Top 13 Pro Wrestling Heel Turns of the Last 25 Years

This list is of the 13 best Heel turns in the last 25 years.

I have tried to include turns that were genuinely surprising and had a lasting effect on the pro wrestling business.

13. HHH turns on DX at Wrestlemania 15

We start with HHH turning his back on DX at Wrestlemania 15 in 1999. This was the beginning of his main event push in the WWF.

Say what you want about how he got to the top, but he deserved to be a top guy in this business.

HHH paid his dues long before he married Stephanie McMahon.

This moment also put the proverbial nail in the DX coffin.

12. Macho Man Randy Savage turns on Hulk Hogan

The "Mega Powers" were unstoppable. That was until Randy Savage let his jealousy get the best of him.

After almost a year of being the most dominant tag team in the WWF, the Mega Powers "exploded" at Wrestlemania 5.

Savage lost his WWF title to Hulk Hogan and this feud would last for many months.

11. Scott Steiner turns on Rick Steiner

Nobody saw this coming. Scott Steiner turns on his brother Rick while they defend the Unified WCW Tag Team Championship against the Outsiders, Hall and Nash at SuperBrawl VIII on Feb. 22, 1998.

This was the start of the career of Big Poppa Pump and he went on to win the WCW Championship.

10. The Rock screws the fans

The Rock's career was rising fast in the WWF. The fans was embracing him and cheering his name. Survivor Series 1998's main event was a tournament to crown a new WWF Champion.

The "Peoples' Champ" went all the way to the final by fighting off members of McMahon's Corporation only to join them in the end.

Hand picked by Vince to "screw over" Mankind only one year after the infamous screwing of Bret Hart.

As an added plus, I was in attendance this night and got to see this live.

9. Steve Austin makes a deal with the Devil

Stone Cold vs. Mr. McMahon! The feud that brought the WWF back to a fighting stance with WCW in the late 90's. These two men hated each other and the feud lasted for almost 2 years.

Nobody ever thought Steve would sell out to the Chairman just to be champ one more time, but he did. And in Texas of all places.

Sadly this turn flopped with fans and Steve was later turned into the leader of the Alliance, and that turn flopped as well.

8. Paul Bearer turns on the Undertaker

After managing the Undertaker for six years, Paul Bearer turned his back and joined Mankind, the only man at the time that could give Taker a run for his money.

Undertaker's career only got bigger from this point on but this heel turn surprised us all.

7. HBK superkicks Hulk Hogan

From out of nowhere came this superkick that set up the main event at SummerSlam 2005.

Shawn Michaels had been teaming up with Hulk Hogan for a few weeks and everything looked peachy.

Then bam, this hit caught us all off guard. I still remember a guy in the front row that looked like he crapped himself when it happened.

6. HHH doublecrosses HBK

We were all teased with the idea of a return of one of the most controversial groups from the 90's.

DX was set to return on RAW in 2002. Just when it all looked perfect, HHH kicked HBK and delivered a pedigree.

This would setup the two for a fantastic match at Summerslam that year.

5. Eric Bischoff joins the nWo

Eric Bischoff, the man who had been the voice of WCW for years and had actually took some beatings at the hands of the nWo, switched sides and teamed up with the "good guys."

He was doing this gimmick long before Vince was and he made it work, too.

4. Shawn Michaels goes solo from Marty Jannetty

It was one of the first times we saw blood (a lot of blood) on Saturday morning wrestling.

Shawn Michaels threw Marty Jannetty through the Barber Shop window and officially ended the tag team of The Rockers.

Shawn would go on to become HBK and Jannetty would just go away.

3. Hulk Hogan joins the nWo

"For two years, brother, for two years, I held my head high ... I did everything for the kids ... the reception I got when I came out here ... you fans can stick it, brother."

And with that speech the nWo was born and Hulk Hogan turned heel and shocked the world.

This was the storyline that made WCW a huge household name and really got pro wrestling hot again.

Sadly, the nWo was a one trick pony that WCW had no idea how to keep going without repeating itself over and over again.

2. Sgt. Slaughter turns on America

I know what your thinking. How could I put this higher than Hulk joining the nWo. The answer is that this was probably the most real storyline from an outside perspective than any in the history of wrestling.

This enraged even non wrestling fans. Sgt. Slaughter, who had always stood for the USA and was even a member of G.I. JOE had turned his back, not on just the fans but the whole country.

He had joined Iraq, a country we was actually at war with in real life. This propelled him to a WWF Championship and a main event match with Hulk Hogan at Wrestlemania 7 in 1991.

I for one loved this storyline and was cheering Slaughter the whole time. Nothing is more real than this. But one turn was bigger......

1. Andre the Giant turns on Hulk Hogan

My number one! Andre the Giant had been undefeated for 15 years and had never been the WWF Champion.

His best friend Hulk Hogan was the WWF Champion and Andre knew what he had to do.

With a surprise challenge on Piper's Pit and his new manager, Bobby "The Brain" Heenan, by his side, Andre made the biggest heel turn in wrestling history.

He challenged Hogan to a title match at Wrestlemania 3 in 1987. This match alone is what brought 93,173 fans to the Silverdome. It doesn't get any bigger than this.