The BEST episodes of Dream On season 2

Every episode of Dream On season 2, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Dream On season 2!

Dream On is an American adult-themed situation comedy about the family life, romantic life, and career of Martin Tupper, a divorced New York City book editor played by Brian Benben. The show centered on Martin's life in an apartment in New York City with his teenage son, and relating to his ex-wife, while trying to date other women and succeed as an editor for a small book publisher. The show was notable for its frequent use of clips from old movies and TV shows to express Martin's inner life and feelings, which lent it much of its quirky appeal, reminding viewers about the impact of TV on their consciousness. The show was also significant for being one of the first American sitcoms to use uncensored profanity and nudity.

Last Updated: 11/9/2024Network: HBOStatus: Ended
To Have and Have and Have and Have Not
star
8.72
32 votes

#1 - To Have and Have and Have and Have Not

Season 2 - Episode 10 - Aired 9/1/1991

After walking out for cigarettes fifteen years ago, Martin's former girlfriend Veronica Sheridan finally returns. Veronica returned because she is pulling together a photo-book of all the famous men of New York. Everyone warns Martin to stay away from Veronica, but he can't help himself. Martin and Judith become worried when Veronica's photo session with Richard runs very late.

Directors: John Axness
Watch Now:AmazonApple TV
The Second Greatest Story Ever Told (2)
star
8.33
3 votes

#2 - The Second Greatest Story Ever Told (2)

Season 2 - Episode 2 - Aired 7/7/1991

Second half of one hour season premiere. NOTE: DVD version combines Parts 1 and 2 into a one hour episode.

Directors: John Landis
Watch Now:AmazonApple TV
The Name of the Game Is Five-Card Stud
star
7.94
32 votes

#3 - The Name of the Game Is Five-Card Stud

Season 2 - Episode 13 - Aired 9/22/1991

Gibby informs the crew that they are all fired, just to soften the blow that there will not be bonuses (not really fired). Martin is talked into a nickel and dime porker game with his co-workers. They play in Martin's apartment. Expecting pizza, Martin finds Gibby at the door. Carter, the brown nose, had told Gibby about the game. Gibby lays down a large pile of $100s (the firm is doing financially badly, not him). All but Martin want to play high stakes, until Martin sees his cards. After losing big ($12,000), Gibby starts betting vacation days. Eventually clothing and household appliances get bet.

Directors: Rob Thompson
Watch Now:Amazon
The Charlotte Letter
star
7.84
32 votes

#4 - The Charlotte Letter

Season 2 - Episode 12 - Aired 9/15/1991

Martin's new girlfriend of three weeks, Charlotte, has a porn star past. Martin learns from Eddie. Charlotte reveals that her biggest secret is that she cannot drive. Martin begs to differ, and Charlotte admits to appearing in six porn videos to pay for college and is not ashamed. Martin and Charlotte try to continue their relationship despite this conflict. Martin tries to continue dating Charlotte, even though he keeps seeing her in porn star roles and settings.

Directors: Peter Baldwin
Writer: Tom Leopold
Watch Now:Amazon
And Your Little Dog, Too
star
7.81
32 votes

#5 - And Your Little Dog, Too

Season 2 - Episode 3 - Aired 7/14/1991

Australians have bought Whitestone, and great change is in the air. Gibby Fiske makes his first appearance as the new boss at Whitestone, and he doesn't want to publish literature. Gibby calls Whitestone employees into his office, one at a time. Most of Whitestone's employees suddenly find themselves ex-employees. At his meeting with Gibby, Martin mentions many books, but all are too literary, not sleazy enough. Finally, and desperately, Martin states that he can get the autobiography of the host of the sleazy Eddie Charles Show. Martin begs Eddie and Eddie admits that if he did write an autobiography, he would go to a larger publisher. After more begging, Eddie eventually agrees to allow Whitestone to publish his life story. Conflict erupts when Martin seems to be leaning towards the more scandalous stories.

Directors: Catherine O'Hara
Watch Now:Amazon
So Funny I Forgot to Laugh (aka Stop It, You're Killing Me)
star
7.57
7 votes

#6 - So Funny I Forgot to Laugh (aka Stop It, You're Killing Me)

Season 2 - Episode 14 - Aired 9/29/1991

An old female friend of Martin's, Bonnie, returns to New York City from Cleveland to pursue a stand-up career. Bonnie's first performance as a stand-up bombs. Martin tries to encourage her by suggesting that she should use her past relationships in her act (which has more humor in it than her current act). Martin and Bonnie start to fall for each other and end up sleeping together. The whole gang shows up for Bonnie's second performance as a stand-up comic. Bonnie, following Martin's advice, discusses her relationships in her act. Unfortunately for Martin, Bonnie sticks to talking about her current relationship. The gang, and the audience, except for Martin, love the new act. Afterwards, the gang offer Bonnie funny stories about Martin. Alone together back at Martin's apartment, Martin almost starts to tell Bonnie about his reactions to her new act. A phone call interrupts. An HBO scout was in the audience and loved the act. Next Friday, Bonnie is informed, an HBO big-wig wil

Directors: Betty Thomas
Watch Now:Amazon
Play Melville for Me
star
7.54
59 votes

#7 - Play Melville for Me

Season 2 - Episode 9 - Aired 8/25/1991

An old professor of Martin's offers Martin his own show, called ""Book Beat"", on public television. The show is run by college students for credit. After the first airing of the show, Martin is stalked by an over-enthusiastic fan (Nora) who sends him flowers and other things. Nora storms the set with a bomb.

