While in middle school, he "whipped out his dick in class", "stole the principals car" then "fucked the lunch lady". It is generally assumed that he lost his virginity to said lunch lady. It is also implied he was fairly close to his older cousins Steve and Matt.
The Naked MileEdit
Dwight is known to be the king of the Naked Mile and president of Beta House.
Although Dwight exhibits the characteristic sex drive of the Stifler name, he is not as prone to insulting as are Steve and Matt. He is not much of a bully or an arrogant jock like his cousin Steve Stifler. Most of his insults are directed towards his enemies, most notably Rock and Edgar.. Although he carries the same promiscuity of Steve and Matt, he is visually appreciative of having a "normal" family member like Erik. His given nicknames include "Stifler/Stiffmeister" (like most of his male family), "The Iron Liver" (due to his ability to consume large amounts of alcohol) and "King of the Naked Mile".
- Due to the way he acts and his obsession with the 'Stifler Legacy', he has yet to be informed no one in High School liked his older cousins Steve or Matt.