I'm not too well versed in Deadpool myself, but I think the general consensus is his entire solo series from the 90's, written by Joe Kelly. I very much recommend the content of the two DEADPOOL CLASSICS trades (vol. 2 particularly, that's all Kelly), but the $30 is such a rip.
So unless you're willing to spend that, I'd recommend just breezing through these posts to give yourself a fun and wonderful Deadpool sampler platter!
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So unless you're willing to spend that, I'd recommend just breezing through these posts to give yourself a fun and wonderful Deadpool sampler platter!
http://asylums.insanejournal.com/scans_daily/tag/char:+deadpool/wade+wilson
Like, behold this, where he picks a fight with Wolverine in a unique way: http://asylums.insanejournal.com/scans_daily/242112.html
And his date with Big Bertha of the Great Lakes Avengers: http://asylums.insanejournal.com/scans_daily/240924.html