Brad Pitt's Hairstyles Back in 1988

Star actor Brad Pitt, now 60, started with a youthful, carefree look that captured hearts in the late 80s. His fresh-faced appearance, complete with a loose strand of hair casually falling over his forehead, embodied teenage charm. This was one of the signature Brad Pitt's hairstyles back then. And it was the epitome of effortless cool, setting the tone for his rise in Hollywood.

This laid-back style was every guy's go-to look for the time. The "boy next door" phase was simple yet significant. It symbolized relatability and innocence. Something that made Pitt a household name early on.

The Windswept Blonde (1991)

By 1991, Brad Pitt's hairstyles transitioned into a more polished version of his youthful locks. The blonde was refined, and trimmed into a medium-length cut that suggested maturity while retaining his signature charm. This look coincided with his breakout roles, cementing his status as a rising star.

This hairstyle resonated with fans who admired his boyish yet evolving persona. It struck the perfect balance between casual and calculated, setting the stage for the leading man he was becoming.

Long and Free (1993)

The early 90s saw Pitt embracing longer locks, a style that captured the rebellious spirit of the time. His flowing blonde hair became iconic, especially during his "Legends of the Fall" era. This look celebrated freedom and individuality, aligning with his rugged, untamed on-screen roles.

Elle / Back in 1993, during his "Legends of the Fall" era, Brad Pitt had long locks.

The long hairstyle was a bold statement, reflecting confidence and versatility. Fans and fashionistas tried to replicate his effortless waves, proving that Pitt was more than just an actor. He was a style icon.

The Spiky Revolution (1995)

By the mid-90s, Pitt embraced a messy, spiked-up style that encapsulated the grunge vibe of the decade. The short, textured cut was edgy and modern, appealing to a youthful audience. This hairstyle was low-maintenance yet undeniably cool, a reflection of the 90s culture.

However, the spiky look marked Pitt’s entry into mainstream Hollywood with more daring roles. It was a fresh, energetic change that showcased his willingness to experiment with his appearance.

The Mature Goatee Combo (1996)

In 1996, Brad Pitt introduced a layered hairstyle complemented by a neatly trimmed goatee. The subtle length and texture of his hair offered a relaxed vibe, while the facial hair added a touch of maturity.

You bet! This combination became synonymous with his off-screen persona. It was by far one of the best Brad Pitt's hairstyles.

The Wet Look (2000)

As the millennium turned, Pitt experimented with a sleek, gelled-back style. This hairstyle, often referred to as the "wet look," divided opinions but undeniably showcased his confidence in trying bold, new trends. The length and texture gave him a modern edge.

Though polarizing, this hairstyle reflected Pitt’s evolving image. It highlighted his versatility and willingness to push boundaries.

The Soft Waves Revival (2003)

By 2003, Brad Pitt returned to longer locks. But this time with a more polished, softer wave. The golden hues of his hair complemented his glowing tan, creating a timeless, surfer-inspired look. This hairstyle exuded effortlessness, making it a fan favorite.

GQ / In 2023, Pitt mastered the art of looking stylish without overdoing it.

The actor proved that simplicity, when executed perfectly, can leave a lasting impact.

Classic Hollywood (2007)

Pitt channeled old-school glamour in 2007 with a slicked-back hairstyle that oozed sophistication. This look, paired with a sharp suit, was a tribute to classic Hollywood stars. The clean lines and glossy finish elevated his status as a style icon.

This phase marked Pitt’s entry into a more refined aesthetic. The hairstyle was timeless, effortlessly blending past influences with a modern twist.

The Soccer-Inspired Cut (2014)

In 2014, Pitt sported a trendy, soccer-inspired cut: short sides with a voluminous top. This was a practical and stylish choice, widely popular among men at the time. However, while functional, it didn’t quite match the charisma of his earlier styles.

This hairstyle reflected the changing trends of the decade. It was neat, modern, and versatile, perfect for his off-screen roles as a dad and producer.

Most recently, Brad Pitt embraced his age with a salt-and-pepper beard and slicked-back hair. The longer length, paired with subtle grays, showcased a man comfortable in his skin. This look combined maturity with his trademark sex appeal, making waves on red carpets.