The Henley shirt, a staple of both casual and workwear wardrobes today, carries a rich history rooted in practicality and tradition. This collarless pullover shirt is instantly recognisable and traces its origins back to the small town of Henley-on-Thames in England. This quiet riverside town, known for its prestigious rowing regatta, is where the Henley shirt first found its purpose.

In the mid-19th century, rowers competing in the Henley Royal Regatta adopted this style as part of their uniform. The Henley was favoured for its functional design—a simple yet effective solution to the challenges of the sport. The absence of a collar allowed for a full range of motion, crucial for the intense physical demands of rowing. Meanwhile, the 3 to 5-inch placket, secured by 2 to 5 buttons, provided easy adjustability, offering ventilation during exertion and allowing the shirt to be swiftly pulled on or off as needed.

This combination of comfort, practicality, and durability made the Henley an ideal garment for rowers, and its reputation for functionality quickly spread beyond the riverbanks. Over time, the Henley shirt evolved into a versatile piece of menswear. Its understated design, bridging the gap between casual and formal, found favour among labourers and craftsmen who valued clothing that could endure the rigours of daily work while still providing comfort.

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