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I'll probably use ranked voting on this one and watch the top 2 as my next 2! 

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Bill Staley

When Harry Met Sally is by far the best movie on that list. Plus several This is Spinal Tap connections another much watch movie for you.

Anonymous

I am ready to watch the wedding singer again!

Matt Gwinn

I would have liked to see While You Were Sleeping on there, but these are all solid choices.

Emily Smith

Of those, only Never Been Kissed is a high school movie....just sayin....

Matt Gwinn

These are romcoms. I think she has all of her high school movies in the que already.

Paul Cox

No strong opinions about Wedding Singer or Never Been Kissed, but Sleepless is sooooo much better a film to me than When Harry Met Sally (and You've Got Mail, for that matter) that I don't understand why it's always the underdog. Maybe I just hate Billy Crystal, but Sleepless has every last thing I want in a romcom.

Michael Buhl

I would like to write in Harold And Maude.

WastedPo

For a future suggestion, I'd like to throw out writer/director Albert Brooks 1991 movie "Defending Your Life." It's just about the closest to a mainstream hit he's ever had. (Though it's still not exactly the most well-known title.) "Defending" is extra interesting when one considers Brooks' previous movies. All were very dry and cynical about relationships (and life in general, frankly).

Anonymous

My favorites are 'I love you Phillip Morris' and 'As Good as it Gets' My favorite scene from 'I love you Philip Morris' https://youtu.be/alJQ1Zdgy34