Upgrading from 10.5 to Snow Leopard and then to Lion

Hi guys,  I have little knowledge about computers and can use some help.  I have Late 2008 MacBook Aluminium Unibody laptop.  It has 10.5.8 - Leopard on it. 
I'm looking to upgrade to latest - mountain lion.  after researching I've found out that I need to first upgrade to Snow Leopard and then to Lion.
My question is more around backing up the laptop to my external hard drive (500GB) using Time Machine.
-Should the hard drive be completely empty or just have more than enough space to back up laptop?
-Once backed up, do i need to restore the data only if the files get erased while upgrading to snow leopard/lion?
-If it does get erased, how do I restore the data from the external drive?  Is it as simple as logging on to Time Machine and using a command?
-Is it safe to back up and restore?
I realize these questions are asked several times, but any help would be appreciated.  Thanks so much.

Welcome to the Apple Support Communities
1. You don't have to erase the disk. Also, your files will be kept after upgrading, because an upgrade doesn't delete anything. Just make sure that you have enough space in the hard drive to install Mac OS X.
2. In case that the upgrade fails, you will have to restore your backup, but not before, because your files will be kept after upgrading, as I said.
3. If you have made a Time Machine backup, you will have to start from the Mac OS X DVD that came with your Mac holding the C key while your Mac is starting, going to Utilities menu and restoring the Time Machine backup, so your Mac will be the same as it was before upgrading Mac OS X.
4. Of course (when you restore a full Time Machine backup, Time Machine erases the hard disk), but don't do it unless the OS X upgrade fails

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