18 Best Comedy Movies to WatchMovies Like When Harry Met Sally... (1989) (Page 2)

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Need a chuckle? We know comedy gold can be hard to come by, so we’ve scoured the depths of the streaming landscape to dig it out. From dark humor to laugh-out-loud misadventures, these are the best comedies to stream now.

This quirky 1988 adventure drama is newly available on Amazon Prime. It’s the classic that never was, the story of a rundown gas station motel in the Southern US where a lonely West German lady called Jasmin Munchgstettner ends up by accident.

The owner of the operation, a short-tempered woman by the name of Brenda, doesn’t really take to Jasmin. However, the longer the West German guest stays at the motel, the more a friendship forms between the two.

Genre: Comedy, Drama

Actor: Alan S. Craig, Apesanahkwat, CCH Pounder, Christine Kaufmann, Darron Flagg, G. Smokey Campbell, Gary Lee Davis, George Aguilar, Hans Stadlbauer, Jack Palance, Marianne Sägebrecht, Mark Daneri, Monica Calhoun, Ray Young, Ronald Lee Jarvis

Director: Percy Adlon

Rating: PG

As long as you don’t take it too seriously and see it for the silly ‘80s comedy that it is, then A Fish Called Wanda comes as a pleasantly hilarious way to pass the time. The heist doesn’t make much sense but the farce the characters put on is as delightfully silly as they come. There are traces of Cleese’s Monty Python sketch humor here, as you’ll see in the puns and the wild physical gags he makes, and Curtis proves that comedy is her true calling. But some of the best parts of the movie are when the British characters rib with the Americans—it’s a classic feud, one you won’t help but laugh at, regardless of where you’re coming from.

Genre: Comedy, Crime

Actor: Al Hunter Ashton, Andrew MacLachlan, Cynthia Cleese, David Simeon, Geoffrey Palmer, Jamie Lee Curtis, Jeremy Child, John Cleese, Kate Lansbury, Ken Campbell, Kevin Kline, Llewellyn Rees, Maria Aitken, Mark Elwes, Michael Palin, Michael Percival, Neville Phillips, Pamela Miles, Patricia Hayes, Peter Jonfield, Robert Putt, Roger Brierley, Roger Hume, Roland MacLeod, Sharon Marino, Stephen Fry, Tom Georgeson

Director: Charles Crichton

Rating: R

Not enough movies tell the stories of the down-on-luck, kind of uncool wolf-pack that still goes out into town with their wallets on chains hanging from their pockets and try their luck with the ladies. Mike, heart-broken actor-comedian pines over his ex long after she's been gone, while his guys - Trent, Rob and Sue - try to help him get back in the game in a series of nights club-hopping and wingman-ing. You find yourself empathizing with Mike almost immediately if you've ever had a broken heart and root for him throughout his highs and fairly embarrassing lows. Sprinkled with clever references and subtle, refreshing humor, Mike's journey to find closure is more than likely to warm your heart.

As a bonus, the flawed yet endearing gang of twenty-something struggling actors will take you to that charming 90's nightlife in Los Angeles (with music to die for, by the way) and remind you that boys will be boys and that they're just doing their best helping each other and themselves to keep it together with lots of "You're so money, and you don't even know it!".

Genre: Comedy, Drama

Actor: Ahmed Ahmed, Alex Désert, Alex Désert, Bernard Serrano, Blake Lindsley, Brooke Langton, Curtis Lindersmith, Deena Martin, Heather Graham, Jan Dykstra, Jessica Buchman, Joan Favreau, Jon Favreau, Katherine Kendall, Kevin James Kelly, Maddie Corman, Martina Migenes, Molly Stern, Pamela Shaw, Patrick Van Horn, Rio Hackford, Ron Livingston, Samantha Lemole, Stephanie Ittleson, Stephen Gaghan, Vernon Vaughn, Vince Vaughn

Director: Doug Liman

Rating: R