Usage varies according to country. In my country, it's more often used in a neutral or negative sense. It's only rarely used in a positive sense. It can easily be misinterpreted as being nasty and very negative , especially when you are describing a female in this manner. You need to be very careful with tone of voice and context when using it in a neutral or positive sense.

It generally has neutral or positive connotations, unless it's a pointed, cruel sarcasm given to ridicule.

Sajjad, yes, I'd already had a look at O'Keefe's song. I guess I'll stick to it until I find another expression that suits my case better. I truly thank you all for the time you have taken answering my question.

Good Time Charlie's Got The Blues A song by Danny O'Keefe an American singer-songwriter. No strings attached, no negative connotations, no backslapper standing with the American interpretation though, unless it's a pointed, cruel sarcasm given to ridicule. Expressions and their meanings evolve and adapt to the ethos of a culture and age, that's what we call a living language. Michael's is the most eloquent answer though, duly acknowledged, I got to learn a lot from it as well : ) Thanks Michael : ) A little bit clichéd but maybe, ' happy-go-lucky ' is what you might be looking for. Everybody's goin' away Said they're movin' to LA There's not a soul I know around Everybody's leavin' town Some caught a freight, some caught a plane Find the sunshine, leave the rain They said this town's a waste of time I guess they're right, it's wastin' mine Some gotta win, some gotta lose Good time Charlie's got the blues Good time Charlie's got the blues

Michael, I thank you for the detailed answer, I really appreciate it. So, I feel that it depends a wee bit on how one perceives it but it's generally considered more badly. What I was looking for was some idiomatic expression for someone who likes enjoying life with a more carefree attitude but not necessarily in a superficial manner.