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Date Outfits
29
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.
Sections
3
The Day Date - Demure & Classy
$100 (or less) Finds
Special Occasion
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...
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
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
White hot for a summer date night. I pair this with low mules and a clutch. Pair this with diamond studs.
Rhoda Fossil Crochet Dress - SIMKHAI
It's a see thru linen dress. I have the one in blue. It needed to be hemmed (I'm 5'2") and it doubles as a swim coverup when I'm traveling. But don't let this fool you. It's a great dress for weekend coffee date. I wear a Skims slip and pair it with ...
Product | LSPACE Presley Dress
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
I wear a lot of black! But this is perfect for late summer brunch!
Cinq à Sept Vickie Wrap Dress | Nordstrom
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
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
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
This is a great day time dress for visiting vinyards, galleries, and brunch.
Kelda Dress - Beige - Petal & Pup USA
DVF is one of my favorite go to brands. This one paired with chunky wedge heels!
Aurelia Jumpsuit - Diane von Furstenberg
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
Pair this with a maxi skirt!
Oakley Vest - Reformation
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It comes in black too. But the pink is way cuter. I love this one with jeans and a sneaker for an afternoon picnic date. Pair this with pearl studs and simple layer necklaces.
Isolde Embroidered Cardigan - Cinq à Sept
I love Madewell jeans. They last forever. It's a great investement!
Madewell Super Wide Leg Jeans - Nordstrom
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!
It's on sale right now! Currently on their site, it's listed at $96!
Wilfred NOPI SATIN DRESS | Aritzia US
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
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
These are a going out essential! Shop Draper James sale! The crushed burgandy velvet is on sale right now for $88. It's the perfect late summer transition to fall going out evening shoe!
Paloma Platform - Draper James
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.
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
Hot! Hot! This color looks great on many skin tones.
LOBA Manresa Midi Dress in Red | REVOLVE
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
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
This one is cute with the skirt but it's also great with jeans for a bar night.
Elvira Lace Top - Generation Love
This is an easy dress to wear. I love slip dresses!
Black Mini Reha Dress - Never Fully Dressed
I cannot get enough of the Vienna dresses. There's so many ways to wear them!
Pink Ombre Mini Vienna Dress
This red! So gorgeous! Total showstopper
Collection Tiered Ruffle Dress In Chiffon For Women - J.Crew