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Date Outfits

Purple Star emoji 24 items
Trying to figure out what to where for date night (or day dates)? It shouldn't stress you out! Check out my recommendations based on date type.
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The Day Date - Demure & Classy

A coffee run and a picnic in the park, brunch on the river, or gallery tours and wine on the terrace…regardless of your afternoon activities, these are my favorites to always look effortless and classy. Some looks are dressier than others. But you al...

 
Kel Choi profile picture
This comes in other colors! Including a taupe and leopard. But I like this in black and pair it with bright slides with kitten heels for a day date and a large bag.
TORI Dress Black | Button Up Collared Midi Dress - Steve Madden
 
Kel Choi profile picture
This is dressier but I like this for a more formal, dressed up brunch spot that goes beyond eggs and toast.
Silvia Floral Dress - Generation Love
 
Kel Choi profile picture
I wear this to coffee dates. Paired with jeans and a white sleeveless top and sneakers. It does double duty as I often wear this to work too.
Dumont Tweed Boxy Jacket In Off White/black | Alice + Olivia
 
Kel Choi profile picture
I wear a lot of black! But this is perfect for late summer brunch!
Cinq à Sept Vickie Wrap Dress | Nordstrom
 
Kel Choi profile picture
My favorite jeans. They are great cuffed up and paired with sneakers and a tweed jacket for a coffee date.
All Womens 90's Style Jeans Collection - AGOLDE
 
Kel Choi profile picture
This dress is more on the casual side. But I like to throw on the denim jacket and slides. Check my shoe collection for date looks.
SELAH DRESS - IVORY NAVY MICRO STRIPE - Rails
 
Kel Choi profile picture
Aritizia has the best collection of denim jackets! I always pick up a new one every year to add to my collection.
Denim Jackets | Aritzia US
 
Kel Choi profile picture
This is a great day time dress for visiting vinyards, galleries, and brunch.
Kelda Dress - Beige - Petal & Pup USA
 
Kel Choi profile picture
This cut of dress is very complimentary to many figures. I love this one. It does come in many different prints. I dress it down sometimes with sandals and a denim jacket.
Didi Dress - Diane von Furstenberg
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Kel Choi profile picture
Pair this with a maxi skirt!
Oakley Vest - Reformation
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Kel Choi profile picture
I love Madewell jeans. They last forever. It's a great investement!
Madewell Super Wide Leg Jeans - Nordstrom
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Kel Choi profile picture
I pair this with side jeans and throw on a cardigan and long necklace. Check out my date night accessory page.
Crochet-Knit Crewneck Sweater Tank - Madewell

$100 (or less) Finds

Getting ready for date night doesn't have to be expensive. Check out these $100 (or less) finds!

 
Kel Choi profile picture
It's on sale right now! Currently on their site, it's listed at $96!
Wilfred NOPI SATIN DRESS | Aritzia US
 
Kel Choi profile picture
I love shopping the hair accessory section at Nordstroms. Sometimes you just need to accessorize and it changes the entire look of your outfit.
BP. Hair Accessories for Women - Nordstrom
 
Kel Choi profile picture
I am obsessed with these dresses! They have different colors that are on sale right now at Nordstrom for under $100. I wear a denim jacket or a cardigan over top for movie night.
Women's SKIMS Dresses - Nordstrom
 
Kel Choi profile picture
Baby doll dresses are quintessential dress that transitions from late summer to fall. It's the perfect late summer dress afternoon drinks on the patio. Wear them with slides or transition to knee high boots in the fall. They have a blue pattern that ...
Kellie Babydoll Dress in Pink Paisley - Draper James

Special Occasion

Maybe it's an anniversary? Or a special birthday celebration? Check out these ideas for that special occasion.

 
Kel Choi profile picture
I love slip dresses for the simple fact that you can dress them up or dress them down. A change of jacket or shoe makes a huge difference!
Wilfred ONLY SLIP SATIN MIDI DRESS | Aritzia US
 
Kel Choi profile picture
Hot! Hot! This color looks great on many skin tones.
LOBA Manresa Midi Dress in Red | REVOLVE
 
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I'm obsessed with this in fuchsia! It's beautiful for resort or for a summer night dinner date. Chefs kiss!
Bardot Ivanna Lace Midi Dress in Fuchsia | REVOLVE
 
Kel Choi profile picture
I love it in black. You can dress it up or down. For dressier night, it can be paired with a lace bustier but for a night out with the girls, it can be paired with a cropped baby t and a denim jacket.
Medina Lace Skirt - Generation Love
 
Kel Choi profile picture
This one is cute with the skirt but it's also great with jeans for a bar night.
Elvira Lace Top - Generation Love
 
Kel Choi profile picture
This is an easy dress to wear. I love slip dresses!
Black Mini Reha Dress - Never Fully Dressed
 
Kel Choi profile picture
I cannot get enough of the Vienna dresses. There's so many ways to wear them!
Pink Ombre Mini Vienna Dress
 
Kel Choi profile picture
This red! So gorgeous! Total showstopper
Collection Tiered Ruffle Dress In Chiffon For Women - J.Crew
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