You Ought To Be In (22) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the two actors that have starred in exactly 22 movies that I have seen, a level that was not populated three years ago.

Michael Keaton

Michael Keaton burst on to my movie going radar with 1983’s Mr. Mom.  He had two different years, 1995 and 2000, where I saw three of his films.  After a nine-year absence from my screen, he returned in 2015 to increase his total once again.  His most recent starring role came in 2024, thanks to Beetlejuice Beetlejuice.

Eddie Murphy

It’s hard to believe now, but at one time, Eddie Murphy was the biggest star in the land.  My first experience with him was likely Beverly Hills Cop.  Seven of his films were seen before I started my database, so I can’t be entirely sure of when I first saw them.  Of the seven years since that I have seen an Eddie Murphy film, five of them have been multiples.  After a fifteen-year absence, Eddie Murphy returned to my screen in 2019 and had been fairly steady since, last appearing in 2024’s Beverly Hills Cop: Axel F.

You Ought To Be In (21) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the two actors that have starred in exactly 21 movies that I have seen, a decrease of one from three years ago.

Samuel L. Jackson

29 years ago, I first made the acquaintance of Samuel L. Jackson in two polar opposite films, Pulp Fiction and National Lampoon’s Loaded Weapon 1.  After 1994, I also saw multiple Jackson films in 2000, 2006, 2019, and 2020.  There was a six-year break between Lakeview Terrace, which I saw in 2010, and Kingsman: The Secret Service, which I saw in 2016.  He racked up five films between 2019 and 2021, the last of which was Death To 2020.

Denzel Washington

Denzel Washington first appeared in my life in a starring role as Tom Hanks’ homophobic attorney in Philadelphia.  There have been four years, starting in 2000, where I have seen two of his films.  2002 started a five-year run where I saw seven of his films.  After a six-year absence, he returned to my screen in 2020 and appeared twice in 2024, thanks to 2014’s The Equalizer and 2023’s The Equalizer 3.

You Ought To Be In (20) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the two actors that have starred in exactly 20 movies that I have seen, a decrease of one from three years ago.

Kirsten Dunst

The first Kirsten Dunst starring vehicle that I saw was Small Soldiers, which I saw in 1999.  That started a four-year run where I saw nine of her films, including four in 2000 alone.  After a one-year break, I returned to her films in 2004 with both Mona Lisa Smile and Spider-Man 2.  Besides 2000, there are five other years where I’ve seen multiple Dunst films, most recently in 2007.  Things have slowed down considerably for Dunst in my world, though she dud return after a nine-year absence with two films this decade, the most recent being 2025’s Roofman.

Sylvester Stallone

My first exposure to Sylvester Stallone was through the Rocky franchise, whose eight films make up 40% of this total.  Add in the Rambo franchise and is exactly 50%.  My biggest Stallone years were 1991 and 2007, when I took in a grand total of two films each.  His longest streak was four years, which ended with my most recent experience with his films in 2021, seeing the 1992 comedy(?) Stop! Or My Mom Will Shoot.

You Ought To Be In (19) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the five actors that have starred in exactly 19 movies that I have seen, a decrease of one from three years ago.

Jennifer Aniston

The former Friends star first burst through onto my movie screen in 1997, with a double feature of She’s The One and Leprechaun.  In years since, she was a pretty steady contributor until 2014, with multiple films in 1997, 1998, 2006, 2009, 2010, and 2013, with a high-water mark in 1998, when I saw her in three starring roles.  Her most recent entry came in 2014, when I saw 2013’s We’re the Millers.

John Cusack

Local boy done good John Cusack entered my movie-watching consciousness in 1988 when he portrayed disgraced White Sox third baseman Buck Weaver in Eight Men Out.  After a nine-year dry spell, Cusack came back with a vengeance with three films in 1997 which started a run of eight films in four years.  Aside from 1997, he notched multiple films in 2000, 2004, and 2010.  His most recent film that I’ve seen remains 2012’s The Factory, which I watched in 2015.

Matt Damon

In 1994, Matt Damon made his first appearance on my personal movie screen with his role in 1992’s School Ties.  He disappeared for a while until reappearing in 1999 with three different films.  From that point on, he has been a pretty regular entrant in my watched films, including a four-year run from 2005-2008.  The last film of his I’ve seen was in 2019, when I saw 2017’s Downsizing.

