While his fledgling independent law practice struggles, Greg feels emasculated when Dharma hits the jackpot in a TV commercial whose producers caught her in a late-night promo for Greg's business.

Dharma lends a helping hand to singer-songwriters Lyle Lovett and k.d. lang when their fame and fortune leaves them unfulfilled. Meanwhile, a sarcastic hotel clerk spoils plans for the couple's romantic Valentine's Day getaway.

Much to Greg's horror, Dharma tries to help Donald make a memorable evening of his first sexual experience. Meanwhile, Greg searches for memories from his childhood but decides he would rather remain in the present; and Larry develops temporary powers of recollection.

Greg's old girlfriend Stephanie asks for his help in getting her son into Greg's old prep school; and once Dharma sets eyes on the boy, she becomes convinced that he is Greg's child.

Dharma's vision of a baby sets her and Greg to officially start trying; Pete asks for Greg's help after getting fired; Abby celebrates the onset of menopause.

In the fourth-season opener, Abby's plans for the new baby rattle Dharma, because Abby's admission that she and Larry made mistakes raising Dharma – like letting Timothy Leary babysit – threatens Dharma's memories of her childhood as idyllic. When Abby's pregnancy is threatened by complications, Dharma feels obscurely responsible, until a visit from the spirit of her dead friend George sets her straight. Meanwhile, Greg's advice helps Pete and Jane make a move to repair their crumbling marriage: they announce they are getting divorced.

When Dharma and Greg disagree about playing role model to their young college friend Donald, they decide to experiment with independence for the first time since their marriage began. When things finally get really tense, only an obscure dream and a visit from Abraham Lincoln can close the divide.

Dharma begins to come unglued when she can't figure out what Greg has locked away in his box of mementos; and Larry makes a big deal out of finding a little something for Abby.

In an effort to boost Pete's confidence, Dharma makes the naïve mistake of convincing Greg to leave the practice in Pete's very incapable hands.

At the same time that Dharma's doctor gives her permission to resume sexual relations, Greg sees their totaled car for the first time since the accident and learns that the insurance adjuster ruled it a case of reckless driving. Now completely guilt-ridden and overly cautious, Greg's unable to enjoy Dharma's romantic advances. Meanwhile, Edward wants Larry to return the rundown desk chair of his that Kitty attempted to throw out. While at first annoyed by Larry's insistence that they play games for the ownership of the chair, Edward grows to enjoy Larry's company.

Dharma tries to learn the identity of Greg's fantasy girl; Greg's truthfulness upsets things at his parents' place.

A visit from Kirk, a younger alumnus from Greg's law school, launches an unsuspecting Greg into the middle of a crazy college game with very specific rules developed by ""seriously drunk"" undergraduates. Despite Greg's reluctance to engage in a college prank at this stage in his life, Dharma leaves him no choice when she rallies the gang to help him win back his championship title in a relatively amusing parody of Mission: Impossible. Meanwhile, security guard Larry is disturbed when his supervisor Walter points out that he gets special treatment because his daughter is married to the boss's son. When Larry demands Edward rescind all special treatment, Walter obligingly fires Larry.

Dharma encourages Larry to ask his brother George for a loan to buy Larry's favourite conspiracy bookshop; when strange things start to go wrong, Dharma suspects that George is plotting to undermine Larry's success. Her efforts to uncover the plot mean she must undergo multiple dental procedures at George's office, but seem to be justified when the store mysteriously burns down just before the grand re-opening. Meanwhile, Kitty tries to revitalize her love life by making Edward jealous—claiming that her car attendant keeps leaving red roses on the seat for her.

In the first part of this special one-hour season and series finale, Dharma and Greg find themselves once again trying to make peace between their polar opposite parents when an argument breaks out over whether the couple will vacation with the Finkelsteins or the Montgomerys. Dharma tries to appease both sides by arranging for everyone to spend the weekend at the Montgomerys' mountain chalet, but when the usual bickering and insults kick into high gear, it finally sends Dharma and Greg over the edge. Meanwhile, back at the office, Pete is left in charge of a routine SEC inspection, but when the agent turns out to be beautiful and female, he invents wild stories about inside trading... oh, just fast forward. (Part 1 of 2)