| Year | Name [1] | Title | Theatre company/production | Ref. |
|---|
1992 (1st) | Cheung Tat-ming | Far Way Home | Chung Ying Theatre Company | [2] |
| Anthony Chan Kam-kuen | 大屋 lit. 'Big House' | Sha Tin Theatre |
| Raymond To | 扶桑過客 lit. 'The Fusang Passenger' | Hong Kong Repertory Theatre | |
1993 (2nd) | Raymond To | A Foxy Tale | Wan Chai Theatre | [3] |
| I Have a Date with Spring | Hong Kong Repertory Theatre | [4] |
| Chow Yuk-ming | 徘徊在纏綿時份 lit. 'Lingering in a tender moment' | Actors' Family |
1994 (3rd) | Raymond To | The Mad Phoenix | Hong Kong Repertory Theatre |
| Mok Hei | 我要結婚 lit. 'I want to get married' | Hong Kong Federation of Drama Societies |
| Anthony Chan Kam-kuen | The Legend Of A Storyteller | Chung Ying Theatre Company |
1995 (4th) | Johnny Got His Guns | 旭日坊劇團lit. 'Rising Sun Theatre Company' | [5] |
| Chan Chu-hei, Jim Chim and Olivia Yan | 再見紅日出 lit. 'See the red sun rise again' | PIP Theatre |
| Ko Tin-lung | The School & I | Chung Ying Theatre Company |
| Chow Yuk-ming | Sleeping Wife | Horizonte | [6] |
1996 (5th) | Cheung Tat-ming | The End of the Long River | Hong Kong Academy for Performing Arts | [7] |
| Poon Wai-sum | Wu Song Fights the Mosquito | Prospects Theatre |
| Raymond To | Forever Yours | Chung Ying Theatre Company |
1997 (6th) | Ng Ka-hai | 龍情化不開lit. 'Deep Love For Home Cannot Dissolve' | Exploration Theatre |
| Ken Kwan | Oh, Touchwood! | The Nonsensemakers |
| Raymond To | Love à la Zen | Hong Kong Repertory Theatre |
| Poon Wai-sum | The Oak Tree | Theatre du Pif |
1998 (7th) | The Cockroach that Flies like a Helicopter | Prospects Theatre | [8] |
| Anthony Chan Kam-kuen | The Call of the White Orchid | Hong Kong Academy for Performing Arts |
| Leung Ka-kit | The Professional | Chung Ying Theatre Company |
| Cheung Tat-ming | 瘋雨狂居 lit. 'Mad Rain, Wild Home' | Hong Kong Repertory Theatre |
1999 (8th) | He Jiping | De Ling & Empress Dowager Ci Xi | Hong Kong Repertory Theatre |
| Raymond To | Butterfly Lovers | The Spring-Time Group |
| Chan Chi-wah | Up he climbs, Down she crawls | Actors' Family |
| Poon Wai-sum | The Rising Ants | Prospects Theatre | [8] |
2000 (9th) | Cricket in My Life | Prospects Theatre | [8] |
| Ko Tin-lung | The Merchant Of China | Chung Ying Theatre Company |
| Raymond To | Forever and Ever | Hong Kong Repertory Theatre |
2001 (10th) | Poon Wai-sum | Hu Xueyan, My Dear | TNT Theatre |
| To Kill or To Be Killed | Prospects Theatre | [8] |
| Anthony Chan Kam-kuen | The New Thunderstorm | Hong Kong Federation of Drama Societies |
2002 (11st) | Poon Wai-sum | Spiders in Meditation | Prospects Theatre | [8] |
| Ng Wong the Swordsman | Theatre Space |
| Chan Chi-wah | 蛋散與豬扒 lit. 'Egg Twists and Pork Chops' | Actors' Family |
2003 (12nd) | Candace Chong | Alive in the Mortuary | Chung Ying Theatre Company |
| He Jiping | Secret of Resurrection | Hong Kong Repertory Theatre |
| Poon Wai-sum | 香港煙花燦爛 also known as 港燦 lit. 'Hong Kong's Dazzling Fireworks - Gongcaan' | PIP Theatre and Prospects Theatre |
2004 (13rd) | Poon Wai-sum | Dragon Head | Prospects Theatre |
| Fire Lee Ka-wing | Oldsters on Fire | Wan Chai Theatre |
| Yu Hon-ting | The Country Teacher | Drama Gallery |
2005 (14th) | Candace Chong | Shall We Go to Mars? | Hong Kong Repertory Theatre |
| Cheung Tat-ming | Rotate 270° |
| Poon Wai-sum | 虎鶴雙形 lit. 'Tiger Crane Paired Form' | PIP Theatre and Prospects Theatre |
2006 (15th) | Candace Chong | The French Kiss | SNAP Production |
| Lucy Ching Man-fai and Ko Tin-lung | One of the Lucky Ones (Step II) | Chung Ying Theatre Company |
| Matthew Cheng Kwok-wai | February 14 | Hong Kong Repertory Theatre |
2007 (16th) | Szeto Wai-kin | The Last bet of My Dead Aunt | Chung Ying Theatre Company |
