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."
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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.
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.
Mason, who is student teaching one of Tony's college courses, exercises such blatant favoritism toward Tony, his "star pupil," that Tony decides to teach his teacher an important lesson.
Tony helps an angel earn her wings by reuniting Mona and her long-estranged brother in a special celebration of the Christmas spirit.
When the housekeepers in his neighborhood discover that Tony's salary far exceeds theirs, they decide to strike -- with Tony's help.
Tony invites Mason, the 15-year-old "college man" who once had a crush on Samantha, to stay after he gets kicked out of his dorm during finals week. But when Samantha who's going steady with new boyfriend Jesse finds herself attracted to Mason, the sparks fly.
Diligently trying to sway Samantha to include college in her future, Tony is infected by his own enthusiasm and decides to enroll.
Friendship is put to the test when Tony's old singing group gets together once more for a benefit performance to save their old high school from the demolition crew.
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