Bradley Cooper had blink-and-you'll-miss-it Sex and the City part in FIRST ever role in 1999 - 25 years before he became Oscars favorite

Bradley Cooper is the toast of Hollywood and among the favorites to land an Oscar for his incredible role in Leonard Bernstein biopic, Maestro.

Before his astronomical rise to fame, the now three-time Best Actor Oscar nominee, 49, landed his first-ever acting role in 1999 in the second season of Sex and the City.

Bradley played Jake in episode ‘They Shoot Single People, Don’t They?’ in which he had a alcohol-fueled night out with Sarah Jessica Parker’s protagonist character, Carrie Bradshaw.

Carrie has hit a low point after an unflattering snap of her hungover and smoking landed on the cover of New York Magazine with the caption: ‘Single and Fabulous?’

After meeting Jake – who Carrie said was everything she was looking for ‘single, straight and a smoker’ – the pair share a kiss.

Bradley Cooper is the toast of Hollywood and among the favorites to land an Oscar for his incredible role in Leonard Bernstein biopic, Maestro – but his first acting role was a bit-part in Sex and the City in 1999

The star was nominated at the Golden Globes on Sunday (pictured)

But things end when Jake spots Carrie on the magazine cover and shouts: ‘Is this you?’ leading the writer to jump out of his car.

Carrie ran into Jake after breaking up with Big for the first time, and had almost decided to sleep with the floppy-haired hunk to prove that she was still fabulous.

The role came two years before he would shoot to fame on Alias as reporter Will Tiffin alongside Jennifer Garner.

His international breakthrough came in iconic 2009 comedy The Hangover – and acclaimed roles in Silver Linings Playbook, American Hustle and A Star Is Born.

Bradley spent six years preparing to play Bernstein by studying the way he conducted orchestras, honing his way of speaking with dialect coach Tim Monich, and collaborating with Oscar-winning make-up artist Kazu Hiro.

Cooper co-wrote, produced, directed, and stars in the 129-minute movie – which spans three decades and includes the closeted homosexual’s affair with music scholar Tommy Cothran (Gideon Glick).

Leonard was best known for his work with the New York Philharmonic and the Broadway musical West Side Story and he won seven Emmy Awards, two Tony Awards, 16 Grammy Awards, and the Kennedy Center Honor.

Martin Scorsese and Steven Spielberg produced Maestro

Bradley played Jake in episode ‘They Shoot Single People, Don’t They?’ in which he had a alcohol-fueled night out with Sarah Jessica Parker ‘s protagonist character, Carrie Bradshaw

After meeting Jake – who Carrie said was everything she was looking for ‘single, straight and a smoker’ – the pair share a kiss

Bradley spent six years preparing to play Bernstein by studying the way he conducted orchestras, honing his way of speaking with dialect coach Tim Monich, and collaborating with Oscar-winning make-up artist Kazu Hiro (pictured with Carey Mulligan in the film)

The star was nominated for the Best Actor Oscar for 2019’s A Star Is Born (pictured with Lady Gaga)

His international breakthrough came in iconic 2009 comedy The Hangover

Bradley’s transformation into legendary composer Bernstein was no small feat.

The Oscar winner’s makeup, which included a prosthetic nose to play the Jewish icon and was recently slammed as ‘Jewface’, took quite a bit of preparation, according to the film’s makeup artist, Kazu Hiro.

‘The last stage – he was covered pretty much everywhere, the bodysuit and arms — that took over 5 hours,’ Hiro told the audience at the film’s New York Film Festival screening on Monday, per EW.

Hiro also revealed that Cooper, who is directing the movie, moved up the call times so he could be in full Bernstein gear to helm the production while keeping in character.

‘The last stage, the whole time, our call time was one in the morning and the other thing was he wanted makeup to be finished before the crew call, so he would appear as Lenny to set up the shoot and everything.’

‘That also kind of made our call time two hours earlier than normal, so that was quite tough.’