From 2000 to 2006, Christopher Masterson played eldest brother Francis on the dysfunctional family sitcom Malcolm in the Middle, starring Frankie Muniz.. While Justin Berfield's Reese got most of the gay references and subtexts (not to mention most of the nude and shirtless shots), Francis got his share.
The most significant gay subtext was in a story arc in which Francis and his friend Eric (Eric Nenninger) move to Alaska together (because they can't stand to be separated) are mistaken for a gay couple.
In 1995 he starred in Cutthroat Island, about the female pirate Morgan (Geena Davis) and her companion Shaw (Matthew Modine) searching for treasure. He played Bowen, her assistant and protege, who displays no heterosexual interest.
During Malcolm in the Middle, Christopher had some additional buddy-bonding and gay-vague roles, most notably in the "My Generation" episode of the anthology tv series Strange Frequency (2001), about two serial killers of different generations who decide to go into business together.
Of course there were heterosexist roles, too, such as Nice Guys Finish Last (2001), a "teen boy obsessed with girls" short, and Wuthering Heights (2003), which moves the "classic" Victorian novel into a modern-day high school.
A Scientologist, he might not be a gay ally.
See also: The Top 10 Hunks of Malcolm in the Middle