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THE REWATCHABLES · March 25, 2019

Pretty Woman

A 1990 romance / comedy directed by Garry Marshall, covered in the complete Rewatchables archive.

RomanceComedy1990sDirected by Garry Marshall
Overall episode#65Source sheet order
Movie year19901990s
Tomatometer65%Critics’ score
Metacritic51View score
Roger Ebert—No review recorded
DirectorGarry MarshallRomance / Comedy

FROM THE CONVERSATION

What they said about the movie

A highly favorable celebration of Pretty Woman as a defining modern rom-com, driven by Julia Roberts’ star-making performance, strong chemistry with Richard Gere, and iconic scenes, outfits, music, and Beverly Hills fantasy. The hosts acknowledge problematic or dated elements, but mostly treat the film as a classic that still works as escapist wish fulfillment.
Based only on this episode’s transcriptTimes approximateSpeakers were clearly identifiedExplore the connections

WHY IT WORKS

What made it rewatchable

  1. 01Julia Roberts’ performance is treated as a star-making, instantly lovable breakthrough that carries the movie. Opening minutes
  2. 02The Beverly Hills / shopping fantasy and makeover sequences are repeatedly singled out as satisfying and endlessly rewatchable. About 24 min
  3. 03The soundtrack and montage-driven style make the film feel like a vivid cable-era comfort watch. About 32 min
  4. 04The romantic payoffs and facial reactions—especially at the opera and necklace scenes—are seen as big emotional highs. About 24 min

WHAT DID NOT WORK

Their main criticisms

  1. majorThe lawyer assault scene is tonally jarring and unnecessary, and the movie would work without it. About 40 min
  2. moderateThe ending feels rushed, with characters changing their minds too quickly after a more gradual setup earlier in the film. About 48 min
  3. minorThe ‘no kissing on the mouth’ rule is treated as a strange, implausible rom-com device. About 1:04
  4. moderateThe movie’s wish-fulfillment lessons can feel problematic in modern terms, especially the fantasy of a rich man rescuing and transforming a sex worker. About 48 min

SCENES THEY KEPT COMING BACK TO

Standout moments

Favorite

Hollywood Boulevard pickup

Vivian and Edward’s first negotiation/directions exchange, which launches the plot and establishes their chemistry.

About 24 min
Favorite

First cocktail dress reveal

Edward sees Vivian in the black dress and delivers the iconic 'You're stunning' line.

About 24 min
Favorite

Shopping spree on Rodeo Drive

Vivian returns transformed and humiliates the boutique staff while spending lavishly.

About 24 min
positive

Opera scene

Vivian’s emotional reaction at La Traviata is praised as wordless but powerful.

About 24 min
Favorite

Necklace box snap

The jewelry-store moment where Edward snaps the necklace case on Vivian’s finger and she laughs.

About 24 min
positive

Beverly Wilshire room scenes

The hotel setting and suite fantasy are treated as central to the movie’s glamour.

About 32 min
mixed

Escargot restaurant gag

The dinner joke about escargot is highlighted as a small but durable comic beat.

About 32 min
positive

Polo match

The polo sequence is praised as a rich-world visual and a memorable class marker.

About 32 min
positive

Therapy confession

Edward’s line about being angry with his father is enjoyed as a dry character beat.

About 56 min
mixed

Final rescue/fairytale ending

The ending is satisfying to them emotionally but also discussed as rushed and overly neat.

About 48 min

WHERE THEY DISAGREED

The biggest debates

They agreed Opening minutes

Did this launch the modern rom-com era?

Bill Simmons

Yes, it helped launch the modern rom-com era and spawned decades of imitators.

Amanda Dobbins

Yes, especially alongside When Harry Met Sally; it marks the modern era.

Juliet Litman

Yes, though she notes earlier precursors and TV influences.

They partly agreed About 16 min

Is Richard Gere’s performance too understated?

Bill Simmons

He works because he knows when to step back and let Roberts shine.

Amanda Dobbins

He is appealing but less electric than Roberts and some other romantic leads.

They partly agreed About 48 min

How problematic is the movie’s central fantasy?

Bill Simmons

It is a fairy tale; the wish-fulfillment is the point.

Amanda Dobbins

It is problematic and unrealistic, but still emotionally irresistible.

Juliet Litman

It is a fantasy that still works because of the movie’s charm and star power.

They agreed About 40 min

Should the assault scene have been included?

Bill Simmons

No, it is tonally wrong and unnecessary.

Amanda Dobbins

No, the movie could achieve the same plot point without it.

No final agreement About 1:12

How long do Vivian and Edward stay together after the movie?

Bill Simmons

Likely not very long; maybe a short run before the relationship collapses.

Amanda Dobbins

They likely stay together for years, consistent with the fairy-tale tone.

