3 Times Triple H clashed with Vince McMahon and 3 times they got along

Triple H and Vince McMahon have known each other for more than 25 years now. The duo had a meeting back in the mid-90s, which led to Triple H making his way to WWE and kicking off one of the greatest careers in all of professional wrestling.

Triple H is currently the EVP of WWE and will one day take the helm from Vince McMahon. These two have crossed paths on multiple occasions during Triple H's WWE stint. They have clashed with each other several times, and there have been instances when Triple H got along and joined forces with Vince McMahon.

In the following slideshow, we will take a look at three times Triple H and Vince McMahon clashed in WWE, plus three times they got along.

#6 Vince McMahon defeats Triple H to become WWE Champion (Triple H and Vince McMahon clashed with each other)

At SummerSlam 1999, Mankind won the WWE title by pinning Stone Cold Steve Austin. The next night on WWE RAW, Triple H defeated Mankind to win the WWE title for the first time in his career. The era of The Game had begun, and this was only the first of more than a dozen World titles for him. On the September 16, 1999 edition of WWE SmackDown, the WWE Universe saw one of the biggest upsets in pro wrestling history.

Vince McMahon met Triple H in a WWE title bout, and ended up winning the belt after Stone Cold interfered in the final moments of the contest. The WWE title was soon made vacant, and Triple H went on to win it back at WWE Unforgiven, in a Six-Pack Challenge also featuring The Rock, Big Show, The British Bulldog, Mankind, and Kane. Triple H and Vince McMahon would go on to collide several times in the coming years, on WWE TV.

#5 Triple H shares a heartfelt moment with Vince McMahon (Triple H and Vince McMahon got along)

Triple H and Vince in a tear-jerking moment

After John Cena failed to defeat CM Punk at Money In The Bank 2011, Vince McMahon confronted him on WWE RAW and was on the verge of firing him. Suddenly, Triple H came out and had some bad news for the WWE Chairman. Triple H informed Vince that the Board of Directors had decided to relieve him of his duties. The Game also announced that he was now the COO of WWE.

In a heartfelt moment, Triple H embraced his father-in-law as Vince cried his heart out in front of millions of fans. Triple H addressed Vince with 'pop', making it known that he regarded him as a father figure. Although Triple H brought bad news for Vince McMahon on that fateful night, the love and respect between these two were off the charts. Triple H's words to Vince, "I'm sorry! I love you pop!" echoed through the arena and garnered a loud pop from the audience. The line between kayfabe and reality was as thin as it had ever been, as we got to see how highly Triple H thought of Vince McMahon.

#4 DX feuds with the McMahons for months on end (Triple H and Vince McMahon clashed with each other)

Soon after WrestleMania 22, Vince and Shane McMahon continued their rivalry with Shawn Michaels. The Chairman also had a beef with Triple H, who blamed Vince for his WWE title losses. This led to Vince forcing Triple H to compete in a Gauntlet match against The Spirit Squad. The match saw Shawn Michaels coming out and reforming DX with Triple H, much to Vince McMahon's dismay.

Over the next several months, DX feuded with the McMahons. Triple H and Michaels played a bunch of pranks on Vince, which included painting a large DX logo on the WWE Headquarters. The feud culminated in a huge Handicap Hell in a Cell match at WWE Unforgiven, with the McMahons and Big Show taking on Triple H and HBK. In the end, DX managed to defeat the villainous trio, thus coming out victorious in the feud. DX went on to start a feud with the newly-formed Rated-RKO, consisting of Edge and Randy Orton.

#3 DX hosts a grand birthday celebration for Vince McMahon (Triple H and Vince McMahon got along)

At SummerSlam 2009, DX (Triple H and Shawn Michaels) defeated The Legacy (Ted Dibiase and Cody Rhodes) in a Tag Team match. On the same night, John Cena failed to defeat Randy Orton for the WWE title. The next night on RAW, DX threw a huge birthday bash for Vince McMahon, who had turned 64. Triple H and Michaels left no stone unturned while arranging the bash. The hilarious segment saw Vince not being too thrilled with the celebration, which was interrupted by The Legacy.

This led to a Six-Man Tag Team match featuring DX and Vince McMahon, against The Legacy. In the final moments of the match, John Cena came out to make sure Randy Orton wouldn't leave without getting what he deserved. This led to the babyfaces scoring a victory over The Legacy to send the fans home happy. This was one of those incredibly rare moments when Vince McMahon and Triple H were on the same side.

#2 Triple H destroys Vince McMahon and aligns with Stephanie (Triple H and Vince McMahon clashed with each other)

Soon after Triple H lost the WWE title to Vince McMahon and won it back at Unforgiven 1999, he made things incredibly personal with the WWE Chairman. Triple H successfully defended the belt against Stone Cold at No Mercy, and later lost it to Big Show at Survivor Series. Around that time, Stephanie McMahon was engaged to Test, and they had an in-ring ceremony on RAW. Triple H crashed the segment when he revealed that he and Stephanie had gotten married in a drive-through ceremony, while the latter was in an unconscious state.

Stephanie made it clear that she hated Triple H, but things soon took an insidious turn. The Game and Vince McMahon met in a No Holds Barred match at Armageddon 1999. The duo brawled throughout the arena, and beat each other to a pulp. In the end, Triple H scored a victory. In a surprising turn of events, Stephanie revealed that she was aligned with Triple H all this time, thus marking the start of The McMahon-Helmsley Era.

#1 Triple H and The McMahons take on The Legacy (Triple H and Vince McMahon got along)

On the road to WrestleMania 25 in 2009, Randy Orton snapped and began targeting the McMahon family. This resulted in him brutally attacking Vince, Stephanie, and Shane McMahon on WWE TV. The attacks prompted Triple H to come out and exact revenge for Orton's dastardly deeds. Thus setting up the main event of WrestleMania. For the next several weeks, Triple H and Orton collided on various occasions, which included The Game invading Orton's home on an episode of RAW.

Mere days before WrestleMania 25, Randy Orton cut a promo about how he was going to end Triple H at The Show of Shows, and win the WWE title. To his horror, Triple H and the McMahon came out on stage to a loud pop. The trio made short work of the security, and went on to attack Orton, Cody Rhodes, and Ted Dibiase. It was certainly a rare sight, as both Triple H and Vince McMahon had joined forces to fend off one of the biggest villains in all of WWE. At WrestleMania 25, Triple H defeated Orton in the main event and retained his WWE title.