15 Biggest Matches WWE Should've Booked In The 90s (But Didn't)

13. Razor Ramon vs. The Undertaker (1995)

As previously mentioned, the biggest stars of WWE uring the mid-90s were Bret Hart, Shawn Michaels, Diesel, The Undertaker, and Razor Ramon. Most all of those names worked a program with each other at one point or another, but the only two men who never crossed paths on WWE television were Ramon and Taker. The dynamic between the two would definitely have been an interesting one to see play out in the ring. When Razor debuted, he was immediately pushed to the main event and though he would remain in the company for the next four years, he would never again reach the main event. The Undertaker also was not a constant main event performer at this time, but was still usually positioned just a peg above The Bad Guy. For this reason, the finish would've likely seen Razor do the honors for the Deadman. Regardless of the outcome, Razor and the Deadman could've combined for some great angles and an interesting storylines that would have greatly improved WWE television in 1995.