The phrase often implies someone is unfairly taking advantage. It can suggest laziness or dishonesty. He's trying to get a free ride by copying homework.
Pro Tip 2/3
Idiomatic Usage
Used metaphorically, it doesn't always refer to physical rides but to situations where someone benefits without effort. She got a free ride to success thanks to her family's connections.
Pro Tip 3/3
Context Matters
Use it in casual or informal conversations, but avoid in formal writings or serious discourse. In group projects, there's always someone who takes a free ride.