A few problems with the lines irimi pointed out.
1) You're not capturing the users input.
2) If the user says yes they want to continue, why would you set the flag to false?
3) That if statement is not right.
Try taking a look at these lines
Code
System.out.println("Enter a addition increment");
int step_size = keyboard.nextInt();
starting_number += step_size;
And figure out what's happening. Try and do something similar to this but with Strings.
If you're not sure what a String is, google it.