For Breakfast Club:
brain-Matt
athlete-Scott
basket case-Cat
princess-Grace
criminal-Benny

Agreed on the soundtrack, not the best but represents 80s pop!

Or even better...Killer soundtrack and GREAT characters and a bomber jacket...BIG CHILL!! http://www.imdb.com/title/tt0085244/
But they would need two other  women and a guy....

Tom Berenger	 ... 	Sam Weber--SCOTT
Glenn Close	... 	Sarah Cooper--GRACE
JoBeth Williams	... 	Karen Bowens---CAT
William Hurt	... 	Nick Carlton--BENNY
Kevin Kline	... 	Harold Cooper--MATT

Mary Kay Place	... 	Meg Jones
Jeff Goldblum	... 	Michael Gold--SPARKY
Meg Tilly	... 	Chloe--ADRIEN