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Clothes guide to pregnancy and beyond - all my favorites!

Purple Star emoji 20 items
I am about to be in my third trimester and am a first time mom. As I've progressed in pregnancy, I've found a few things I really have enjoyed! Spans from dresses for work to pajamas to other random things. None of these things are ‘essentials’ but i...
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Work-Wear

Bump friendly clothes/spanx I’ve loved wearing to work lately (and some including prior to bump!). I am an attorney who is in Court a lot and all of these have been Court appropriate and gotten lots of compliments, so no worries that they are too cas...

 
Sydney Studer profile picture
Got an XL to accommodate bump! I did NOT have the maternity spanx on under this as I bought those after this dress. I will try to do an updated photo if I remember 😊 I also pair this with a blazer for in-court appearances.
OUGES Women's 2025 Summer Maternity Knit Dress
 
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Size XL! 200 lb and 5’7” as I go into third tri. You guessed it — i also pair this with a blazer! All things get paired with a blazer for me.
Smallshow Women's Sleeveless Ruched Maternity Dress
 
Sydney Studer profile picture
Size XL! 200lb 5’7” as I go onto 3rd tri. I pair this with a blazer as well.
Smallshow Women's Short Sleeve Maternity Dress
 
Sydney Studer profile picture
Size XL! Sooooo cute. Could be work clothes or hang around clothes. Pair with a white T and a blazer to dress it up.
CHARTOU Womens High Waisted Daisy Print Skirt
 
Sydney Studer profile picture
Me in first photo! this pleated skirt elevates so many outfits. I always get compliments on it and everyone loves it. Super bump friendly.
Women's LC Lauren Conrad Pleated Pull-On Midi Skirt

Workout Clothes

Clothes I find comfy to exercise in or do yard work in!
 
Sydney Studer profile picture
We stan CRZ yoga!! Size XL.
CRZ YOGA Womens Butterluxe Maternity Biker Shorts 5"
 
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Been using this bra for about 4 years now and I LOVE it. It’s super adjustable which has been so helpful during pregnancy.
SHEFIT - Flex Sports Bra™ - Powerhouse Pink

Shoes

Every day walking around shoes and work shoes - here they are!

 
Sydney Studer profile picture
I LOVE these shoes. So comfy. I wear a 10.5 in any running or walking shoe! In regular shoes I wear a 9.5 to 10.
Saucony Women's Triumph Rfg Sneaker
 
Sydney Studer profile picture
These are great and the buckle adds a nice touch of cute but also not too flashy. These are comfy with some gel inserts from Dr. Scholl's in there - the only way I wear flats! :)
Kelly & Katie Alva Loafer
 
Sydney Studer profile picture
I absolutely do not wear flats without some insoles. Otherwise, I get shin splints! Love these
Dr. Scholl's Love Your Flats 3/4 Insoles
 
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I LOVE this heel. It's a short heel and it's VERY comfortable. I can be on my feet for hours at a time and these do not fail me. I did stop wearing them about ¾ of the way through my second trimester because of some pain I am dealing with - but I am ...
Women's Go-To Block Heel Pumps - 45mm - Cole Haan

Everyday Clothes

Clothes I wear when I'm not at work but I'm going out to do something fun with a friend!
 
Sydney Studer profile picture
These are cozy and perfect size. In pregnancy right now I am 200lb, 5’7” and ordered an XL. Room for bump to grow as well
ANRABESS Pink Denim Shorts Overalls 2025

Pajamas and Lounging

My favorite clothes to lay around in and sleep in!
 
Sydney Studer profile picture
Yes that is me in the set right now 🥰 I ordered an XL to make way for the bump as I grow into 3rd tri and then will want post partum comfort to the max!
Tankaneo Womens 2-Piece Lounge Set
 
Sydney Studer profile picture
100% cotton so I’m happy. Button down ONLY for post partum at least at first :)
Poplin PJ Shirt | Gap
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Sydney Studer profile picture
XL!!! Button down is my choice for post partum for ease of both feeding and pumping access.
Poplin PJ Shirt | Gap
 
Sydney Studer profile picture
I went ahead and got an XL even though these are men’s. If I wasn’t going to get bigger as pregnancy progressed I would’ve stayed with an L but I think I’ll be happy for more room. I already like things loose - so XLs across the board seem good to me...
3-Pack Soft-Washed Boxer Shorts -- 3.75-inch inseam | Old Navy
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Sydney Studer profile picture
Size XL in men’s for extra roomy fit as bb grows and post partum comes!
Boxers (3-Pack) | Gap
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Bras and Underwear

 
Sydney Studer profile picture
Got an XL! I use under skirts and dresses at work. I love these. 10/10. No notes. No need to buy from expensive places.
KIM S Shape Your Bump Seamless Maternity Shapewear
 
Sydney Studer profile picture
I bought a couple of these to see if I like them at least prior to baby! I really do. It’ll give a uniboob for sure but I don’t know any type of bra like this that won’t! Overall I really like it. Also I purchased early so I could practice hooking th...
Sublime® Nursing Sports Bra | Black
 
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This is really cozy to sleep in and I am hopeful it works well for when baby comes, too. Will update as time goes on!
Sublime® Bamboo Maternity & Nursing Plunge Bra | Oatmeal Heather