Directors: Arlene Sanford
Watch Now:AmazonApple TV
Calling the Kettle Black
star
7.46
59 votes

#8 - Calling the Kettle Black

Season 2 - Episode 5 - Aired 7/28/1991

Martin, while putting away Jeremy's laundry, comes across an adult magazine and a joint. Martin informs Judith, and they agree that Martin will have a talk with Jeremy. Jeremy agrees to not smoke pot, and Martin admits that he used to smoke pot a long time ago. After Martin discusses the matter with Eddie on the basketball court, they return to Martin's apartment. Eddie spots the joint and lights up. Martin joins him.

Directors: Peter Baldwin
Watch Now:Amazon
Futile Attraction
star
7.41
58 votes

#9 - Futile Attraction

Season 2 - Episode 6 - Aired 8/4/1991

Martin has gone on many dates after Judith and Richard's wedding, but he can never seem to perform. After discussing the problem, reluctantly, with Judith, Martin decides to go see a shrink. While paying for the first session, Martin spots an attractive woman also paying her bill. They ride the elevator together, and after Martin saves her from choking, they hook up. Judith treats the woman, and runs into an ethical problem, as she knows that the woman has a problem with rage.

Directors: Arlene Sanford
Watch Now:Amazon
The 37-Year Itch
star
7.37
60 votes

#10 - The 37-Year Itch

Season 2 - Episode 4 - Aired 7/21/1991

Cousin Phil visits, and informs Martin that he has split up with his wife (shrew). While in Martin's office, Phil sees Toby for the first time, and is smitten. Phil begs, and Martin helps Phil pursue Toby.

Directors: Betty Thomas
Writer: Dava Savel
Watch Now:Amazon
The Second Greatest Story Ever Told (1)
star
6.94
34 votes

#11 - The Second Greatest Story Ever Told (1)

Season 2 - Episode 1 - Aired 7/7/1991

The episode opens with Eddie having his bandages removed from a minor operation on his face, and he wonders if he looks different. A movie is made about the life of Richard Stone. Martin helps Julia, the woman portraying Judith in the movie, with some scenes, and they hook up. Julia likes Martin for being a real person. Jeremy lands the role as himself in the movie, and later lands a role on a movie filming next door. That movie is a horror film about a professor that died and came back as a half-man half-fungus monster.

Directors: John Landis
Watch Now:Amazon
What I Did for Lust
star
6.94
33 votes

#12 - What I Did for Lust

Season 2 - Episode 8 - Aired 8/18/1991

Eddie pushes an ""ugly"" sister onto Martin to score points with Marsha. The ""ugly"" sister (Chloe) has a book (""The Feminist Manifesto"") she wants Martin to read. Martin likes Chloe (who isn't actually ugly), but hates the book. Reluctant to reveal his true feelings, and hoping his publisher with reject the book, Martin passes the book to Gibby. Gibby really likes the books market potential.

Directors: Bethany Rooney
Watch Now:Amazon
Pants on Fire
star
6.80
5 votes

#13 - Pants on Fire

Season 2 - Episode 11 - Aired 9/8/1991

Martin and Judith are audited by the IRS for the last year of their marriage. They go through old receipts together. An old receipt proves that Martin had an affair with Nicki Rosen, Judith's friend, while still married to Judith. Jeremy wants to go to a party that lacks parental supervision, but his parents won't allow him. Martin and Judith fight about the affair during audit at the IRS office. Jeremy uses the conflict to trick his parents so that he could go to the party. At the party, Jeremy plays spin the bottle.

Directors: Arlene Sanford
Watch Now:Amazon
No, I'm Just Happy to See You
star
6.77
31 votes

#14 - No, I'm Just Happy to See You

Season 2 - Episode 7 - Aired 8/11/1991

After Eddie and Martin are mugged twice, Martin gets a gun. The night he comes home with the gun, Martin surprises a burglar and holds him off with the gun. While waiting for the police to arrive, Martin feeds the burglar.

Directors: Arlene Sanford
Watch Now:Amazon
Toby or Not Toby
star
6.75
4 votes

#15 - Toby or Not Toby

Season 2 - Episode 15 - Aired 10/6/1991

Martin arrives at work to find Toby extremely happy. Martin questions her happiness, and Toby notes that it is her birthday. Martin's in trouble for forgetting, but can get out of it if he uses Toby's gift suggestions. Toby plans on celebrating her day with many activities, but strange currents are running against her (surprise wedding; many business calls; measles). Martin has to go to a wake for his Aunt Minnie, and Toby, sad that her day has been ruined, decides to join Martin. At the wake, Toby learns that Aunt Minnie is beginning to sound a lot like her. Considering the remarks made, and life described, Toby becomes rather sad. As Martin tries to lift Toby's mood, Toby responds relatively well. Then things take a turn for the worse. Then things turn ugly. Toby and Martin arrive back at work the next day very hung over.

Directors: Bethany Rooney
Watch Now:Amazon