Of those previously mentioned, I absolutely love What's Up Doc which is an underrated hoot and Groundhog Day which, while it has many outdoors scenes, is a suitable reflection of having day after day as roughly the same. I've never seen The Goodbye Girl and have always wanted to. This then might be that moment, The Blues Brothers, Withnail and I, The Producers, Duck Soup, the Carry Ons..........in fact, almost everything people have mentioned would be hard to criticise.
Returning to Groundhog Day for one moment - ! - it does appear post Brexit to sit in a brand new category of our times. Hotel California, You can check out any time you like but you can never leave, Hence, see The Truman Show which on its release I declared uneasily was a deep work of similar genius although Truman is far more sinister in tone than Groundhog. It could in these days be a bit too close to the bone. And when it comes to all round creepiness, I am not so sure that I would easily stomach right now watching Dr. Strangelove or How I Learned to Stop Worrying and Love the Bomb.
The Airplane films will no doubt be permissible once the new global Soviet brain control programme is fully underway. A nice bit of anti-travel propaganda for the very last fools who believe that they still want to get on an aeroplane. I love those films but my cousin and I watched them on the day of my Grandad's funeral so they also have a difficult-ish connotation for me. As young guys, we relieved any unexpressed upset by laughing our heads off to them uncontrollably.
I also associate Waynes World and Ferris Bueller's Day Off with company. 20-something post student meet ups - in Norwich as it happened - around beers and curry, They were very much a social event. In contrast, when I lived alone in a flat I did have about three years of jumping on the video rental bandwagon with a collection of Empire magazines alongside. Clerks occurred at that time and was suitably indie along with the films of Linklater and Channel 4 releases.
Possibly one of the rudest films ever made, I was initially doubtful but not only laughed out loud hysterically but had to throw myself to the floor holding my sides. The laughter completely took me over so that I had no say whatsoever on my physical movements. I am rather grateful that I had that as part of my personality. Many never do. I'm not sure that I do now. Did I ever want to make a film? No - not really - but if I had ever had an opportunity to be involved in one that was made, it would probably be Clerks. All that strange/madcap filming at night so the shop could be open in the daytime.