I'd love that, multiplayer with people you know is so much more fun than with random people.
I used to love it when we had a CS clan and had matches twice a week, and I also used to love playing IL2 with Matt, Xen and a few others. IL2 was ace. I think pretty much everyone has HL2, HL2 deathmatch and CS Source.
When TF2 comes out we will have to get together everyone who has it and have some decent games of that.