Hello jerelo,
Thanks for the question. There are a couple of options to share your music between two computers, the following article outlines these:
iTunes for Windows: How to copy purchases between computers
http://support.apple.com/kb/HT1727
Use Home Sharing
Transfer your iTunes content between authorized computers on your local network using the Home Sharing feature in iTunes 9 and later.
Burn a data CD or DVD with the song files
Burn your purchased items to a data CD or DVD. After you've burned the disc, insert it into another computer and import the items into iTunes.
Use an external hard drive
Drag files to the disk icon of an external hard drive connected to your computer. Connect the hard drive to the other computer, and import the songs into iTunes. You can also use your iPod as a hard drive.
Use your iPod and iTunes
You can transfer iTunes Store purchases that are synced with your iPod to any authorized computer (for example, from your home to your work computer).
Use file sharing
Turn on file sharing to copy files over a network.
In addition to these, you can also turn on Automatic Downloads:
iTunes Store: How to enable Automatic Downloads
http://support.apple.com/kb/HT4539
Thanks,
Matt M.