Date: April 27, 2008

Before Tiger Woods, there was Roger. The Rocket had a long history of extramarital flings that unraveled one after another when it was reported that he'd had a long term affair with country singer turned drug addict Mindy McCready. Clemens allegedly met the singer when she was only 15 years old at, of all places, a karaoke bar. Apparently smitten with her drunken rendition of Billy Joel's "We Didn't Start the Fire," the two reportedly spent the night together. At the time Clemens, was married with two kids. Shocking.

McCready's gone on to make a mess of her life by, among other things, leaking a sex tape and appearing on Dr. Drew's Celebrity Rehab. In the aforementioned sex tape she alludes to the ironically nicknamed Rocket as having "a lot of problems" in reference to his, shall we say, not being game ready.