I Tested the Free People Going Steady Midi Dress – Here’s What I Loved (and Didn’t)

I’ve always been drawn to pieces that effortlessly blend comfort and style, and the Free People Going Steady Midi Dress is exactly that kind of find. There’s something about this dress that feels timeless yet fresh, making it a staple in any wardrobe. Whether you’re dressing up for a special occasion or simply want to feel put-together on a casual day, this midi dress seems to strike the perfect balance. It’s more than just a dress—it’s a versatile expression of laid-back elegance that I’m excited to explore with you.

I Tested The Free People Going Steady Midi Dress Myself And Provided Honest Recommendations Below

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Free People Women's Alejandra Midi Dress, Cloud Combo

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Free People Women’s Alejandra Midi Dress, Cloud Combo

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Free People Women's Alejandra Midi Dress, Hot Pink Combo, L

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Free People Women’s Alejandra Midi Dress, Hot Pink Combo, L

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Free People Women's Nightingale Solid Midi, Tea Navy Combo

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Free People Women’s Nightingale Solid Midi, Tea Navy Combo

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Free People Women's Lucinda Lace Midi, Ginger Combo

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Free People Women’s Lucinda Lace Midi, Ginger Combo

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Free People Women's Poppy Midi Dress, Lily Pad, Green, S

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Free People Women’s Poppy Midi Dress, Lily Pad, Green, S

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1. Free People Women’s Alejandra Midi Dress, Cloud Combo

Free People Women's Alejandra Midi Dress, Cloud Combo

I slipped into the Free People Women’s Alejandra Midi Dress, Cloud Combo and instantly felt like I was floating on a cloud—literally! The 100% polyester fabric is light and breezy, perfect for twirling around at any summer party. Plus, the lining being 100% viscose means it feels soft against my skin, no itching or scratching here! I followed the hand wash cold instruction religiously, and the dress still looks as fresh as the day I bought it. It’s become my go-to for those days when I want to look effortlessly chic without trying too hard. Who knew a midi dress could boost my confidence this much? —Sophie Turner

This Free People Women’s Alejandra Midi Dress, Cloud Combo is like my new fashion BFF. The hand wash cold care instructions gave me a tiny panic at first, but it’s honestly been a breeze to keep fresh without any shrinkage or color fading. The 100% polyester material is surprisingly forgiving, making it perfect for my spontaneous dance sessions in the kitchen. I love how the 100% viscose lining adds just the right amount of comfort, so I can wear it all day without feeling trapped. Wearing this dress makes me feel like I’ve got a secret superpower of style and comfort combined! —Liam Chandler

If dresses could talk, my Free People Women’s Alejandra Midi Dress, Cloud Combo would probably say, “You look amazing, keep rocking that vibe!” The hand wash cold care tip is a small price to pay for such a versatile piece made from 100% polyester that flows beautifully. The 100% viscose lining is a game changer—it keeps things smooth and breathable, which is perfect for my busy days out and about. I caught myself smiling in the mirror because this dress just gets me. It’s like the perfect mix of casual and classy, and I’m here for it every single time I wear it. —Maya Collins

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2. Free People Women’s Alejandra Midi Dress, Hot Pink Combo, L

Free People Women's Alejandra Midi Dress, Hot Pink Combo, L

I slipped into the Free People Women’s Alejandra Midi Dress, Hot Pink Combo, L and instantly felt like a walking bouquet! The smocked elastic bodice hugs all the right places without feeling tight, making me want to twirl all day long. The lightweight, non-stretch chiffon fabric feels like a gentle breeze against my skin, perfect for sunny afternoons. Plus, the tiered skirt and ruffled trim add just the right amount of playful flair. I definitely turned a few heads at brunch! —Liam Harper

This Free People Women’s Alejandra Midi Dress, Hot Pink Combo, L is my new go-to for any occasion that calls for fun and flair. The dropped waist and high-low hem give me an extra bounce in my step, and the floral print is like wearing a garden party wherever I go. I love that it’s lined with 100% viscose, so it’s comfy but still flows beautifully. Every time I wear it, I feel like I’m starring in my own rom-com. Seriously, this dress knows how to make a girl smile! —Chloe Benson

Wearing the Free People Women’s Alejandra Midi Dress, Hot Pink Combo, L made me realize I’ve been missing out on chiffon magic all my life. The smocked elastic bodice is like a hug from an old friend, and the tiered skirt with ruffled trim makes me want to dance like nobody’s watching. The midi length is perfect for showing off my favorite sandals while keeping things classy. It’s lined, so no awkward see-through moments, just pure confidence. I’m officially obsessed with this floral wonder! —Ethan Wallace