Robert DeNiro

My first experience with Robert DeNiro was back in 1988, when I saw Angel Heart.  He then went quiet to me for eight years, coming back in 1996 with Sleepers.  2000 was my high-water mark with his work when I saw three of his films, while he showed up twice in 2004, 2011, and 2016.  My most recent experience with him was in 2020, when I saw 2008’s Righteous Kill.

Keanu Reeves

Keanu Reeves slinked on to my movie screens in 1988 in a small film called Permanent Record.  The following year, he became huge thanks to Bill & Ted’s Excellent Adventure.  2020 stands out as my best Reeves year, when I managed to see three of his films.  His most recent appearance came in 2022, when I watched the 2020 sequel Bill & Ted Face the Music.

You Ought To Be In (18) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the six actors that have starred in exactly 18 movies that I have seen, an increase of three from three years ago.

Anne Hathaway

Like most of America, I first saw Anne Hathaway on the silver screen back in 2003 in The Princess Diaries.  In the intervening years, she had been a steadfast presence on my movie (or television) screen, including three films in 2005, four in 2009, and two in 2025.  Her latest appearance came earlier this year in the long awaited The Devil Wears Prada 2.

Natalie Portman

The first starring roles of Natalie Portman’s that I saw were in 2001, when I watched a double feature of Where The Heart Is and Anywhere But Here.  Her appearances in the Star Wars prequel trilogy and the Thor franchise have accounted for over 31% of her overall total.  2011 was a big Portman year for me, as I saw a whopping four of her films.  My last experience with her work came in 2025, when she appeared in Fountain of Youth.

Paul Rudd

1998’s The Object of My Affection was my first exposure (in a starring role) to Paul Rudd.  He then put together a run of five films in four years from 2008-2011 and, after taking a year off, had another four in the following three years.  I last saw him last year, starring in Death of a Unicorn, his sixth appearance in the last four years.

Meg Ryan

My introduction to Meg Ryan was most likely in 1990, when I saw the previous year’s hit When Harry Met Sally.  She put together a nice six-year run starting in 1994 which accounted for ten movies.  Things have been quiet of late and the most recent film of hers I’ve seen remains 2009’s Serious Moonlight back in 2010.

Arnold Schwarzenegger

My initial introduction to the future governor of California was most likely 1987’s The Running Man.  2008 was my biggest collection of his films, with three, and was one of four years where I saw multiples.  The most such year was 2020, where I saw both The Last Stand and Terminator: Dark Fate.

You Ought To Be In (17) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the two actors that have starred in exactly 17 movies that I have seen, a level that was bare just three years ago.

Cameron Diaz

I first encountered Cameron Diaz back in 1996, when I saw her in a little indie film called The Last Supper.  She managed to get two films on my list in four different years, most recently in 2010.  She has mostly retired from acting, although she did return in 2025 for Back In Action.

Reese Witherspoon

Reese Witherspoon crashed into my movie going consciousness in 1996 with two entries, Fear and Freeway.  A six-year streak started in 1999 and finished in 2004 with the sequel to Legally Blonde.  She last crossed my path, at least on the silver screen, in 2023, when I saw her in both that year’s Your Place or Mine and again in 2010’s How Do You Know.

You Ought To Be In (16) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the five actors that have starred in exactly 16 movies that I have seen, even with three years ago.

Amy Adams

Amy Adams made her first appearance on my screen in 2001, when I watched the repurposed television pilot that became Cruel Intentions 2.  She returned in 2008, starting a run of eight films in four years.  After a five-year absence, she returned in 2022 to start another three-year run, ending with 2024’s Nightbitch.

Drew Barrymore

One of the most prolific actors on my radar in the 1990s and 2000s, she has disappeared since, with the most recent of her films that I’ve seen, Music And Lyrics, coming in 2008.

Jamie Lee Curtis

My first experience with the former teenage scream queen was likely one of the first two Halloween films, the franchise that is responsible for nearly 47% of the films on this list.  After a seven-year lull, she returned with the latest reboot/continuation of the Halloween franchise, which culminated in 2022’s Halloween Ends.  Her most recent appearance came in 2025, thanks to the sequel Freakier Friday.

