Ranking The 25 Best Rom-Coms of All-Time

1. When Harry Met Sally (1989)

Image Source: Tribeca

If this was a top 10 list, this film would still be on it. Same with top 5 for that matter. It’s in the running for the best rom-com of all time because it’s snappy, sultry, and sassy. It’s cinematic perfection — thanks to the great Nora Ephron with direction by Rob Reiner. When Harry Met Sally established Meg Ryan as America’s sweetheart. It became the gold standard Hollywood has tried to emulate ever since. Only Ephron and Reiner could achieve the alchemy by combining the sweetness of Ryan’s Sally Albright with the cranky pessimism of Billy Crystal’s Harry Burns. Re-watching the film today, is a bleak reminder that Ephron’s endless talent, wit, and intelligence is no longer with us. But thankfully, this film will live on forever.