What to Wear to Your Engagement or Anniversary Session | Amy Lynn Photography Studio

What to Wear to Your Engagement or Anniversary Session

You’ve made the leap and hired your wedding photographer! Or you took a deep breath, saved your pennies, and invested in an anniversary photo session. Now comes what is for many the most intimidating part of the process – choosing your outfits! (And ladies lets be honest, we are the ones who have the most trouble with this!)

In a previous post, (find it here) I shared some general tips for prepping for your session, including dressing up a bit more than usual and splurging on a manicure. Today’s post I’m getting a bit more specific and sharing some favorite places to find the perfect dress!

dresses hanging on a rack

A few tips for your hunt:

  • Struggling to justify a “one-time” dress purchase? Find a dress that you can re-purpose for a wedding or party guest dress, a concert, or special date night!
  • Hold a dress swap with a few girlfriends that have similar style and shopping habits. That way you all have something new for wedding season!
  • Choose an outfit or dress in a style that you know flatters you and that you feel good in!
  • Pick your outfit first, then find a coordinating outfit for your man!

NOTE: For the sake of this post, I’m sharing some favorite online retailers, but I also highly recommend local boutiques if you have some nearby! If you’re in the Madison area, Hilldale Madison has some great chain and local boutiques and Zbella Boutique specializes in plus-sized fashion! (ALSO, I am not affiliated with any of the companies mentioned in this post so this is not a sponsored post, there are no affiliate links, and I am not being compensated for this content in any way!)

Favorite Online Retailers:

Morning Lavender

Pastel florals, romantic lace tops and ethereal chiffon skirts!

Citrus & Lemon

Stylish dresses and skirts with modest hemlines and necklines. Many styles also look like they’d also transition well to maternity sessions!

Gal Meets Glam

Beautifully tailored dresses with a vintage nod for the classic lady.

Old Navy

Old Navy has always been my favorite place for casual clothing that is easy on the wallet, but lately they’ve stepped up their game in the cute, budget friendly dress department! (Bonus family session tip – Old Navy is my favorite go to for coordinating outfits for the whole family!)


Casual classics that come in petite sizes too!

Baltic Born

Floaty, feminine dresses with some fun boho prints thrown in!

Obviously there are lots of options out there, but I hope this helps point you in the direction of the perfect dress! For an ultra polished look, consider treating yourself to professional hair and makeup as well! Remember that your engagement or anniversary photos are an investment that will most likely hang on your walls for years to come – make the most of the photo opportunity by feeling your very best!

white dress white flowers spring engagement session

<3 Amy