While these Top 10 lists may be a lot of work, they are so incredibly fun to post. They always wind up being very rewarding and it seems they provide my readers with a lot of entertainment. And the latter is the best reward of all.
As always, coming up with an initial draft list was not hard. Narrowing it down to eleven choices was horrendously difficult! I already know several movies that I’m going to catch flak for not including. And there will be one in particular and I’m stating here I know which one it will be. Well, without saying the name of it.
So, here is My Top 10 +1 Favorite Romantic Comedy Movies list and remember +1 was the movie that didn’t make the cut. I shared a lot of my own personal life stories relevant to the movie. Also, I included my fun scene pick for each movie.
+1 Sixteen Candles (1984)
Oh my gosh when I was turning 16 years old my life was in the beginning stages of taking a horrendous turn for the next few years. The romantic pursuit of Jake and Samantha with each other, the circus of the very hormonal Geek and his best side kick Bryce along with the comedy of Long Duk Dong make for a hysterical movie. And the name Long Duk Dong still gets mileage 30 years later. You can’t go wrong when it’s happily ever after for each storyline at the end of the movie.
Funny scene pick – When Samantha says, “They forgot my fucking birthday.” Why it’s so funny to me is my family forgot my birthday numerous times after I moved out on my own at 18 years old.
Molly Ringwald – Samantha Baker
Justin Henry – Mike Baker
Michael Schoeffling – Jake Ryan
Haviland Morris – Caroline Mulford
Gedde Watanabe – Long Duk Dong
Anthony Michael Hall – The Geek
John Cusack – Bryce
Directed by John Hughes
10 There’s Something About Mary (1998)
Most of this entire movie is an entire riot of laughter. And I was soooo there with the braces and wanting to date the cute girl. But, the early scenes with Walter and Ted are absolutely hysterical. It’s amazing the lengths we will go to and years we will spend doing it to be with the one we love.
Funny scene pick – Is when Healy is trying to revive the little dog with the light socket of a lamp. That movie scene is one that I laughed harder at more than any other in my entire life still to this day.
Phoenix to me, “Making a note of that….”
Cameron Diaz – Mary
Matt Dillon – Healy
Ben Stiller – Ted
Lee Evans – Tucker
Chris Elliott – Dom
Lin Shaye – Magda
Jeffrey Tambor – Sully
Markie Post – Mary’s Mom
W. Earl Brown – Warren
9 Groundhog Day (1993)
I’m a huge fan of Andie McDowell and it’s like she’s been frozen in time over all of these years in a permanent state of intoxicating beauty. I absolutely love all of the experiences that Phil gets to evolve through for a period best figured to be about 8 1/2 years. But, it’s also troubling that it took him that long to get the romantic part right for Rita to fall in love with him. Then again, he was a first class jerk to begin with, so maybe that was some sort of penance.
Funny scene pick – When Phil steals the groundhog and they are being pursued. And Phil tells the groundhog don’t drive angry. I still use that line to this day!
Bill Murray – Phil
Andie MacDowell – Rita
Chris Elliott – Larry
Stephen Tobolowsky – Ned
Brian Doyle-Murray – Buster
Marita Geraghty – Nancy
Angela Paton – Mrs. Lancaster
Directed by Harold Ramis
8 Hitch (2005)
I absolutely love this movie so much. And when I saw it the first time it slapped me across the face with realism as I had planned so many different unique dates with women over the years. Those initial get-together’s between Sara and Hitch are so awesome. Jetskiing on the Hudson River with the New York City skyline as a backdrop? Yes, please! When I first decided on this category I had this at number 1 for my top 10 +1 favorite romantic comedy movies.
Funny scene pick – Hitch and Sara are on a date and he eats fish. And his allergic reaction to it afterwards. Absolutely one of the funniest dating comedy moments ever. That is mine and surely many people’s ultimate fear on a date is of something going wrong with your physical appearance.
