Episode
"Pretty in Pink" (1986) vs. "Some Kind of Wonderful" (1987): Part 2
- Published
- Apr 14, 2026
- Duration seconds
- 3005
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Summary
Jason and Dee are back with Jill McCormick and Melissa Mingle for Part 2 of their deep-dive showdown between the final great teen films of John Hughes: Pretty in Pink vs. Some Kind of Wonderful.In this episode, the group turns their full attention to Some Kind of Wonderful, breaking down the unforgettable cast and characters — from Keith (Eric Stoltz) and Amanda Jones (Lea Thompson) to the scene-stealing Watts (Mary Stuart Masterson) and ultimate rich-kid villain Hardy Jenns (Craig Sheffer). The crew looks at performances, character arcs, and why this film often feels like the emotional mirror image of Pretty in Pink.Then it’s time to settle the debates that have been brewing since Part 1: Which movie delivered the ultimate '80s jerk — Steff or Hardy? What do we really think about Andie’s prom dress all these years later? Did Blane actually do enough to earn Andie’s forgiveness? Does Keith end up with the right girl? Finally, after two episodes of stories, nostalgia, and spirited debate, Jason, Dee, Jill, and Melissa each deliver their final judgment, crowning the definitive winner between two beloved Hughes-era classics.One movie gets the love. One movie gets left standing outside the prom. The verdict is finally in. 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/