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Pretty Little Summer Wearables (Whether You’re 25 or 75!)

It has been a rough summer. Things can only improve methinks. I have been sharing “inner selfies” (check the personal reflections in my archives) along this spiral-like health journey. There’s still a place for lightheartedness even now. Pretty little summer wearables to admire whether you’re 25 or 75 isn’t reinventing anything. I’m almost 60, and while thoughts of beauty, design, and personal growth are engaging, I find overthinking anything (including fashion) unhelpful. For me, beauty and fashion are related to creativity, freedom, and embodiment.

Michele from Hello Lovely in swimsuit drinking orange juice with dogs on a picnic blanket.
A summer day in simpler times with some favorite friends.

I independently selected products in this post—if you buy from one of my links, I may earn a commission.

Pretty Little Summer Wearables

Backyard hat, Jenni Kayne
Backyard Hat, Jenni Kayne

A pajama rant

Pajamas? An old acquaintance saw a video I posted last summer on social media where I’m performing a song at the piano wearing pajamas. It touched her that I was singing even while too weak to dress. Apparently broadcasting the messy realness of life offline is becoming more remarkable.

Michele in pajamas - Hello Lovely Studio

It’s not that I don’t want to set a tone to get work done and present myself to the world. But my world is digital, and in the last couple of years, life has been about survival and managing autoimmune symptoms. I have lost interest in personal social media feeds and only participate to keep the algorithms happy enough to send traffic to my professional content.

Relationship Between Feeling Put Together & Having it Together

“Get up and get dressed” is largely a marketing message we see on our feeds. I follow an adorable influencer genius who equates it with mental hygiene. But I can’t help thinking: what if we just looked in the mirror less on hard days of recovery when we’re decompressing?

Michele on beach at sunet in FL - Hello Lovely Studio.

Looking good from dressing the part when you feel like crap? It certainly works for capitalism. But does this work for you? For your exhaustion? I totally understand dressing to earn a level of respect and have influence. But overthinking aesthetics and faking it until I make it can hinder getting my needs met.

Like fashion, one size won’t fit everyone. At a certain age, you question the old rules and whether they still apply. When I was younger and higher maintenance on the outside for power and admiration…it worked. High maintenance is great when it brings joy and a measure of influence that feels life affirming.

Michele of Hello Lovely and friends at beach.
Hello Lovely

But I tend to think more and more about the end of life. What will people I love most say at the funeral?

I hope it will be said that I became more and more comfortable in my skin. For me, pajamas often feel life affirming. They are made from natural materials, move with me, don’t constrict, are not complicated in design, and encourage rest. Maybe it is oversized cardigans for you. Or a particular type of sandal. If sandals are your thing, DO SANDALS.

Maybe you’ll notice the dresses and apparel I regularly link to are pajama-like, comfy, and uncomplicated.

Someday, we’ll do a closet tour, and except for all the washed-out light blue denim and chambray, you will notice most clothing is perfect for falling asleep in!

For Ladies Who Love to Lounge

I shared these the other day in a ditty about Julia Berolzheimer style.

The accessories (hat, sandals, bag) in this mix below may qualify as investment pieces, but YAY…the dresses are reasonably priced.

Funny coffee quote by Michele of Hello Lovely Studio. #coffeequotes #coffeehumor #homebodies

More Blue Dresses, Please!

Me and little blue dresses…when I was a baby, my parents were very busy students in college. My Godmother was all too happy to babysit and took me shopping for a new blue dress each week.

Handmade chambray blue linen v-neck sundress by Linenfox on Etsy. #fashionover50 #linendresses
Linen V-Neck Sundress, Linenfox on Etsy

There are oodles of pictures of her holding me up in a photo booth in new blue dresses. What a blessing and privilege to be loved well at an early age!

Here’s something handmade and blue at a friendly price:

And here’s something under $30 you could pair with a white tee as a hot weather uniform:

In fact, spring for a quality linen white tee that costs about the same as a sundress. You’ll wear it constantly.

And did I just find the perfect coastal stripe shirt dress to wear at home, to the beach, and even out and about in a linen blend at an unbeatable price?

Yes, please. This creamy linen shift dress is under $40…making it easy to buy multiple colors:

Loose fit linen dress with v-neck. #fashionover50 #linendresses #over50fashion
Loose Fit Linen Dress…in case summery fashion over 50 appeals!

Need a Pair of Birks to Go With Everything?

Great price and quality on these:

Let’s Try on Provence Style with a Handmade Garden Dress!

Every color is beautiful!

