Streetwise (adjective)

1. Having knowledge and understanding of the ways and attitudes of the people in a particular urban environment.
2. Shrewd and practical in dealing with the realities of life on the streets.

Origin:

From the english word "street" meaning "a public road" and "wise" meaning "having knowledge and good judgement".

Examples:

1. He was streetwise, so he knew how to avoid trouble.
2. She was streetwise and knew how to take care of herself.
3. He was streetwise, but still fell prey to the scam.
4. He was streetwise, but he still had a heart of gold.
5. She was streetwise and knew how to get what she wanted.