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Casual Maternity Clothes for Every Occasion

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I'm Molly - toddler mama, wife, and lover of babies. Preserving the moments of early motherhood through soft, simplistic, connection-filled portraits is what I love most. Stick around and say hello!

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Molly is a Boston newborn photographer serving modern, on-the-go families. With a curated wardrobe, light-filled studio space and custom heirloom artwork design, Molly is passionate about serving her clients well every step of the way.

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Hey there, mama-to-be! Let’s talk about casual maternity clothes. Let me guess, you’re finally settling in to this whole being pregnant thing and realize your wardrobe needs a little adjusting. Get ready to rock your bump with style and ease. We’re diving into the wonderful world of casual maternity fashion- where comfort meets style in the most fabulous way possible. Enter all the cute, casual and COMFY outfits.

If you’re a first-time mom or already a pro at this whole pregnancy thing, nailing that effortless, laid-back look is key. That’s why we’ve put together this guide just for you, filled with comfy-cool outfit ideas that’ll have you feeling like a million bucks throughout your pregnancy.

Casual Maternity Jeans

Finding denim that actually fits and flatters your growing body during pregnancy can seem overwhelming. I get it. This was me. I’ll take leggings and sweatpants all day please and thank you. But you may want to have a cute pair of denims to take you through the second and third trimester. Above you’ll find a few of my favorite casual maternity jeans.


Comfy and cozy staple items are a MUST during pregnancy and beyond. Say goodbye to frumpy maternity sweats and hello to cute loungewear. Whether you’re hanging out at home, running errands, or grabbing coffee with friends- these outfits are great!

Casual Night Out

Maternity style doesn’t have to be hard! Check out these looks for getting out of the house and enjoying a good meal. Think brunch with girls or a relaxed dinner out. Don’t forget to treat yourself to mocktail 😉

Baby Shower Favorites

Having a baby shower? Dresses, rompers and jumpsuits are all great options that can be tailored to the style, theme and location of your soirée.

Delivery/ Postpartum Comfort

Comfort, comfort, comfort. It’s all about keeping things simple and intentional. You aren’t going to want to be pulling on leggings or sweatpants right after delivery. As someone who had an unexpected caesarean, I was stuck in the itchy hospital gown wishing I had my own robe. The collection above includes delivery and nursing robes and other items I *wish* brought with me to the hospital. Check out this complete list of must-haves for your hospital bag here!

Book Your Boston Maternity Session

Looking for a Boston Maternity Photographer who specializes in soft, simplistic portraits filled with connection? We may be a good fit! From a curated wardrobe and light-filled studio space to custom heirloom artwork design, it’s truly a full-service portrait experience. We’re currently booking 2024 due dates: click here to get in touch!

Thinking about documenting your pregnancy? If you haven’t, consider this your nudge. Not convinced? Here are just a few reasons why investing in a maternity session will always be worth it.

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Thanks for stopping by! I hope you enjoyed my “Casual Maternity Clothes for Every Occasion” feature.

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Molly Katherine is a newborn photographer serving families in Boston and MetroWest MA. Molly provides a full-service experience ideal for busy Boston moms and their modern families. With a curated wardrobe, light-filled studio space and custom heirloom artwork design, Molly serves her clients well every step of the way. If you are drawn to simplistic, connection-filled images and are searching for a Boston maternity or newborn photographer, we may be a great fit.

I’d love to connect and share more about my process with you! To reserve your 2024 maternity, newborn or family portraits, visit Molly Katherine Photography or send an email to

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Molly serves Greater Boston, Middlesex and Worcester counties including: Brookline | Belmont | Natick | Needham | Weston | Wellesley | Sherborn | Hopkinton | Westborough | Grafton and beyond

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  1. Christy says:

    Love these suggestions! It’s so hard to shop for maternity clothes!

    • Molly Dercolo says:

      Isn’t it?? I totally felt this way during my pregnancy. That’s one of the reasons I was inspired to write this post!

  2. It’s so important to be comfortable during pregnancy. I love your recommendations on being cozy and stylish!

    • Molly Dercolo says:

      Yes! I loved these loungewear options and really wish I had known about them when I was pregnant!

  3. Ashlie says:

    So many cute outfit options here for pregnant people! I love that you shared some key postpartum essentials too. That Frida Mom postpartum kit is AMAZING!

    • Molly Dercolo says:

      Yes! Those postpartum essentials are so valuable. I learned the hard way just how helpful some of those items would have been for me in the hospital and shortly thereafter.

  4. Virginia says:

    Honestly, this post is a gift. When I was pregnant I was pretty much on my own to find good maternity clothing. This blog post would have been a Godsend.

    • Molly Dercolo says:

      Ah thank you! I felt the same way. I was totally lost when it came to finding things to wear during my pregnancy. That’s what inspired me to do the research for this post!

  5. Oh my gosh, I love all your suggestions for casual maternity clothes.

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Hi, I'm Molly.
Mom, Wife + Boston Newborn Photographer

I'm so happy you're here! I'm a mom of two (identical twin boys!) and have been married to my husband for 7 years. I believe iced coffee should be enjoyed year-round and I will die *well-caffeinated* on this hill.

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Serving greater Boston, Middlesex and Worcester counties including: Brookline | Belmont | Natick | Weston | Wellesley | Sherborn | Hopkinton | Westborough | Grafton and beyond.

Molly Katherine is a Boston Newborn Photographer who preserves the moments of early motherhood through soft, simplistic, connection-filled portraits.

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