steps to reproduce:
- use the code, set line breakpoint where the comment is
```
public class Endless {
    public static void main(String[] args) {
        try {
            int read = System.in.read();
            while(read != -1) {f
                System.out.println("Read " + read); // breakpoint here
                read = System.in.read();
            }
        } catch (IOException e) {
            e.printStackTrace();
        }
    }
}
```
- run with VM options `-agentlib:jdwp=transport=dt_socket,server=y,suspend=n,address=5555`
- attach the debugger
- type anything in the run console and hit enter => debugger stops on a breakpoint
- stop the debugger (it detaches from the process)
- attach the debugger again
- type anything in the run console and hit enter
Debugger does not stop and the app does not continue until the debugger is detached
I was able to reproduce it with jdb and IDEA debugger.