1) My Computer
Sure its old and pretty bad compared to some peoples computers, but I built it, and it has served me better than anything else I own.
2) Sky+
If you don't have Sky+, you are missing out. It works so seamlessly and simply that even my mum can (sort of) use it.
3) PS3/HDTV
So the PS3 cost a lot, but I don't care. Buying it on release was a good thing, as I have one which plays PS2 games as well. And my beautiful TV is wonderful as a second monitor too.
4) My Camera
Not that new, not the best lenses i the world, but it has allowed me to prove to myself that I am good at it. And it has given me something to be proud of.
5) iPod
Again, only a 5G 30GB, but it has served me well. It isn't slowed down by coverflow like the new ones are, and with my CX300s are also great. Keeping me occupied in journeys since 2006.
THats the overall jist of things for me. I don't have the newest, most expensive, best tech in the world, but I love what I have and it has given me many years of what I want. And I won't get rid of them until they finally die.