Chuck was a former WCW Tag Team Champion, but not exactly a big name. Billy, on the other hand, was one half of one of the greatest tag teams ever to grace a WWE ring. When put together as a tag team, they became the ambiguously gay duo of professional wrestling (but it's not like there's anything wrong with that...sorry, I just had to).
Dawn Marie and Al Wilson
As you might be able to tell from the photo, this relationship was not exactly normal. Basically, Al was recently divorced and fell in love with Dawn Marie who happened to be a Diva colleague to Al's daughter Torrie. Eventually Al proposed and the wedding was to take place. However, Torrie would do anything to prevent this from occurring--she accepted a proposition of her own from her future step-mother. The deal was that if Torrie "spent the night" with Dawn Marie, she would call off the wedding. Of course this deal didn't go through because Dawn Marie was just that big of a scammer and well, it wouldn't have been a happy ending right?
So, Al and Dawn Marie got married and went to Hawaii for their honeymoon, but the fun stopped there. You see, Al wasn't in the best of shape and was kind of up there in age and Dawn Marie was quite young and energetic. Needless to say, the consummating of the marriage took place a few too many times and our dear old friend Al Wilson "died" of a heart attack (WWE used to enjoy killing off characters).
Triple H and Stephanie McMahon
In November 1999 Stephanie McMahon, daughter of WWE Chairman Vince McMahon, was supposed to marry Andrew "Test" Martin on Raw is War. As the nuptials were taking place they were surprisingly interrupted by Triple H--a major rival to the McMahon family. He then proceeded to show a video of himself and Stephanie visiting a drive-thru wedding chapel in Las Vegas and well, getting married (Stephanie was drugged at the time). Of course all hell broke loose after this. [click here for Part I and here for Part II of the entire segment]
At the Armageddon pay-per-view the following month, Vince and Triple H faced off in a match with interesting stipulations: if Triple H was to win, he could stay married to Stephanie, but if Vince won the marriage would be over. Things didn't exactly go the way Vince wanted as doting daughter Stephanie turned on her father to help Triple H win the match and therefore continue with their relationship and begin the McMahon-Helmsley Era.
This relationship made a huge impact on the shows and many storylines during the next few years revolved around Triple H and Stephanie until Triple H tore his quadiceps in May 2001. Upon his return to television the relationship continued with Stephanie announcing that she was pregnant. However, this pregnancy turned out to be a hoax and during their vow renewal ceremony in February 2002 Triple H ended the McMahon-Helmsely Era after its wonderful two-year run.