Florist Reed Bennett wakes up and proposes to his girlfriend Morley Clarkson, who accepts. However, Reed's closest friends, Alfonso Rodriguez and Julia Fitzpatrick, aren't surprised when Morley suddenly changes her mind and leaves Reed a few hours later.

On a flight to Los Angeles, Kate Hazeltine, a captain in the U.S. Army on a one-day leave, befriends Holden Wilson. Kate is travelling a long distance to get back home only for a short time, and Holden states that she must really be in love to do so. When the plane lands and Kate has to wait hours for the taxi, Holden offers his limousine to allow her to be there on time.

Julia, an elementary school teacher, has fallen in love with cardiothoracic surgeon Dr. Harrison Copeland, but does not know that he is married to Pamela. Harrison tells her that he needs to go to San Francisco for a business trip: on his way, he stops by at Reed's flower shop and orders two flower bouquets - asking for discretion. Wanting to surprise him and despite Reed's warnings, Julia flies to San Francisco, convinced that Reed was wrong. Julia finds out that he is married and finds him at a local restaurant. Dressed as a waitress, Julia makes a scene at the restaurant, making Pamela suspicious.

One of Julia's students, Edison orders flowers from Reed, to be sent to his teacher. Julia suggests to Edison to give the flowers to a girl named Rani in his class who has a crush on him after telling Edison the meaning of love.

Edison's babysitter Grace Smart is planning to lose her virginity to her boyfriend Alex Franklin. The planned encounter goes awry when Grace's mother discovers a naked Alex in Grace's room, rehearsing a song he wrote for Grace.

Edison's grandparents, Edgar and Estelle Paddington are facing the troubles of a long marriage. Estelle admits to Edgar about an affair she had with one of his business partners long ago. Although she is deeply sorry, Edgar is very upset.

Grace's high school friends, Willy Harrington and Felicia Miller are experiencing the freshness of new love and have agreed to wait to have sex.

Sean Jackson, a closeted gay professional football player, is contemplating the end of his career with his publicist Kara Monahan and his agent Paula Thomas. Kara is organizing her annual "I Hate Valentine's Day" party, but soon becomes interested in sports reporter Kelvin Moore, who was ordered to do a Valentine's Day report by his boss Susan Moralez, and who shares Kara's hatred of the holiday.

Substituting for Paula's absent secretary is one of the firm's receptionists, Liz Curran, who dates mail-room clerk Jason Morris. Jason is shocked when Liz turns out to be moonlighting as a phone sex operator. Liz explains that she is only doing this because she has a $100,000 student loan to pay off. Jason is upset, but eventually reconciles with her after seeing Edgar forgive Estelle.

Sean finally comes out on national television, and Holden, Sean's lover, goes back to him. Kate arrives home late at night to greet not her supposed boyfriend but her son Edison. Willy drops Felicia off at home after a date and they kiss. Kelvin and Kara hang out at Kelvin's news station where they later kiss. Alfonso dines with his wife, and Grace and Alex agree to wait to have sex. Edgar and Estelle reconcile and redo their marriage vows, Harrison's wife has left him because of his infidelity and Morley tries to call Reed, who is instead starting a new relationship with Julia. Paula receives a call from one of Liz's masoc