Playboy PMOM Slide Show
 

I didn't create this, but I wanted to share the link. It's a slide show of Playboy centerfolds. It starts at Tamara Witmer, Miss August 2005. I went back to Rebekka Armstrong, so that's at least 1986. I'm unsure if this goes all the way back to the first PMOM but never the less, it's a cool link someone put together:

http://tumbview.com/pbcenter/slideshow/#134

It goes all the way back to Marilyn Monroe.