Chambray blue linen handmade pinafore garden dress - Linenfox on Etsy. #fashionover50 #summerdresses
Pinafore Garden Dress, Linenfox on Etsy
C. S. Lewis quote about aging on Hello Lovely Studio. YOUR'RE NEVER TOO OLD TO SET ANOTHER GOAL OR DREAM ANOTHER DREAM. #CSLewis #quotes #inspirationalquote #dreamquote #aging #quotes

Chambray Shirt Dresses Never Fall From Favor!

Sleep quote funny humor on Hello Lovely. #sleepquotes #funnyquotes #humorquotes
Funny Midwesterner tweet from @midwestern_ope about an Uber ride on Hello Lovely Studio. #midwestnice #midwesterners #funnylifequotes

Fashion Over 50: Perfect for Almost Any Occasion

How cute would this be with a white denim jacket?

Sleep quote funny humor on Hello Lovely. #sleepquotes #funnyquotes #humorquotes

Especially for Coastal Grandmothers

Fashion Over 50: Handmade Linen Dress!

Loose linen pinafore dress from LinenFox on Etsy.
Loose Linen Pinafore Dress (handmade, Linenfox on Etsy.) Fashion Over 50: Lovely Blue Summer Dresses & Smiles as you shop for decidedly stylish lovely finds.
Sleep quote funny humor on Hello Lovely. #sleepquotes #funnyquotes #humorquotes

Frugal Fashion Over 50: Timeless Dresses

Bethany Flounced Tunic Dress - a gorgeous striped dress with blue and flutter sleeves - Anthropologie. #dresses #tunics #bluestripes #summerdress #fluttersleeves
Bethany Flounced Tunic Dress – Frugal Fashion Over 50: Lovely Blue Summer Dresses & Smiles as you shop for decidedly stylish lovely finds.

For readers of a certain age only…Is this pose and expression CLASSIC TWIGGY or what?

Beautiful handmade light blue linen shift dress with pockets - Linenfox on Etsy.
Simple Linen Shift Dress, – Linenfox on Etsy

I’m sorry, but she is selling it to me, and the bonus 60s vibes are giving me life.

Funny humor quote on Hello Lovely about persistence. #quotes #funnyquote #persistence #perseverance

I am loving the whole “daydress” or “housedress” movement happening. Anything blurring the lines between pajamas and streetwear when done well that isn’t boxy or clinging yoga leggings is calling my name.

Fashion Over 50: Barefoot Elegance

Again with this gorgeous elegant Twiggy model…and POCKETS!

BTW. I wear the comfy dresses that please ME. My sons have teased me over the years in their confusion about burlap and linen (i.e. “another burlap bag dress, eh, mama?”). I didn’t let the thumbs down deter me when they were teens, and remain unconcerned about how fashionable a linen shift with pockets and pintuck details may or may not be. (Typical feminist-evolved-intellectual response to them then and now: KISS MY GRITS, sweetie.)

Amalfi dress / One size dress / Oversized linen dress
Amalfi Dress (comes in blue!)

Hahahahaha. You didn’t think I was surrounded exclusively by adoring fans behind the blog, did you?

Sleep quote funny humor on Hello Lovely. #sleepquotes #funnyquotes #humorquotes

Fashion Over 50 Dresses: Comfy as PJs

Funny humor quote on Hello Lovely Studio: Chocolate understands. #funnyquote #quotes #humor #chocolate
Chambray blue linen dress with belted tie - LinenFox on Etsy. #linendresses #fashionover50
Linen V-Neck Sundress, (Linenfox on Etsy). Fashion Over 50: Lovely Blue Summer Dresses & Smiles as you shop for decidedly stylish lovely finds.
Inspirational fashion quote on a chambray blue background by Hello Lovely Studio.

Fashion Over 50: Jumpsuit

Would you, could you? Looks so beachy.

Funny quote about house plants on Hello Lovely Studio. #quotes #funnyquote #humor #plants

But What About The Dresses That Are Sold Out? POSHMARK!

I am a huge fan of Poshmark and have had great experience finding timeless pieces no longer available in stores. It’s boho and not linen, but for example, this Marcelina midi dress sold out at Anthropologie can still be found on Poshmark.

Marcelina Midi Dress with blue and multicolors - Anthropologie. #dresses #summerdresses #springdresses #mididresses #fashion

Don’t yet have a free Poshmark account? Ooh lala, score! I’m about to point you to $10 instantly! On your phone or tablet, simply use my invite code: HELLOLOVELYINC when you sign up by downloading the app. We’ll both get a credit for 10 bucks…what a lovely way to support this blog!

