Movies Like Jessica Simpson: With You

If you liked Jessica Simpson: With You, a movie directed by Elliott Lester, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Pamela, a love story (2023)
★ 7/10
In her own words, through personal video and diaries, Pamela Anderson shares the story of her rise to fame, rocky romances and infamous sex tape scandal.
2
American Symphony (2023)
★ 6.5/10
Musician Jon Batiste attempts to compose a symphony as his wife, writer Suleika Jaouad, undergoes cancer treatment.
3
Tall Girl (2019)
★ 6.3/10
Jodi, the tallest girl in her high school, has always felt uncomfortable in her own skin. But after years of slouching, being made fun of, and avoiding attention at all costs, Jodi finally decides to find the…
4
Love & Sex (2000)
★ 6.2/10
When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back…
5
Music and Lyrics (2007)
★ 6.5/10
A washed-up '80s pop star gets a chance at a comeback when reigning pop diva Cora Corman invites him to write & record a duet with her, but there's a problem--Alex hasn't written a song in years; he's never written…
6
The Edge of Love (2008)
★ 6.2/10
When the Welsh poet Dylan Thomas and his flirtatious wife Caitlin sweep into war-torn London, the last thing they expect is to bump into Dylan's childhood sweetheart Vera. Despite her joy at seeing Dylan after so many…
7
The Lost Husband (2020)
★ 6.7/10
Trying to put her life back together after the death of her husband, Libby and her children move to her estranged Aunt's goat farm in central Texas.
8
Begin Again (2014)
★ 7.2/10
Gretta, a budding songwriter, finds herself alone after her boyfriend Dave ditches her. Her life gains purpose when Dan, a record label executive, notices her talent.
9
The Idea of You (2024)
★ 7.2/10
40-year-old single mom Solène begins an unexpected romance with 24-year-old Hayes Campbell, the lead singer of August Moon, the hottest boy band on the planet. As they begin a whirlwind romance, it isn't long before…
10
Voicemails for Isabelle (2026)
★ 8.3/10
A young woman's hilariously confessional voicemails to her late sister are unknowingly redirected to a stranger, who begins to fall in love from afar.
11
A Perfect Pairing (2022)
★ 6.8/10
To land a major client, an LA wine exec travels to an Australian sheep station, where she signs on as a ranch hand and hits it off with a rugged local.
12
Speechless (1994)
★ 6/10
In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.
13
Your Place or Mine (2023)
★ 6.3/10
When best friends and total opposites Debbie and Peter swap homes for a week, they get a peek into each other's lives that could open the door to love.
14
Guess Who (2005)
★ 6.1/10
When a young African-American woman brings her fiancé home to meet her parents, she's neglected to mention one tiny detail – he's white.
15
Carrie Fisher: Wishful Drinking (2010)
★ 7.3/10
"Wishful Drinking" is based on Fisher's memoirs of the same title. The stage adaptation had its world premiere in 2006 at the Geffen Playhouse in L.A. It later played at Berkeley Repertory before opening on Broadway in…
16
The Invite (2026)
★ 7.2/10
Joe and Angela's marriage is on thin ice. When they invite their enigmatic upstairs neighbors for a dinner party, the night spirals into unexpected places. Have they reignited the spark or lit the match that burns it…
17
Born to Be Bad (1950)
★ 6/10
Christabel Caine has the face of angel and the heart of a swamp rat. She'll step on anyone to get what she wants, including her own family. A master of manipulation, she covertly breaks off the engagement of her…
18
Paterson (2016)
★ 7.1/10
A week in the life of Paterson, a poet bus driver, and his wife Laura, a very creative artist, who live in Paterson, New Jersey, hometown of many famous poets and artists.
19
Flow (1996)
★ 7.7/10
A filmmaker talks about his work and love life with an unseen friend behind the camera. We also watch four of his short films.
20
Words on Bathroom Walls (2020)
★ 7.8/10
Diagnosed with a mental illness halfway through his senior year of high school, a witty, introspective teen struggles to keep it a secret while falling in love with a brilliant classmate who inspires him to open his…