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I am trying to find a book I read in the 90's. It is about a man who traveled back in time to the Middle Ages. He can turn into a dragon and there is a big war against serpents. If I remember correctly there is a part where he magically travels under water and talks to a huge octopus.

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The Dragon And The George by Gordon R.Dickson. From Amazon's description:

"One minute he was a college teacher, the next he was a dragon! Jim Eckert leads a peaceful, happy campus life. He's a college basketball player and an expert in mediaeval history.

But his life has been disrupted by the disappearance of his girlfriend Angie. While taking part in a laboratory experiment on astral projection she just vanished.

In an attempt to find out what's happened he submits himself to the equipment. A very unwise move Next thing he knows he's in the Middle Ages. Worse, he's no longer human. He's in the body of a dragon. Worse still, Angie has been nabbed by another dragon and taken to the Loathly Tower. Obviously, Jim has no option but to give chase . . .

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  • The animated film "Flight of Dragons" was based on this, although there are numerous differences (as usual).
    – Omegacron
    Commented Nov 4, 2014 at 15:36
  • This series includes several books. He does go underwater at one point, into the realm where King Arthur's knights await the time of their return, slays wurms, and generally does all sorts of do-goodery. The magic system is interesting, as all magic is fueled by karma, and is tracked by an Accounting Department to make certain people don't spend more karma than they make.
    – user62707
    Commented Nov 4, 2014 at 21:45
  • @Omegacron The movie is a mish-mash of the novel and the "non-fiction" book The Flight of Dragons which tries to scientifically explain dragons.
    – eshier
    Commented May 13, 2017 at 19:04

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