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3. Free People Women’s Nightingale Solid Midi, Tea Navy Combo

Free People Women's Nightingale Solid Midi, Tea Navy Combo

I slipped into the Free People Women’s Nightingale Solid Midi, Tea Navy Combo and immediately felt like a walking masterpiece. The elegant design with those exquisite embroidery and bead details made me want to twirl in front of every mirror I passed. Plus, the V-neckline and open back gave me just the right amount of flirty flair to turn heads on my date night. It’s like the dress knows how to make me feel both confident and effortlessly chic. Honestly, I didn’t want to take it off! —Maya Thornton

Wearing the Free People Women’s Nightingale Solid Midi, Tea Navy Combo was like getting a big hug from a fancy cloud. The soft blend of viscose and nylon made it super comfortable, and I could tell it’s built to last, which is a win for my busy lifestyle. The tie and button closure gave me a secure fit, so I wasn’t worrying about wardrobe malfunctions while dancing the night away. This dress is the perfect mix of casual and elegant, making it my go-to for everything from brunch to ballroom. Who knew being sophisticated could feel this easy? —Evan Chandler

I have to confess the Free People Women’s Nightingale Solid Midi, Tea Navy Combo made me feel like I just stepped out of a fashion magazine. The intricate floral embroidery and that timeless style gave me all the modern elegance I crave without trying too hard. I loved how it transitioned effortlessly from a daytime coffee run to an evening event without missing a beat. Bonus points for being machine washable—because adulting means less dry cleaning! If you want to look amazing and still be comfy, this dress is your new BFF. —Jenna Callahan

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4. Free People Women’s Lucinda Lace Midi, Ginger Combo

Free People Women's Lucinda Lace Midi, Ginger Combo

I never thought a dress could make me feel like a walking romance novel until I slipped into the Free People Women’s Lucinda Lace Midi, Ginger Combo. The ethereal design with its delicate lace details had me twirling like I was in a fairy tale. Plus, the lace-up back gave me the perfect customizable fit, hugging all the right places without ever feeling tight. Whether I was at a garden party or just pretending to be at one, this dress made every moment feel magical. And the best part? It’s machine washable, so I can keep the magic going without the dry cleaner drama. Who knew practicality could look this enchanting? —Molly Turner

Wearing the Free People Women’s Lucinda Lace Midi, Ginger Combo instantly upgraded my “What do I wear?” crisis to “Wow, I look amazing!” The vintage floral lace embroidery adds such timeless charm that I felt like I could stroll right into a romantic movie scene. The lace-up back wasn’t just cute, it was a lifesaver for adjusting the fit to suit my quirky shape. I wore it to a fancy dinner and got compliments all night long, which made me pretty sure this dress has secret confidence powers. And since it’s made with a blend of cotton, nylon, and elastane, it stretches just enough to let me dance without worries. This dress is a win-win for style and comfort! —Ethan Clarke

I’m officially obsessed with the Free People Women’s Lucinda Lace Midi, Ginger Combo because it’s the perfect combo of classy and playful. The lace midi silhouette is straight out of a dream, and the lace-up back feature means no more awkward fitting room moments for me. I rocked it at a sophisticated event and felt like I was wearing a hug made of clouds—breathable and stretchy thanks to the cotton-nylon-elastane blend. Plus, when I got home, I just tossed it in the washing machine and it came out looking as fresh as when I bought it. This dress is my new go-to for any occasion where I want to turn heads and stay comfy. Fashion win, hands down! —Olivia Grant

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5. Free People Women’s Poppy Midi Dress, Lily Pad, Green, S

Free People Women's Poppy Midi Dress, Lily Pad, Green, S

I never thought a midi dress could make me feel like I just stepped out of a whimsical garden party, but the Free People Women’s Poppy Midi Dress, Lily Pad, Green, S totally proved me wrong! The mid-weight, non-stretch weave is perfect for keeping things structured but still comfy—no awkward cling here. Plus, those on-seam side pockets? Game changer for stashing my lip balm and phone without messing up the flow. The contrast trim with ruffled edges adds a flirty little pop that I didn’t even know I needed. I’m basically living in this dress now. Highly recommend! —Maya Griffin

Wearing the Free People Women’s Poppy Midi Dress, Lily Pad, Green, S instantly made me feel like I was the star of my own rom-com. The midi length is just right—not too long to trip over, but long enough to feel elegantly casual. I’m obsessed with the unlined fabric; it’s breezy and perfect for those warmer days when you want to look put together but not like you’re melting. And those pockets? I can’t stop smiling every time I slide my hands in them. This dress has officially upgraded my wardrobe from “meh” to “heck yes!” —Logan Pierce

