So much of this hit me hard and brought tears to my eyes: “Each piece I couldn’t wear reminded me that I wasn’t who I used to be. That I wasn’t enough, just as I was.“ I hadn’t identified this as shame or unkindness. I felt getting rid of them meant that I was giving up on me and the me I wanted to be. Thank you for making me see it differently. This honestly moved me. Thank you.

Megan Kristel

Thursday 10th of April 2025

Thank you so much for sharing this. I know how hard it can be to untangle those emotions, especially when it feels like letting go means letting yourself down. But the truth is, choosing to care for yourself in the present isn’t giving up — it’s showing up. With kindness. With compassion. And with so much strength.

I'm so grateful this resonated with you, and I’m honored it helped you see things a little differently. You’re not alone in this. ❤️

nita

Thursday 10th of April 2025

I really needed to hear this today! I believe I can finally let go of those clothes. Thank you so much for the inspirational and practical advice.

Megan Kristel

Thursday 10th of April 2025

I'm so happy it was helpful!! You got this!❤️