Shawn Michaels's best friend is his long time partner in wwe...Triple H!!! They have been friends since junior high and went into Wrestling together! They also created DX...a well known team in wwe! July 2, 2008 I don't know where you got your info, but Shawn and Hunter did not go to junior high together nor did they go into Wrestling together. Shawn was in wrestling long before HHH ever was. Shawn is 4 years older than HHH therefore when HHH started junior high, Shawn would be in high school. Shawn started his wrestling career in Oct of 1984, HHH started his in March of 1992. Shawn Michaels is 44 years old he maried a girl named Rebecca Curci