Miss Brooks has taken up painting and her self portrait attracts the interest of Mr. Baptiste. Walter loses the painting, creates a bad imitation and Mr. Conklin decides to involve himself. He outbids Baptiste who's only interested in the frame.

The Madison kids are hanging out at Elmer's Malt Shop instead of doing homework and Mr. Conklin is going to stop it. He hires Orville Mason as security who's actually a dance instructor. Connie and Osgood go incognito to learn the truth.

Two of Connie's two old friends arrive for a visit but after hearing about their families she's even more depressed about being single. She imagines an alternative exciting life then her male co-workers all show up as her boyfriends.

Miss Brooks, with Mr. Conklin, are put in charge of a newly merged school the Amalgamation. But the students are over privileged brats so they decide to act outrageously with their friends so Mrs. Pryor will cancel the contract.

Connie Brooks owes $.20 to a recently retired postal clerk Mr. Bagley. He seems to have disappeared so the intrepid teacher turns herself, Mr. Conklin and Mr. Boynton into detectives to find him but gets a big surprise.

Conklin demands the students dress more conservatively. He should have known better than that!

Connie is sold a special music box that only plays to remind people of the Christmas spirit. While helping with the pageant she learns Ricky is spending the holiday alone but she has a date with Mr. Boynton. The right choice becomes clear.

Miss Brooks is bewildered when two beautiful women warn her away from a romance with Mr. Munsey. After Mr. Conklin installs an intercom system to eavesdrop Connie stages a scene with Munsey to fool her boss.

Connie arranges to have her former landlady move in with her.

Mr. Conklin thinks the school needs a new mascot and his wife breaks an elephant bookend. Due to a torn note Miss Brooks and Mr. Boynton misunderstand the situation and head to the circus to get the animal they believe has been selected.

Miss Brooks changes her hair style per Harriet's suggestion to reignite her relationship with Philip. Mr. Conklin, concerned about an official visit by Fosdick, tries to get her to take time off so she's not around. Instead, she greets Fosdick with strange behavior.

Principal Conklin is not happy when Walter Denton takes a romantic interest in his daughter.

Miss Brooks buys a used car leading to a series of improbable mishaps involving a fruit stand, a little red wagon, and various automobiles. The damaged vehicles always belong to Mr. Conklin and Connie's debt increases.

Mr. Conklin has the hiccups, finds kittens in his desk and breaks his glasses the same day so he needs Connie' s help. Walter plays a bad practical joke about a drinking problem just as a school official Mr. Chambers arrives at the school.

At breakfast Mrs. Davis predicts a wedding for Connie and Philip. For summer Boynton and Conklin plan on running a children's camp but need Connie's help. She misunderstands a conversation and expects a marriage proposal.

Someone has broken into Principal Conklin's office, stolen his typewriter and made a long distance call. Evidence points to Mr. Boynton as the guilty party, so Conklin stakes out his office by hiding in a suit of armor.

Miss Brooks plays matchmaker between a reluctant janitor and a cleaning lady. To help the woman out, Connie switches clothes with the shabbily attired lady. Mr. Boynton wants the janitor to look good, too, so he switches wardrobe with the old man.

Conklin, Boynton and Miss Brooks attend the reading of the will of Mr. Casey; the late Mr. Casey is a cat.

A female photographer who arrives to take pictures of a model teacher catches the eye of Mr. Boynton. This infuriates Miss Brooks who forces herself between the two.

Connie needs new slippers for the masquerade ball and she buys them from a mysterious salesman. Then a perfect gown arrives along with a ride to the dance. And no one claims to know the shoe clerk.

Connie is asked by Mr. La Blanche to stand in as proxy for his bride but Walter overhears just part of the conversation. He and Harriet urge Mr. Conklin to stop the wedding as they think she should marry Mr. Boynton.

The students and faculty of Madison High propose a hobby show as a diversion for overworked Miss Brooks, but she ends up even more exhausted.

Mr. Conklin intends to squeeze money out of a rich dowager so he can redecorate his office. When she arrives, he plans on staging quite a show of poverty, complete with the staff dressed like bums. Miss Brooks and company have other plans.

Miss Brooks is talked into buying Geraldine, the milk run horse, by Benny. But complications arise when it's discovered she is soon to be a mother with Mr. Boynton as a midwife while Conklin and Munsey are sent into a tizzy.

Mr. Conklin unloads a broken-down house on Mrs. Davis. It isn't long before he regrets it once Connie learns what he's done.

