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💍 How to Prep for Your Engagement Session (Without the Stress)

So you’ve booked your engagement session—yay! Whether you're a planning pro or totally winging it, I’ve got you. This guide will help you feel confident, comfortable, and ready to create photo magic without the stress.


1. Wear Something That Feels Like You


You don’t need a new wardrobe to look amazing—just wear something that makes you feel confident and comfortable. Stick to colors that flatter your skin tone, and avoid logos or loud patterns that can distract from your connection.

Smiling couple embracing in an autumn field, man wearing a beanie and plaid jacket, woman in a black top, both looking at the camera
No frills, no fuss—just cozy layers and real smiles. The best outfits are the ones that feel like home.

2. Coordinate—Don’t Match


You don’t need to be twins in denim and white (unless that’s the vibe). Choose complementary colors instead—think sage + cream, rust + navy, or neutrals with a pop of texture. It’s about balance, not symmetry.

Couple standing closely together in a golden autumn field, wearing coordinated deep red and black outfits during their engagement photo session
The best color combos feel natural and effortless—just like you two

3. Choose a Meaningful Location


Your session includes more than one location—so let’s make them count. Whether it’s a favorite trail, a cozy overlook, or that weird little spot you both love, choosing places with meaning can make your photos feel even more you. Not sure where to go? Don’t worry—I’ve got plenty of ideas to help make your session feel personal and unique.

Two men kissing while standing barefoot in the water at the edge of a quiet riverbank, holding their sandals during a summer engagement session
You bring the love story—I’ll bring the backdrop.

4. Plan for Movement


I’ll guide you through everything, but movement = magic. Expect walking, twirling, maybe a dip kiss or a piggyback moment. Wear clothes and shoes that let you move freely, and be ready to laugh, spin, and have fun.

Playful couple in a sunny field, man holding his girlfriend upside down over his shoulder while both laugh during a fun engagement session
Movement, laughter, and a little chaos!

5. Bring the Vibe


Want to bring your dog? Do it. Have a playlist that always gets you dancing? Let’s blast it. These photos should feel like you—quirks, giggles, and all.

Couple standing in a tall grassy field with two happy dogs, one being held and one on a leash, smiling during their engagement photo session
Let your personality show. That’s what makes the photos yours.

6. Trust the Process


You don’t need to know what to do with your hands—I’ve got you. My job is to help you feel comfortable and guide you into real moments. We’ll skip the stiff stuff and keep things light, fun, and very you.

Couple laughing and embracing outdoors, caught in a playful, candid moment during their engagement session
The best moments aren’t posed—they’re felt.

💬 Final Thoughts


An engagement session with me isn’t just about pretty photos—it’s about celebrating your connection. We’ll laugh, explore, and create something that feels real and beautiful.


If you have any questions or need help picking an outfit or location, don’t hesitate to reach out. I’m here to help every step of the way 💍



With love,

Rachel Sky

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Sky Photography is your not-so-average affordable photographer in La Crosse, WI. I shoot families, seniors, weddings, motorsports, and chaotic cuteness of all kinds—with heart, hustle, and zero judgment. Let’s make something great.

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