Here’s the thing about editing your closet when you’re between sizes: There’s always that lingering fear that you’ll get rid of something and then regret it later when you lose/gain the right amount of weight. There’s also the fear that if you get rid of the clothes that don’t fit — even just by moving them out of the closet — you’re giving up on the idea of ever being a different size than you are right now.
While I cannot say you won’t regret things you give away, I can say, with certainty, that editing and reorganizing your closet is not a sign that you’ve given up — it’s a sign that you’re moving in the right direction. Wearing clothes that don’t fit right, or clothes that look terrible, won’t make you feel good about yourself. Instead, invest in a few versatile pieces in the right sizes and create a coherent look for yourself, at this size and this weight. You’ll feel better about yourself almost immediately. I promise.
Let’s talk about what you should have in your closet if you’re between sizes. Five things! That’s all it takes. More or less.
1. Neutral shirt. A white shirt is the usual staple, but if white isn’t your color, choose something you really love — bright blue or pink or orange. Just make sure it works with the other pieces in your closet. Opt for a shell or a button-down or a tunic — whatever works for you. Choose a style that can be dressed up or down, for the most versatility.
2. A-line skirt. A neutral, like black or navy or khaki, is always a good choice, but a fun print will liven up your closet. An A-line is the most versatile style, as it flatters every figure, even if you’re in between sizes and weights. Bonus: As you start to slim down, an a-line is easy to belt, which means you can wear it for longer. Always good.
3. Tailored pants. As with the shirt, you have lots of style options — mid-rise, dark-rinse jeans are always a good choice, but they can be a little impractical for summer. Look for shorts or capris with a flat front and back slash pockets (no flaps!). Opt for a leg line that falls straight from the widest part of your hip. Shorts should hit just below the widest part of your thigh (that may be shorter than you’d expect) and capris should hit just above the slimmest part of your ankle (which may be longer than you’d expect).
4. Perfect t-shirt. Choose one in a substantial cotton — it will wash and wear better. Be meticulous about the fit — shoulder seams should hit at your shoulder (not below). Short sleeves should be level with your nipples when you’re wearing a good bra — shorter and your arms will look big, longer and the shirt will look big. The body should be slim but not tight.
5. Day dress. A simple dress, in a comfortable, forgiving fabric, can take you from day to night. A jersey wrap dress is the most versatile when you’re in between sizes; wear it with sandals or flats for day and heels for night. Tie it a little tighter as you get a little smaller. And pile on the jewelry to keep it looking fresh and fun.
Of course, it takes more than five pieces to get dressed every day (although how awesome would it be if that were all you needed?). Invest in a multiples of the pieces you wear the most — a few skirts and several t-shirts, for example. Keep in mind that your closet should ideally be 60% tops and 40% bottoms, no matter what your size or shape. Choose colors and patterns that you really love, because you’ll be wearing them a lot.
Finally, don’t be afraid of repetition — think of this not as having nothing to wear but as cultivating a very specific style. Like stripes every day. Just for example.


Any suggestions for a good t? I love the ‘substantial cotton’ concept…but it seems that I either find ts that are too thin or so ‘substantial’ that it’s boxy.
I recently bought a basic V-neck tee at Eddie Bauer, and I’m really impressed with it. It wasn’t expensive (about $20) and it’s made of a soft, thick cotton (not see-through). It’s washed up really well and fits perfectly. Give that a try!
Thank you for these 5 “must-haves”. In the last 2 years I’ve lost 93 lbs (from a size 22 to a size 8) and I have been refining my closet little by little. I’ve been at my goal weight for a few months now and I’m working on getting pieces to my wardrobe that I will have for a long time. I also work a professional job so I try to buy things that, like you said, will work for casual and for office. Since I haven’t had a body for my whole adult life that actually can wear most clothes and styles, I’m a little bewildered at times on what my style is and how to make it work in all areas of my life. This is helping me look in the right direction.
As a side note, as I slimmed down and much of my clothes got too big, I promptly moved them out of my closet and off to Goodwill. Well, except for a few really awesome pieces that I intend to have altered to my new shape. Now that I don’t have 3 different sizes of clothes in my closet, I like having much less to work with it. It makes me think of different ways to use my clothes in different combinations.
What I”m trying to say is THANK YOU for giving me some direction to work towards!
Kelly, congratulations on your weight loss — that is amazing! Good for you.
Thanks Susan. I also enjoy your writing about running. I ran my first half marathon last year and am currently training for my second half marathon in August. Keep those posts coming too! You’re my one-stop “shopping” for clothing tips and running motivation!
I am in the process of moving, so I am definitely appreciating all of the closet editing posts. I’m also bound and determined to cultivate a running regimen. So, like Kelly, you are my one stop for clothing and running info.
There’s nothing like registering for a race in 6 months to instill some serious motivation to run 3-4 days a week.
Your posts are inspiring… But I am curious what an extremely edited closet is to you. I also wonder how often you purchase new clothing items after you clean out your closet.
I’m smack in the middle of in-between right now with a five month old baby, and I definitely living in the above pieces. I’m in a professional environment, so I actually purchased a 4 piece navy suit (jacket, pants, pencil skirt, dress) in J. Crew’s super 120s weight wool. I’m getting a ton of use out of all the pieces separately. I’d also suggest two additional pieces- a jacket that goes with the dress, pants and skirt…and a statement piece of jewelry.