Season Two finds Larry trying out a new job as a car salesman, crossing paths with a pro-wrestler, wagering with his pricey acupuncturist and finding trouble at a massage parlor, among other hilarious events.
Living out of a hotel (they were fed up with "the wire" at their old home), Larry and Cheryl make a successful bid on a seaside chateau owned by Jason Alexander's new agent, Jay Schneider. Moving in, however, they learn their new dream home has a disturbing "house sound" of unknown origin. Meanwhile, Larry shocks his wife and friends by deciding to take a job as a car salesman, but is foiled by when "high maintenance" friend Richard Lewis shows up at the dealership. And in (yet) another case of art imitating life, Larry and Jason Alexander contemplate making a new TV series about an actor who can't find work because he's typecast as a "jackass" character from a hit series.
Jeff leaves his wife Susie, and his concerns about his dirty laundry being aired in court filter down to Larry, who becomes obsessed with showing Cheryl how un-kinky he is. Instead, after one of their neighbors takes his casual greeting the wrong way, Cheryl mistakenly concludes that Larry has an ass fetish. Meanwhile, Larry seeks revenge on pro wrestler Thor Olson, who he's convinced slashed his tire following an argument on the road, and recruits Jeff to redress the wrong in return for Larry's delivering Jeff's clothes to the hotel. Larry decides to meet with Jason Alexander about their new show, but the two end up getting into an argument about where to hold their meetings.
Larry and Cheryl attend the premiere of a movie written by his handicapped friend Cliff Cobb, during which Larry manages to offend a Jewish neighbor, alienate Cliff (as well as the memory of his salad-inventing grandfather), and send out misguided romantic overtures to Cliff's wife Shelly. Later, the Davids experience the "trick" side of Halloween when Larry refuses to give candy to two uncostumed teenagers. Having failed to secure a bracelet for his wife on her birthday, Larry makes amends with the perfect gift on a romantic morning -- until Jeff arrives to pick him up for a round of golf.
Larry suspects that HBO exec Allan Wasserman has lifted some shrimp out of his Chinese food following a take-out mix-up. Later, when he and Julia Louis-Dreyfus are pitching their new show to HBO, Larry just can't leave the subject of the shrimp alone. The situation isn't helped when Larry's labeled a misogynist after uttering the "c" word at a poker game. As if that's not enough, Wasserman learns from certain "eyewitnesses" that Larry beats his wife.
Larry decides he can't continue seeing his shrink after seeing him wearing a thong bathing suit on the beach. Fellow patient Richard Lewis agrees, and the two plot ways to end their doctor/patient relationship. Meanwhile, Rob Reiner convinces Larry to participate in a celebrity auction to benefit Groat's Syndrome, but Larry ends up turning off the winning "lunch with Larry" bidder.
An acupuncturist agrees to waive his $5,000 fee if he can't cure Larry's back. Coincidentally, a down-on-his-luck writer asks Larry for a $5,000 loan, claiming he'll soon pay the loan off since his wealthy father is close to death. Later, at a not-so-surprise birthday party for the writer's wife, Larry manages to convince the father to cut his son out of his will, but the old man dies before the change is made. That doesn't mean Larry will get his $5,000 back, although he is forced to pay off his acupuncturist, even though his back isn't cured.
Having successfully pitched his Julia Louis-Dreyfus project to ABC, Larry agrees to attend a pair of mini-series screenings at the network starting that night. The young daughter of ABC prexy Lane Michaelson is there, and promptly gets Larry to cut the hair off her beloved rare doll, throwing a fit when she learns that the hair won't grow back. To save face, Jeff and Larry steal the head off Jeff's daughter's doll, incurring the wrath of Jeff's estranged wife Susie. As the ordeal plays out, Larry must also contend with an unlockable bathroom and the call of nature.
Larry is villainized for accidentally tripping Shaquille O'Neal at a Lakers game, but the incident ironically ends up bringing him good luck.
Larry can't believe that the Jewish man who is marrying Cheryl's sister is converting to Christianity. Richard Lewis accuses Larry of stealing the outgoing message of his answering machine, and Larry accuses several passengers of stealing his airline tickets.
A masseuse's offer catches Larry off-guard, and Cheryl's visit to a psychic leaves him worried she'll find out just what the offer was. Later, a refusal to "stop-and-chat" ends up forcing Larry into an embarrassing situation.