Photography That Fits – Headshots & Portraits

With over 20 years of experience, we offer more than just technical know-how — we understand how to bring out your best. Whether you need standout headshots for LinkedIn or acting, or natural portraits for personal or family moments, we tailor every session to suit you.

Personal Approach – Every person is different, so no two shoots are the same. We take time to listen, guide gently, and create an experience that feels easy and enjoyable.

Versatility & Experience – From professional headshots to relaxed family portraits, we’ve worked with individuals, performers, professionals, and families of all kinds.

Natural Style – Our work focuses on timeless photography that feels true to you. No awkward poses or over-editing – just images that you’ll still love in years to come.

Flexible Packages – Whether you’re after a quick headshot update or a longer portrait session, we’ll help you find the right fit.

At Imaginethat, we believe the best headshots and portraits are those that capture you in your most authentic state — whether you’re relaxed, focused, or simply being yourself.

That’s why, our aim is to create a calm and comfortable space, so your real personality can come through naturally. It’s not just about taking a photo, but creating an image that feels genuine and grounded in authentic photography.

By helping you feel at ease, each shot becomes a reflection of the real, unfiltered version of you. Whether it’s a professional headshot or a personal portrait, our approach is always rooted in honesty and simplicity.

Similarly, The Guardian’s exploration of childhood photography in their article, “Smile for the camera! Magical images of childhood – in pictures”, shows how honesty and simplicity can create something meaningful. In the same way, we focus on creating images that hold meaning, not just beauty. Our goal is to craft photos that you can look back on and still recognise the person you were in that moment.

This isn’t about perfect poses or polished facades—instead, it’s about capturing the essence of who you are, in a way that feels natural and real. Whether you’re after a headshot to represent your professional self or a personal portrait to cherish, we’ll work with you to create something that genuinely reflects your personality and the story you want to tell.

This isn’t about perfect poses or polished facades — it’s about capturing the essence of who you are in a way that feels natural. Whether you’re looking for headshots and portraits to represent your professional identity or something more personal to treasure, we’ll work with you to create something that genuinely reflects your personality and the story you want to share.

If you’re looking for headshots & portraits that feel natural and meaningful, we’d love to work with you. Whether you’re after something for personal branding, a meaningful gift, or a milestone, we’ll work with you to create images that feel right and look great.

So, why wait? Get in touch today, and let’s plan your session in a way that suit’s you.

Let’s create something meaningful together. Reach out now to get started!

If you’re thinking about booking a headshot or portrait session – or even if you just want to chat about ideas – we’re always happy to help. Every session at Imaginethat Photography is relaxed, thoughtful, and tailored to you.

We work with individuals, families, professionals, and performers from across the North Yorkshire area and beyond. Whether you’re updating your LinkedIn photo, building a model portfolio, or simply want beautiful portraits that reflect who you are – we’d love to hear from you.

📍 Based in Stokesley | ☎ 01642 984535 | ✉ [email protected]
We’ll get back to you as soon as possible.