How to Dress Now: May 2020 Style Guide

AFFILIATE DISCLOSURE

Joanna Elizabeth

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Published May 3, 2020

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Updated August 25, 2020

May 2020 style guide outfits
Discover what to wear in May 2020

The weather is heating up, and May 2020 will be the time for showing off casual yet cool style. Keep it chic in lounge-worthy pants, breezy dresses, and trendy tops. Choose from floral prints, bold tie-dye, and leopard spots. Whether going for a stroll outdoors or having a virtual meeting, these pieces will stand out this season. Discover even more May outfits below!

Related: How to Dress Now | April 2020 Style Guide

May 2020 Style Guide

Madewell Rivet & Thread Tie-Dye Vintage Shrunken Tee $55
Madewell Rivet & Thread Tie-Dye Vintage Shrunken Tee $55
Channel retro vibes in a tie-dye print tee that has a shrunken look.
Anthropologie Frederica Cargo Harem Pants in Terra Cotta $98
Anthropologie Frederica Cargo Harem Pants in Terra Cotta $98
Keep it relaxed in a billowing fit trouser with side slant pockets.
& Other Stories Voluminous V-Neck Midi Dress in Beige $119
& Other Stories Voluminous V-Neck Midi Dress in Beige $119
A beige dress includes a large frill at the bottom with an A-line silhouette.
G. Sport x Proenza Schouler Short-Sleeve Cutout Top $155
G. Sport x Proenza Schouler Short-Sleeve Cutout Top $155
A red crop top features a chic cut-out and breathable fabric.
Reiss Rosalind Linen Blend Belted Midi Dress $330
Reiss Rosalind Linen Blend Belted Midi Dress $330
This white lightweight dress is perfect for a warm day.
Warby Parker Phoebe Sunglasses in Root Beer with Polished Gold $145
Warby Parker Phoebe Sunglasses in Root Beer with Polished Gold $145
These oversized and cat-eye frames bring a bold attitude to any outfit.
Reformation Solis Top in Nightingale $128
Reformation Solis Top in Nightingale $128
This embellished top includes puffed sleeves and ruffle detail.
& Other Stories Puff Sleeve Wrap Maxi Dress in Blue Print $129
& Other Stories Puff Sleeve Wrap Maxi Dress in Blue Print $129
Channel pure romantic vibes in a long dress with a miniature print allover.
J. Crew Vintage Cotton V-Neck T-Shirt in Leopard Print $39.50
J. Crew Vintage Cotton V-Neck T-Shirt in Leopard Print $39.50
Take on the animal print trend with a soft tee made from cotton.
Madewell Gingham Tie-Front Swing Dress $89.50
Madewell Gingham Tie-Front Swing Dress $89.50
A black and white gingham print dress is perfect for sunny days.
Warby Parker Turner Glasses in Beach Glass $95
Warby Parker Turner Glasses in Beach Glass $95
Bring some style to a chic transparent frame in a square silhouette.
Reformation Esther Dress in Black $218
Reformation Esther Dress in Black $218
This mini dress comes with romantic ruffles from the neck to hemline.
& Other Stories Graphic Print Halter Swimsuit $69
& Other Stories Graphic Print Halter Swimsuit $69
Channel retro vibes in a one-piece swimsuit with a halter neckline.
Elizabeth Gillett Indira Kimono $98
Elizabeth Gillett Indira Kimono $98
This lightweight kimono comes in a dark blue mix of prints.

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