Gloomy and sad, I’m about to reach the half century (6)
I believe the answer is:
dismal
'gloomy' is the definition.
('dismal' can be a synonym of 'gloomy')
I can't explain the rest of the clue.
Can you help me to learn more?
(Other definitions for dismal that I've seen before include "Showing gloom, dreary" , "Gloomy and depressing like winter weather" , "Miserable" , "Dreary, cheerless" , "'Gloomy, grim (6)'" .)