VIDEO: First Look - Cristin Milioti Stars in Romantic Comedy IT HAD TO BE YOU

Writer / director / composer Sasha Gordon's IT HAD TO BE YOU, stars Cristin Milioti (Broadway's ONCE, off-Broadway's LAZARUS, FX's "Fargo," Wolf of Wall Street, CBS's "How I Met Your Mother") and Dan Soder (MTV's "Guy Code," Comedy Central's "InsideAmy Schumer"). The subversive romantic comedy, which has won numerous awards on the festival circuit following its world premiere at the Austin Film Festival, is slated for an October 21 release. Check out the trailer below!

The film follows Sonia (Milioti) a quirky, neurotic jingle writer who has always dreamt of a big and exciting life. Surprised by a sudden proposal and subsequent ultimatum from her easy-going boyfriend, Chris, Sonia has three days to decide whether she'll join the ranks of her married friends or take a leap and pursue her fantasies.

Blinded by anxiety, and pulled towards a fantastical idea of BECOMING the kind of woman she always idealized in films and literature, Sonia decides she isn't ready to get married. Instead she will go on a solo trip to ROME and finally shed her inhibitions. However, reality quickly catches up to her as her journey proves a lot bumpier than the idyllic Eat Pray Love she'd envisioned.

A whimsical romantic comedy that's raunchy and yet gentle, It Had To Be You explores the choices women face today while satirizing cultural expectations of gender and romance.