Movies Like The Engagement Ring

If you liked The Engagement Ring (2005), a comedy and romance movie directed by Steven Schachter, 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
Grace (2018)
★ 6.1/10Also comedy and drama
A famous writer begins suffering from a crippling case of writer's block. His agent sends him a strange, belligerent woman to be his new assistant, hoping the change will inspire him.
2
Love, Classified (2022)
★ 6.6/10Also tv movie and comedy
Romance novelist Emilia is a whirlwind who blows back into the lives of her adult children, Taylor and Zach, under the pretense of a book signing arranged by her hometown's local book shop. As Emilia tries to…
3
As Luck Would Have It (2021)
★ 6.5/10Also tv movie and comedy
When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.
4
The Nanny Express (2009)
★ 5.9/10Also drama and romance
With their mother dead, Emily and Ben torment their nannies to quit as fast as their father hires them. Till a nanny named Kate shows up and slowly wins Ben over. That's bad enough, but when her father and Kate start…
5
A Merry Christmas Wish (2022)
★ 5.9/10Also tv movie and comedy
Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event…
6
XX/XY (2002)
★ 6/10Also drama and comedy
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
7
Emma (1996)
★ 6.6/10Also comedy and drama
Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma…
8
Home by Spring (2018)
★ 6.4/10Also drama and romance
When an ambitious event planner gets an opportunity she can’t refuse, she goes undercover as her boss and returns to her rural hometown. With the help of her family and the man she left behind, she pulls off the…
9
You Will Meet a Tall Dark Stranger (2010)
★ 5.9/10Also comedy and drama
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling…
10
Chéri (2009)
★ 6.1/10Also drama and comedy
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
11
The Magic of Ordinary Days (2005)
★ 7.5/10Also drama and romance
Pregnant out of wedlock, an educated young woman is pressured by her father into an arranged marriage with a lonely farmer in this drama set during WWII.
12
Prom Pact (2023)
★ 7.2/10Also comedy and romance
It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts…
13
The Hunchback (1997)
★ 5.9/10Also drama and romance
Based on Victor Hugo's famed novel, the story of Quasimodo, the deformed bell ringer of Notre Dame, and his unrequited love for the gypsy girl, Esmeralda.
14
Numb (2007)
★ 5.9/10Also comedy and drama
Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel…
15
Young People Fucking (2007)
★ 5.9/10Also comedy and drama
On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by…
16
Love on Harbor Island (2020)
★ 6.2/10Also romance and tv movie
Interior designer Lily returns home to help her Aunt Maggie run her marina-side bed and breakfast when she meets Marcus, a handsome seaplane pilot whose work delivering rescue dogs helps Lily discover that home really…
17
Delirious (2007)
★ 6.3/10Also comedy and drama
Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved…
18
Cyrus (2010)
★ 5.9/10Also comedy and drama
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…
19
The Royal Nanny (2022)
★ 6.4/10Also tv movie and comedy
Claire is an MI5 agent who goes undercover as the royal nanny. She must overcome the challenges of her assignment, like resisting the charms of Prince Colin, while keeping the family safe at Christmas.
20
Love Don't Co$t a Thing (2003)
★ 7.7/10Also comedy and drama
A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.