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Although the Undertaker is one of the most dominant and legendary pro-wrestlers in the WWF/WWE history, he has met his match against formidable opponents. Here are some of his best feuds in my opinion.
The Undertaker and Mankind:
As the Undertaker rose to popularity, Mankind viciously attacked him during his Casket match with Goldust. At King of the Ring 1996, Mankind beat the Undertaker and later cost him a match against Goldust. The reason? Mankind wanted to dominate the Undertaker. At Summerslam, Paul Bearer turned on the Undertaker and sided with Mankind. This led to a Buried Alive Match which Mankind won. However the Undertaker rose again, refusing to stay dead. At Survivor series, Mankind tired burning the Undertaker alive. Ultimately, the Undertaker faced Mankind at Hell in a Cell (voted as one of the most memorable matches in WWF history.) This feud was one of the best as it showed not everyone feared the Undertaker. Mankind was unaffected by the Undertaker's mind games and brutality because he himself was brutal as well as deranged. In addition, it gave Mankind a push.
The Undertake and Kane:
As children, The Undertaker burned his house and killed his family by accident. Little did he know that his brother Kane survived though completely traumatized and locked in a mental institution. Kane vowed revenge by ruining his brother's career. Kane attacked the Undertaker and surprisingly, Paul Bearer betrayed the Undertaker yet again to side with Kane. The Undertaker swore he would never fight his own flesh and blood. Kane repeatedly kept pushing his brother to a brink's end by costing his match with Shawn Michaels and others. For the first and maybe the last time, we see the Undertaker's emotional weaknesses. Paul Bearer made the Undertaker feel guilty for creating the Big Red Machine, Kane. For a while, it would seem as if the Undertaker succumbs to guilt and despair until he sees that he didn't create Kane. Kane buried him alive but the Undertaker supernaturally rises up again. He confesses that some promises must be broken before his parent's grave. He swears that if he is guilty, his punishment would be hellfire. After that, the Undertaker becomes refined and more powerful than before. No longer haunted by the past, he promises fury and vengeance to be struck down on Kane as both wage a supernatural battle of mind games. The feud between the Undertaker and Kane ended at Wrestlemania 14..until it was reopened in later years.
What made this feud so great aside from classic matches was that the brothers of destruction will never be fully reconciled. The Undertaker and Kane may partner up to face their adversaries but they could utterly destroy each other at any given moment. They are two of the most dominant wrestlers in the WWF/WWE but in their minds, there is only room for one.
The Undertaker and the Great Khali:
The Undertaker's match was interrupted by the first arrival of the Great Khali who demolished the Undertaker, leaving him gasping for air. The Undertaker retaliated by facing the Great Khali at Judgement day with no success in winning. It ended with the two facing at "Last Man Standing." The feud was great because it was one of the rare times when someone bigger than the Undertaker ran a terrifying reign over Smackdown and put up a challenge for him.
The Undertaker and Kurt Angle:
Though a short feud, the Undertaker (Deadman) and Kurt Angle put an intense couple of matches. It began when Kurt Angle successfully defended the title against Mark Henry at a Royal Rumble before the Undertaker returned. Since then, the Undertaker played mind games on him before they ultimately faced each other at "No Way Out." What made this feud so great? Both are very competitive and professional athletes with epic careers. Kurt Angle is an Olympic Gold Medalist and an amateur wrestler before transitioning to pro-wrestling. The Undertaker is an MMA fighter with an undefeated streak at Wrestlemania. The two clashed like no other athlete in the WWF/WWE.
The Undertaner and Batista:
This intense feud began when Batista betrayed his partner the Undertaker in a tag team match. After the Undertaker beat Shawn Michaels at a Royal Rumble to win a chance to win the World Heavyweight Championship. The Undertaker looked at Batista, John Cena, and Bobby Lashley but ultimately picked Batista out of a personal vendetta. The two engaged in a series of dangerous and epic matches most notably at Backlash, Hell in a Cell, TLC, and Wrestlemania.
These unforgettable feuds will forever be a testament to the Undertaker's grand legacy. They also helped give each of these wrestlers a push in their careers as well. Each of these epic clashes demonstrated just how powerful the Undertaker really is in the face of adversity.
When i was a kid, Rey Mysterio became one of my favorite wrestlers. I loved his entertaining high flying moves. Rey Mysterio despite being short proved that you didn't need to be tough or strong to compete. I also was inspired by his heart and passion for wrestling. He played such a great face even during his feud with Eddie Guerrero and Batista. Even after Eddie's death, Rey Mysterio continued his legacy. I loved Rey Mysterio for his agility, quickness, and cleverness but it was also because of his Mexican heritage. It's not everyday for a hispanic to accurately represent the Mexican culture in front of a wide American audience. He's helped inspire appreciation from Americans of Mexico. Rey Mysterio has competed well against American wrestlers and fits well with WWE. Being a Mexican myself and coming from a Mexican family, he was a folk hero. My father and i took a strong liking to him because of that.