19 People discussedActors, directors, writers, and producers
very favorableJulia RobertsBill Simmons: Praised as an electrifying, star-making presence and the movie’s essential engine. Opening minutes favorableRichard GereBill Simmons: Seen as effective, tasteful, and mostly successful as the stony corporate romantic lead. About 8 min criticalJason AlexanderBill Simmons: Described as playing an extremely putrid, evil lawyer, especially in the assault scene. About 40 min very favorableHector ElizondoAmanda Dobbins: Celebrated as a warm, memorable scene-stealer and the hotel manager who adds heart. About 40 min favorableLaura San GiacomoBill Simmons: Highlighted as a strong heat-check supporting performance as Kit. About 56 min criticalOwen GleibermanBill Simmons: Mentioned as the reviewer associated with the harsh contemporaneous Entertainment Weekly takedown. About 8 min · medium confidencefavorableRoger EbertBill Simmons: Praised for giving the film three and a half stars at the time. About 8 min favorableJanet MaslinBill Simmons: Referenced as a contemporary critic who liked the film despite script issues. About 8 min · medium confidenceneutralWilliam GoldmanBill Simmons: Cited for writing about the movie and using it as an example of Hollywood unpredictability. About 16 min · medium confidence
favorableGary MarshallBill Simmons: Credited with directing the film and, in the hosts’ trivia, a couple of cameo/production jokes. About 56 min
favorableKathy BatesBill Simmons: Discussed as the Best Actress winner over Roberts in a strong category. About 16 min neutralMichael DouglasBill Simmons: Raised as an alternate casting possibility and compared to Gere’s corporate-lead type. About 48 min · medium confidenceneutralRobert RedfordBill Simmons: Suggested as another alternate for the Richard Gere role, though possibly too old. About 56 min · medium confidenceneutralAl PacinoBill Simmons: Cited as someone who reportedly screen-tested or turned down the role of Edward Lewis. About 56 min · medium confidenceneutralJohn TravoltaBill Simmons: Mentioned as another candidate who auditioned for the lead. About 56 min · medium confidenceneutralMolly RingwaldBill Simmons: Mentioned as having turned down Vivian and later regretting it. About 56 min · medium confidencefavorableDiane LaneBill Simmons: Named as a very plausible early choice for Vivian who had to drop out. About 56 min · medium confidenceneutralMichelle PfeifferBill Simmons: Listed among actresses who turned down or were considered for Vivian. About 56 min · medium confidenceneutralBurt ReynoldsBill Simmons: Quoted as later regretting not taking the part; the hosts mock the comment. About 56 min · medium confidence
11 Conversation takesSpeakers shown only where the transcript identifies them
Bill SimmonsLoved it

Pretty Woman

Calls it one of the best movies of all time and a nearly perfect rom-com experience.

Opening minutes
Amanda DobbinsLoved it

Pretty Woman

Says she loves it despite recognizing its problems and modern critiques.

About 48 min
Juliet LitmanLoved it

Pretty Woman

Describes the film as glowing, hopeful, and maybe the best movie ever.

Opening minutes
Bill SimmonsLoved it

first Hollywood Boulevard pickup

Treats the opening negotiation and drive scene as essential and perfectly silly.

About 24 min
Amanda DobbinsLoved it

shopping montage

Says the shopping sequence is the most rewatchable scene and a major fantasy payoff.

About 24 min
Bill SimmonsLiked it

neighborhood polo and rich-guy life

Enjoys the polo, taste, and Beverly Hills luxury as part of the movie’s world-building.

About 32 min
Amanda DobbinsLiked it

Richard Gere

Argues he is appealing in a restrained, mature way and better than she remembered.

About 8 min
Bill SimmonsLoved it

Julia Roberts

Calls her the greatest rom-com breakthrough and one of the greatest star-making performances ever.

Opening minutes
Bill SimmonsDid not like it

Jason Alexander

Treats the lawyer character as pure evil and the film’s nastiest element.

About 40 min
Amanda DobbinsLiked it

fairy-tale transformation

Admits the movie embeds unrealistic but irresistible fantasies about changing a man through charm and beauty.

About 48 min
Bill SimmonsLiked it

class fantasy

Sees the film as a fairy tale about love transcending social expectations rather than a realism exercise.

About 48 min
5 ThemesThe larger ideas in the discussion

Modern rom-com origin story

The episode frames Pretty Woman, alongside When Harry Met Sally, as launching the modern romantic comedy era.

Opening minutes

Star making and celebrity culture

The conversation stresses how Julia Roberts became a movie star in real time and how much off-screen fame mattered in the early 1990s.

About 8 min

Class fantasy and Beverly Hills as a character

Beverly Hills, luxury hotels, shopping, and rich-guy taste are treated almost like part of the movie’s identity.

