A Love Story in Style: Plus Size Valentine's Day Looks to Fall For

There’s something powerful about loving what you wear, especially during the season of love. When a piece fits well and feels good, it changes the way you move through the day, helping you feel confident, comfortable, and more like yourself.

Valentine’s Day can be many things, from a candlelit dinner to a night out with friends or a quiet moment of self-love. This edit reflects that, bringing together flattering silhouettes, rich romantic colors, and thoughtful details designed to feel easy to wear and genuinely good on. Whether your plans are dressed up or completely relaxed, these plus size Valentine’s Day styles are meant to be loved now and worn well beyond February 14th.

Old Hollywood Glamour, Reimagined

Some dresses make sense the moment you put them on. The Betsey Ruched Dress is one of those pieces. Inspired by the confident glamour of Old Hollywood, it’s designed to skim and shape in a way that feels intentional but never restrictive. The soft mesh fabric stretches comfortably, while ruching through the waist and skirt creates a smooth, flattering silhouette that works with your curves, not against them.

With its V-neckline and long sleeves, the look feels balanced and polished, perfect for Valentine’s dinners or evenings when you want to feel a little dressed up without feeling overdone. Styled with a sleek heel and minimal jewelry, this plus size bodycon dress feels effortlessly refined, while a bold lip adds just enough drama to make the night feel special.

Love, Simplified

There’s a special kind of peace that comes with a truly one-and-done outfit. The Brigitte Long Sleeve Jumpsuit offers exactly that, a complete look in a single step, no outfit math required. Crafted from a soft brushed knit jersey, it’s comfortable enough for lingering conversations and dessert, yet polished enough to feel fully put together.

The surplice neckline and gently gathered waist create a flattering shape, while the wide-leg silhouette moves easily as you walk. And yes, it has pockets — roomy enough for your lipstick and your phone, because the best outfits always leave your hands free. Add statement earrings or a metallic clutch, and the look feels instantly finished. This plus size jumpsuit is proof that Valentine’s style doesn’t need layers of effort to feel thoughtful or special.

A Playful Kind of Romance

Not every Valentine’s look needs to take itself so seriously. Some are meant to move, to sway, and to feel a little fun. The Whimsy Wrap Dress understands that assignment perfectly. With cascading flounces and a wrap silhouette, it highlights curves while staying comfortable and wearable. The tomato-red hue feels warm, confident, and just playful enough for Valentine’s plans.

The adjustable wrap allows for a personalized fit, while soft ruffles add movement that feels natural as you walk, sit, and laugh your way through the evening. Styled with shoes you can actually move in, this plus size midi dress feels ideal for nights that unfold easily, with room for spontaneity.

Love in Full Bloom

There’s something undeniably romantic about a red maxi, especially when it fits as beautifully as this one. The Vienna Maxi Dress in Red Blooms pairs a bold floral print with one of Kiyonna’s most loved silhouettes, creating a look that feels confident, feminine, and refreshingly easy to wear.

The soft stretch jersey drapes comfortably, while the empire waist and flowing A-line skirt create a timeless shape that moves with you. Subtle side slits add just enough ease to keep things relaxed. Paired with gold jewelry and a simple heel, it’s ready for dinner or a special occasion, while flats and a soft wrap make it just as lovely for a quieter night.

Top Tier Romance

Sometimes the heart of a great Valentine’s outfit is a really good top. The Femme Fatale Faux Wrap Top in burgundy delivers that pulled-together feeling instantly, with a flattering silhouette that’s easy to wear and easy to love. Pair with our Polished Ponte Pants for a look that feels streamlined and confident. The Curvy Pencil Skirt adds a classic, feminine touch, while the Isla Tiered Mesh Maxi Skirt brings a softer, more romantic feel that works beautifully for Valentine’s plans.

For a lighter mood, the Promenade Top in Orchid offers flow and ease with kimono sleeves and a draped front that feels relaxed yet refined. Paired with the same mix of polished pants or skirts, it’s an effortless way to build a Valentine’s look that feels personal, comfortable, and quietly confident.

Love the Way You Dress

Valentine’s Day is ultimately about connection. With someone else, with friends, or with yourself. These plus size styles are designed to support that feeling, helping you feel comfortable in what you’re wearing and confident in how you show up.

Choose pieces that fit well, feel good, and make getting dressed something you actually look forward to. Shop our collection of plus size Valentine’s Day styles and find the look that feels like your kind of love story.