Angelina Jolie

The first starring role of Angelina Jolie’s that I saw was 1995’s Hackers.  2005 was my most prolific Jolie year, when I took in three of her films, and she hit with two in 2000, 2004, and 2011.  After an eleven-year absence, she returned to my screen was in 2023, when I saw her in 2021’s Those Who Wish Me Dead.

Brad Pitt

In 1994, I saw a little film called Kalifornia, which introduced me to Brad Pitt.  While he would become a mega-star over the next few years, I was a bit of a late comer to his films.  Other than watching A River Runs Through It in 1997 during the Sports in Literature class I took during my last semester of college, it was 2000 before I saw another Pitt film.  Making up for lost time, I plowed through three films in 2000.  He had a four-year streak between in 2010 and 2013, then entered a dry spell that ended in 2020, when he reappeared with two films.  His most recent appearance was in 2022, thanks to that year’s Bullet Train.

You Ought To Be In (15) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the eleven actors that have starred in exactly fifteen movies that I have seen, a decrease of one from three years ago.

Jason Bateman

Jason Bateman first appeared on my radar with 1987’s Teen Wolf Too.  After another film in 1992, he took the rest of the century off and didn’t reappear on my screen until 2010, when he started a streak of five films in three years, followed by another streak of seven films in five years ending in 2018.  He returned to my screen again in 2024, thanks to Carry On.

Will Ferrell

The SNL alum first streaked on to the list of film actors I’ve seen in 2003 with Old School.  Since then, his appearances have been pretty consistent, with 2012-2013 being the longest streak of him not appearing on my screen.  The most recent film of his I’ve seen was 2013’s Anchorman 2: The Legend Continues, which I finally saw in 2022.

Jennifer Lawrence

The delightful Jennifer Lawrence first appeared on my screen in 2011, thanks to 2010’s Winter’s Bone.  Since then, I have seen her in at least one movie every year through 2023, tripling up in 2013, for an active streak of thirteen straight years that ended with 2023’s No Hard Feelings.

Steve Martin

The last starring role of his that I saw remains 2005’s Shopgirl, which I saw in 2009.

Ryan Reynolds

Ryan Reynolds first appeared on my movie radar in 2006, when I saw him in both The Amityville Horror and Just Friends, which started a streak of five films in four years.  He had double shots in 2006, 2011, 2017, and 2019.  He returned as Deadpool in 2024’s Deadpool & Wolverine, which was the last I saw of him.

Winona Ryder

I first became aware of Winona Ryder in the hit film Beetlejuice, but her first starring role that I saw came in 1990, when I saw the dark comedy Heathers.  My biggest Ryder year was 2000, when I saw two of her films.  After a thirteen-year absence, she returned to my screen in 2024, thanks to the sequel Beetlejuice Beetlejuice.

Julia Stiles

1999’s 10 Things I Hate About You was my first exposure to Julia Stiles. She had been a steady presence since, picking up ten films between 1999 and 2008.  She managed to score multiple films in both 2001 and 2006. Things have been spotty since, with only five films over the past fifteen years, with the latest being 2022’s Orphan: First Kill, which I saw in 2023.

Charlize Theron

2000 brought Charlize Theron’s starring roles into my life in a big way, when she debuted with three films in one year.  She has been pretty consistent since, with mini-streaks in 2004-2005, 2007-2008, 2012-2013, and 2015-2016.  Her last appearances were a double shot in 2020, with 2019’s Long Shot followed by 2003’s Monster.

Vince Vaughn

Vince Vaughn splashed on to the scene in 1996’s Swingers, which I saw in 1998.  Since then, he has been fairly consistent, with me seeing a film of his either every year or every other year through the early 2010s.  Things slowed down after 2011, when I saw both Psycho and The Dilemma.  After a five-year absence, he returned to my screen in 2021, when I saw the previous year’s breakout horror hit Freaky.

Mark Wahlberg

The former leader of the Funky Bunch first moved over to movies with 1996’s Fear.  There have been four years since where I have seen multiple Wahlberg flicks, most recently in 2018.  The last film of his that I saw was the second of those 2018 flicks, 2017’s Transformers: The Last Knight.

