Q:

while loop not working (only once round) with sockets/ multi-threaded (java)

As you can see from the Client class, if the while breaks then the (Client) system prints a message, this message is never printed. 
The only thing the Server prints is "fromClient = CLIENT: I was just told the following by you...: Server: you are connected, your ID is 1"
(see the try block in 'ThreadWorker')
Yet the Server doesn't display the "understood" message (which should be sent as a response to "101" being sent to the client and the client responding with "understood") and it also doesn't display the repeatedly written Client's response which should include an incremented 'num' value on a loop.
This tells me something is failing in either the threads or the sockets but I'm learning it atm and I really hope it's just something obvious I'm missing but I've spent about two days trying different things, some help, some make it worse. 
Now I know posting loads of code isn't that good sometimes but I think I need to here. Sorry if I don't. 
Ideas? Thanks :)
(BTW, sorry if you've already read this, this is a bit of a trainwreck of a post, hopefully I've sorted the previous problems)
CLIENT
import java.io.*;
import java.net.*;

public class Client 
{
    public static void main(String[] args) throws IOException 
    {
        Socket clientSocket = null;
        DataOutputStream os = null;    
        BufferedReader is = null;
        String fromServer = null;

        try 
        {
            clientSocket = new Socket("localhost", 4444);
            os = new DataOutputStream(clientSocket.getOutputStream());
            is = new BufferedReader(new InputStreamReader(clientSocket.getInputStream()));
        } 
        catch (UnknownHostException e) 
        {
            System.err.println("Don't know about host: localhost.");
            System.exit(1);
        } 
        catch (IOException e) 
        {
            System.err.println("Couldn't get I/O for the connection to: localhost.");
            System.exit(1);
        }    

        while(clientSocket != null && is != null && os != null)
        {
            fromServer = is.readLine();
                if(fromServer.equals("101"))
                {
                    os.writeBytes("Understood" + "\n");
                }
                else
                {
                    os.writeBytes("CLIENT: I was just told the following by you...: " + fromServer + "\n");
                }
        }
        System.out.println("If you're reading this then the while loop (line 30 - 48) has broken");
        os.close();
        is.close();
        clientSocket.close();
    }
}

SERVER
import java.io.*;
import java.net.*;

public class Server
{
    ServerSocket server = null; 
    Socket service = null;

    public Server()
    {       
        try
        {
            server = new ServerSocket(4444);
        }
        catch(IOException e)
        {
            System.err.println(e + "Could not listen on port 4444");
            System.exit(1);
        }

        System.out.println("Listening for clients on 4444");

        int id = 1;
        boolean b = true;
        while(b = true)
        {
            try
            {
                service = server.accept();

                ThreadWorker tW = new ThreadWorker(service, id);
                new Thread(tW).start();
            }
            catch(IOException e)
            {
                System.err.println("Exception encountered on accept. Ignoring. Stack Trace: ");

                e.printStackTrace();
                System.exit(1);
            }
            id++;
        }
    }

    public static void main(String args[]) throws IOException 
    {
        Server s = new Server();
    }
    }

THREADWORKER
import java.io.*;
import java.net.*;
public class ThreadWorker implements Runnable
{
    protected Socket clientSocket = null;
    protected int id;
    boolean running = true;
    DataOutputStream os = null;
    BufferedReader is = null;
    String fromClient;

    public ThreadWorker(Socket service, int i)
    {
        clientSocket = service;
        id = i;
    }

    public void run()
    {
        try
        {
            os = new DataOutputStream(clientSocket.getOutputStream());
            is = new BufferedReader(new InputStreamReader(clientSocket.getInputStream()));
            os.writeBytes("Server: you are connected, your ID is " + id + "\n");
            fromClient = is.readLine();
            System.out.println("fromClient = " + fromClient);
            os.writeBytes("101");
            fromClient = is.readLine();
            System.out.println("fromClient = " + fromClient);
            if(fromClient.equals("Understood"))
            {
                System.out.println("please work(line 35 ThreadWorker)");
                while(is != null && os != null && clientSocket != null)//running)
                {
                    int num = 1;
                    os.writeBytes("Hello client, here is a number:" + num + " from thread: " + "\n");
                    fromClient = is.readLine();
                    System.out.println("'Hello client, here is a number: " + num + "' written to connected client with id of " + id + " (line 36 ThreadWorker)");
                    System.out.println(fromClient);
                    num++;
                }
            }
        }
        catch(IOException e)
        {
            System.err.println("Error line 38: " + e);
        }
    }
}

A:

Debugging this, looks like the offending code is os.writeBytes("101");. You need to send back os.writeBytes("101\n"); or the readLine() on the other side won't continue.

