20 Amazing Portraits of Teenage Leonardo Dicaprio on Bop Magazine From the Early 1990s

Leonardo DiCaprio was a frequent feature on Bop magazine in the early 1990s. Known for its glossy, teen-idol format, Bop often showcased up-and-coming stars like DiCaprio, who was known for his roles in Growing Pains and later, This Boy’s Life. The photos typically highlighted his youthful charm, with his hair in that iconic parted style and his classic ’90s look — loose shirts, denim, and a big smile that was perfect for the teen magazine’s audience. Fans remember these photos fondly as they captured the early days of DiCaprio’s rise to fame.

Bop magazine was a monthly American entertainment magazine for children 10 years of age and teenagers. It began publication in the summer of 1983 and was published by Laufer Media, which also publishes Tiger Beat magazine. The headquarters of Bop was in Studio City, California.

Popular features included articles, mini-mags, interviews, and the Fly Free To Hollywood contest, where readers had to correctly guess the stars, whether it was identifying their eyes, finding their names in a word search, or identifying them by their hair (the photos had the celebrities with their faces blacked out). A spinoff magazine, Big Bopper, later called BB, was released in the fall of 1986 and was published until 2000.

Bop and Tiger Beat were very similar, as they share an editor and feature the same celebrities. Bop was sold by its founders to Primedia in 1998. Primedia sold it (along with Tiger Beat) to Scott Laufer in 2003. Bop ceased publication in July 2014.