Senior Portraits Guide for Guys

Senior Portraits Guys wear plaid shirts

Senior Portraits Guide for Guys

Classic, Confident, and Actually Enjoyable!

Senior Portraits Guys wear plaid shirts

Senior year is big. And for families with boys, you want senior portraits that feel elevated, timeless, and true to who he is—without being stiff or overdone.

These photos aren’t just for announcements or yearbooks. They’re for you, for him, and for the future. A good senior portrait captures a turning point: the last year of high school, the edge of independence. It’s a moment worth remembering, and remembering well.

Make It Comfortable, Not Cringey

Senior guys don’t want a big production—and we don’t give them one. Sessions are laid-back, quick-moving, and focused on natural poses that feel confident, not forced. We talk, we walk, we shoot. No fake smiles. Just solid photos.

What to Wear: Keep It Sharp, Keep It Him

Wardrobe can make or break the shoot. Here’s how to nail it:

Smart casual wins. Think tailored jeans or chinos, button-downs, quarter-zips, henleys. A sport coat or sweater adds polish without going full formal.

Stick to solids and neutrals. Navy, charcoal, white, forest green—these always look clean on camera. Avoid neon, loud patterns, and big brand logos.

Bring options. One dressier look, one more relaxed, one wild card! We’ll shoot them all.

Layering works. Jackets, vests, or over-shirts create depth and variety without needing a full outfit change.

Add personal details. A varsity jacket, watch, favorite boots, or something tied to his sport or interest makes it more “him.”

Senior Portraits of a guy in New Preston, CT
Senior Portraits Guys

The Right Setting For Senior Guys

We shoot on or near campus, or choose scenic Litchfield and Fairfield County locations with personality:

Kent Falls and Macedonia Brook – classic New England backdrops

Downtown Kent, New Preston or Litchfield – picture book New England towns

Fairfield Hills in Newtown – brick, iron, and architectural texture

School grounds – especially for seniors who want a tie to their campus

Private locations – if your family has a home in the area, we can come to you

Let’s Make It Happen

We work with families throughout Kent, Watertown, New Milford, Litchfield, and nearby towns throughout Litchfield and Fairfield County. Whether you’re local or visiting from out of state for a school weekend, we make scheduling simple and sessions seamless.

Limited slots for late spring and fall 2025—book early.

Let’s create portraits he’ll be proud of—and that you’ll treasure forever.

Senior Portrait of a Volunteer fireman

Tony is a volunteer firefighter so his wild card destination was the fire house!

Capturing Stars Hollow: A Gilmore Girls-Inspired Senior Photoshoot

gilmore girls photoshoot New Milford CT

Capturing Stars Hollow: A Gilmore Girls-Inspired Senior Photoshoot

Styled Photo Shoot

Gilmore Girls Photoshoot Creator Tribe

Capturing Stars Hollow Magic: A Gilmore Girls Photoshoot in Charming New Milford, CT with the Planet Photo Creator Tribe

gilmore girls style photoshoot New Milford CT

As fans of the hit TV series Gilmore Girls will attest, the fictional town of Stars Hollow is an integral character in its own right. What many may not know is that Stars Hollow draws inspiration from the real-life charm and character of New Milford, Connecticut. Nestled in the scenic beauty of Litchfield County, New Milford played a pivotal role in shaping the iconic setting that became synonymous with Lorelai and Rory Gilmore’s adventures. Let’s delve into the connection between Gilmore Girls and the picturesque town of New Milford.

Gilmore girls photoshoot on Railroad St New Milford CT

Several landmarks in New Milford served as inspiration for key locations in Gilmore Girls. Theo’s Diner is source of inspiration for Stars Hollow’s Luke’s Diner. Fans with a keen eye can spot resemblances between New Milford’s iconic landmarks and the backdrop of many memorable scenes in the show.

Just as Stars Hollow boasts a variety of unique businesses, New Milford’s local establishments contribute to the town’s character. From charming bookstores to cozy diners, the real-life counterparts to Luke’s Diner and the Dragonfly Inn can be found scattered throughout Litchfield County. These establishments not only provide essential services to the community but also serve as a testament to the enduring charm that inspired the creators of Gilmore Girls. 

So next time you are craving a little Gilmore Girls then stroll down Bank St in New Milford. Pick up coffee and lunch at Theo’s Diner or River and Rail and then find a bench on the green. 

Coffee with the Gilmore girls photoshoot New Milford CT

The Planet Photo Creator Tribe is a group of high school girls and guys who really love having fun and being creative. We take the time to plan and style group and themed photo shoots. Our goals are to inspire and influence our community through our images. If you would like to join us for our next group shoot then let me know, I would love for you to be part of the Planet Photo Creator Tribe!

Daisy Jones Themed Photo shoot

Daisy Jones and the Six styled photo shoot with the Planet Photo Tribe

Daisy Jones Themed photo Shoot

Daisy Jones and the Six Thrift store challenge

Daisy Jones themed photo shoot with The Planet Photo Creator Tribe in Brookfield, CT

Based on the New York Times best-selling novel, Daisy Jones & the Six, follows the story of the iconic 1970s band, fronted by two feuding yet charismatic lead singers, Daisy Jones and Billy Dunne.

daisy jones themed photo shoot

Recreating a Laurel Canyon backdrop in Connecticut was a bit more of a challenge……  So we went with a “band on tour” vibe. One of our locations was a local motel, and another roadside pit stop. We added an acoustic guitar and a vintage camera and we had our theme. What do you think? Would you come and see our band on tour?

DaisyJones themed creator team tribe photo shoot in Brookfield, CT

Daisy Jones and the Six has been an immediate success as a short series on Amazon Prime. With a combination of 70s music, 70s fashion, and new young stars what is there not to like? Free People has even created a capsule collection around the series!

We used the Daisy Jones and the Six themed photo shoot as our Earth Day 2023 thrift store challenge. We tried to recreate a 70s band look, by sourcing most of the outfits from Goodwill, Platos Closet, and thrift store purchases! 

daisy jones themed photo shoot

Thanks to Gabby, Reagan, Declan and Sebastian for running with our Daisy Jones and the Six theme! 

The Planet Photo Tribe is a group of high school girls and guys who really love having fun and being creative. We take the time to plan and style group and themed photo shoots. I get to let my creativity go and they get some fun images for social media. If you would like to join us for our next group shoot then let me know, I would love for you to be part of the Planet Photo Tribe!

When planning your individual senior session we discuss styling and location during the consultation, you can draw inspiration from the Tribe themed photo shoots.