Lucha Libre, the Mexican traditional of wrestling, is characterized by high flying maneuvers and agility as opposed to brute power. Luchadores rely on complex submissions and other acrobatic combinations of attacks usually done out of the ring. The masks worn date back to the ancient Aztecs and are symbolic. They bear the reputation of the Luchador and represent archetypes (gods, heroes, animals, nationality, etc.) When a wrestler is defeated, he must remove his mask and suffer humiliation.
Rey Mysterio reflects Lucha Libre very well in WWE while still having a good understanding of how American pro-wrestling works. Rey Mysterio also deeply loved his fans and built great fan interaction.
Rey Mysterio left WWE a legend and now continues to compete in Mexican wrestling promotions.
When the Great Khali entered Smackdown in 2006, i was scared. His height and intimidating yet mysterious presence was known as he devastated the Undertaker. His roar was monstrous and his eyes inhuman. His physical appearance and size were jaw-dropping. I've seen him completely pulverize wrestlers in the ring almost to death. It is even reported that he accidentally killed a pro-wrestling doing a flapjack slam. There was a period when the Great Khali was unstoppable against WWE's best: Kurt Angle, Batista, Rey Mysterio, and others. He was at the top of the food chain, being the most dominant out there. When the Great Khali stepped in WWE, all hell broke loose. During that time, the Great Khali ruled in tyranny and everyone secretly knew it. He didn't need a title, all he needed was fear.
Many people believe that a large buff guy is a brainless moron with no fighting techniques at all. While this might be true, they're still fearsome. The Great Khali was born a giant. His enormous size is never to be underestimated. In the old tale of David and Goliath, David in his humility and quickness defeats the giant Goliath. However in the WWE, no one trains to be a David. Many wrestlers train to be a giant and when faced with a bigger giant, they aren't prepared. They lack the superior strength and speed. I've seen smaller wrestlers who are smart and more agile than the Great Khali but end up losing regardless. This is because they're stuck with such a fragile and small body that can do little damage to the monstrous size of the Great Khali.
Take for example his vice grip submission. How do you think Batista would break out of that hold? Hitting him? Trying to pull his arms away? Getting to the ropes? How do you fight a man who's 7 feet tall and weighs 347 pounds being a body builder Batista's size? Once Khali gets a hold, you'll be passing out in minutes and have a limited amount of time before you go to sleep. Once you get in this hold, i see very little counters.
People don't call him "the Great Khali" for nothing. He doesn't need speed or agility because his legs are in themselves dangerous. Often, Khali would kick a pro-wrestler in the face and the moment his foot made contact, the ropes on the ring almost break from the explosive impact of the pro-wrestler's back hitting the floor. It gets worse when he executes the Punjabi plunge. He lifts his opponents up with both hands then slams them as you hear the loudness of the impact. The slams are so devastating that Khali's opponents do not recover from them after one or two times. It's as if they fell from a tall building as they crash into the concrete.
Another one of his fatal moves is the Khali chop. This move is so violent and powerful, it can knock out an opponent if landed to the head. It looks downright painful when delivered straight to the chest.
Of course if your fast enough, you can escape some attacks like Rey Mysterio did. However what's a kick or a punch going to do? He's too tall and too strong to be ground so easily. Had this been a real life situation, you might have a better chance at fighting him. Unfortunately, pro-wrestlers options are limited to sport rules. He can take so many blows from someone like Triple H and even if Khali is knocked off balance, there's no guarantee he will stay there very long. You can only take a few and once you do, your finished.
Because of these moves and the creative ingenious of the old writers of WWE, they've made a monstrous wrestler that is powerful - maybe too powerful. In his earliest time on Smackdown, he's been demolishing our childhood heroes along with our hopes. The crowd must've been struck with fear as he steps over a fallen opponent for a pin. He was on a rampage and i can imagine the writers despite their creative ingenious talent, regretting ever making the monster.
WWE probably struggled to find a middle ground where Khali would not be too powerful or too weak with no success. As WWE fell into the more PG-rated setting, they slowly changed the Great Khali into a soft, family friendly, entertainer. He was reduced to no more than a punching bag for WWE legends such as John Cena. When the WWE gave him this role, the Great Khali stopped being great.
I cannot blame them nonetheless. I feel that the Great Khali might have been too powerful of a heel to keep within any roster. It would take too much work to equalize him with the other pro-wrestlers. Even if this were to happen, it would strip him away of who the Great Khali is. While many people use the word "great" too often, the Great Khali is probably the only person who lives up to his fearsome and ferocious name.
The Undertaker and Mankind: 
The Undertake and Kane: 
The Undertaker and the Great Khali:
The Undertaker and Kurt Angle: 
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