1944

This ain’t 'Nam, @Ginger_Yellow, there are rules!

1945

I’ll do another one.

  1. Massacre
  2. Big cake
  3. Bourbon
  4. Imperfection
  5. Tango
1946

Some Like It Hot?

1947

Got it in one!

  1. The Saint Valentine’s Day Massacre motivates our heroes to get out of Chicago posthaste
  2. Spats gets a big cake at a mob congress, and someone pops out of it to machine gun him
  3. Marilyn Monroe tearfully asks “where’s the bourbon?”, a line she allegedly flubbed so much it had to be written inside the drawer she opened
  4. “Well, nobody’s perfect.”
  5. Jack Lemmon dances the tango with Joe E. Brown, who thinks he is a woman and is in love with him.
1948

I love the Cary Grant cameo in that movie. Wait, it was only an impression?

Here’s the next one:

  • monologues for new actors
  • the oddest casket warehouse in town
  • showing true colors and some fake ones
  • a pair of ivory tusks
  • he had fries with that
1949

Some of that sounds like Pulp Fiction.

1950

@Djscman, you should create a crossword with these clues; they sound like witty crossword definitions!

Ace Ventura 2?

1951

Oh yeah, I can definitely see that – but it isn’t Pulp Fiction.

Not When Nature Calls (the only thing I remember about that movie was the Rhino giving birth, which was unforgettable). I hope you don’t mind that they’re clues in the style of crossword puzzles!

1952

Reservoir Dogs?

1953

On the contrary, l find it great!

1954

Correct!

Undercover cop Tim Roth is given a lengthy audition piece to memorize, and if he doesn’t nail the audition he’ll likely be killed, so no pressure there.

  • the oddest casket warehouse in town

It’s weird, right? There’s a really big room, and maybe a half-dozen coffins standing on end in there like they’re going to give some monkeys sentience.

  • showing true colors and some fake ones

As in Pelham One-Two-Three, you’ve got your Browns, Blues, Whites, Pinks… and Mr. Orange is flying false colors.

  • a pair of ivory tusks

Decor in Big Daddy Joe’s crime office

  • he had fries with that

Fast food when a kidnapped police officer is in the trunk.

So BennyProfane’s guess was awfully close, but @BellaConfusione got the loot.

1955

Actually, BellaConfusione had already proposed this movie himself some time ago. One of his clues was “Acting lessons”, which corresponds to your “monologues for new actors”.

1956

Haha, I didn’t even see BennyProfane’s guess and completely forgot I had already done that film myself. I don’t see a problem with doing the same film twice in this game however, but as the one who initiated it you should have a say in that.

1957

l have only initiated it but the way l see it, as soon as we started, the game became what us players make of it. l’m no more than one of the players.

Personally, l don’t have a problem with it either; plus, and it is the very core of the game, the same movie can generate vastly different clues in function of the player.*

*l may have expressed a slightly different view had the repeated movie been My Big Fat Wedding instead…

1958
  1. Traffic jam
  2. Pulled down to earth
  3. Fat bottomed girl
  4. Spaceship
  5. The shore, but not the Jersey one
1959

Earth Girls Are Easy?

1960

Negative

1961

Hitchhikers Guide To The Galaxy?

1962

Nope45

1963

I remember The Man Who Fell to Earth has at least some of those things.