Upgrading and transferring data to a new macbook pro, given my old mac is running on Lion.

I am currently using a late 2006 black macbook running OS Lion. I have recently bought a new retina macbook pro to upgrade to which will presumably be running OS Mountain Lion. I understand there are several ways to transfer data across to new macs and so I have some questions:
- What will be the best way to transfer my data across, given I regularly back up onto an external hard drive using Time Machine? I have doubts about the best way to do this as I don't want to load a bunch of junk across. Aren't there directories and cached data stored on the computer from used applications? Given I've had this for many years, I have downloaded, installed, and deleted many applications, so don't want a load of unused data clogging up my new mac. My main things to transfer are photos, music and regularly used applications such as Office (I was also wondering if I need to reinstall Office...or will it work after the transfer?)
- And do I need to upgrade to Mountain Lion first on the current Macbook?
Thanks

Read this and choose what you think serves your interests best:
http://pondini.org/OSX/Setup.html
It is best to reinstall non Apple applications later.  You should be able to install a new OS at anytime you choose without any affect in your data.  With that said, always have a backup.
Ciao.

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