A guy from California, but not just that, they are usually compared to a guido or some other stuck up jerk. They were anything that OBEY written on it and use the word BRO as a noun, adjective, and any other way that a word can be used in the English Language. They love going to beach, because they can drive their brand new BMW or Mercedes that their parent bought them because their parents are loaded. They always wear rainbow sandals even when its raining.
Look over there in the OBEY tank top, that guy is such a Cali Boy
Men or immatureboys who turn up after Cali-ing you 10 years prior, then wanting to marry you, move countries for you or marry you along their main-project (wife/girlfriend)
He did a Cali Boy on medespite being married to someone from his community, and regretting for not proposing you ten years ago.
12 step recovery jargon referring to someone new who talks about how great life is, now that they'resober. Usually meaning that the person is out of touch with reality.
The new guy seems pretty happy for a dude who has no job, no money and no family. He must be on a pink cloud.