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What I Wore in May 2023

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What I Wore in May 2023

I can't believe May is already over. Chatting with my 8th grader, we both feel as though it was just Easter, and this week she has her middle school graduation! The month flew by, here are some of the outfits that I wore in May:

What I Wore in May: 2023 Edition

A few pieces are “heroes” for the month of May. Items that were worn more than once (and often worn beyond these times but not photographed). You will see some have also been featured in recent capsule wardrobes; I regularly make those capsules based on my own closet. As I did with April's outfit recap, I will organize by theme or hero piece to show how these garments and accessories can live multiple lives, creating big style with a small closet.

M.M.LaFleur Symphony Print Washable Silk

M.M.LaFleur Symphony Print

I love M.M.LaFleur's washable silk. You can put it in the washer on the gentle cycle, line dry, steam it and it's as good as new. I've spot cleaned with hand soap, with Dawn liquid, and it comes out completely. I have been able to get oil spots out without issue, and it feels nice on a hot day. M.M.LaFleur was kind enough to send me their Annika tee and Zhou culottes in their black and white Symphony Print washable silk. The t-shirt is XL, the pants 14.

M.M.LaFleur Symphony Print matching set

I wore it to a street festival in our city on a warm day. I knew the fabric could handle some sweat and wouldn't look a mess if I got sweaty and sat for a while. I kept the look casual with tomato red Birkenstock sandals, a pair of white sunglasses I got from Chico's last year (these are similar), and some silicone bangle bracelets my husband got me as a Christmas gift.

M.M.LaFleur Symphony Print matching set | What I Wore in May 2023

Not seen was for my daughter's piano recital, I wore the Symphony print Zhou culottes with the gold washable silk top from this outfit with my black Lissom flats and gold hoops. This wacky print is surprisingly versatile, easily dressed up and down. Speaking of dressed up…

What I Wore in May 2023

Later that week, my daughter and I went to see Beetlejuice the Musical at the National Theatre in DC. Many dress in theme for this Broadway show. I wasn't up for a costume, but chose to wear black and white in spirit of the evening. I again chose the Symphony print tee and pants, but dressed it up for the occasion.

mom and daughter

I am wearing my gold Margaux heeled sandals, a pair of modern gold earrings I found at Nordstrom a year or so ago (these are similar), and a gold chain belt I've had for over a decade (this is similar). For a bag, it's this one from Amazon; I've had this bag for years and love it so much. It's great for travel, it folds to nothing.

Playbill in theater

And since I am “of a certain age” and want to read my Playbill in a darkened theater, I brought my Caddis progressive reading glasses. These are the style “Mabuhay;” they are regular on the top and readers on the bottom so they can be worn while looking at a screen and reading documents, or looking at a stage and glancing at the Playbill. Also great for going out to dinner and chatting while perusing the menu!

M.M.LaFleur O'Hara Blazer

M.M.LaFleur O'Hara Blazer

In this capsule wardrobe inspired by a boyfriend blazer, I featured this very same blazer. I am wearing a 16. Since that capsule was inspired by my own closet, I decided to recreate some of the looks from the capsule.

Plaid blazer outfit | What I Wore in May 2023

For this look, I took the Harlow Pants with the O'Hara Blazer and a striped Tee Rex from Universal Standard. Yes, you can mix plaid with stripes! They both have black and cream so they match. And the plaid has a hint of the same tan as the trousers so the look is cohesive. I added my Birkenstock Bend sneakers.

Plaid blazer outfit | What I Wore in May 2023

Here, I paired the same blazer with a black knit dress I already had in my closet which gave a similar effect as the dress and blazer look from the capsule wardrobe. This dress I got at Target or Old Navy, it has been washed so many times and is a throw-on and go dress for summer. But under a blazer it looks purposeful and polished. I added my Adidas Forum Bold sneakers to finish the look.

Madewell Harlow Wide Leg Trousers

Madewell Harlow Wide Leg Trousers | What I Wore in May 2023

I raved about these pants last month too! And then I used them in this capsule wardrobe and also in this capsule wardrobe. I am wearing a 14 petite. Here I am wearing the with a cotton sweater from Joules (previously seen here; no longer available but this is familiar up to 4X; here's another similar one). I am wearing this cap from Old Navy and my Birkenstock Bend sneakers.

