Widely known for his performances in the AMERICAN PIE series, Jason Biggs completes MY BEST FRIEND’S GIRL’s complicated love triangle as Dustin, Tank’s best friend who can’t stop pining obsessively – maybe a little too obsessively – for Alexis. “The word ‘stalker’ comes to mind,” says Biggs, laughing. “He’s a sweetheart, though. He’s the guy who, on paper, is the perfect boyfriend, but he’s probably a little too much, and he comes to realize that later.”
For Cook, it was crucial to find a co-star with whom he could form a believable on-screen friendship. “It’s very important that audience senses a real bond and chemistry between these two guys,” he says. “I knew immediately when I met Jason that we were in great shape. We have a back and forth and a banter that’s unique.”
“Jason’s energy is lovely,” adds Hudson. “He’s so talented, and he’s so present, and he’s really funny, and he’s so much fun to work with. Every once in a while you meet certain people throughout your career who inspire you and who you keep with you. And Jason is really one of those people. I really enjoyed working with him.”
Actress Lizzy Caplan, who recently appeared in the J.J. Abrams-produced CLOVERFIELD, relished the opportunity to play Amy, Alexis’ foul-mouthed roommate. “I never get to take it really over the top and I was excited to do that, definitely,” she says. “Amy is filthy and says a lot of very, very dirty things. She’s the one who encourages Alexis to go out and get it on.”
Rounding out the all-star cast is the inimitable “30 Rock” star, Alec Baldwin, who makes a priceless appearance as Tank’s father, Professor Turner, a liberal academic at a women’s college who’s secretly a raging chauvinist and womanizer. “Turner is the most disgusting, sexually selfish guy I’ve seen in a film in a long, long time,” admits Baldwin. “You talk about male chauvinist pig, this guy is a whole pig farm of male chauvinism. He’s horrible. People are going to laugh at this guy, because it’s funny. But it’s sick and it’s sad. I want people to laugh and cry.”
“All of us had a blast with Alec,” reports Deutch. “He has as much range as anyone I’ve ever worked with. He’s able to be hilariously funny and also powerfully dramatic in the same moment. That’s very difficult. He’s got a unique barometer as an actor where he can practically direct himself.”
Cook felt an immediate kinship with Baldwin on set which only enhanced their on-screen relationship as father and son. “Alec Baldwin is a classic,” he says. “He comes in with just an unbelievable energy and understanding of this character. Working with him is like putting on that favorite pair of jeans, you know. He’s inspiring.”
Baldwin was equally impressed with Cook and his ability to carry the responsibilities of a leading man. “I really wasn’t prepared for how much I would like Dane. There aren’t a lot of guys who are comics and who audiences really want to see kiss the girl. I think there are a lot of movies that Dane could do. He’s a very intense guy and very talented.”
For director Howie Deutch, making MY BEST FRIEND’S GIRL was an opportunity to return to the kind of storytelling that marked his 1980s hits, PRETTY IN PINK and SOME KIND OF WONDERFUL. “I haven’t had a chance to get back to a romantic movie in a long time, a funny movie that’s based on relationships,” says the director. “I’m really interested in relationships and why we’re together, what makes them click. I could watch a guy and a girl having a date, you know, for hours, just watching what they do.”
“Howie has experience with some of the greats in comedy, like Jack Lemon and Walter Matthau,” says Cook. “He knows comedy, but he also brings depth to his directing. I trust him enough to ask a lot of questions. He’s been an incredible mentor on this film.”
“Great directors don’t transmit their tension when they’re working, and that’s Howie,” adds Baldwin. “No one is more enjoyable to shoot with.”
The cast particularly appreciated the improvisation that Deutch encouraged on set. In some cases, the director would keep the camera rolling, calling for continuous takes until they ran out of film. “Howie’s one of those people who really wants everybody to feel like they have a hand in developing their character. That’s one of the best feelings you can have on a movie set,” says Hudson.
Deutch explains that he’s a firm believer in improvisation, but only if the ad-libs are layered into the text. “The foundation of the scene has to be there first,” he says. “This script is incredibly funny, so it was easier to transition into improv because the material was there.”
Filming for the production took place on location in Boston, Massachusetts, which was a significant homecoming for Cook, who originally hails from Arlington, a Boston suburb. “I first stepped onto a comedy stage in Harvard Square in 1990, in Cambridge, and I’ve wanted to come back to Boston and work for quite some time. It’s been a dream of mine. And doing a movie with Kate Hudson and Jason Biggs and Howie Deutch and Alec Baldwin–” He laughs. “It’s almost like, any minute now I’m going to wake up and hopefully not be back in 10th grade, still day-dreaming in Mr. Russell’s history class.”
“Boston is a great town, “ adds Hudson. “It’s kind of like an east coast San Francisco. It’s a big sports town, which I love, because I grew up with all brothers and I love my sports. I love football. So I got to go to some football games.”
Looking back on production, Hudson is most thankful for the relaxed atmosphere on set and the cohesive feeling among the cast. “We all really enjoyed playing the characters we played,” she says. “We all got funny set pieces to do. We all were able to show certain things we haven’t done before. And Howie just sort of let us roll with it and have a really good time doing it. It was a great experience.”
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