KISSING JESSICA STEIN is a fresh take on the subject of sex and the single girl. When we first meet Jessica – a sensitive but neurotic New York journalist – she is at the end of her emotional rope. Her brother’s engaged, her best friend’s pregnant, she hasn’t dated in a year, and she can’t sleep.
After an optimistic but nightmarish dating spree, she happens upon an intriguing personal ad, whose only drawback is that it’s in the ‘women seeking women’ section. On a daring whim, she decides to answer it. She meets funky downtown hipster Helen Cooper for drinks and, to her surprise, they click instantly. Their evening of banter, connection and heated debate culminates in a kiss that confounds and intrigues even the reluctant Jessica.
With conventional gender roles absent, the two women proceed to muddle through an earnest, but hilarious courtship, making up the rules as they go along. KISSING JESSICA STEIN is a modern romantic comedy that breaks all the rules -- it blurs the lines between friendship and romantic love, and finds the funny, surprising and ultimately poignant overlap between the two.