About 32 min

Transformation and makeover

The film’s makeover structure and wardrobe changes are a major source of pleasure and symbolic change.

About 24 min

Fairy tale versus realism

They contrast the movie’s fairy-tale wish fulfillment with the more realistic or darker version that was originally scripted.

About 16 min
25 Facts and referencesProduction notes and other movies mentioned

Production note

The original script was much darker and was titled 3,000, with a cocaine-addicted Vivian and a far harsher ending.

About 16 min

Production note

The final movie was made on a $14 million budget and grossed about $463 million.

About 8 min

Production note

The film’s low Rotten Tomatoes score is attributed to a particularly negative contemporary review, which the hosts discuss as misleading.

About 8 min · medium confidence

Production note

Ferrari and Porsche declined to supply the car, leading production to use a Lotus.

About 56 min

Production note

The polo scene was filmed at the LA Equestrian Center in Burbank.

About 56 min

Production note

The necklace reportedly cost $250,000 and a security guard was present during filming.

About 56 min

Mentioned with uncertainty

Richard Gere is said to have composed the piano piece heard in the hotel scene.

About 56 min · low confidence

Production note

The director Gary Marshall is said to have made a cameo as the homeless man who gives directions.

About 56 min

Production note

Julia Roberts improvised part of the necklace-box laugh when Gere snapped it on her finger.

About 24 min

Production note

The bath-bubble scene reportedly stripped red dye from Roberts’ hair, forcing a re-dye that night.

About 1:04

When Harry Met Sally

Used as the other key film that helped define the modern rom-com era.

Opening minutes

Annie Hall

Mentioned as an earlier rom-com some people count, though the hosts set it aside.

Opening minutes

I Love Lucy

Used as a precursor for Julia Roberts’ physical comedy and redhead persona.

About 8 min

My Fair Lady

Referenced as a makeover / Pygmalion ancestor to Pretty Woman.

About 24 min

Clueless

Used as a later Beverly Hills makeover movie in the same lineage.

About 24 min

Romy and Michele’s High School Reunion

Cited for amplifying the shopping/makeover fantasy.

About 24 min · medium confidence

A Star Is Born

Referenced repeatedly as a comparison point for star-making and appreciative looks.

About 24 min

Fast Five

Used jokingly as a future Rewatchables episode and as a favorite action movie.

About 16 min · medium confidence

Pretty in Pink

Referenced indirectly through 1980s teen-rom-com and shopping/makeover comparisons.

About 24 min · low confidence

Working Girl

Compared to Pretty Woman as a rich-man-romance and career/fantasy movie.

About 32 min

The Princess Bride

Used to explain Hector Elizondo’s familiar character-actor persona.

About 56 min

Dirty Dancing

Referenced in the original-script / 2019 remake speculation as a kind of future version of the concept.

About 16 min · low confidence

Bride Wars

Cited as an example of a worse rom-com setup involving women against each other.

About 48 min · medium confidence

While You Were Sleeping

Mentioned as another rom-com with a very problematic premise, according to the hosts.

About 48 min

Runaway Bride

Discussed as an unofficial reunion-like follow-up to Pretty Woman and largely dismissed.

About 1:20
10 Running jokes and short linesRecurring bits captured from the conversation

Half-assed internet research

The hosts repeatedly read and caveat trivia, joking about unreliable casting and production facts.

About 56 min

Beverly Hills geography obsession

They keep mapping hotel, boulevard, polo, and shopping locations across Los Angeles.

About 32 min

Star Is Born comparison

They repeatedly compare star-making moments and romantic admiration to A Star Is Born.

About 24 min

Producer Craig being the skeptic

Craig is teased for having reservations about the movie’s lessons and other pop-culture choices.

About 48 min

Richard Gere’s adult appeal

The hosts joke that Gere becomes more attractive as they get older.

Opening minutes

Speaker not identified

“You're late. You're stunning.”
About 24 min

Speaker not identified

“Big mistake. Big mistake.”
About 1:12

Speaker not identified

“I can do anything I want to, baby.”
About 24 min

Speaker not identified

“I find this hard to say”
About 40 min

Speaker not identified

“It cost me $10,000”
About 56 min

MAKE IT A MOVIE NIGHT

Where to watch

UNITED STATES

Checking where Pretty Woman is available…

WHAT TO WATCH NEXT

Movies to watch before and after.

Three movies to watch before Pretty Woman, and three to watch next.

Finding six movies…Three to watch first and three to watch next.
Includes a Rewatchables episodePosters from TMDB.

ON THE MIC

3 voices on this episode

Bill Simmons headshotBill SimmonsThe Rewatchables
Juliet LitmanThe Rewatchables
Amanda Dobbins headshotAmanda DobbinsThe Rewatchables

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