Will Smith – Hitch
Eva Mendes – Sara
Kevin James – Albert
Amber Valletta – Allegra
Julie Ann Emery – Casey
Adam Arkin – Max
Nathan Lee Graham – Geoff
Michael Rapaport – Ben
Jeffrey Donovan – Vance
Philip Bosco – Mr O’Brian
Kevin Sussman – Neil
Directed by Andy Tennant
7 Pretty Woman (1990)
I had just come out of a very long-term relationship and was dating a younger, vibrant, beautiful, very energetic young lady. And I always wanted to do all of the wonderful things with her like the dates that Richard took Vivian on. I’ve actually flown a date and myself to San Francisco for a romantic dinner at the Carnelian Room on top of the Bank of America building overlooking the entire city (it’s since closed). It was magic!
Funny scene pick – When Edward, Vivian and the Morse’s are at the high-end restaurant and Vivian makes her first attempt at cracking an escargot shell. I actually did that but it wound up in my mother’s lap. And they are not hard to crack at all. Just slippery.
Richard Gere – Edward Lewis
Julia Roberts – Vivian Ward
Ralph Bellamy – James Morse
Jason Alexander – Philip Stuckey
Laura San Giacomo – Kit De Luca
Alex Hyde-White – David Morse
Amy Yasbeck – Elizabeth Stuckey
Directed by Garry Marshall
6 When Harry Met Sally (1989)
Men and women can’t be friends. That is still a self-imposed quandary that many people of the opposite sex unnecessarily burden themselves with. Because men and women can not only be friends, but best friends for life. It’s when any sort of sexual energy is either brought in initially or develops down the road that things can get really dicey. Harry and Sally took quite a roller coaster ride and won the lottery in the end. As long as you can always both laugh and find the comedy in life you will be fine.
Funny scene pick – Another one of my all-time favorite movie scenes is where Sally fakes an orgasm at Katz Delicatessen. I will always refer to that when I say a certain meal or a dessert is “Meg Ryan good…”
Billy Crystal – Harry Burns
Meg Ryan – Sally Albright
Carrie Fisher – Marie
Bruno Kirby – Jess
Directed by Rob Reiner
5 Jerry Maguire (1996)
Hands down by far my favorite character in the movie is Ray.
Ray: D’you know that the human head weighs 8 pounds?
Jerry: Did you know that Troy Aikman, in only six years, has passed for 16,303 yards?
Ray: D’you know that bees and dogs can smell fear?
Jerry: Did you know that the career record for hits is 4,256 by Pete Rose who is NOT in the Hall of Fame?
Ray: D’you know that my next door neighbor has three rabbits?
Jerry: I… I can’t compete with that!
Jerry: The fuckin zoo is closed, Ray.
Ray: You said fuck.
Jerry Maguire: Uh… yeah… I…
Ray: Don’t worry. I won’t tell.
Funny scene pick – When Jerry shows up at Dorothy’s house drunk and makes a pass at her and grabbing her breast. We’ve all that that “ooops” the next morning feeling at one point or another.
Tom Cruise – Jerry Maguire
Cuba Gooding Jr – Rod Tidwell
Renee Zellweger – Dorothy Boyd
Kelly Preston – Avery Bishop
Jerry O’Connell – Frank Cushman
Jay Mohr – Bob Sugar
Bonnie Hunt – Laurel Boyd
Regina King – Marcee Tidwell
Jonathan Lipnicki – Ray Boyd
Todd Louiso – Chad the Nanny
Jeremy Suarez – Tyson Tidwell
Directed by Cameron Crowe
4 Meet The Parents (2000)
Just the mention of the title of this movie and I smile and begin to giggle then it’s onto full on gut laughter. This is absolutely how I felt around my father in law for the baffling intimidation. Yet in my situation it was completely different. My romantic girlfriend (wife to be) and I had got off the plane and this was the very first time I was to meet my future in-laws. They wouldn’t even come inside the airport to greet us. We are getting into the back seat of their car, a two door, where the front seat folds forward to allow passengers in. Her mother was still seated and halfway held the seat forward so I could crawl in towards behind the driver. All of sudden THUD in my chest! Her dad got me direct straight on with the end of his walking cane saying, “Who are you?!” My girlfriend screamed at him scolding, “Daddy, stop!!” I sat down and her father says scowling and hissing at me in the rear mirror, with his Italian slang, “You sit and listen. You don’t talk.” In hindsight and even after we got divorced it was absolutely hysterical to look back upon the comedy of it all. Because it’s one of the two funniest on the list I gave this one some thought for first on my top 10 +1 favorite romantic comedy movies list.