Make sure you sign up on your phone or iPad–you cannot snag the credit signing up for an account via your desktop computer. Use the code HELLOLOVELYINC to sign up.

Funny whimsical quote about self acceptance. #quotes #inspirationalquotes #funnyquotes #selfacceptance #self kindness
Be a lamp, or a lifeboat...Rumi's gorgeous honey-like words to soothe the soul on Hello Lovely Studio. #inspirationalquote #Rumi #poetry

She Shed Inspiration

Over-50 Summer Pieces

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Delightful Makeup Artist

Lately I wear less makeup but still love it. In fact, I think I am having even more fun with it as a creative art project. Watching makeup and beauty tutorials is relaxing and a nice escape from the grind. I have learned so much from Lisa Eldridge:

Peace to you right where you are.

-michele

Thanks for shopping RIGHT HERE to keep decor inspiration flowing on Hello Lovely!

Hello Lovely is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn fees by linking to Amazon.com and affiliated sites.

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Round Farmhouse Dining Table
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Rustic Wood Candlestick Set
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French Country Farmhouse Baskets
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2 Comments

  1. Jack Reynolds
    August 6, 2025 / 5:58 am

    Absolutely love how these summer pieces are both timeless and stylish. It’s so refreshing to see fashion that celebrates every age with elegance and ease.

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Let’s SHOP!

White Slipcovered Sofa
SHOP MY HOME!
29″ Whitewashed Table Lamp Set of 2
LIVE BEAUTIFUL
SHOP MY BATH!
Trees White Wallpaper Mural
Round Farmhouse Table
Myla Slipcover Sofa
Deconstructed Wingback Bed
French Farmhouse Dining Table
Milagro Heart
Slipcovered Dining Chair
Rustic Farmhouse Counter Stool
Edgecombe End Table
Parisian Style Iron Table Lamp  33.5″
Black or Bronze Accent Table
French Stripe Basket Set
White Cotton Crochet Bed Skirt
French Country Rattan Basket Set
Marble Subway Mosaic Tile
Rattan Basket With Lid
White Ruffle Bedding
Seagrass Basket Set
Schumacher Wild Things Wallpaper
Slipcovered Sofa
Upholstered Dining Arm Chair
Shop My Breakfast Nook
White Matelasse Quilt
Tree Mural Wallpaper
Faux Potted French Lavender
Shaw Daybed
Distressed White French Country Chandelier
French Country Headboard
Oval Back Counter Stool, Set of 2
Antique Brass Pharmacy Floor Lamp
Round French Tufted Ottoman
Kinston Wood Bench
Italian Candelabra Chandelier
Slipcovered Linen Chair
Warner Upholstered Bench
Rustic Country French Dresser
Laurel Wreath Mirror
Round Farmhouse Dining Table
Reclaimed Wood Dresser
Louis Upholstered Bench
Pardon My French Doormat
Stripe Turkish Towel Throw
Pamela Arm Chair
Sweater Weave Basket
French Carved Wood Chandelier
Terracotta Pots & Basket
French Country Wood Chandelier
French Linen Dining Chair
Gustavian Cabinet
French Farmhouse Dining Table
Bar Stool
Beachy White Slipcovered Sofa
Rattan Armchair
Diptyque Oyedo Candle
Cross Back Dining Chair
French Country Candle Holder
French Industrial Metal Chairs (4)
Designer Favorite Wall Mirror
Holborn Lantern Pendant
French Country 6-Light Chandelier
Tray Side Table
French Country Upholstered Arm Chair
Wicker Trunk Set
French Ticking Stripe Pillow
Jute Area Rug
Mohair Throw
Rustic Industrial Farmhouse Shelves
Belgian Linen Sofa
White Duvet & Bedding
Rustic Wood Candlestick Set
French Market Basket
Linen Modern Wing Chair
French Country Farmhouse Baskets
Concrete Pillar Table Lamp
Boheme Madera Bench
Belgian Style Lamp
Kendall Skirted Dining Chair
White Charleston Sofa
Scrubbed Wood 5-Light Chandelier
Arched Champagne Wall Mirror
Moravian Star 1-Light Pendant
Highback Armchair
Mini Pendant Light
White Vase Set
Round Woven Placemat Set
Cashmere Throw With Fringe
Wreath Doormat
Fireclay Farm Sink (Reinhard, 30″)
White Waffle Coverlet
Light Grey Vienna Quilt
Boheme Madera Bench
Belgian Linen Duvet Set
Round Marble Side Table
Rustic Pedestal Farm Table
Rattan Hanging Chair Swing