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The cliché that fashion is cyclical is used because it is accurate. Trends change, disappear, and then reappear. As a case in point, menswear is undergoing an extraordinary transition. The early 2000s weren’t exactly a fashion heyday, but there were some intriguing concepts that, when given some thought, can help boost present style. It’s vital never to take oneself too seriously while getting dressed, and borrowing style cues from the early 2000s when nobody took themselves too seriously personifies that methodology.

Rugby Shirts

In the 1980s and 2000s, rugby shirts were a big fashion trend, and they never truly went out of style. An essential wardrobe accessory in high school, the popularity was due to thick material, a robust collar, strong buttons, a knitted elastic cuff, and the distinctive look of a preppy-stripe with a contrasting white collar.

The success of companies like Rowing Blazers and Tracksmith has contributed to rugby’s appeal among a younger age. This adaptable clothing will benefit from J. Crew and other retailers’ revival. F.E. Castleberry has the best interpretation, fusing New England prep school, high fashion, and rock.

Loose-Fitted Clothing

This is arguably the 2000s fashion style that has gained the most current prominence, from slightly looser, baggier suits to a return of trousers with as much fabric as parachute pants. For people with slim frames and long proportions, tailored clothing is more flattering. However, a fuller-cut garment can still look good and highlight fabric in a way that a thinner cut may not be able to. Remember always to use juxtaposition. It looks sloppy to wear baggy trousers with a baggy shirt. Pair something big with something more fitted for a purposeful appearance. Harry Styles is a star who presently does this rather effectively.  

Polo Under Collar

Th popped-collar look was first popularized in the preppy era, had a comeback with yuppie culture in the 1980s, and then returned in the early 2000s. There are several incredibly stylish and hip ways to style a collar below another collar nowadays. Overshirts add a light layer in the summer, providing a way to emphasize various materials and designs. 

Trucker Hats

In the early 2000s, many celebrities were seen sporting the Von Dutch hat. The high top, slightly curved brim, and mesh back evoke Americana in a way that today’s bargain crowd understands. Trucker hats are still popular among modern superstars like Rihanna, A$AP Rocky, and Hugh Jackman. These once-commonplace caps have even appeared on the Celine and Gucci runways. Find a clothing brand with an interesting backstory, and avoid wearing anything flashy.