He also signed a two-film contract under GMA Films, starring in Till I Met You and the 2009 horror-suspense film Sundo with Viva Films. He transferred to GMA Network and starred in the 2007 TV series Asian Treasures. Padilla's contract with ABS-CBN expired in 2006. He received Best Actor honors in the 2006 Gawad Urian Awards. In 2005, he did two movies: the horror thriller Kulimlim and the comedy La Visa Loca. The following year, he top-billed his first primetime action-drama series, Basta't Kasama Kita. In 2002, he reprised his role as Anghel in the movie Hari ng Selda: Anak ni Baby Ama 2, a sequel to the 1990 film. In 1999, Padilla crossed over to television programs through the ABS-CBN comedy show Pwedeng Pwede. With Maricel Soriano, was again injured while filming after his stunt car flipped and landed on its roof. After his release, Padilla starred in the 1998 film Tulak ng Bibig, Kabig ng Dibdib.

Padilla wrote and starred in the 1996 film Anak, Pagsubok Lamang which was shot almost entirely inside the New Bilibid Prison where Padilla was incarcerated. Padilla figured in a filming accident when an explosion scene for Ang Utol Kong Hoodlum burned the actor, leaving scars around his abdomen and arms. In 1991, Padilla played the lead roles in the super blockbuster hit movie Maging Sino Ka Man with the Megastar Sharon Cuneta and Ang Utol Kong Hoodlum With Vina Morales. 2: Maraming Number Two starring Eddie Garcia and Nida Blanca. Padilla played his first major role in the 1985 comedy film Public Enemy No.

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