Tagged: When Harry Met Sally

When Harry Met Sally: Harry’s Post-College Hoodie and Jeans

Billy Crystal and Meg Ryan in When Harry Met Sally (1989)

Vitals

Billy Crystal as Harry Burns, recent college graduate

Chicago to New York City, Spring 1977

Film: When Harry Met Sally…
Release Date: July 14, 1989
Director: Rob Reiner
Costume Designer: Gloria Gresham

WARNING! Spoilers ahead!

Background

I graduated from college fifteen years ago this week, and I’m still (slightly) younger than 40-year-old Billy Crystal was when he played recent University of Chicago graduate Harry Burns in the opening scenes of When Harry Met Sally. Directed by the late Rob Reiner (a qualifier which still hurts to say), When Harry Met Sally is considered by many—including yours truly—to be one of the best romantic comedies of all time.

Ironically scored to Louis Armstrong crooning “Our Love is Here to Stay”, the movie begins with Harry kissing a girlfriend whose name he wouldn’t even remember five years later. Amanda (Michelle Nicastro) introduces Harry to her friend Sally Albright (Meg Ryan), who has agreed to drive the stranger across the country to New York, which Sally has calculated should be “an 18-hour trip with six shifts of three hours each.” Continue reading →

When Harry Met Sally: Harry’s Leather Flight Jacket

Billy Crystal and Meg Ryan in When Harry Met Sally (1989)

Vitals

Billy Crystal as Harry Burns, sarcastic political consultant and recent divorcée

New York City, Fall 1987

Film: When Harry Met Sally…
Release Date: July 14, 1989
Director: Rob Reiner
Costume Designer: Gloria Gresham

WARNING! Spoilers ahead!

Background

One of the most aesthetically pleasing fall movies, Rob Reiner’s romantic comedy When Harry Met Sally celebrated its 35th anniversary earlier this year. Billy Crystal and Meg Ryan—who celebrates her 63rd birthday today—star as the titular enemies-turned-friends-turned lovers. Continue reading →

When Harry Met Sally: Harry’s Cream Cable-Knit Sweater

Meg Ryan and Billy Crystal in When Harry Met Sally (1989)

Vitals

Billy Crystal as Harry Burns, sarcastic political consultant and recent divorcée

New York City, Fall 1987

Film: When Harry Met Sally…
Release Date: July 14, 1989
Director: Rob Reiner
Costume Designer: Gloria Gresham

Background

As October advances deeper into colder weather, today’s post celebrates the enduring knitwear selected by costume designer Gloria Gresham for fall style icon Billy Crystal in When Harry Met Sally.

Though he only wears it for two brief scenes in Rob Reiner’s 1989 romantic comedy, Harry Burns’ cream-colored cable-knit sweater remains a cultural touchpoint even nearly 35 years later. Continue reading →

When Harry Met Sally: Harry’s Tweed Sports Coat

Billy Crystal and Meg Ryan in When Harry Met Sally (1989)

Billy Crystal and Meg Ryan in When Harry Met Sally (1989)

Vitals

Billy Crystal as Harry Burns, sarcastic political consultant and recent divorcée

New York City, Fall 1987

Film: When Harry Met Sally…
Release Date: July 14, 1989
Director: Rob Reiner
Costume Designer: Gloria Gresham

WARNING! Spoilers ahead!

Background

Today being my wedding day (congratulations to me!) feels like an appropriate time to revisit the style of one of my favorite romantic comedies, When Harry Met Sally. In addition to being a famously great fall movie, Rob Reiner’s chronicle of enemies-becoming-friends-becoming-lovers also demonstrates a surprising parade of great autumnal menswear, from Billy Crystal’s cozy sweaters to military surplus jackets. Continue reading →

When Harry Met Sally: A Nomex Flight Jacket on New Year’s Eve

Billy Crystal and Meg Ryan in When Harry Met Sally (1989)

Billy Crystal and Meg Ryan assure their old acquaintance won’t be forgot among fellow New Year revelers as the eponymous leads in When Harry Met Sally… (1989)

Vitals

Billy Crystal as Harry Burns, sarcastic political consultant

New York City, New Year’s Eve 1988

Film: When Harry Met Sally…
Release Date: July 14, 1989
Director: Rob Reiner
Costume Designer: Gloria Gresham

WARNING! Spoilers ahead!

Background

Happy New Year’s Eve!

One of my favorite romantic comedies, When Harry Met Sally… follows its two eponymous leads over twelve years of off-and-on friendship from their contentious meeting during a ride home from the University of Chicago up through a climactic New Year’s Eve party. Continue reading →