A player or serial cheater. It refers to a man who, even while in a relationship, constantly pursues other women. It is used to describe someone who is not serious, is unfaithful, or likes having multiple conquests at once.
Girl, you should not go out with that guy because he is a total pela'o: he is cheating on his girlfriend and DMs every woman I know.
Used to describe someone who is totally broke or going through a rough financial patch. It is a very common expression in Puerto Rico to indicate that someone has no cash at all, not even for the bare essentials.
Bro, I can't go to the concert because I am totally pela'o and I still have a week to go before payday!
Describes a person who is completely broke, lacking money even for basic needs. It is the state of being penniless or having empty pockets, usually right before payday.
Lend me some cash for lunch because I am totally pela'o after paying for electricity and internet.
An adjective used to describe someone who is bald or clearly losing their hair. In Chile, this is the standard way to refer to someone with a bare head.
My brother bought a ton of lotions because he is terrified of going pela'o before he is forty.
Refers to being completely broke or lacking the funds to cover any expenses. It is a very common way to say someone is flat broke, especially in the days leading up to payday (salaries in the region are often paid in two installments per month, known as the quincena).
No way, man, don't ask me to go out this weekend because I'm totally Pela'o and there is still a long way to go until I get paid.