Don't think so. Seems only Half-Life 2 and Episode 1 can be gifted as extra copies when buying the Orange Box should you already own those (which you don't). Since TF2 is a free game, you'd likely be upgraded to a paid TF2 user if you've been playing as a free user.What are these "friend" things you keep mentioning.
I want to get HL2 and the episodes, but all together it's much more expensive to buy them separately than it is to buy The Orange Box. However, I already have Portal and TF2. If I buy Orange Box off steam, so I have the option to gift Portal and TF2?