Ryan and Lucy deserve each other. Lucy lives in a small apartment while earning enough to get by writing an advice column for a small newspaper failing despite the new owner/editor Page's best efforts. Page is so broke she can't buy out Lucy's contract despite disliking Lucy's column. Lucy would gladly quit if Ryan married her and maintained her in the style she feels entitled to, but he won't even let her move into his luxury apartment. So, Lucy is upset when Ryan moves into HER place. Ryan has lost all his money investing in a stock on a tip from a CEO he was cuckolding. To add insult to injury, the SEC suspends his broker's license, his boss fires him, and no one else will hire him. Ryan now spends his time drinking beer in his bathrobe while watching Lucy's TV and won't even leave the apartment to take her out. One morning Lucy packs her bags to fly to Brazil to live with a diamond mine owner. Her parting words are "the rent is due." When Lucy's next column doesn't arrive, Page calls the apartment to warn Lucy no column breaches the contract which means no more checks. Ryan sees an alternative to living on the street - how hard can it be to write Lucy's column and cash the checks while making excuses to Page for why Lucy isn't coming to the paper herself? Very. Page hates "Lucy's" next column and Ryan hates lying to the woman he is falling in love with. Can he figure out how to give good advice? Can he get Page to forget he is Lucy's boyfriend and fall in love with him? Can he really get away with being "Lucy"?

'Charlie Sheen' met his future wife, Denise Richards, on this movie.

[When answering a letter from a woman about facial hair]


Ryan:
Dear 'Adolf', if a guy wants to munch hair, he'll know where to find it.

Audio/visual unsynchronized: When Cathy gets a telephone call in her yoga class we hear a Nokia tone, but she has got a Motorola telephone in her hand.

Performed by Ghetto Cowgirl
Words and Music by Marc Norman
Copyright 1999, sledville music