Robin Williams

Seeing as he is no longer walking the Earth, 2008 is still both my biggest Williams year and my last time seeing his films, thanks to Jack, License To Wed, and The Night Listener.

You Ought To Be In (14) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the six actors that have starred in exactly fourteen movies that I have seen, a decrease of three from three years ago.

Morgan Freeman

The first film I saw starring Morgan Freeman was the Kevin Costner vehicle Robin Hood: Prince of Thieves.  Starting in 2000, he put together a six-year streak that covered eight films.  My biggest Freeman years were 2000, 2005, and 2008, when I saw him in two films each.  After a five-year layoff, he returned in 2020, starring in 2019’s Angel Has Fallen.

Woody Harrelson

In 1992, I headed to the theaters to see White Men Can’t Jump, where I first encountered Woody Harrelson in film.  That was followed by six more films between 1994 and 2000, after which there was a long lull.  Harrelson came back in to my world in 2008, then added two more in 2010.  His most recent appearance came in 2024, when I saw 2017’s War For the Planet of the Apes.

Anna Kendrick

Kendrick, who packed nine films into just three years, started in 2016, when Pitch Perfect 2 was the first of four films I saw starring her.  She followed that up with another four in 2017, an additional two in 2018, and single outings in 2019 and 2021 and again in 2024 and 2025, when I watched her in Another Simple Favor.

Adam Sandler

2011’s Just Go With It, which I saw in 2013, is still my most current exposure to Sandler’s work.

Christian Slater

The last film of Slater’s that I saw was Alone In The Dark, all the way back in 2006.

John Travolta

The last starring role of Travolta’s that I saw was the 2009 remake of The Taking Of Pelham 123, which I saw in 2010.

You Ought To Be In (13) Pictures

Many years ago, using the weekly TV guide that came with the Sunday Chicago Tribune, I started keeping track of all of the movies I had seen over the course of my lifetime.  The guide would list the two main stars for each movie, and that is a tradition that I’ve carried on in my database ever since.  Given those guidelines, it is time once again to look at the now 111 actors that have starred in at least 10 films that I have seen, as of August 1.

We continue today with the seven actors that have starred in exactly thirteen movies that I have seen, an increase of one from three years ago.

Kristen Bell

The Veronica Mars star made her first “big screen” appearance in my life with the television remake of Reefer Madness in 2005.  She’s been a pretty steady presence since, with a two-year gap in 2015 and 2016 being her largest.  After a four-year absence, she returned to my screen in 2025, thanks to her role in 2021’s Queenpins.

Gene Hackman

Hackman, who died in 2025 at age 95, first entered my movie consciousness when I saw the original Christopher Reeve Superman.  My most recent experience with his work remains 1971’s The French Connection, which I saw in 2018.

Katherine Heigl

Katherine Heigl first burst on to the scene in 1994’s My Father, The Hero, which I took in the following year.  After achieving television stardom, she leaped back to the big screen in a big way in the mid-2000s, including four films in three years between 2006 and 2008.  She last showed up on my screen in 2018, with the ironically titled Unforgettable.

Tommy Lee Jones

Tommy Lee Jones first showed up on my screen back in 1993 in The Fugitive.   My big Tommy Lee Jones years were 1997 and 2000, when I saw him in two films per year.  After a few years away, my most recent experience with him was in 2020, in 2019’s Ad Astra.

Mila Kunis

After years on That ’70s Show, Mila Kunis first moved to my movie screen in 2003, with the unfortunate American Psycho II: All American Girl.  After a six-year break, she came back with a vengeance, appearing in seven films I saw between 2009 and 2011.  I last saw her work earlier this year, thanks to 2022’s Luckiest Girl Alive.

Julianne Moore

Julianne Moore first showed up on my screen in 1996, thanks to the previous year’s Nine Months.  She was helped by two movies each in 2003, 2011, and 2014.  After a decade away, she returned to my screen in both 2024 and 2025, with Echo Valley being my most recent exposure to her work.

Al Pacino

My first experience with Al Pacino was in 1997, when I saw him in City Hall.  I splurged on his films in 2000 and 2001, when I took in five, including The Godfather and The Godfather II.  After a twelve-year absence, Pacino returned to my screen twice in 2020, in 2017’s horrible Hangman and 2008’s Righteous Kill.