Cushy/ˈkʊʃi/ Definition 1 of 1Pro Tip 1/3Informal Usage The word 'cushy' is informal and used in casual conversations or writing. I love weekends, it's nice to have a cushy time without work. Pro Tip 2/3Possibly Negative 'Cushy' can sometimes imply that someone is not working as hard as they could be. Some say he doesn't deserve his cushy lifestyle. Pro Tip 3/3Emotional Connotation Using 'cushy' can express envy or desire for comfort, or lightly tease someone. Must be nice in your cushy new office while we're in the old building!