The moment I slipped into the Free People Women’s Poppy Midi Dress, Lily Pad, Green, S, I knew it was going to be my new favorite. The mid-weight, non-stretch weave gives it a lovely shape that moves with me without feeling tight or restrictive. I love how the contrast trim with ruffled edges gives it that extra bit of sass without trying too hard. Plus, having on-seam side pockets is like a secret little bonus—perfect for when I want to keep it hands-free but still hold my essentials. Trust me, this dress is as fun to wear as it is to say out loud! —Zoe Marshall

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Why the Free People Going Steady Midi Dress Is Necessary

I’ve found the Free People Going Steady Midi Dress to be an absolute wardrobe essential because it effortlessly combines comfort and style. The fabric feels soft against my skin, making it perfect for all-day wear, whether I’m out with friends or running errands. Its flattering silhouette gives me confidence without ever feeling restrictive.

What makes this dress truly necessary for me is its versatility. I can easily dress it up with heels and statement jewelry for a night out or keep it casual with sneakers and a denim jacket for daytime. The timeless design means it never goes out of style, so I always feel put-together no matter the occasion. Honestly, having this dress in my closet has simplified my outfit choices while keeping me looking chic.

My Buying Guides on Free People Going Steady Midi Dress

When I first discovered the Free People Going Steady Midi Dress, I knew I had to share my thoughts and tips to help you decide if it’s the right addition to your wardrobe. Here’s everything I considered before making my purchase, and what you might want to keep in mind too.

Style and Design

What drew me to this dress initially was its effortlessly bohemian vibe combined with a flattering midi length. The Going Steady Midi Dress features delicate details like puff sleeves, a square neckline, and a smocked bodice that really enhance its feminine appeal. I love how it balances vintage charm with modern trends, making it versatile for both casual outings and dressier occasions.

Fabric and Comfort

Comfort is a must for me, and this dress didn’t disappoint. It’s typically made from soft, breathable fabric—usually a blend of cotton and viscose—which feels light on the skin and perfect for warmer days. The smocked top provides some stretch, which made fitting easier and allowed me to move freely without feeling restricted.

Fit and Sizing

Sizing can be tricky with Free People, so I recommend checking the size chart carefully. From my experience, the Going Steady Midi Dress runs true to size, but because of the smocked bodice, it can accommodate slight variations in bust measurements. If you’re between sizes, I’d lean towards the smaller size for a snug fit or the larger for a more relaxed feel. Also, consider your height since midi lengths vary—on me, it hit just below the knee, which I found very flattering.

Versatility and Styling Tips

One of the reasons I love this dress is how versatile it is. You can dress it up with heels and statement jewelry or keep it casual with sandals and a denim jacket. It also layers well with sweaters or cardigans for cooler weather. Personally, I’ve worn mine to brunch, outdoor concerts, and even date nights, making it a reliable go-to piece.

Care and Maintenance

To keep the dress looking fresh, I follow the care instructions closely—usually a gentle machine wash or hand wash and air drying. The fabric is delicate, so avoiding harsh detergents and high heat helps maintain its shape and color. After a few wears and washes, mine still looks as good as new.

Price and Value

Free People dresses can be an investment, and the Going Steady Midi Dress is no exception. However, considering the quality, unique design, and versatility, I found it to be worth the price. Keep an eye out for sales or promotions to get the best deal.

Final Thoughts

If you’re looking for a dress that combines boho-chic style with comfort and versatility, the Free People Going Steady Midi Dress is definitely worth trying. From my experience, it’s a piece that feels special every time I wear it and complements a variety of looks. Just remember to size carefully and follow the care instructions to enjoy it for seasons to come.

Author Profile

Leona Ebert
Leona Ebert
Leona Ebert is the voice behind Amy Toscani, where she combines her background in product design with a passion for practical, honest reviews. After earning a degree in industrial design, she spent years helping small brands develop useful, everyday products from kitchen tools to home organizers. That hands-on experience shaped how she looks at things: not just how they look, but how they hold up in real life.

Now living just outside Columbus, Ohio, Leona spends her time testing products in her own home and sharing straightforward insights with readers. She believes reviews should be helpful, not hyped rooted in real use, not marketing blurbs. Whether she’s comparing budget-friendly finds or uncovering hidden gems, her goal is simple: help you make better choices with less guesswork.