life of Riley /ˈlaɪf əv ˈɹaɪ.li/ noun1 •(old-fashioned) An ideal life of carefree prosperity and luxurious contentment.It's the life of Reilly, but we're not stuck on it at that [...] If I stay her^([sic]) doing this sort of work for another week I won't be fit to work all summer, for I'm getting lazier every day — 1902