Question

If I teach it to a fast Pokemon like seperior can I repeatedly use this to damage and switch damage and switch etc.

Answer 1

No because dragon tail has a -6 priority meaning it will go last almost always.
Source: http://bulbapedia.bulbagarden.net/wiki/Dragon_Tail

Comments

To be accurate, it will only move first if Trick Room is the opponent's move.

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Trick Room doesn't affect Dragon Tail. Prankster Copycat and ResTalk is the only way to get it to go first.

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he means because of trick room's -7 priority (I think).

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'Never question the Mewderator.' :P
jk

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No, not what I meant.
Trick Room affects Speed, not priority.

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But comparing -6 and -7 priority, which would go first then?

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i was talking about fizzcube dragon tail will go last unless the opponent uses magic room, trick room, or wonder room which have a -7 priority so that way it will go first because dragon tail has -6 priority

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Oh, I misread.
Same goes for Wonder and Magic Rooms.

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Snore anyone?