Heh. Those were actually mine too, the first builds I came up with to exploit the trick. Octopus Man, Grappling Halfling For Justice! and The Kraken, Grappling Halfling For Eeeviil!. They have some very real problems, but wow were they a lot of fun to write. I do wish it had occurred to me to name Octopus Man "Calamari Damacy" instead, since his main shtick is collecting all the enemies on the battlefield into one clumped up space, and that would have been hilarious to anyone that got the reference.
I didn't actually use anthropomorphic giant octo for those two, but with more than six levels to play with that's actually a really good idea.