Funny scene pick – The first time Jack gives Greg the forefinger/middlefinger to the eyes “I’m watching you…”look. That became a world-wide classic gesture still to this day!
Robert De Niro – Jack Byrnes
Ben Stiller – Gaylord ‘Greg’ Focker
Teri Polo – Pam Byrnes
Blythe Danner – Dina Byrnes
Nicole DeHuff – Deborah Byrnes
Jon Abrahams – Denny Byrnes
Owen Wilson – Kevin Rawley
Phyllis George – Linda Banks
Directing by Jay Roach
3 Father Of The Bride (1991)
And speaking of my former father in law. This was hands down, by far, his favorite all time movie. So, anytime we went down to visit my wife would sit the two of us down in the family room (with him out of cane striking distance). The two of us would watch Father of the Bride. It was the only two hours where he actually talked nicely to me and it was only about the movie. And we must have watched it thirty times together over the course of that brief relationship. But I completely love this movie still to this day. And if I had a daughter I would have treasured her as much if not more than George did Anne.
Funny scene pick – When George tells Anne and Bryan to drive careful and not to forget to fasten their condom. He meant seat belt.
Steve Martin – George Banks
Diane Keaton – Nina Banks
Kimberly Williams-Paisley – Anne Banks
Kieran Culkin – Matty Banks
George Newbern – Bryan MacKenzie
Martin Short – Franck Eggelhoffer
BD Wong – Howard Weinstein
Peter Michael Goetz – John MacKenzie
Kate McGregor-Stewart – Joanna MacKenzie
Directed by Charles Shyer
2 As Good As It Gets (1997)
I’m all about the cute girl next door type and it being romantic. She’s sweet, nice and caring yet also bright and motivated for her own dreams. Anything more than that is gravy. As the movie progresses we come to understand that Melvin isn’t a little bit well of financially. He’s set, but in an unassuming way in a non-materialistic manner. Yet, his attitude is in need of an enormous overhaul. Behind many, many great men have been even greater women who helped bring them to that pinnacle of inner calm and success. Melvin’s evolution came through alot of painful comedy. This movie absolutely nailed it in the final two scenes with their kiss then the bakery shop. I love walking, holding hands and talking until all of sudden the sun is coming up over the mountains to the east.
Funny scene pick – Is Verdell skipping over the cracks in the sidewalk just like Melvin does.
Jack Nicholson – Melvin Udall
Helen Hunt – Carol Connelly
Greg Kinnear – Simon Bishop
Cuba Gooding Jr – Frank Sachs
Skeet Ulrich – Vincent
Shirley Knight – Beverly
Yeardley Smith – Jackie
Lupe Ontiveros – Nora
Jill the Dog – Verdell
Directed by James L Brooks
1 Serendipity (2001)
Ironically, I had just mentioned my biological mother last week in a post. I shared the wonderful things she passed onto me despite the fact that we missed out most of our lives on our relationship. But, she gifted me one word that has been my favorite all of my entire adult life. That word is serendipity and it has come around my life over and over so very many times. When it happens you realize that magic is possible. It only takes a look around in your memory and you’ll find that some sort of serendipity has occurred to you at some point and time too. In the end there was no question this was tops on my top 10 +1 favorite romantic comedy movies list.
Funny scene pick – Jonathan having to buy that horrifically ugly, expensive suit just to get information about Sara from the Bloomingdale’s salesman.
John Cusack – Jonathan Trager
Kate Beckinsale – Sara Thomas
Jeremy Piven – Dean Kansky
Bridget Moynahan – Hailey Buchanan
Eugene Levy – Bloomingdale’s Salesman
Directed by Peter Chelsom
What is your favorite romantic comedy movie?