When Tony agrees to coach Angela's volleyball team, his sympathetic ear and winning spirit score points with the girls but Angela feels left out of bounds.
Tony and Angela unwittingly fix Mona up with the grandfather of Samantha's boyfriend, and he turns out to be the fiancée she walked out on 40 years ago.
Angela invests in a rental house and appoints Tony as the superintendent, but is shocked to find that he has rented it to a beautiful young actress instead of the nice, retired gentleman they'd agreed on.
Tony fears that his zealousness to "destroy" obnoxious neighbor Fred Hartwell in a tennis tournament may have had tragic consequences and bends over backwards to make amends when Fred's identical twin, Ed, shows up.
When Angela buys Tony a new car for his birthday, he realizes how attached he is to his beat up old van.
Samantha learns a valuable lesson when Tony catches her cheating on an exam and grounds her for two weeks.
Angela is shocked when an old boyfriend from college shows up to inform her that the Mexican divorce from their spur-of-the-moment marriage 20 years ago was never finalized.
Mona pressures Tony to set up a business meeting for Angela with his big-shot golf partner, never realizing that it could spoil Tony's new friendship.
During career week, Bonnie is such a hit at Angela's firm that Sam begins to think Angela likes her more.
Mona mends her flirtatious ways after Tony admonishes her for dumping an old friend of his after one date.
Angela arranges for Samantha to stay with her friend Trish Curtis, owner of a New York modeling agency, so that she can interview her four top models for a feature stony in her school newspaper.
Angela's and Tony's warm welcome to the new family next door turns down right chilly after Angela catches the neighbor's precocious little girl kissing Jonathan and Tony sees his beloved herb garden uprooted.
After Tony grounds Samantha for becoming intoxicated at a party, he is forced to re-examine his own views on social drinking.
The chance to meet none other than Mr. Frank Sinatra himself at a lavish gala sends Tony and Mona scrambling to compete for an invitation to attend with Angela but when Angela finds that she can't go, Tony and Mona decide to crash the event anyway.
After Angela is forced to hire an escort to accompany her to an agency function because she can't find a suitable date, Mona persuades Tony to ask her out on a "real date."
Tony's good intentions of spending a weekend skiing in Vermont -- alone with Samantha -- get snowed under when he meets a pretty instructor and Jonathan makes a grown-up decision to help his sick mom at home.
When Tony takes Angela to a Cardinal's reunion, a voluptuous baseball groupie from the old days throws him a few new curves.
Tony challenges Angela to a t-shirt selling competition when she claims that she is the better salesperson.
Jonathan attempts to sway schoolmates to vote for him for class treasurer, but Mona's sexy pose for a magazine cover may cool his chances.
Tony wonders whether he has turned into a suburban snob when Samantha falls for Mrs. Rossini's nephew-age uncle from the old neighborhood.