A casting director from Warner Brothers comes to the school. The faculty members, including Mr. Conklin, trip over each other to be discovered. Miss Brooks seems a shoe-in for the role of Lady Godiva.

Miss Brooks plans to make extra money as a waitress, not knowing that the hot dog stand is owned by Osgood Conklin.

Connie dreams the impossible dream: she finally marries Mr. Boynton. In it, the two are new grandparents to the child of Osgood Conklin, Jr.

Connie goes to the movie alone after Philip breaks a date but then sees him acting suspiciously after a jewelry store robbery. But it's Mr. Conklin who is arrested so Miss Brooks takes extreme measures to keep both men out of jail.

As summer approaches Connie learns she can get a free European vacation if she can enlist three others to be paying customers. But everyone she approaches secretly has the same idea but to other exotic locales.

Walter decides to start early with April's fool jokes and convinces Mr. Conklin he's won a TV. Osgood tasks Connie into picking it up, leading her and Philip on a wild trip laid out by Walter. Conklin somehow ends up with three stolen "prizes".

Connie is resigned to spending to Christmas with just her landlady Margaret's cat. But after buying a tree from a small boy she falls asleep and dreams about being surrounded by all her friends. Then a Christmas miracle occurs.

Miss Brooks is ordered to find out what's wrong with star baseball player Bones Snodgrass. It turns out he's in love with Suzy Prentisss, the only student stupider than he is. Connie acquires formals so the young couple can attend a banquet, even though someone else is planning on wearing them.

Miss Brooks must present an award to a dim-witted student, or his father will cancel the big barbecue that she and Mr. Boynton are invited to.

Miss Brooks oversleeps for class thanks to some sleeping pills Mrs. Davis had stored in an aspirin bottle. She brings them in to explain to Conklin what happened, but he'll hear none of it. The "spiked" aspirin bottle left sitting on his desk soon has others dozing off in his office.

Connie is too broke to afford Christmas presents for her friends, so she plans to exchange all their gifts to her for store credit so she can buy something for them. Unfortunately, everyone has the same idea.

A maharaja promises Connie wealth if she'll go to his palace.

Connie's picnic with friends takes an odd turn.

Miss Brooks finds a four leaf clover and truly believes it will bring good luck including a promotion. But a series of calamities occur primarily involving a car she just fixed plus ruining Boynton's perfect attendance and Conklin's trip.

At her new school, Miss Brooks has replaced a teacher (Miss Montoya) who just got married and is leaving on her honeymoon. A Hispanic boy in the class, announced that he will always dislike Miss Brooks because he liked Miss Montoya so much. The head of the school informs Miss Brooks that to continue to work at the school, she much live nearby, in the Valley. This would force Miss Brooks to leave her longtime landlady in LA, Mrs. Davis. Needing a job, Miss Brooks agrees to make the move. Miss Brooks may find a new paramour, and this one a little more aggressive than...

A fortune teller believes Connie will meet a fascinating stranger with big ears.

Connie Brooks is named best dressed teacher followed by a department store robbery. The loot is stashed at the school and Mr. Conklin assumes Connie is the thief. He, Philip, and Walter go to great lengths to protect Miss Brooks.

Conklin learns the previous principal was considered too harsh and he decides to go in the opposite direction.

Connie Brooks gets numerous traffic tickets the same week Mr. Conklin stresses traffic safety. Philip, Bones, and Walter all try to help but when Connie asks for a trial she doesn't expect her boss to be on the jury.

Connie submits a question to a popular quiz show which the contestant is unable to answer. Miss Brooks is awarded prizes which Misters Conklin, Munsey, and Boynton all believe they deserve a share for their assistance.

Walter tells Miss Brooks how arguments with his girlfriend improve their relationship. Hoping it will light a fire under her beau, Connie picks a fight with Mr. Boynton.

Mrs. Davis gets Connie and the gang whipped into a frenzy with her incorrect story of Mr. Whipple, who they believe to be an impoverished man who hasn't eaten in 10 days.

Connie is in the dumps because she believes she was stood up on a date by Mr. Boynton. Love guru Walter suggests she give Boynton a taste of his own medicine: make a date with him and then leave him holding the bag.

Principal Conklin proclaims "Board of Education Day."

Connie and Philip misunderstand a conversation which makes them think the Conklins are having a baby. They begin acting accordingly which endangers the principal's promotion.

Connie chooses the most handsome, but least qualified candidate for a physical-education position.

With Spring in the air and lovey-dovey couples all around, Mr. Boynton makes a bet with Miss Brooks. He promises to drop his aversion to marriage if they can go 24 hours without encountering any feuding couples. Connie makes sure the deck is stacked in her favor.

