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Inspiration: What to Wear for Engagement & Couple’s Sessions

Hello, everyone! I apologize for my winter hibernation of sorts. Between finishing lots of editing for current clients, making big plans for the future of Anni Cee Photographie, celebrating the holidays with family, and moving into a new studio in the Fulton Market area of the West Loop, I’ve scarcely had any internet presence. (It’s been kind of a nice break, but I’ve missed you all!)

But since booking season is taking off and I’ve been getting a lot of questions about planning for engagement sessions, I thought I’d start a little series of posts with the little tricks and tips I’ve picked up to simplify things. Because, of course, ¬†you should feel absolutely gorgeous in your photos and with a little planning, you can channel your inner Joan Holloway.

logan square engagement photos

The question I get asked most is what to wear — what looks good on camera? Should we match? Do I have to dress up?

The answer, really, is — it depends.

My favorite source for inspiration is Pinterest. If you’re not signed up, I highly recommend it (leave a comment if you’d like an invite, they’re necessary to join.) I use Pinterest for a little bit of everything, from our personal home decorating plans, to photos I love and recipes I plan to try. But the best part of it is how helpful it is for exchanging ideas with clients — especially if (like me) you’re a visual person. I often create boards for specific clients, where we can both post inspiration for locations, outfits, styling, etc.

This board is my newest addition, and it has all sorts of outfit inspiration and recommendations. I usually tack on little notes if there’s a particular detail of the outfit I love — if there’s nothing there, it probably means I love the whole thing and wish I could steal it for myself.

In general, my number one go-to tip for photos is to dress like you would for one of your favorite dates. A little nicer than your everyday, but not so stiff that you don’t look like yourself. Don’t be afraid to wear bright colors, prints, and something different from what your partner plans to wear. Bright or big accessories like earrings, statement necklaces, or an armful of bracelets pop well on camera.

If you’re looking for some shopping recommendations for a good outfit, these are the places that I frequent most often:

Roslyn, a well-curated boutique in Bucktown featuring the much-loved Chicago designer Elise Bergman.

Madewell, J. Crew‘s slightly funkier little sister.

Zara, which is great for guys, too.

and Eskell, which is also exclusive to Chicago and features the local line of some very talented designers as well as a selection of vintage pieces.

Happy shopping, and I hope you’ll keep up with me on Pinterest — and check back for some of my favorite locations for shoots!

show hide 1 comment

Tabitha - I think this is a great idea Anni! It seems to be the number two question about engagement shoots (after, should we do one?) In fact, I recently made a whole set of boards for a photographer friend to help her clients out! It was super fun, and I hope, helpful. Can’t wait to check out your pins and see what advice we have in common!


Hooray for handwritten + penpals! So excited! And yes, I’d love help with the flickr aspect!

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