If you enjoy matcha just as much as you treasure comfortable and simple clothing, you will love Klassy on Park Avenue. This brand is known for creating everyday pieces with built-in support, and the design makes them part of the transition to comfort and practicality. Klassy is all for uplifting girls and young women by prioritizing functionality and feasibility in clothing, as well as body positivity for all sizes. Similarly, its simplicity and neutral colors help make clothes easier to style and more versatile for several different settings.
Back in 2019, Natalie Rodgers, the founder of Klassy, was motivated by her frustration with always wearing uncomfortable bras that could never quite match a top. She decided to take matters into her own hands by designing the first “brami” top, which is a combination of a bra and a cami, with built-in padding. Her revolutionary idea was created to fit women of all sizes, ranging from an XS-3XL in order to help all girls and women who struggle with issues similar to the ones that she did. Rodgers’ invention of a “halter brami” first began going viral on TikTok and Instagram around 2020. People loved the idea of a top that was not only inclusive to the wide majority of women, but could also perfectly fit them with the different-sized paddings and comfort for their everyday use.
Over time, Rodgers expanded her collection to include crop tops, full-lengths, and bodysuits, often using either polka dots, stripes, or monochromatic designs. Moreover, they are often in neutral colors such as black, white, and brown. Her ability to keep clothing pieces looking simple, yet put together, is what keeps her brand popular with the younger generations. However, some may believe Klassy is limited by its simple designs. It may not be expressive of everyone’s personality, which may steer others in a different direction.
The staff at Klassy is made up of “girl’s-girls” who seem to be very kind and genuine, which helps all feel welcome and supported. The brand features a cafe at the back of the store that sells several different flavors of matcha, including cherry vanilla, strawberry, and ube foam, along with classic beverages. With the help of combining retail and cafe, similarly to popular brands like Aritzia, Klassy attempts to reinvent the norms of Park Avenue clothing stores.
Klassy is located at 236 North Park Avenue in Winter Park and is the same spot where Victoria’s Secret used to be. The arrival of the new store at this location is as if a more modern style of clothing has replaced the older looks of Victoria’s Secret. Victoria’s Secret remains a popular chain-brand that closed some locations like this one due to complications with Covid-19 back in 2020, along with the rise of strong competitors. Some customers are stepping away from the traditional undergarments to more comfortable options similar to Klassy.
Central Florida has seen few major clothing brands that originated locally, which explains why some people are crazy to go support their local businesses. The grand opening of Klassy’s Park Avenue store on December 19, 2025, marked their first location after being an online-first business for about seven years. Before launching their first physical store, Klassy primarily delivered to customers through mail services from their warehouse in Oklahoma, which held the inventory before they became a larger company and therefore expanded to having another warehouse in Orlando, Florida.
As many locals around the Orlando area know, Park Avenue is at the vibrant heart of Winter Park. The shopping center consists of several upscale boutiques, cafes, and tasty restaurants. Whether you are in the mood to grab lunch with a friend or take your dog for a walk around the park, the avenue has a wide variety of options to match your liking. On your next shopping adventure on Park Avenue, be sure to stop by Klassy.
Ultimately, Klassy on Park Avenue represents the modern fusion between fashion and comfort. The brand is distinctive in the way it solves a common problem of wearing unbearable bras by installing built-in padding for women of all sizes, so that everybody can enjoy practical, versatile, and pleasant living, starting from the clothes they put on every day. Klassy honors the traditions and rich history of Park Avenue, while paving the way for a new generation of style and composure.
