
Embracing imperfection in self-portrait photography isn’t just about accepting flaws—it’s about discovering emotional depth, unlocking authentic self-expression, and finding beauty where you least expect it. This creative approach allows photographers to shift focus away from perfectionism and toward honest storytelling. Through my own journey—including a vulnerable and exhilarating live demo at the Elena S Blair Mastermind Retreat—I’ve experienced firsthand how self-portrait photography can be both healing and transformative.
This truth hit home for me at the Elena S Blair Mastermind Retreat in Brooklyn, NY—my very first speaking engagement. Standing in front of an audience of 78 people, I was shaking. That morning, I cried in the shower, overwhelmed with nerves.
But as I began sharing my story and demonstrating a live self portrait photography session with my Lensbaby Velvet 56, something shifted. I spoke about the healing and expressive nature of self portraits. And as I created images in real time—flaws, stumbles, and all—I felt not judged, but liberated.
That one moment of courage has sparked something new: a deeper desire to teach and empower others through this incredible creative practice.


Thanks to the generous sponsorships from Miller’s Lab and Lensbaby, I demonstrated a unique technique: photographing through bubble wrap.
This isn’t just a quirky trick—it’s a metaphor for self portrait photography. The distortions soften and obscure, revealing mood and mystery. And like our own insecurities, the flaws enhance the final story.
This method, while visually stunning, also opens a doorway to self expression—inviting us to experiment, to play, and to let go of the need to be perfect.
Let’s be honest: turning the camera on yourself can feel uncomfortable at first.
That’s why I created the Camera Confidence Toolkit—to help you feel grounded, centered, and expressive in front of the lens. The Camera Confidence Toolkit is a great starting point for anyone exploring how embracing imperfection in self-portrait photography can actually enhance emotional connection in your work.
This kit isn’t just about poses. It’s about mindset shifts. Affirmations. Energy. It’s how I prepared for my own self-portrait sessions before ever stepping on that retreat stage.
If you’ve been hesitant to try self portrait photography because of fear or nerves, start here.
As photographers, embracing imperfection allows us to explore creativity without boundaries, see beauty in the unusual, and tell authentic stories. This approach encourages us to use unique materials and techniques to enhance our photography. Have you ever used unconventional tools in your work? Incorporating objects like prisms, fairy lights, or even household items can add unexpected elements to your photos. For example, shooting through a glass of water can create intriguing distortions, and using a simple piece of colored plastic can tint your images in magical ways.
By experimenting with different tools and techniques, we break free from traditional constraints and discover new facets of our creativity. Share your most inventive shots with me or let me know if this inspires you to experiment! Embrace the unexpected, and let’s see where it takes us.
Whether you’re shooting clients or exploring self portrait photography, try using unconventional materials to spark creativity. These imperfections tell compelling, authentic stories.
If you’re looking to try something new, embracing imperfection in self-portrait photography gives you permission to experiment with textures, blur, and abstract tools like bubble wrap or glass.
Use Creative Materials

Play with Shadows
Window blinds, houseplants, and lace curtains can all create stunning overlays of light and shadow.

Allow parts of your photo to blur and breathe. This draws focus and adds emotion.

Want to learn more about the tools I use behind the scenes? Check out my gear essentials for self-portraiture.
Consistency builds confidence. That’s why I created the 30-Day Self-Portrait Challenge. This resource offers one prompt per day to help you explore light, emotion, movement, and color—all through self portrait photography.
It’s great for beginners or those stuck in a creative rut.
Stuck in front of the camera wondering what to do with your hands (or your face)? I’ve been there.
The Self-Portrait Posing Guide was created to take away that stress. Inside, you’ll find pose sequences, expression tips, and framing suggestions that make every session easier and more creative.
This guide is designed to empower your self expression—not restrict it.
At the retreat, I realized that the most powerful photos are not always the ones that are sharpest or most technically perfect—they’re the ones that feel the most honest.
Through self portrait photography, we’re allowed to speak. To emote. To create a visual diary of our highs, lows, and everything in between.
This art form is deeply personal. Yet when shared, it becomes universal.
Curious how this art form can support personal growth? Dive into how self-portraiture leads to personal transformation.
Stepping onto that stage reminded me of something I want you to remember too:
You don’t need to be perfect to be powerful.
If you’re nervous about trying self portrait photography, or unsure where to begin—start with self compassion. Try a new lens. Shoot through bubble wrap. Let yourself be blurry. Be playful. Be poetic.
Above all, be you.
Want to pair your creative journey with deep personal growth? Join my newsletter for book recommendations, inspiration, and behind-the-scenes stories.



Oh hey there, nice to meet you!
I’m Shannon O’Malley— a Minneapolis-based (soon-to-be Dallas, TX!) photographer who specializes in online dating profile photography, personal branding portraits, business headshots, and senior sessions. Whether you’re showing up on dating apps, LinkedIn, or your website, I create natural light photos that help you feel confident, magnetic, and true to yourself.
With over 15 years of experience — and a journey that’s taken me from single mom to entrepreneur (with a CBS feature along the way) — I’ve seen firsthand how the right photos can open doors. From attracting more aligned matches to landing dream clients, your image is often the first impression. Let’s make it count.
I also help service providers and creatives get discovered through AI search tools like ChatGPT. I’m the creator of the AI Discovery Checklist and the upcoming course Booked by ChatGPT, designed to help people like you show up where your dream clients are already asking, “Who should I hire?”
Oh, and I’m also the founder of the Empowered Evolution Mentorship Program — where I teach photographers how to build profitable, sustainable businesses with intentional marketing, smart SEO, and systems that don’t burn you out.
When I’m not behind the camera, you’ll find me with my husband, my son, and our beautifully blended family — soaking up everyday joy here in the Twin Cities (for now!). We’re relocating to Dallas, Texas in 2026, where I’ll continue offering my signature photography experience for daters, creatives, and business owners in the DFW area.
Ready for photos that actually feel like you? Whether you’re leveling up your dating profile, your personal brand, or your online visibility, I’ll guide you every step of the way.Let’s book your session — or start with the free AI Discovery Checklist.

Photographed by Shannon O’Malley of Shannon Kathleen Photography — Twin Cities photographer specializing in dating and branding portraits.
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