photo: ModCloth

Dressing in retro style (think the 1950s and 1960s) is not easy. There are tons of details to consider, from getting the right tailoring to picking the cutest pocket watch. But if you're attending the Dapper Day Expo at Disneyland, that's exactly the kind of outfit you have to plan.

If you're stressing over finding the perfect retro look for the big occasion, I’ve found outfits ranging from dresses to suits for all of your Dapper Day fun just in time for the expo this weekend.

Be a retro goth in this black sweetheart dress. 

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Available up to a size XL. 

Midi dress ($89, ModCloth

Gingham ain't going anywhere, so get this flutter sleeve top! 

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Available up to a size 4X. 

Gingham dress ($79, ModCloth

Yes, this dress has pockets! 

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Available up to a size XL. 

Retro A-line dress ($69, ModCloth

Tbh I may grab this dress for myself. 

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Available up to a size UK 22. 

Midi dress ($89, ModCloth

Ariel meets the 1950s in this blue dress. 

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Available up to a size 4X. 

Mermaid dress ($89, ModCloth

Halter dresses fit the theme.

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Available up to a size 4X. 

Halter dress ($99, ModCloth

I love the chevron stripes along the top of the dress. 

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Available up to a size 4X. 

Red A-line dress ($79, ModCloth

This pink sundress is so adorable!

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Available up to a size 4X. 

Pink sundress ($79, ModCloth

Dance the night away at Dapper Day events in this formal dress. 

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Available up to a size 4X. 

Dusty rose dress ($125, ModCloth

Make Sleeping Beauty jealous in this gorgeous flower-covered gown. 

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Available up to a size 14 UK. 

Blossoms dress ($300, ModCloth

Remember when the Fairy Godmothers couldn't decide what color Sleeping Beauty's dress should be? 

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Available up to a size XL. 

Chiffon dress ($64.99, ModCloth

If they teamed up together properly, then I bet it would've looked something like this gorgeous dress. 

I bet Minnie Mouse would appreciate the sweet bow. 

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Available up to a size 4X. 

Orange dress ($69.99, ModCloth

If you love bows, then wear this dress on the second day!

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Available up to a size XL.  

Bow sundress ($79, ModCloth

I'm usually not a fan of bright colors and prints, but this one has convinced me! 

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Available up to a size 4X. 

Shirt dress ($79, ModCloth

If you'd rather opt for a suit, you have a ton of options!

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Available up to a size 2X. 

Empower blazer ($105, Wildfang

Why not wear a black blazer during the weekend?

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Available up to a size XL. 

Slate tux blazer ($75, Wildfang

Or if it's too hot, just throw on a vest! 

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Available up to a size XL. 

Empower vest ($68, Wildfang

If you prefer a suit with a looser fit, then check out this striped one at ASOS. 

photo: ASOS

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Available up to a size 14. 

Striped blazer ($87, ASOS

Accessories are important too! Might I suggest a retro pocket watch? 

photo: Amazon

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Vintage pocket watch ($10.99, Amazon

How about some vintage-themed gloves?

photo: Amazon

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White ladies gloves ($8.99, Amazon

Store your gloves in your Minnie Mouse purse. 

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Minnie crossbody ($79.99, ThinkGeek

Wear these mermaid shoes with the mermaid dress!

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Available up to a size 10. 

Mermaid shoes ($59, ModCloth

I think these gold shoes would work in any era!

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Available up to a size 13. 

Gold heels ($45, ModCloth

Get snazzy with these patent oxfords. 

photo: ASOS

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Black Brogues ($40, ASOS

Pair these oxfords with a lighter colored suit. 

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Available up to a size 11. 

Oxford flat ($39, ModCloth

Throw on a straw fedora to stay with the theme and in season. 

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Fedora ($22, ModCloth

Visit Dapper Day to get more info about the upcoming expo! 

WATCH: Transforming into Ariel — Subscribe for more! 

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