Overview
Wedding Daze (also known as The Pleasure of Your Company and The Next Girl I See) is a 2006 American romantic comedy film written and directed by Michael Ian Black and starring Jason Biggs and Isla Fisher.
Plot
Against the advice of his best friend Ted, Anderson proposes in a crowded restaurant to his girlfriend Vanessa, while dressed in a cupid costume. The shock of the unexpected proposal leads to her fatal heart attack.
Utterly devastated and distraught, Anderson quits his job and goes into mourning. A year later, he is still obsessed with his perfect (and deceased) former girlfriend. While Ted and Anderson are having lunch together in a diner, Ted points out he's been in mourning for longer than they were actually together. To help him move on, Ted persuades him to give romance one more try. To placate his friend, Anderson agrees, looks around, and asks attractive waitress Katie to marry him. To both men's utter astonishment, she accepts his proposal.
From Wikipedia (CC BY-SA 4.0).