Lydia Deetz (Beetlejuice)
Spiky bangs, punky makeup, and an attitude to match—Winona Ryder became the queen of cool following her role in 1988’s Beetlejuice.
Winona Ryder was 15 in Beetlejuice when she played the character ‘Lydia Deetz’. That was over 33 years ago in 1988. Today she is 49, and has starred in 58 movies in total, 52 since Beetlejuice was released.
The casting of Lydia came down to just two actresses, namely, Winona Ryder and Alyssa Milano, with Ryder ultimately landing the role.
Makeup artists Ve Neill, Steve LaPorte, and Robert Short won the 1989 Academy Award for Best Makeup.
Veronica Sawyer (Heathers)
The costume: Veronica Sawyer
In the 1988 cult classic Heathers, Winona Ryder (as Veronica) portrays a teen who, along with her completely demented boyfriend (played by Christian Slater), goes on a rampage to end the cruel ways of a popular clique at school. These three girls, of course, are all named Heather, hence the film’s title.
Hair and makeup
Blow it up Veronica-style and wear the memorable look Winona Ryder sported at the end of the film; you know, right after her man sets a bomb off on himself. Wear a medium-length, brunette bobbed wig and tease it out with a comb to re-create Veronica’s disheveled hairstyle. Don’t forget to apply fake blood and ashy-toned eye shadow to your face so that you look like you’ve just been to hell and back.
What to wear
It’s ’80s style to the max: an oversize blue t-shirt, short plaid skirt, gray cardigan, and black tights and flats.
Take it to the next level
Walk around with a cigarette to show how tough you really are, and slap a red scrunchie in your hair. Be sure to say, “Heather my love, there’s a new sheriff in town,” as an homage to Veronica’s gutsy (albeit crazy) actions.
Kim Boggs (Edward Scissorhands)
Winona Ryder dropped out of The Godfather: Part III (1990) to appear in this film. Reportedly, it was Johnny Depp who actually convinced her to do so.
Johnny Depp and Winona Ryder dated throughout filming of this movie, and became engaged during the same year (1990).
Contrary to popular belief, Winona Ryder was actually cast in the film before Johnny Depp got the part of the title character.
Drew Barrymore was considered for the role of Kim Boggs.
Winona Ryder starred in three films in 1990. “Edward Scissorhands” and “Mermaids”, which were released on the same day, December 14, 1990. Ryder was also the star of “Welcome Home, Roxy Carmichael” which was released two months earlier.
Susanna Kaysen (Girl Interrupted)
Winona Ryder acquired the rights to the novel herself and then spent seven years trying to get the movie made.
Winona Ryder handpicked James Mangold to direct this movie after seeing his movie Heavy (1995).
The movie cast includes four Oscar winners, Angelina Jolie, Jared Leto, Whoopi Goldberg and Vanessa Redgrave, and one Oscar nominee, Winona Ryder.
This was one of many roles in which Winona Ryder’s character writes in a diary.
“Que Sera, Sera (Whatever Will Be, Will Be)” was not a new song to Winona Ryder. It was featured in both this movie and eleven years earlier in her other movie Heathers (1989).
Out of a cast portraying teenagers, only Elisabeth Moss was actually a teenager. Winona Ryder and Jared Leto were 28, Angelina Jolie was 24, and both Clea Duvall and Brittany Murphy were 22. Angela Beattie, whose character was 20, was 25 and year younger than the lead and Jillian Armenante, who played a 22 year old, was 31.
Melissa Warburton (Friends)
In season 3, when Ross makes a list of celebrity women he would like to sleep with, one of the celebrities is Winona Ryder who guest stars in this episode.
Rachel says she made out with Melissa after the Sigma Chi luau, her husband at the time Brad Pitt was a member of the Sigma Chi Fraternity.
Just before Rachel sees Melissa, the topic of who will marry next after Chandler and Monica is being discussed. As it turns out, Phoebe will be next when she marries Mike Hannigan in Friends: The One with Phoebe’s Wedding (2004) while Rachel and Ross remarry shortly after the series finale.
This topic has been discussed twice before in the series: in Friends: The One Where Heckles Dies (1995), Chandler says he’ll be the last of them to marry, a prediction the rest of the group agree with in Friends: The One with the Lesbian Wedding (1996).
In the uncut DVD version, Joey wants to get Melissa back into the coffee house after hearing about her kiss with Rachel, and wants Ross to get the sangria. Then, Joey also jokes that Rachel will want the drink at the wedding, and she tells him to get out. Ironically, Rachel is unable to consume alcohol at the wedding due to her pregnancy.