Dr Strangelove A Matter of life and death Some like it Hot The Good the Bad & the Ugly The Producers The African Queen Deliverance and for a musical My Fair Lady and since it is Christmas Miracle on 34th Street (original) Life of Brian
In my defence, I thought he was taking about Christmas films! I did say Love, Actually was clichéd. The first Bridget Jones film is good though, not gonna apologise for that. Sorry.
Not read the OP but I think it specified oldies like 50’s/60’s maybe 70’s certainly not 80’s and beyond
As a kid Christmas meant 2 films Wizard of Oz Willy Wonka & the Chocolate factory You damn yourself twice sir!