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On the last day before summer vacation, Michael Ryan finds an anonymous love letter in his locker. Michael has a crush on Deborah Anne Fimple, who is the most beautiful girl in high school, and his friend Roger Despard convinces him that Deborah has written the letter. Michael writes a love letter to Deborah and asks his best friend Toni Williams, who actually wrote the letter for him, to deliver the letter to Deborah that is also her friend. However, Toni reads the letter and rewrites it to Deborah, who immediately falls in love with the unknown author. Meanwhile, Michaels mother Connie Ryan finds Michaels letter and believes it belongs to her husband George Ryan and Deborahs father Lou Fimple finds Deborahs letter and believes it belongs to his wife Elizabeth Fimple. Michael dates Deborah while their parents are astonished with the betrayals of their mates. Michael soon finds that Deborah is a shallow teenager who only dates college students and he misses Toni. Furthermore, he realizes that she has written the love letters and he feels that he loves her. But Toni is aboard of a ship ready to travel to study abroad for one year. Will they meet each other?
Michael Ryan receives a passionate anonymous love letter on the last day before summer vacation. Michaels close friend Toni Williams has a friend, Deborah Anne Fimple, the cheerful prom queen Michael is constantly obsessed with. Later that day, Michael and his friends get together at his house. One of his friends, Roger Despard, gets hold of the letter and reads it out aloud, surprising everybody. Because Michael is totally smitten with Deborah, Roger easily convinces him that she must be the girl that wrote him the letter. Later that night, Michael meets Deborah at a party, and begins smooth-talking her, by repeating the words of the love letter. Because Deborah does not respond to Michael in the way that he expected, he soon realizes that she did not write him the letter. After the party, Michael and Toni walk to a quiet spot and lie down on the grass. Michael explains to Toni how he made a fool of himself in front of Deborah, and how much he loved the letter. Toni then convinces Michael to write a passionate anonymous love letter to Deborah. Michael ends up writing two letters, but Toni rewrites them before passing them on, and without telling Michael. Consequently, all the letters fall into the wrong hands, causing confusion with almost everyone in Michaels life, until finally he discovers who wrote him the love letter.
C. Thomas Howell
Michael Ryan
Lori Loughlin
Toni Williams
Kelly Preston
Deborah Anne Fimple
Dee Wallace
Connie Ryan
Cliff De Young
George Ryan
Leigh Taylor-Young
Elizabeth Fimple
Fred Ward
Lou Fimple
Casey Siemaszko
Roger Despard
Geoffrey Blake
Ricardo
Rodney Pearson
Kirkpatrick
Courtney Gains
Doug
J.J. Cohen
Barry
Scott McGinnis
Steve Powers
Corey Haim
Jeff Ryan
Michael Menzies
Mr. Simpson
Michael Moore
Leon
John Terlesky
Rick
Keith Mills
Mailman
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