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Writer's pictureUP MAGAZINE

Diana-May: Instagram's Latest "It Girl"

Updated: Feb 15, 2023

By Natalie Luci


DIANA MAY / @ladydianamay on Instagram


With her chic, elegant and classic style, "Lady Diana-May" is the girl that everyone wants to be. With 20,000 followers on Instagram and 53,000 followers on TikTok, she is sure to be the talk of the town in the fashion world. She pulls off pretty much everything with such effortless sophistication; from baseball hats, to sundresses, to lounge sets, to monochromatic looks, she leaves all her followers envious of her closet.


DIANA MAY / @ladydianamay on Instagram


The Chicago-based content creator has been posting outfit inspiration since 2020, where her first comment was "Been thinkin about this account since I got a 33% on my chem test in 2015." Not only is she stylish, she's also way too relatable. She produces flawlessly composed photo dumps with picture-perfect sunsets, cute and trendy nail designs and, of course, her radiant ensembles.


Her outfits are set with backgrounds of beloved Chicago locations, like modish restaurants, coffee shops, museums, farmer's markets, rooftop bars and beaches. Diana-May is also quite the traveller and is photographed from New York, all the way to Italy. She had fashion-lovers green with envy after her post at the Galleria Vittorio Emanuele in Milan.


DIANA MAY / @ladydianamay on Instagram


A bonus to her impeccable feed: most of her outfits are totally affordable. Her main sources of garments are H&M, Free People, Target, Revolve, Mango, Urban Outfitters, Aritzia and Levi's. She also includes links to nearly her entire wardrobe, so if you want to steal her style you won't have a hard time finding the right pieces.


She mixes up her feed with mouth-watering "phone eats first" posts, aesthetically pleasing buildings and artwork, and the occasional bouquet pic. She keeps it real with her profound love for dessert, candid moments and endearing Instagram stories.


DIANA MAY / @ladydianamay on Instagram


It's evident Diana-May is on the rise and we're sure to see more of her. Her outfits draw us in and her personality keeps us following. Undoubtedly, Diana-May is THE "it girl."



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