| Wong Wing-sze | The Last Piece of Gold of Miss Pang | Prospects Theatre |
| Poon Wai-sum | The Massage King |
2008 (17th) | Elton Lau | Waiting for the Match | Cinematic Theatre |
| Alvin Wong | Once in a Lifetime | W Theatre |
| Poon Wai-sum | Dust and Dawn | Hong Kong Repertory Theatre |
| Wong Wing-sze | this happy VALLEY is VERY happy |
2009 (18th) | Raymond To | I Love A-Ai [a] |
| Leung Shing-him | In the Wonderland | Class 7A Drama Group Limited |
| Lee Wai-cheung | To Dream The Impossible Dream | Wan Chai Theatre |
| Yu Hon-ting | Hello In There | Hong Kong Repertory Theatre and Drama Gallery |
2010 (19th) | Candace Chong | Murder in San José | Hong Kong Arts Festival |
| Sylvia Chang | Design for Living | Edward Lam Dance Theatre |
| Elton Lau | Soulmate | iStage and Chasing Culture |
2011 (20th) | Wong Wing-sze | The Truth About Lying | Hong Kong Arts Festival |
| Daisy Wong and Poon Wai-sum | Peacock Man & Durian Woman | Windmill Grass Theatre |
| Anthony Chan Kam-kuen | Dr. Faustus | Hong Kong Repertory Theatre |
| Cheung Fei-fan and Owen Kwok | The Best Wretches | loft Stage and Chasing Culture |
2012 (21st) | Matthew Cheng Kwok-wai | The Last Supper | Hong Kong Repertory Theatre |
| Kenson Chan Wing-chuen | The Heydays | Hong Kong Repertory Theatre |
| Elton Lau | Beyond the Words | iStage |
2013 (22nd) | Yu Hon-ting | Nitehawk | Drama Gallery |
| Yau Ting-fai | The Cell | Hong Kong Repertory Theatre |
| Yuen Lup-fun, Luk Wai-hung, Rupert Chan, Tang Shu-wing, Lo Wai-luk and Ken Kwan | Another Last Lesson | Chung Ying Theatre Company |
2014 (23rd) | Candace Chong | The Professor | Hong Kong Repertory Theatre |
| Poon Wai-sum | The Emperor, his Mom, a Eunuch and a Man | Hong Kong Repertory Theatre |
| Loong Man-hong | The Big Big Day | Chung Ying Theatre Company |
2015 (24th) | Cheung Fei-fan | Checkmate 23 | Theatre Space |
| Alvin Wong | Shuraba | W Theatre |
| Loong Man-hong | Go Go Ghost | Chung Ying Theatre Company |
2016 (25th) | The Abandoned Harbour | Hong Kong Repertory Theatre |
| Judy Chu | Farewell the Good Old Days |
| Matthew Cheng Kwok-wai | The Sin Family |
| Elton Lau | Off Key Buddies | iStage |
2017 (26th) | Chan Ping-chiu | Waking Dreams in 1984 | On & On Theatre Workshop |
| Birdy Wong Ching-yan | The Truth from Liar | Artocrite Theatre |
| Tang Sai-cheong | Three Brothers | Hong Kong Repertory Theatre |
2018 (27th) | Poon Wai-sum | The Diary of Song | Hong Kong Repertory Theatre |
| Cheung Tat-ming | Forever Silence |
| Loong Man-hong | Hong Kong Astronaut | Hong Kong Arts Festival |
2019 (28th) | Wong Kwok-kui | No News is True News | Windmill Grass Theatre |
| Kwok Wing-hong | Principle (2018) | Hong Kong Repertory Theatre |
| Matthew Cheng Kwok-wai | Auspicious Day |
2020 (29th) | Candace Chong | May 35th | Stage 64 | [10] |
| My Very Short Marriage | Dharma Workshop |
| Joey Leung and Melody Yuen | The Best Day In My Life | Windmill Grass Theatre |
2022 (30th) | Matthew Cheng Kwok-wai | Ambiguous | Hong Kong Repertory Theatre |
| Chan Siu-tung | Try to be Funny | BHT Theatre |
| Cheung Fei-fan | A Tale of the Southern Sky | Hong Kong Dance Company and Actors' Family |
2023 (31st) | Candace Chong | One Last Gift | Emperor Entertainment Group | [11] |
| We are gay | Hong Kong Arts Festival |
| Cheung Fei-fan | The Impossible Trial | Hong Kong Repertory Theatre and West Kowloon Cultural District |
| Poon Wai-sum | Confrontations | Hong Kong Repertory Theatre |
2024 (32nd) | Leung Shing-him | The Sympathetic Detonation | Class 7A Drama Group Limited |
| Lee Wai-lok | Leave Him in The Dust | Theatre Formula |
| Birdy Wong Ching-yan | I am Tree | Artocrite Theatre |
2025 (33rd) | Jim Hui | The Bucket | Hong Kong Repertory Theatre |
| Vacant Possession |
| Joey Leung | Ana | Windmill Grass Theatre |