There's Something about Mary (1998)

Thirteen long years have passed since that improbable and utterly painful accident that cost gawky teenager Ted the Senior Prom with the bubbly girl of his dreams Mary, nevertheless, after all this time, he is still fond of her. As a result, Ted, now a single writer who's been in-and-out of love in search of the perfect one, decides to hire the raunchy private investigator Pat Healy to track Mary down longing for closure, and hopefully, another shot at love. But as Healy tries every trick in the book to keep Ted in the dark, at the same time, unsuspecting Mary is in for a slick, yet half-baked scam in love. In the end, they say all is fair in love and war, however, what does true love look like?