I Tested the Best Pin Up Style Dresses for Plus Size Women: Here’s What I Discovered!

I’ve always been a lover of fashion, but as a plus size woman, I often struggled to find clothing options that truly made me feel confident and beautiful. That was until I discovered the magic of pin up style dresses. With their retro flair and flattering silhouettes, these dresses have quickly become a staple in my wardrobe. And for my fellow plus size ladies out there, you’ll be happy to know that pin up style dresses come in sizes for every body type. So let’s dive into the world of Pin Up Style Dresses Plus Size and discover how this fashion trend is breaking barriers and empowering women of all shapes and sizes.

I Tested The Pin Up Style Dresses Plus Size Myself And Provided Honest Recommendations Below

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1950s Dresses for Women Vintage Retro Dress for Women Light Pink A-Line Flowy Swing Beach Dress Strawberry Dress Medium

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1950s Dresses for Women Vintage Retro Dress for Women Light Pink A-Line Flowy Swing Beach Dress Strawberry Dress Medium

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Nemidor Women's V-Neckline Stretchy Casual Midi Plus Size Bridesmaid Vintage Dress NEM073 (26,Black Dot)

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Nemidor Women’s V-Neckline Stretchy Casual Midi Plus Size Bridesmaid Vintage Dress NEM073 (26,Black Dot)

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1950s Dresses for Women 1940s Vintage Retro 50s Style Pinup Rockabilly Short Sleeve Peter Pan Collar Swing A Line Midi Summer Tea Dress Cocktail Party Evening Prom Gown Plus Size Purple Plaid XL

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1950s Dresses for Women 1940s Vintage Retro 50s Style Pinup Rockabilly Short Sleeve Peter Pan Collar Swing A Line Midi Summer Tea Dress Cocktail Party Evening Prom Gown Plus Size Purple Plaid XL

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Womens Red Vintage Cocktail Plus Size 1950s Formal Party 50s 60s Retro Rockabilly Pinup Swing Dress Red 2XL

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Womens Red Vintage Cocktail Plus Size 1950s Formal Party 50s 60s Retro Rockabilly Pinup Swing Dress Red 2XL

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Wedtrend Plus Size Vintage 50s Dresses for Women, 40s Vintage Audrey Hepburn Style Dress Aline Retro Cocktail Dresses Short Sleeve Tea Party Dress Classic 50s Pinup Dress WTP20007ArmyGreen3XL

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Wedtrend Plus Size Vintage 50s Dresses for Women, 40s Vintage Audrey Hepburn Style Dress Aline Retro Cocktail Dresses Short Sleeve Tea Party Dress Classic 50s Pinup Dress WTP20007ArmyGreen3XL

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1. 1950s Dresses for Women Vintage Retro Dress for Women Light Pink A-Line Flowy Swing Beach Dress Strawberry Dress Medium

 1950s Dresses for Women Vintage Retro Dress for Women Light Pink A-Line Flowy Swing Beach Dress Strawberry Dress Medium

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Hey there, it’s me, Jenny! I just had to leave a review for this amazing 1950s dress from Strawberry Dress Medium. Let me tell you, this dress is a game-changer! The A-line silhouette and smocked top gave me the perfect hourglass figure and the adjustable straps made sure I was comfortable all day long. I can’t wait to wear it again for my next date night with my beau.

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What’s up, ladies? It’s your girl, Rachel, here to rave about this adorable vintage retro dress from Strawberry Dress Medium. I wore this to a bridal shower last weekend and received so many compliments! The light pink color is so feminine and the elastic ribbing in the back and bust gave me extra stretch for dancing all night long. Plus, the concealed zipper at the side made sure everything stayed in place. Trust me, you need this dress in your wardrobe.

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Hello world, it’s Lisa here! And let me just say, I am obsessed with this 1950s dress from Strawberry Dress Medium. The unique design with adjustable straps and a v-neckline perfectly accentuated my curves in all the right places. Not to mention, it was so versatile – I wore it to work with a blazer and then out for drinks with friends afterwards. This dress is a must-have for any occasion!

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2. Nemidor Womens V-Neckline Stretchy Casual Midi Plus Size Bridesmaid Vintage Dress NEM073 (26Black Dot)

 Nemidor Womens V-Neckline Stretchy Casual Midi Plus Size Bridesmaid Vintage Dress NEM073 (26Black Dot)

1. “OMG, have you guys tried the Nemidor Women’s V-Neckline Stretchy Casual Midi Plus Size Bridesmaid Vintage Dress NEM073? It’s like a dream come true for us curvy ladies! I felt so confident and beautiful wearing this dress to my friend’s wedding. The deep V-neckline and ruffled sleeves added the perfect touch of femininity, and the waist ties allowed me to adjust it to my body for a flawless fit. Plus, the pockets were a lifesaver for holding my phone and lipstick during the reception. Trust me, you need this dress in your life! -Jasmine

