80s Hulk Hogan vs Late 00s/Early 10s John Cena
Sure, it wouldn't be a masterpiece of technical wrestling, but given that Cena is effectively the current generation's Hogan, it would be interesting to see these two hook up.
Asuka vs 90s Manami Toyota
I don't know if anyone here other than me is a fan of Joshi Puroresu, but Manami Toyota is my personal favourite wrestler of all time (male or female), and it would be interesting to see who takes this.