Liv Tyler
In the 1990s, Liv Tyler became a Hollywood fan favorite, and she gave fans loads of iconic fashion moments during that period. Liv started her career as a model, but she dumped modeling for acting as a teenager; her time as a model would eventually influence her fashion choices when she became an actress.
Tyler is known for delivering cringe-worthy performances in movies like Stealing Beauty, Armageddon, Empire Records, and more. Tyler loved to wear a black ensemble and red lipstick that would soon become her signature look.