Inspired by a couple of different articles talking about "Marvel looking to get a broad, John Hughes/high school comedy vibe" for their new Spiderman series:
What if John Hughes had directed one or more Spiderman films in the 80s or 90s? (Take your pick). I think it could be fun to have a 4-set series taking place in each year of High School for him (once again inspired by rumors surrounding the new Spiderman films).
Here's are list of some movies he did in the 80s
1983: National Lampoon's Vacation
1984: Sixteen Candles
1985: Weird Science, Breakfast Club
1986: Ferris Bueller's Day Off, Pretty In Pink
I think it could be fun to see frequent Hughes-collaborator Anthony Michael Hall as the titular webslinger who is actually the exact age of high school aged Peter Parker in these movies. Another frequent collaborator, Molly Ringwald could maybe pass as Mary Jane / Gwen Stacy depending on which one you do. There's also Matthew Broderick who might make a good Norman Osborn (introduced in the fourth and final film).
The only real problem here is special effects, but for the sake of a fun discussion maybe we could talk about an 80s John Hughes directed Spiderman quadrilogy?