Popsugar Celebrity Leonardo Dicaprio Young Leonardo DiCaprio Pictures These Pictures of Leonardo DiCaprio at Peak Teen Heartthrob Status Are a Major Trip 8 March 2019 by Corinne Sullivan Image Source: Getty / Barry King You may find this hard to believe, but Leonardo DiCaprio wasn't born sexy. When he first appeared on the scene in the late '80s, Leo was just a baby-faced tween with adorably floppy hair and a sweet smile, almost unrecognisable from the superhottie he is now. From his first big supporting role in What's Eating Gilbert Grape to his starring roles in the megapopular flicks Romeo + Juliet and Titanic, little Leo definitely has come a long way. Read on to see what the now-44-year-old actor looked like when he first started his career as a fresh-faced 15-year-old. Related: Can You Name Each of These Leonardo DiCaprio Movies? Test Your Knowledge! 1989 Image Source: Getty / Jeff Kravitz 15-year-old Leonardo DiCaprio was the epitome of late '80s fashion when he attended the TJ Martell Music Event in 1989. 1 / 16 1992 Image Source: Getty / Jeff Kravitz Nearly three years later at the 1992 MTV Rock 'n' Jock Basketball event at Bren Centre in Irvine, CA, little Leo looked as though he'd barely aged a day. 2 / 16 1993 Image Source: Getty / Terry McGinnis Leo was all smiles at the What's Eating Gilbert Grape premiere in 1993, which was the film that earned him his first Academy Award nomination. 3 / 16 1993 Image Source: Getty / Barry King A more serious and stylist Leo attended the This Boy's Life premiere that same year, a movie in which he had his first starring role. 4 / 16 1993 Image Source: Getty / Barry King His adorably floppy hair at the Benny & Joon premiere in Los Angeles was everything. 5 / 16 1993 Image Source: Getty / Barry King And if he hadn't already, Leo officially earned '90s hair royalty status at the Carlito's Way premiere. 6 / 16 1994 Image Source: Getty / Terry McGinnis By the time the 51st Annual Golden Globe Awards rolled around in January of 1994, a brooding 19-year-old Leo was starting to look less like a boy and more like a man. 7 / 16 1994 Image Source: Getty / Barry King When he wore a tux to the 66th Annual Academy Awards at Dorothy Chandler Pavillion in Los Angeles, he melted our hearts. 8 / 16 1994 Image Source: Getty / Steve Eichner Just look at those baby blues during this close-up shot from the Red Rock West party at Club USA in New York! 9 / 16 1994 Image Source: Getty / Barry King Leo looked sweet as can be during the D.A.R.E. Benefit at Smashbox Studios in Culver City, CA, in 1994. 10 / 16 1995 Image Source: Getty / Steve Grantiz And even though he probably should have gotten his hair trimmed before The Basketball Diaries' premiere in Westwood, CA, we still loved him. 11 / 16 1996 Image Source: Getty / Barry King Romeo + Juliet rocketed Leo to superstardom, and he definitely dressed accordingly at the film's 1996 premiere in Los Angeles. 12 / 16 1996 Image Source: Getty / Fred Duval Those are definitely the coloured lenses of a superstar. 13 / 16 1997 Image Source: Getty / Steven Granitz If Romeo + Juliet didn't put Leo on your radar, then he was impossible to ignore after Titanic, which premiered at Mann Chinese Theatre in Los Angeles in 1997. 14 / 16 1998 Image Source: Getty / Kevin Mazur By the time The Man in the Iron Mask premiered at Ziegfeld Theatre in New York, there was almost no trace of Leo's baby face left. 15 / 16 2000 Image Source: Getty / Steve Granitz And finally, when The Beach premiered at Mann Chinese Theatre in 2000, Leo had fully blossomed from cutie-pie child star to certified hunk. 16 / 16 Leonardo DiCaprio