"The first time seems like the worst time, but it's the one time you'll never forget!"
1956: The shy Jonathan's luck with girls changes when he wins the rebellious Gene as a friend in his last year of high school. Gene is adored by many girls and manages to teach Jonathan a few lessons. Gene himself would rather just be with one girl: his girlfriend Bunny. But since his father is poor, her parents don't accept him.
Doug McKeon
Jonathan Bellah
Catherine Mary Stewart
Bunny Miller
Kelly Preston
Marilyn McCauley
Chris Nash
Gene Harbrough
D.W. Brown
Kenny
Jami Gertz
Rosalie
Margaret Blye
Claire Miller
Graham Jarvis
Mr. Miller
Terry O'Quinn
Claude Harbrough
1956: The shy Jonathan's luck with girls changes when he wins the rebellious Gene as a friend in his last year of high school. Gene is adored by many girls and manages to teach Jonathan a few lessons. Gene himself would rather just be with one girl: his girlfriend Bunny. But since his father is poor, her parents don't accept him.
High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.
A rugged city editor poses as a journalism student and flirts with the professor.
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
In college, Dex was the big man on campus. Ten years later, now an overweight kindergarten teacher, Dex is immune to the shocked stares of the women who were once his conquests. While trying to pick up the bartender, he is struck by the gorgeous Syd. Through a series of circumstances, Syd and Dex are thrown together and he soon finds himself questioning his belief in all things Steve.
Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.
A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.
New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.
A valedictorian's declaration of love for a high-school cheerleader launches a night of revelry, reflection and romance for a group of graduating seniors.