An awkward Connecticut professor tries to cure his loneliness by dating tens of women, all to no avail.

A college sophomore meets a thirty-something-year-old guy while working. Despite being exciting initially, the relationship heads towards uncomfortable territory.

A young man, enthusiastic about his new love interest, soon realizes he has an issue with staring at the women around him and driving them away.

Afraid of judgment, two high school girls who have turned from friends to lovers debate whether or not to go to prom as a couple.

A young man invites a tourist to his favorite London café and recounts the strangest affair he’d ever had with a woman he picked up there; a woman who challenged and changed him. A young, beguiling man picks a tourist out of a group and invites him to see the real sites of London, not the tired and disappointing spectacles. He takes the tourist to the Café de Paris, an old but grand establishment with the promise of dancing and young ladies. The man admonishes his companion to loosen up, stay and drink, and while they wait for the evening to unfold the man begins a story.

A man passes by a stranger he considers to be the 100% perfect girl for him and when he fails to strike up a conversation he imagines an alternate reality where they had met before.

A couple who met online eventually move in together in New York City, but overtime, their relationship completely falls apart.

A forty-year-old British man endeavors into his first relationship with a widowed woman.

A young couple helplessly in love spend their last night together at a park before they begin college at different schools.

When a young woman can't seem to shake a strange man at a conference, she decides to get to know him a little better despite her first instincts.