Just before he made his return Orton reinjured himself in a motorcycle accident. At Unforgiven Orton, Cody Rhodes, Ted Dibiase and Manu cost World Heavyweight Champion CM Punk his title in a title match. He made his in ring return by losing to CM Punk by Disqualification when Ted Dibiase interfered. On 1 December episode of RAW he made an alliance with Cody Rhodes Ted DiBiase and Manu called Legacy He began 2009 off with winning the 2009 Royal Rumble. At the 25th Anniversary of Wrestlemania Orton lost to Triple H in a title match. He punted each member of the McMahon family before beating Triple H in a 6 man tag team match for the title. He intetionally disqualified himself at Judgement Day to retain the WWE Title. At Extreme Rules he was beaten by Batista for the title. The next night on RAW Batista vacated the WWE Title due to an injury and Orton won it in the main event. He challenged John Cena to a title match and the stip was if he won he gets the title and if he loses he must quit RAW for good. He lost to John Cena in a I Quit Match at the Breaking Point pay per view. The next month at Hell In A Cell Orton defeated Cena in a Hell In A Cell match to win the title back. At Bragging Rights Orton and Cena were tied 5-5 in an Ironman match with only few seconds remaining. Suddenly John Cena locked Orton in the STFU and Orton tapped and lost the title. 