About $3200. A few hundred more if you count some computer sound cards that I use for listening to music.
This is over a period of less than two years. I have three setups - home, office, and portable.
I have one more purchase of $400 in mind, and I think I'll be done at that point (really!)
The way to stop is to switch to obsessing about other toys, and to stop reading head-fi... My other spending addictions include computers and home theater.
I spent a lot more on my speaker setup (SACD player, integrated amp, and speakers), but that was a one-time thing. I haven't upgraded that, and I don't feel the need to upgrade. With headphones it's different. It's a lot easier and less expensive to buy more stuff, but it sure adds up! Also, headphone-related toys don't require much space. I don't have enough space for multiple pairs of monster speakers...
In terms of spending, the order for me at this point is computers, then speaker-based audio, then home theater, then headphone-based audio, so headphones are actually not the worst thing I'm dealing with. Thank goodness I'm not interested in cars!