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Summer Outfits Inspired by Your Favorite Rom-Com Heroines

By Cassie Bauer Jul 24, 2025 | 10:53 AM

If there’s one thing romantic comedies do best, besides making us cry over fictional love stories, it’s giving us iconic fashion moments. From flirty dresses to cool-girl casual looks, these characters basically gave us the blueprint for effortless style. So, why not channel your inner rom-com lead this summer? We pulled outfit inspiration straight from the movies we’ll never stop rewatching, plus a few shopping links to bring the looks to life.


1. Jenna Rink from 13 Going on 30

Jenna Rink’s rainbow dress is unforgettable, but her overall style screams fun and confident. To recreate her summer look, grab a colorful slip dress and pair it with chunky heels or strappy sandals. Add a glossy lip and a mini bag to complete the outfit.


2. Jane Nichols from 27 Dresses

Okay, Jane’s closet might be full of “interesting” bridesmaid dresses, but her everyday style is classic and feminine. Think soft pastel tops, flowy skirts, and delicate jewelry. A floral midi dress and cute wedges are perfect for brunch or a summer wedding guest look.


3. Sally Albright from When Harry Met Sally

Sally’s style is smart, timeless, and a little preppy. For a summer twist, pair a crisp white button-up with denim shorts or a linen skirt. Top it off with gold accessories and simple loafers or sneakers. It’s casual but looks like you really tried.


4. Andie Anderson from How to Lose a Guy in 10 Days

That yellow dress? Still iconic. A flowy maxi in a bright color will have you feeling like you’re about to make your own dramatic rom-com entrance. Keep the accessories simple with gold bangles and strappy sandals.


5. Lara Jean Covey from To All the Boys I’ve Loved Before

Lara Jean’s sweet and quirky style is perfect for summer. Think patterned skirts, cropped cardigans, and cute hair accessories like scrunchies or bows. It’s all about mixing soft pastels and playful prints.


6. Rachel Chu from Crazy Rich Asians

Rachel gives us sleek, polished, but still fun looks. For summer, go for bold colors and tailored pieces, like wide-leg linen pants paired with a chic halter top. Add a statement pair of sunglasses and you’ll feel unstoppable.


Which rom-com character are you channeling this summer? Whether you want to go full Jenna Rink with bold color or keep it as classic as Sally Albright, these looks are easy to mix and match. Grab an outfit, hit up your favorite rooftop patio or park picnic, and live your main character moment.

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