i think topbucks, nastydollars and a few others settled with the FTC about CAN-SPAm related activities, whilst SixNine fought the same court case and won!
XPics.com - Fined by FTC for credit card fraud in July, 2000.
Zango - Fined $3M by FTC in Nov, 2006 for installing adware onto consumer's computers.
and lets never forget crescent publishing:
http://abcnews.go.com/Technology/story?id=119523&page=1