The Summer Wardrobe Starter: A Flexible, Feel-Good Checklist (For All Sizes)

a feel-good summer wardrobe checklist

plus a few brand suggestions to help you get started!

You don’t need a 30-piece capsule or a complete wardrobe overhaul to feel good this summer.

Sometimes, all it takes is a little clarity: a few pieces that make you feel held, comfortable, and ready for whatever the heat (and life!) brings.

This isn’t a list of “must-haves.” It’s a gentle starting point: a flexible, size inclusive summer style checklist to help you get dressed with more ease and less overthinking.

Every item is a category, not a specific product—because style isn’t one-size-fits-all, and your summer wardrobe should work for you :)

Always take my words as advice and not prescription.

Your Feel-Good Summer Wardrobe Checklist

1. A breathable base layer you can build around
Think: tanks, shell tops, tees, crop tops in natural fibres.
Choose a neckline that you enjoy, rather than opting for the frequently recommended “classic” ones you see over and over again (unless that’s what you truly like!)

What to look for:
• cotton, linen, or Tencel blends
• soft structure and drape (depending on your preference)
• remember: ensure it is easy to layer under lightweight layering pieces, button-downs or summer jackets for more versatility
uniform handmade has some great essential tops for warm weather dressing, as does eileen fisher.

2. An everyday bottom that feels reliable and comfortable
Think: wide-leg pants, culottes, an easy midi skirt.

What to look for:
• adjustable waistbands, drawstrings, or stretch
• something that moves with you and encourages airflow
• again, natural fibres are key. if you’re picky about your clothing appearing “wrinkled”, you might want to opt for a cotton over linen
• my all-time fave summer bottoms are from free label’s cotton crepe line, as well as eileen fisher’s organic wide-leg trousers (ps: for transparency, this link is an affiliate link!).

3. A one-and-done outfit option
Think: a soft summer dress or relaxed romper, if that is your preference.

What to look for:
• something that doesn’t need much styling, for an easy throw-on-and-go look
• good airflow and comfortable, breathable fabric
• pockets, if that’s important to you!
• my current fave dresses are coming from off/on (you can contact them for custom plus sizing, they’re very kind and helpful—and their custom sizing turned out super accurate)

4. A lightweight layer for sun, AC, or modesty
Think: gauze shirts, linen shirts, dual purpose swim cover-ups, cropped jackets, dusters

What to look for:
• breathable materials and tons of movement
• easy to throw on and take off
• sun protection without heaviness
• i’m going to call out free label here as well! you simply cannot go wrong with their cotton crepe pieces.

5. A warm-weather outfit that brings you joy—helps you feel creative and expressive
This can be anything! A bold print (even if you don’t usually have a ton of pattern in your looks), a matching set in your favourite on-trend colour, a dress with tons of ruffles or texture.

What to look for:
• something you want to wear, even if it doesn’t feel practical!
• makes you feel playful!

6. Comfortable footwear that works with your lifestyle
Think: sandals, supportive flats, slip-ons, or easy sneakers.

What to look for:
• comfort and aesthetics—don’t settle for one or the other!
• can handle heat, sweat, and movement
• works with at least a few of your outfits
• i’m currently loving poppy barley for wide-width footwear options that are as luxuriously comfortable as they are cute

7. A few signature accessories that can change up your look
Think: a great sunhat, a woven bag, bold sunnies or a fun lip.

What to look for:
• small things that help you play with, polish up, or personalize your look
• not necessary, but fun to lean on when you want a change
• can help you adjust your looks for different levels of formality
• i love the size inclusive eyewear options from sol kyst

You don’t need to overhaul everything to feel good in your clothes this season.

Sometimes, all it takes is a few aligned pieces and a shift in perspective!

Explore Styling Support
→ Say hello: hi@heensie.style

Next
Next

How to Dress for Summer When You Don’t Want to Show More Skin