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His Majesty's Dragon
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HMD: So when did did dragons first become friendly?
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In the 60's you've got Puff the Magic Dragon and the dragons from Pern and in the 70's the metallic dragons from Dungeons and Dragons and Pete's Dragon.

I can't help but notice that Tamerarie is a Chinese dragon, and so from this mythology rather than from the Western cannon.

In Middle-Earth history Ancalagon was the first winged dragon back during the War of Wrath.
The depiction of the European style dragons with wings in general goes back to at least the middle ages.

According to Wikipedia the norse had at least one helpful dragon in their legends.

https://www.google.com/search?hl=en&a...

Usually in Greek mythology, the dragons are guarding some treasure or another, and it's not always clear if that's because that treasure is their own or if they're doing it for someone else. The Golden Fleece is guarded by a dragon, for example. Medea had a chariot pulled by dragons. Cadmus (the legendary founder of Thebes) kills a dragon that was the pet of Ares and the felt so bad about it that he wishes for the gods to turn him into one. When they do, his wife wants the same thing. The precursor to later transformation myths?
Sometimes, dragons aren't good or evil, but represent a force of nature, and I think that's where the shift to "dragons are people too" comes from. That is, dragons might be more or less neutral (or, at least, threatening and fierce--like nature itself) but the 20th century transition into more green and environmental politics has seen them turn into something more benevolent.

The red dragon on the Welsh flag has wings and as a flag and battle standard that dates back to the 1400's. In Welsh poetry there are mentions of dragons going back to the 800's, but I don't know if they mention them having wings or flying.

I guess it depends what the dragon depicts in the myth - if it is guarding a treasure then it might be a tinsy bit annoyed when the adventures turn up to steal its loot. Dragons are often depicted as magical.

As said, Grendel isn't a dragon. The second part (or third, depending on how it's divided) of Beowulf does have a dragon. I'm not sure if it has wings or not though.
In Chinese lore a dragon is an omen of good tidings. The Reluctant Dragon is an 1898 children's story by Kenneth Grahame that has the dragon as a sympathetic character.
European dragons have long been both the winged and wingless types. look at the depictions of Saint George slaying the dragon at different times. You'll see both types.
European dragons have long been both the winged and wingless types. look at the depictions of Saint George slaying the dragon at different times. You'll see both types.

Not in the original epic, but the recent animated adaptation of Beowulf (co-written by Neil Gaiman) established a connection between Grendel and the dragon Beowulf fights at the end of his life. (view spoiler)
Secondly, was Smaug the turning point for dragons having wings? I heard he was originally written as a land based dragon and instead sank at Lake Town.