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Movies like Second Guessing Grandma (2008)

The best movies like Second Guessing Grandma (2008) are Beginners (2011), And So It Goes (2014) and Doing Life (2026). If Second Guessing Grandma hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Beginners (2011)

    Oliver meets the irreverent and unpredictable Anna only months after his father Hal Fields has passed away. This new love floods Oliver with memories of his father, who, following the death of his wife of 44 years, came out of the closet at age 75 to live a full, energized, and wonderfully tumultuous gay life – which included a younger boyfriend.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  2. And So It Goes (2014)

    Nobody likes self-centered realtor Oren Little, and he prefers it that way. He's deliberately mean to anyone who crosses his path and wants nothing more than to sell one final house and retire. His life turns upside-down when his estranged son drops off a granddaughter he never knew existed. Suddenly left in charge of her and with no idea how to take care of a child, he pawns the girl off on his neighbor, Leah -- but he eventually learns how to open his heart.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. Doing Life (2026)

    A single mother and an incarcerated man forge an unlikely bond through heartfelt letters, unlocking a door to redemption, hope and love against all odds.

    Why it matches: Recommended by TMDB viewers

    Absolute CinemaMovies like this
  4. David Copperfield (1935)

    A young man journeys from a difficult childhood to maturity, exploring social injustice, personal development, and the complexities of human relationships.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. As Good as It Gets (1997)

    A misanthropic author, a single mother and waitress, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  6. The Truth About Jane (2000)

    High schooler Jane struggles with the self-discovery that she is a lesbian after developing an intense friendship with another girl. However, this is only the start of Jane's troubles when her unaccepting mother Janice also contends with the surprising revelation brought forth by her only daughter.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. A Friend of Dorothy (2025)

    Dorothy is a lonely widow whose body is failing, but her mind remains as bright as ever. When 17-year-old JJ accidentally kicks his football into her garden, he upends Dorothy's daily routine of pills, prunes, and crosswords, and an unlikely friendship blossoms. Despite being worlds apart in every way, the two come to find they have more in common than they could ever imagine.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  8. Everyone Says I Love You (1996)

    A New York girl sets her father up with a beautiful woman in a shaky marriage while her half sister gets engaged.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. American Beauty (1999)

    Lester Burnham, a depressed suburban father in a mid-life crisis, decides to turn his hectic life around after developing an infatuation with his daughter's attractive friend.

    Why it matches: Recommended by TMDB viewers

    Absolute CinemaMovies like this
  10. Ellie and Abbie (and Ellie's Dead Aunt) (2020)

    School captain Ellie is seriously crushing on her rebellious classmate Abbie. Determined to ask her first love to the year 12 formal, Ellie devises a plan to go public with the invitation but before she can go through with it, her dead aunt Tara reappears from beyond the grave. Believing she's been brought back from the dead to be Ellie's fairy godmother, Tara dishes out unwanted dating advice based on her life as an out lesbian in the '80s.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Igby Goes Down (2002)

    Igby Slocumb, a rebellious and sarcastic 17-year-old boy, is at war with the stifling world of old money privilege he was born into. With a schizophrenic father, a self-absorbed, distant mother, and a shark-like young Republican big brother, Igby figures there must be a better life out there -- and sets about finding it.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Paranoiac (1963)

    Eleven years ago, the wealthy Ashby family was shattered when Mr and Mrs Ashby died in an airplane crash and their grieving son Tony committed suicide. All who remains is cruel Simon, an alcoholic in desperate need of funds; his mentally fragile sister Eleanor; and his protective aunt Harriet. Simon is just weeks away from receiving his inheritance, but there's a hitch in his plans when the long-believed dead Tony suddenly arrives.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. A Patch of Blue (1965)

    A blind, uneducated white girl is befriended by a black man, who becomes determined to help her escape her impoverished and abusive home life.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  14. Are You There God? It's Me, Margaret. (2023)

    When her family moves from New York City to New Jersey, an 11-year-old girl navigates new friends, feelings, and the beginning of adolescence.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  15. An Education (2009)

    Despite her sheltered upbringing, Jenny is a teen with a bright future; she's smart, pretty, and has aspirations of attending Oxford University. When David, a charming but much older suitor, motors into her life in a shiny automobile, Jenny gets a taste of adult life that she won't soon forget.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. Mambo Italiano (2003)

    When an Italian man comes out of the closet, it affects both his life and his crazy family.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. The Shed (2019)

    The story of Stan, an orphaned teenager stuck living with his abusive grandfather and tasked with routinely protecting his best friend from high school bullies. When Stan discovers a murderous creature has taken refuge inside the tool shed in his backyard, he tries to secretly battle the demon alone until his bullied friend discovers the creature and has a far more sinister plan in mind.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Safe Haven (2013)

    A young woman with a mysterious past lands in Southport, North Carolina where her bond with a widower forces her to confront the dark secret that haunts her.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  19. My Fault: London (2025)

    18-year-old Noah moves from America to London, with her mother who's recently fallen in love with William, a wealthy British businessman. Noah meets William’s son, bad-boy Nick, and soon discovers there is an attraction between them neither can avoid. As Noah spends the summer adjusting to her new life, her devastating past will catch up with her while falling in love for the first time.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  20. All These Small Moments (2019)

    A teenage boy's infatuation with a woman he sees on the bus further complicates his already tumultuous adolescence.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like Second Guessing Grandma and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Second Guessing Grandma?

The closest matches to Second Guessing Grandma are Beginners (2011), And So It Goes (2014) and Doing Life (2026). Below are 17 more, each with the reason it matches.

What should I watch after Second Guessing Grandma?

Start with Beginners (2011), the closest match to Second Guessing Grandma.

What is the highest-rated movie like Second Guessing Grandma?

American Beauty (1999), rated 8.0/10 by 13,538 TMDB users.

What is the newest movie like Second Guessing Grandma?

Doing Life (2026) is the most recent release on this list.

Are there English movies like Second Guessing Grandma?

Yes: Beginners (2011), And So It Goes (2014) and Doing Life (2026).

How are movies similar to Second Guessing Grandma chosen?

First come films that Trakt’s viewers watch alongside Second Guessing Grandma, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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