"Pretty in Pink" (1986) vs. "Some Kind of Wonderful" (1987): Part 1
Surely You Can't Be Serious PodcastShow Notes
On this special two-part deep dive, Jason and Dee are joined by friends of the show and Patreon all-stars Jill McCormick and Melissa Mingle to tackle the final face-off of the classic John Hughes teen era: Pretty in Pink vs. Some Kind of Wonderful.In Part 1, the gang rolls back to the mid-’80s to unpack the origins of both films—how Pretty in Pink emerged from Hughes’ collaboration with director Howard Deutch and how Some Kind of Wonderful became the spiritual “answer song” to its predecessor. They explore the cultural moment, the soundtracks, and why these two films feel like emotional cousins… even if they land very differently.
Then it’s time for a full character breakdown of Pretty in Pink, including Andie (Molly Ringwald), Duckie (Jon Cryer), Blane (Andrew McCarthy), and Steff (James Spader). The crew digs into performances, casting what-ifs, behind-the-scenes stories, and how each character hit us differently then… and now.
Of course, we couldn’t avoid the big questions: The dress. Iconic? Overhyped? Misunderstood? Did Blane actually do enough to earn redemption? And which movie truly delivers the better bad guy? No final verdict just yet — the ultimate judgment is reserved for Part 2, where everyone will officially cast their vote and crown the champion of Hughes’ last great teen romance.If you’ve ever debated Team Duckie vs. Team Blane or wondered whether Watts could’ve walked into Shermer High and run the place, this episode is for you.Part 1 starts now.
The final judgment is coming.
Support us on Patreon: https://www.patreon.com/c/surelypodcast
Follow us on YouTube: https://www.youtube.com/@surelypodcast
Check out our new merch store: https://surely-you-cant-be-serious-merch.myshopify.com/
More from Surely You Can't Be Serious Podcast
🎃 TOP 5 HALLOWEEN MOVIES OF THE 1980s — THE DECADE THAT MADE HORROR LEGENDARY!👻
Jason and Dee of the Surely You Can’t Be Serious Podcast are heading to Haddonfield, Illinois, to revisit John Carpenter’s legendary 1978 horror classic, Halloween! Following last week’s deep dive into The Texas Chainsaw Massacre, the guys continue their four-part Halloween spectacular with the movie that helped redefine the slasher genre and turned a young filmmaker named John Carpenter into a household name.
Before the slashers ruled the ’80s, the 1970s were busy giving moviegoers nightmares, introducing unforgettable monsters, and changing horror movies forever! In this throwback episode of the Surely You Can’t Be Serious Podcast, Jason and Dee count down their Top 5 Movies to Watch During Halloween Season from the 1970s!
It’s time to fire up the chainsaw and kick off a four-part Halloween horror spectacular on the Surely You Can’t Be Serious Podcast! Jason and Dee are joined by special guest Slasher Girl Amanda Janik as they dive headfirst into one of the most notorious and influential horror movies ever made: 1974’s The Texas Chain Saw Massacre!
1991 was a year when the musical landscape was changing Right Here, Right Now! This week on the Surely You Can’t Be Serious Podcast, Jason and Dee each reveal their Top 5 Songs of 1991—but there’s a twist: they’re not simply telling you what made the list.