Directed by Daryn Tufts off a script he wrote, My Girlfriend's Boyfriend will have Milano will play an outgoing woman who meets two seemingly ideal men in quick succession -- a struggling novelist (Gorham) and successful ad exec (Landes) -- and must decide between them. A relationship dilemma, sure, but how did this film earn its title? One of these men has a girlfriend, who Milano's character knows?

Questions and Answers (courtesy of GravitasVentures)

1. Introduce yourself and your film.
Hey there. My name’s Daryn, and I make movies. I’ve been working in film for about a decade, writing directing, acting and producing. I first wrote “My Girlfriend’s Boyfriend” as an attempt to do something I’ve never seen in a love story before – something that I felt was missing from this genre. I’d tell ya what that was… but I’d much rather you watch the movie.

2. How did you become interested in filmmaking?
It may sound cliché, but I’ve always been interested in filmmaking. I’ve had a passion for film as far back as I can remember. Naturally, as I grew up, people all around me told me that it was nearly impossible to have a successful career as a filmmaker. But a lot has happened since I was a kid. Technology has come so far, both in terms of making movies and showing them. It’s still tough to find success as a filmmaker but there are so many more doors open now than ever before. It seems like anyone who has a vision for something can find a way to shoot it, and at least some way to show it to people. And I think that’s really exciting.

3. Tell us about your inspiration and vision for the film.
I wanted to do something that I had, personally, never seen done before. That is, create a conventional love story that honestly surprises the audience. Romantic Comedies are, almost by definition, conventional and predictable. I was excited by the idea of: what if we take the Romantic Comedy format, and present to the audience what looks like a very conventional example of that type of film… but then start to challenge the audience with some twists and turns that they don’t normally see in this type of movie? I wanted to take something audiences have seen a hundred times before and try to give them something new.

4. What were some of the biggest challenges in making and completing the film?
There are always the normal challenges: raising the money, finding the right cast, meeting deadlines. The big challenge from the beginning is creating a script that excites or inspires people, and makes them want to be involved. There’s just no way anyone is going to want to put a significant amount of money into an independent movie, or any named actor is going to want to be a part of it, unless something about the script motivates or speaks to them. So I put a lot of time into the script, and we all put a lot of faith behind the script’s idea. We believed we had something different and we used that to build confidence and momentum in what we wanted to do. Beyond that, we just needed to convince everyone we knew what we were doing.

5. If this is your 1st film, what will you take away from the experience that you can apply to the next? If this is not your 1st film, what do you recall from your 1st film that you’ve applied to each one following?
Every film is a collaboration. The very best thing any writer/director can do is find the very best people he can for each role on a film – in front of and behind the camera – and benefit from what they bring to it. So many people have the ability to improve a film. From the actors, to the director of photography, to the editor, and on and on. I worked with GREAT people, and great people can make a movie better. I believe a writer/director should trust his vision and make strong choices. But this experience really emphasized the importance of also listening to the people around you.

6. What’s next?
Right now I’m finishing a script for a low budget, high concept horror movie. We plan to shoot it sometime in 2011. But right now… it’s a secret.

7. In the spirit of independent cinema and Gravitas Ventures, what is your favorite indie film?
My ONE favorite? Come on… that’s an impossible question!