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.

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.

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.

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

A handsome gym-instructor complicates matters between Miss Brooks and Mr. Boynton.

Connie and Philip are on the outs to the extent of returning past gifts. This concerns Walter who disguises his voice and makes them think they both have a blind date at the most romantic spot in town.

Mr. Conklin takes up astronomy as a hobby and soon discovers a new planet which he humbly names "Conklin Jr." Actually, it is a painted bee-bee that Walter Denton has put in his telescope as a practical joke!

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.

Mr. Conklin is convinced Harriet is modeling her behavior on that of noted hussy Miss Brooks. Harriet talks her father into spying on Miss Brooks and cold fish Mr. Boynton one evening to prove that there's nothing untoward going on between the two.

Miss Brooks learns that Harvey Brent has given a false address and goes to investigate. She meets his father plus two friends who are raising the excellent student in a makeshift home and tries her best to keep him in school.

Connie is assigned by Mr. Conklin to show an attractive Mr. Philpott, a visiting British teacher, around. Connie uses the opportunity, with Walter and Angela's help, to advance her romance with Philip.

When Osgood wants Connie to assume the first aid duties of her nemesis Enright so Enright can work part-time, Walter proposes she fake incompetence to avoid the task but the plan goes awry when Boynton appears.

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.

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

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

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.

Connie breaks school policy by getting a second job as her sister Bonnie to earn extra cash. Mr. Conklin tries to get her fired but instead Mrs. Nestor hires Bonnie to teach dance. Miss Brooks must think fast to continue her ruse.

Fearing that she hasn't aged well, Mrs. Davis convinces Connie to masquerade as her when a boyfriend of 35 years earlier returns to court her.

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.

Madison High is looking forward to the big football game against arch-rival Clay. It's discovered that former Madison football star/present day coach "Snake Hips" Geary never graduated. He failed English, so Mr. Conklin wants Miss Brooks give him a crash course and give him a passing grade.

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.

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

Miss Brooks gets a hungry burglar a job in the school cafeteria.

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.

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.