Twin Senior Photos in Chicagoland || Kailee & Collin

Kicking off senior season with not just one, but two seniors! Kailee and Collin were such a joy to photograph for their twin senior session. Truly, what a perfect way to start my Class of 2026 sessions!

Kailee was actually the very first senior to reach out for this year – all the way back in the first week of January. I love that her excitement carried through all the way to being my very first ‘26 senior in front of the camera! Even better, she brought along her twin brother, Collin, for such a fun and memorable session.

Hello Class of 2026!

We started at Cantigny Park on one of those perfect summer nights. The kind you dream about! A light breeze, golden sunlight streaming through the trees, and of course some Taylor Swift playing on the speaker. The two of them made it easy to capture genuine, candid moments. They were cracking jokes and teasing each other throughout the session. Kailee was also always making sure Collin looked his best for his photos (big sister energy at its finest!).

Both are seniors at Hinsdale Central High School, and their personalities shined through the entire session. Kailee plays tennis while Collin plays basketball. They’re already dreaming of college with plans to head to opposite sides of the country next year. I loved hearing about their plans and how excited they both are for what’s ahead. Collin shared that he’s interested in studying biology to follow in his dad’s footsteps in medicine. Kailee told me how she plans to say yes to everything this year to soak in all the “lasts” of high school, which I absolutely love.

After capturing some beautiful golden hour moments of them together at Cantigny, we wrapped up the evening at St. James Farm with just Kailee, running through the fields and chasing the last bit of sunset glow.

Thank you to Kailee and Collin for such a fun evening and for letting me kick off senior season with you two! I can’t wait to watch your senior year unfold and see all the big things ahead for you both.

Here’s to an unforgettable year, Class of 2026!

Jillian Photography is a Chicagoland wedding & senior photographer serving Naperville, St. Charles, and beyond. Get in touch with Jill here & follow along on social for what’s happening behind the scenes!