Debatable. Slackware and Debian were started in the same year, though the far-more-ambitious Debian project took much longer to reach its first feature-complete release.
As for fun, I think that's a fairly common element of the smaller community distros. DamnSmall, like Slack, has the fun right there in the name. And even Debian still insists on using Toy Story characters to name its releases. (And say what you like about Debian's "free-er-than-thou" attitudes, but is it really all that much different from Slackware's less-patched-than-thou?)
Still, Slackware is tied with Gentoo for first place in my list of "Distros I'm Glad Exist Even Though I'm Not Particularly Tempted to Use Them". I prefer Debian because I'm lazy (a cardinal virtue of programmers), but I often feel like I have more in common with Slackware or Gentoo users than with some of the more fanatical Debianites. :)
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