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From Telsa Gwynne via email...
"Going further back, I remember that one of the early Linux support companies at LinuxExpo used advertising fliers of topless women photographed from behind with some punchline about "no support?" (no bra, ho ho ho) and a distribution logo to advertise the fact that they supported Linux. I think that was Linuxcare, but I am not sure. I do remember that the distribution in question (Red Hat) took exception to seeing its copyrighted logo on the back of a naked woman in order to advertise another company, and two days into the conference the Red Hat logo vanished from the fliers...
...and the Debian logo appeared, because you can do anything with that one."
More details from LWN (including the image of the flyer in question):
"LinuxCare's swag includes a poster which, in a parody of the 3Com ad, shows, from the rear, a seated lady wearing only a red bra and holding a Red Hat 6.0 box behind her back. The caption is "simply supported." The word on the floor is that Red Hat's lawyers called LinuxCare's lawyers demanding that the poster be pulled from the floor. So people are grabbing them in multiples and giving them to their friends. It's sure to be a collector's items..."
There is also a brief note on the issue from somebody who was at the show .
The Debian iteration apparently was a poster for another conference :
"The hardcore geeks chuckled when the prizes were passed out near the end of the June Bay Area Linux Users Group meeting. LinuxCare, a fast-growing start-up specializing in support for the Linux-based operating system, was giving away free copies of a perky promotional poster featuring a naked woman guarding her buttocks with a Debian Linux CD-ROM.... But the geeks weren’t giggling at the naked lady. Instead, they were appreciating a more subtle stab of humor: a LinuxCare dig at Red Hat, the U.S. market leader in packaged Linux distributions. Just three weeks earlier, at the Linux Expo in North Carolina in late May, LinuxCare had earned Red Hat’s ire by distributing copies of a similar poster that displayed a Red Hat CD-ROM."