Rewatchables Reference

• Sebastian and Catherine making the bet – 'You can put it anywhere.' 'You got yourself a bet, baby.'
• The breakup scene – Sebastian tells Annette 'You mean nothing to me,' Reese hits Ryan for real.
• Bill: The ending/last five minutes – the headmaster opening the cocaine cross, Reese driving Sebastian's car, Bitter Sweet Symphony playing. 'Transcendent.'
• The Colorblind/Counting Crows escalator scene at Penn Station.

• Winner: Sebastian saying 'Email is for geeks and pedophiles' – 'That could only have been said in 1999.'
• Runner-up: The Counting Crows being involved in the pivotal virginity scene.
• Sebastian's expensive and big cell phone, 17 Magazine as a plot point.

• The soundtrack – Every You Every Me (Placebo), Praise You (Fatboy Slim), Coffee and TV (Blur), Colorblind (Counting Crows), Bitter Sweet Symphony (The Verve). All three picked this.
• Sebastian's car – 1956 Jaguar XK 140 Roadster.
• 'Cecile, this is what I like to call quiet time.'
• The Coke cross slow motion at the end.
• The New York locations – 79th and Central Park West.

• The homophobia – Josh Jackson's gay character Blaine is rough.
• The opening scene: Sebastian internet-shaming/revenge-porning his therapist's daughter – 'definitely illegal, probably prosecuted' now.

• Katie Holmes was wanted for Annette; Kumble 'didn't think she had enough strength of character.'
• Brittany Murphy was wanted for the Selma Blair part.
• Reese was not originally attached; Kumble got on his knees and begged her at dinner.
• Christine Baranski took the role because her daughters were Buffy fans.

Bill: Christine Baranski as the racist Upper East Side mom – 'Don't get me into that racist crap, my husband and I gave money to Colin Powell.'

Selma Blair – her 'secret society dance' after learning about orgasms. 2-1 vote that she overacted (Bill and Amanda vs. Juliet).

Bill: Swoosie Kurtz as the therapist – 'She's been in everything. Sisters is my favorite show.'

• Originally titled 'Cruel Inventions.'
• The Gellar/Blair kiss won Best Kiss at the MTV Movie Awards.
• Selma Blair's red hoodie was meant to invoke Little Red Riding Hood.
• NBC almost did a 2015 TV pilot with Sebastian and Catherine's son; Sarah Michelle Gellar had a deal to reprise her role.
• Bitter Sweet Symphony cost close to $1 million; they tried 200 other songs first.
• Billy Corgan turned them down for 'To Sheila' for the escalator scene – 'he's always the worst at all times.'

• Ryan Phillippe – yes. 'You would have said after this movie he was going to headline some movies. And he did. They just weren't good movies.'
• Sarah Michelle Gellar – yes. 1999: Buffy at its peak, SNL hosting, and this movie.
• Cocaine crosses – 'Never seen a better use of a cocaine cross.'
• Reese Witherspoon – no.
• Counting Crows – no.

Bill argues Sebastian may have been 'our first antihero' – predating Tony Soprano (The Sopranos premiered the same year).

• Where are the parents? Sebastian and Catherine's parents are absent.
• The Penn Station escalator scene logistics don't work.
• The car accident/death scene is badly staged.

• Would Annette really remember Sebastian fondly given the bet for her virginity?
• Was Sebastian secretly going to be gay?

Could work as a 10-episode Netflix show – 'the meme potential is out of control.'

Sarah Michelle Gellar – unanimous. 'She's the only person where she's making the script work for her rather than the other way around.'