During school days, he sang songs sung by
Rukmani Devi and Indrani Wijebandara. At the age of 13, he had the opportunity to play a character called 'Udawaththa Mudalali' in a stage play held at school. He won the best actor award at the school level and then everyone called him 'Udawaththa'. He had the opportunity to pass the GCE Ordinary Level Examination and obtain a high pass in music under the guidance of Anura Mahanama. Then he continued to sing baila songs with fellow singers. His first song was his own production composed after the Bandarawela Dowa bus accident. In 1968–70, Udawaththa made his first cassette tape under the label 'Sisara' produced by Sing Lanka, which included 14 songs. One of the songs,
Kaiyi Mihiri Katha composed by R A Chandrasena and wrote by
Saman Chandranath Weerasinghe. Since then, the song is still popular among fans. In 1970, he sang the song
Ae Neela Varala Peerala. In 1980, he received a song written by a songwriter named Hector Wijesiri. The song was written as
Ma Adaraniya Mage Amma Wethatai. At that time war was raging in Sri Lanka and he thought this was the best time to sing this song. Because at that time there were no such war hero songs. But he did not record the song on the day it was supposed to be recorded. This was because the second and fourth lines did not touch his mind. He changed the two lines and showed it to Hector. Two or three times he read the two lines Udawaththa had written and he rolled up the paper and knocked it to the ground and said ‘I will never write songs for you again’ came out of the studio. However, Udawaththa later recorded the song, which is the first song composed for war heroes in Sri Lanka. The song sung for the encouragement of war heroes in the country. However, he has not been praised by any government for singing such a devotional song. He has sung over 1,500 songs of various genres for 28 cassettes. During the July 83 riots, Udawaththa went for an outdoor musical show. Suddenly a stranger approached him and told that two people on the other side of the stage were looking forward to meeting him. Udawaththa went to see those two men with their faces covered with a black cloth. One of them held a gun to his head and said that he would kill him if Udawaththa sang the song
Ma Adaraniya Mage. Totally horrified by that incident, that day he sang the song
Ae Neela Warala five times to that shock. Finally the guitarist whispered and said he sang it five times. On another day in Bahrain, while Udawaththa was singing that song
Ma Adaraniya Mage, a large glass bottle was brought on stage by former LTTE supporters. In 1993, he became an A-grade baila singer on the
Sri Lanka Broadcasting Corporation (SLBC), ranking first out of eighty-eight participants. After that he was invited to sing for the films
Sathweni Dawasa and
Jeewanthi. At that time he also joined amateur bands as a regulatory singer. Later he performed two solo concerts called 'Suranganavi' and 'Nelum Vile'. Meanwhile, Udawatte made the songs about almost all the special events that took place in the Sri Lanka including
Aranthala LTTE attack,
Indira Gandhi incident,
Hasalaka Gamini,
Bandaranaike assassination case,
Upali Wijewardene disappearance case,
Ahungalla incident and
Rishana Nafiq murder case. Through it, he was able to educate the society and get a lot of attention for each story. On 27 June 2015, he performed a 'Dhanapala Udawatta Live in Concert with Plus Minus' at 6.00 pm at Panadura Town Hall to celebrate fifty years of his music career. It was the third solo concert performed by him. Udawaththa also sang a song attached to a series of films made in the country. He sang the first political song,
Kathira Paara, as well as the first tribute song sung to
Malini Fonseka. ==References==