#1 Dolph Ziggler vs Kofi Kingston
Number of TV matches: 26
First - last match: Raw Nov. 23, 2009 - Raw June 1, 2015
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Record: 13-1-12
In a period of 5 years and 6 months, Dolph Ziggler and Kofi Kingston have faced each other a mind-blowing 26 times in singles competition, an approximate average of 1 match every 2.5 months!
Their initial fight was a Breakthrough Battle Royal Qualifying match, announced by the night's special guest Jesse "The Body" Ventura. It happened on Raw's November 23, 2009 show, while Kofi had just engaged in a feud with Randy Orton. Ziggler was not part of a notable storyline at the time (sounds familiar?) so Kingston was expected to win. Indeed, after a short but solid match-up, Kofi hit the Trouble In Paradise and took the Show-Off out of the equation.
On Raw June 1, 2015 both men were on their way to the 2015 Money In The Bank Ladder Match (won by Sheamus). The New Day were Tag Team Champions at the time and accompanied Kofi to the ring, while Ziggler was managed by Lana as they were part of the notorious angle with Rusev and Summer Rae (yet another terrible storyline for the Show-Off).
The match itself was a transitional one, as Xavier Woods distracted Ziggler, Kofi went for the roll-up pin, Dolph reversed it and he got the win. Woods and Big E attacked Ziggler immediately, the Prime Time Players came to his aid, and a 6-Man Tag Team match was set.
Assuming that both Kingston and Ziggler are relatively young and expected to wrestle for years to come, they will likely meet again somewhere down the road, adding y another chapter to the most booked rivalry in WWE history!