LOFT tennis necklace | What I Wore in May 2023

The tennis necklace is this one from LOFT. The hoops are these from Ann Taylor. The lipgloss is my Holy Grail, “Cheeky” from Fenty Beauty. Pretty alone, but it is glorious over a red lipstick, a nude lipliner, a mauvy-brown lipcolor, a wine red lipstain. My favorite is this lipgloss over NARS lipstick in Pigalle.

Saint James Breton top

Folks joke about how many striped tops I have, but each one is different. And at least to me, this look is quite different from the one above. Same pants, but this time I am wearing this Saint James Breton top in XL (read my Saint James Breton review), this Banana Republic Factory scarf as a belt, and white Birkenstock sandals. My bag is the small version of this Portland Leather bucket bag. My hoops are the large Dalilah from Baublebar.

The Amazon Dress

The Amazon Dress

I shared this dress in Monday's blog post. I wear it so often I felt it deserved its own blog post. I've had plenty of folks online tell me this dress isn't “flattering” but I don't care. It's effing hot out there, and I'm sick of sacrificing comfort to look appealing to strangers. This dress sits so far away from my body it's comfortable AF in the heat and humidity. And I think the color is fun.

Universal Standard Shibori Print Set

Universal Standard Shibori Print Set

I love a matching two-piece set and was intrigued by this button-front top and matching shorts from Universal Standard. The pieces are very different fabrics (the shorts are the same as the active shorts in this post). I ordered both in XS.

I am really impressed that the prints are so perfectly matched on the different textiles. The top is silky but dries quickly, the shorts are the same style as the other Sunny Shorts I own. I did find this year's Sunny Shorts seem to run a bit smaller than my older pairs; if in doubt size up. This holds true with these and the solid colored. I styled with an old Jenny Bird link necklace; the brand has gone much more subtle with its designs, this is the chunkiest she makes now. And my white Birks.

That J. Crew Denim Jumpsuit

J.Crew Denim Jumpsuit | What I Wore in May 2023

Last spring and summer, I wore this denim jumpsuit from J. Crew every week. I tucked the hems into boots to create a flight suit effect, I wore it with Birkenstocks, I wore it with sneakers, I wore it with Tevas. And this year is looking to be a repeat because I wore the same jumpsuit at least twice in May.

J.Crew Denim Jumpsuit outfit
My baby who is no longer a baby and even without her platform Converse, is taller than her mom!

For a Sunday which included going to Target, the grocery store, and visiting my mom, I styled the jumpsuit with my small green Telfar shopping bag and a matching bandana as a headband. I wore my off-white Tevas and my gold Baublebar hoops with the look.

A woman with curly hair wearing a plaid blazer holds a green fur coat over her shoulder on a city street.

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  1. Congratulations to your daughter on her middle school graduation! That’s a real milestone. You both look so elegant as theatergoers.

  2. Hi Alison! I recently discovered your blog and just wanted to let you know how much I enjoy and am inspired by it. I’m 63 and retired, but you have such good tips and and very detailed info- it’s all a great help. I like your reading recommendations too. I saw that Banana Republic Factory blue geo scarf on your blog a few weeks ago and was lucky to get it during the Memorial Day sale, along with some other great basics. I just revamped my wardrobe and your blog’s been a big help.

  3. Love the pop of green with the denim! So nice. (And your daughter, so grown up and gorgeous. You must be so proud of who she is.)

  4. Probably a good thing that the MM LaFleur and Universal Standard print tops are sold out in my size or they didn’t have it in the first place, because I would have been very tempted. Though I’m not sure if I could have parted with $225 for the MM LaFleur (or any) top. But it’s gorgeous.

    I did get the black and ecru striped US top, which had previously been sold out in my size.

    Your wardrobe looks great!

  5. I love your love of stripes & heartily endorse it! There are quite a few striped shirts in my closet too. Your matching shirt/pants, shirt/shorts are lovely & give the look of a jumpsuit or romper without the hassle—brilliant! I’ve got to keep my eyes open for something similar because I cannot find a jumpsuit that works for me anywhere. Thanks for sharing your May outfits with us!

  6. I also have the stripe addiction. Thin, thick, white background, colored background, tee shirts, sweaters I could go on. I mean really, is it possible to have to many?
    I love both of the 2 piece sets you’re showing…and I’m totally in awe that the Universal Standard piece are different fabrics, that shows an incredible attention to detail and quality

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