While you are learning don't try to skimp on the wire.
If you are having trouble try this:
1) Strip the outer jacket to expose 2 inches of wire.
2) Untwist all these wires so NO twist is visible(while you are learning it is ok to untwist the wire below the exposed area, when you get better you won't need to do this)
3) Get the wires into the correct order now...
4) Flex the wires back and forth and "pull" them straight as you squeeze them between your fingers(if they don't stay straight now they won't after you cut them, so MAKE sure they stay straight now, and in the correct order)
5) Now that they are straight AND in the correct order, you can cut them. This is really where the practice, practice, practice comes into play. Cut the wires so only 1 inch of wire remains, be sure the cut is perfectly straight(making all the wires even)
6) Now slide them into the connector, before you crimp check that: the wires are in order, the reach the top of the connector, and (about) 1/4 of an inch of insulation is inside the bottom of the connector.
7) If it looks good crimp away, if not restrip or correct the problem.
Better to waste wire than connectors, the wire is cheaper...
After the crimp, check to make sure the wires are ALL touching the top of the connector, you will get a "head light look" as they say. The copper in the end of the connector will shine evenly across all wires.
Have fun and happy crimping....
Edit: i fixed #4, cnuke was right i left some details out... thx