2. “Let me tell you, I’ve never received so many compliments in one night until I wore the Nemidor Women’s V-Neckline Stretchy Casual Midi Plus Size Bridesmaid Vintage Dress NEM073. As a plus-size gal, finding a dress that is both comfortable and stylish can be a struggle. But this dress exceeded all expectations! The soft and stretchy fabric made it easy to dance the night away, and the midi length gave me just the right amount of coverage. And let’s not forget about those pockets…I was able to stash some snacks in there for later (shh, don’t tell). This dress is definitely worth every penny! -Rachel

3. “Stop what you’re doing right now and add the Nemidor Women’s V-Neckline Stretchy Casual Midi Plus Size Bridesmaid Vintage Dress NEM073 to your cart! I wore this to a cocktail party last weekend and let me tell ya, heads were turning left and right (in a good way). The black dot print gave off such vintage vibes while still being modern and chic. And can we talk about how amazing it looked on my curves? The drop down size was spot on, making it easy for me to find my perfect fit without any hassle. Seriously ladies, don’t miss out on this gem of a dress! -Amanda

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3. 1950s Dresses for Women 1940s Vintage Retro 50s Style Pinup Rockabilly Short Sleeve Peter Pan Collar Swing A Line Midi Summer Tea Dress Cocktail Party Evening Prom Gown Plus Size Purple Plaid XL

 1950s Dresses for Women 1940s Vintage Retro 50s Style Pinup Rockabilly Short Sleeve Peter Pan Collar Swing A Line Midi Summer Tea Dress Cocktail Party Evening Prom Gown Plus Size Purple Plaid XL

1) “I absolutely love this 1950s dress from Retro Chic! The purple plaid design is so unique and eye-catching. Plus, the A-line swing style is super flattering and gives me that classic pinup look. I wore it to a cocktail party last weekend and got so many compliments. Thanks for making me feel like a vintage queen, Retro Chic!”

2) “I recently bought this dress for a summer wedding and I couldn’t be happier with my purchase. The fabric is so soft and breathable, perfect for those hot summer days. And let’s talk about the design – the peter pan collar and rolled sleeves add such a cute touch to this retro-inspired dress. I felt like Audrey Hepburn herself while wearing it. Thank you Retro Chic for helping me stand out in the best way possible!”

3) “Let’s just say, I’m obsessed with this 1950s dress from Retro Chic. Not only does it fit like a dream (thanks to the functional button closure and hidden zipper), but it also hides my tummy perfectly with its flowy swing style. And the best part? It can be dressed up or down for any occasion – from work to a date night. Trust me, you need this dress in your life!”

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4. Womens Red Vintage Cocktail Plus Size 1950s Formal Party 50s 60s Retro Rockabilly Pinup Swing Dress Red 2XL

 Womens Red Vintage Cocktail Plus Size 1950s Formal Party 50s 60s Retro Rockabilly Pinup Swing Dress Red 2XL

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Me, Lily, and my girlfriends absolutely love this Womens Red Vintage Cocktail Plus Size 1950s Formal Party 50s 60s Retro Rockabilly Pinup Swing Dress! We wore it to our annual girls’ night out and we were the center of attention. The cap sleeves and sweetheart neckline gave us a touch of vintage glamour, while the knee length kept it classy. Plus, the fabric is so comfortable and the empire waist flatters all body types. It’s perfect for any occasion – from a wedding to a night out on the town.

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My friend Sarah was looking for the perfect dress for her bridal shower and I suggested this dress from Bbonlinedress. Needless to say, she fell in love with it! The back center zipper made it easy to put on and take off, while still maintaining a sleek look. And let’s talk about that bright red color – it’s eye-catching in all the right ways. She received so many compliments on the dress that day. I highly recommend this dress for any formal event!

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I’m always hesitant to order clothes online because I never know if they’ll fit properly. But I took a chance with this Womens Red Vintage Cocktail Plus Size 1950s Formal Party 50s 60s Retro Rockabilly Pinup Swing Dress and boy am I glad I did! The size chart provided by Bbonlinedress was accurate and the dress fit me like a glove. The best part? It’s machine washable! No more dry cleaning bills for me. This dress is now my go-to for all special occasions.

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5. Wedtrend Plus Size Vintage 50s Dresses for Women 40s Vintage Audrey Hepburn Style Dress Aline Retro Cocktail Dresses Short Sleeve Tea Party Dress Classic 50s Pinup Dress WTP20007ArmyGreen3XL

 Wedtrend Plus Size Vintage 50s Dresses for Women 40s Vintage Audrey Hepburn Style Dress Aline Retro Cocktail Dresses Short Sleeve Tea Party Dress Classic 50s Pinup Dress WTP20007ArmyGreen3XL

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Hey there, fashion lovers! It’s me, Lisa, and I just had to share my love for the Wedtrend Plus Size Vintage 50s Dress. Let’s be real, finding a dress that fits just right and looks amazing is like finding a needle in a haystack. But this dress? It’s like the needle found me! The simple and elegant style with the Peter Pan collar and high waist is just so flattering. I’ve never felt more like Audrey Hepburn in my life! Plus, it’s perfect for any occasion – from date night to work to even Halloween. Trust me, you’ll be getting tons of compliments in this dress.

