Choosing The Perfect Outfits For Your Engagement Session

You’re engaged, you’ve picked the perfect wedding photographer, and scheduled your engagement session. Next up- deciding what to wear for those portraits! Choosing the perfect outfits for your engagement session doesn’t have to be difficult, and the good news is- we’re here to help. Scroll down through these tips and tricks to help you choose clothes that will have you loving your engagement photos!

First up- Choose clothes that are comfortable to you! If you and your partner are normally laid back, and don’t get dressed up often, show that off by picking outfits that are more chill! On the flip side- if you are both feelin’ fancy and dress up on the daily, pop off with your outfits!

Katy + Kevin chose this laid back style for one of their outfits. A perfect choice for the park!

 
Chicago Engagement portraits, laid back engagement photos in Chicago Illinois
 

The flip side: Tracey + Ed feeling fancy in downtown!

 
Downtown Chicago engagement session
 

When you choose outfits that you feel comfortable in, you will also be more relaxed in front of the camera! Less time worrying about outfits = more time laughing with your boo-thang!


Next up, dress for the location! You would wear different things for a trip to the city, a day in the park, and a day having friends over for drinks at your house- once you choose your locations, go in and pick outfits that match. Locations are something your photographer will help you with (we’ve got the hookup on all the good spots!) so chat with them and go from there!

Michael + Mitchell chose laid back jeans with jackets for a fall stroll down the city streets.

 
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Ember + Tyler fit right in with the feel of the dunes with Ember’s floral dress and Tyler’s chill vibes.

 
indiana-dunes-engagement-session-floral-dress
 

Mykel + Tommy chose perfectly for a Sunday stroll thru the park.

 
mykel & tommy engagement-65.jpg
 

Treasyri + Josh looking adorable in denim in their in-home session!

 
in-home-cooking-engagement-session-chicago-photographer
 

Last but not least- choose a variety. If you love the fancy look but also want some laid back vibes, pick two outfits that match those feelings! Adding a jacket is a great way to dress up or down an outfit without doing a full outfit change. If you are sports fanatics, wear a jersey or your favorite team’s t-shirt. Adding at least one outfit change is a great way to guarantee that you get a variety in your gallery and end up with photos you can use everywhere- save the dates, hanging up at home, and on the guestbook table at your wedding!

Lindsay + Sam rocking jerseys to show off their baseball obsession.

 
baseball-engagement-portrait-session
 

Abby + Marckie all fancied up in white.

 
fancy-engagement-session-white-dress-chicago-wedding-photographer
 

Ally + Tessa just chillin’ in front of their house.

 
tessa & ally engagement-62.jpg
 

If you’re still feeling stuck on what to wear, come up with some options and send the photos to your photographer! They will always know what will look best for their editing style and the vibe of the locations you have chosen together.


Want to see more style inspiration from some of our other sessions? Click below to browse more engagement photos taken by Ben!

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Mykel & Tommy | Lake Michigan Engagement at Burnham Park

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Mitchell & Michael | Chicago, Illinois Wedding