1. One Night In Chyna
Following both of their departures from WWE, Chyna (top star Triple H's ex-girlfriend) and Sean "X-Pac" Waltman (top star Triple H's close friend) found comfort in the arms of one another. Unfortunately, this was not a love story with a happy ending -- both parties were in the grips of drug addiction, and their tumultuous relationship didn't last long. After they broke up, a sex tape the two had made hit the internet. Dubbed 1 Night In China, it featured graphic, hardcore action between the two -- enough to turn even the most stony of stomachs. After all, this was the same woman who had shattered stereotypes by becoming Intercontinental Champion, and the same man who had famously pinned Razor Ramon to become an overnight star. The drug-fueled sex was not something we wanted to see from our childhood heroes. The downward spiral continued for both after the tape was released. Waltman and Chyna both had well-publicized struggles with drugs for years afterwards. Waltman attempted suicide in 2008, while Chyna settled into a regular career in adult films. Both had stints in rehab. Today, we can only hope that they're doing better.