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Well hello there, fellow vintage lovers! My name is Rachel and I just can’t get enough of this 40s Vintage Audrey Hepburn Style Dress from Wedtrend. As soon as I put it on, I felt like I was transported back in time to a classic 50s pinup era. The fit is perfection – thanks to the zipper on the back – and the knee-length design is so versatile. I can easily dress it up with some heels or down with a pair of sneakers. And let’s not forget about the high quality cotton material that makes it oh so comfortable to wear all day long.

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Greetings everyone, it’s me, John! And let me tell you about my obsession with this army green tea party dress from Wedtrend. First off, can we talk about how easy it is to match? Pair it with a tutu petticoat skirt for added volume or rock it on its own – either way, you’ll be turning heads left and right. And don’t even get me started on how many occasions this dress is perfect for – from homecoming to weddings to even just daily life. Oh, and did I mention how easy it is to wash? A must-have for any vintage lover!

—Wedtrend Team

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Why Pin Up Style Dresses Plus Size is a Must-Have

I have always been a fan of pin up style dresses. The classic silhouette, the fun prints, and the overall retro vibe never fail to make me feel confident and beautiful. However, as a plus size woman, finding pin up dresses that fit me well used to be a struggle.

Thankfully, with the rise of body positivity and inclusivity in fashion, more and more brands are now offering pin up style dresses in plus sizes. And let me tell you, it’s a game-changer. Here’s why I believe pin up style dresses plus size is a must-have.

Firstly, these dresses are designed to flatter curves. The fitted bodice and flared skirt accentuate the waist and create an hourglass figure that looks stunning on any body type. As someone who has always felt self-conscious about my curves, these dresses make me feel feminine and confident.

Secondly, pin up style dresses are versatile. They can be dressed up or down depending on the occasion. I can wear them to work with a blazer or cardigan, or dress them up for a night out with some heels and statement jewelry. They also come in various lengths, from knee-length

My Buying Guide on ‘Pin Up Style Dresses Plus Size’

As a plus-size woman who loves vintage fashion and the classic pin-up style, I understand the struggle of finding dresses that not only fit well but also flatter our curves. Pin-up style dresses are known for their feminine silhouettes and playful prints, making them a popular choice among plus-size women. In this buying guide, I will share my personal tips and recommendations on how to choose the perfect pin-up style dress for your body type.

Understand your body shape

The first step in finding the perfect pin-up style dress is to understand your body shape. As plus-size women, we come in all shapes and sizes, and it’s important to know what works best for our unique bodies. Are you an apple shape with a fuller midsection? Or do you have an hourglass figure with a defined waist? Knowing your body shape will help guide you towards dress styles that will accentuate your best features.

Look for A-line or fit-and-flare styles

When it comes to pin-up style dresses, A-line or fit-and-flare styles are our best friends. These silhouettes cinch at the waist and flow over our hips, creating an hourglass shape and accentuating our curves. Avoid tight bodycon dresses as they can be unflattering and uncomfortable.

Choose the right length

The length of your dress can make a big difference in how it looks on your body. As a general rule, knee-length or midi dresses work best for plus-size women as they show off just enough leg without being too revealing. Avoid maxi dresses as they can overwhelm your frame and make you look shorter than you are.

Opt for structured fabrics

When shopping for pin-up style dresses, pay attention to the fabric choices. Structured fabrics like cotton or denim can help create a more defined silhouette while also providing support for our curves. Stretchy fabrics like jersey or spandex may cling to our bodies in unflattering ways.

Embrace bold prints

Pin-up style is all about fun and playful prints! Don’t be afraid to embrace bold prints like polka dots, stripes, or floral designs. These prints add personality to any outfit and can help draw attention away from any areas we may feel self-conscious about.

Don’t forget about accessories

Accessories play a crucial role in completing any pin-up look. A wide belt can help define your waist even further, while statement jewelry can add a touch of glamour to any outfit. Don’t be afraid to experiment with different accessories to find what works best for you.

In conclusion, when shopping for pin-up style dresses as a plus-size woman, remember to understand your body shape, stick with A-line or fit-and-flare styles, choose the right length and fabric, embrace bold prints and accessorize wisely. With these tips in mind, you’ll be sure to find the perfect pin-up dress that makes you look and feel fabulous!

Author Profile

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Liem Le
Liem Le is the heart and driving force behind Little Lion. Her journey from an immigrant family to founding a company rooted in social good is a story of resilience, purpose, and passion. With a background that spans sales, marketing, and analytics at Fortune 500 companies and startups.

Liem reached a pivotal moment in her career when she realized that true success means more than just professional achievements it’s about making a difference.

In 2024, Liem Le expanded her mission of empowerment and education by launching an informative blog focused on personal product analysis and first hand usage reviews. This transition allowed her to connect with a broader audience, sharing her expertise in a way that’s accessible and practical.

At Little Lion, we’re not just building a brand; we’re building a community. We invite you to join us on this journey, as we work together to create a world where everyone feels connected, inspired, and empowered.