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I would use the contract signing to start the turn.
Have them sign the contract and stand face to face with each other. Then have Orton start to do the snorting thing that he does before he spits in someone's face. But he doesn't do it, he just looks at Taker and leaves the ring.
At Mania, Orton wins a tough match with the RKO. The finish I would go with is to have Taker hit the Chokeslam and only get 2, hit the Last ride, again 2, then go for the Tombstone, Orton fights back to his shoulders, slides off and BAM RKO! 1-2-3.
They both get up, Orton does his "I just won my first match clebration", Taker spins him around, another staredown, extends his hand, Orton shakes it and as Taker goes to leave he pulls him back in and spits in his face and BAM ANOTHER RKO.
Orton does his "I'm a prick" pose and there's your heel turn.
The next night Orton at first feels safe about being on RAW with Taker on SD, but then finds out about the draft lottery and is shitting himself. Early in the night Taker gets drafted to RAW and Orton is beside himself. Later in the night, Orton gets drafted to SD and jumps for joy, and then takes off in car to SD.
In the main event Taker is wrestling someone (Edge?), and Orton comes back through the crowd and hits Taker with another RKO and leaves.
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