Miss Brooks is informed by Mr. Ronero that a syndicate he has formed had bought the school and made her the new principal. Connie, joined by Boynton and Munsey uses the opportunity to tell off Mr. Conklin but then the deal falls through.

Connie will not sit quietly while Conklin gives Miss Enright a promotion. Wanting to show off her business skills, she gets a great deal on fuel oil for Conklin's furnace, not knowing that he's just had it converted to a forced air unit.

Conklin lives up to his unflattering nickname, Old Marblehead, when he commissions a bust of himself for Madison High's library. He finances it with Conklin's Carelessness Code, a scam in which he fines students and teachers for breaking rules he makes up on the spot.

Mr. Boynton injures himself on Mr. Conklin's property and Miss Brooks devotes herself to his hospital recovery. Conklin is concerned about being sued and needs Connie's assurance that she mailed his insurance check in.

Connie meets Ricky, a young boy who gives the impression he's an orphan and his uncle mistreats him. Miss Brooks shares his tale of woe with Mr. Boynton and Mr. Conklin who join her in trying to help the lad who hasn't been quite truthful.

Connie has her heart set on a green alligator purse she saw at the department store. Her friends what to give her the purse as a birthday gift, and hatch a scheme to prevent her from buying the item herself.

Miss Brooks receives a note written in French from new teacher Maurice LeBlanche. Failing French student Walter interprets it as a love note asking for a date. In reality, LeBlanche is asking for a $50 loan.

Mr. Conklin has a room to rent. Via the French teacher, Miss Brooks sends a message to Mr. Boynton that two can live as cheaply as one.

Thanks to Conklin's lousy management of the athletic budget, the baseball team's season opener might be canceled because of no uniforms. Miss Brooks and other faculty members start hocking school valuables at the pawn shop for the needed funds.

Miss Brooks is ordered by Mr. Conklin to tutor a few struggling students so they won't bring down the school's average. But the time coincides with what Connie hopes is a special date with Mr. Boynton.

Miss Brooks is urged by Margaret and Philip to fight to get a penny back after a weight machine malfunctions. But a rumor spreads among the students that she's broke and begin raising funds for her as she continues her effort to get her refund.

When an ex-boyfriend announces a visit, Mrs. Davis wants to impress him by pretending to be wealthy. This leads to Connie posing as her personal secretary, even as the bill collectors are knocking at the door.

Mrs. Nestor has forbidden faculty members and students from fraternizing with members of the the opposite sex. She's even imposed a fine on those she catches. Figuring she'd drop her edit if she wasn't lonely, Connie proceeds to fix up Mrs. Nestor with the old coot Mrs. Davis is trying to dump.

Connie Brooks has won a $1,000 with a raffle ticket but it breaks the rules of the school about gambling. Mr. Conklin is determined to catch and fire the still anonymous person. Connie must claim the cash yet avoid her boss finding the out.

Connie learns Benny thinks she would be a perfect mother for him if she married his dad. She then finds Mr. Conklin is seen as a potential dad for a student so she decides to play matchmaker between Mr. Romero and the little girl's mother.

Miss Brooks is delighted when her former sweetie, Mr. Boynton, joins the faculty at Mrs. Nestor's school. She's less than happy when she meets his "friend," the blonde and beautiful athletic director.

Penny-pinching Conklin has the thermostat cranked so low the goldfish in the biology lab have turned blue. The only way the gang can get him to spend a little money on heat is to make him think the cold is making everyone sick.

Miss Brooks and Mr. Conklin audition for Mr. Boynton's faculty band. Their competition is fierce.

Walter is trading ownership percentages of his car during swap week at Madison. Miss Brooks has to join the craziness as Mr. Conklin tries to keep Mr. Boynton from traveling to see about a promotion and the jalopy is needed.

Mr. Conklin thinks he's being fired after mishearing Connie and superintendent Stone. He writes a nasty letter before learning the truth and involves Miss Brooks into fixing the problem, effecting her own English department promotion.

A road construction project demolishes Madison High and Connie Brooks finds herself jobless. She applies to Mrs. Nestor's elementary, is hired and meets her new colleagues. To her dismay her old boss Mr. Conklin is also employee.

Miss Brooks wants to replace the school janitor's broken window, but cheapskate Conklin won't budge.

Mrs. Davis uses money meant for the school to buy Miss Brooks a new dress.

Mr. Boynton is on a job hunt and asks Connie to play Mrs. Boynton—his mother, not his wife.