Movies Like Loitering with Intent

If you liked Loitering with Intent (2014), a comedy and drama movie directed by Adam Rapp, 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
Deconstructing Harry (1997)
★ 7.2/10Also comedy and drama
Writer Harry Block draws inspiration from people he knows, and from events that happened to him, sometimes causing these people to become alienated from him as a result.
2
Hannah and Her Sisters (1986)
★ 7.5/10Also comedy and drama
Between two Thanksgivings, Hannah's husband falls in love with her sister Lee, while her hypochondriac ex-husband rekindles his relationship with her sister Holly.
3
Young Adult (2011)
★ 5.8/10Also comedy and drama
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
4
The Friend (2025)
★ 6.7/10Also comedy and drama
New York City writer Iris finds her comfortable, solitary life thrown into disarray after her closest friend and mentor bequeaths her a Great Dane named Apollo. The huge dog immediately creates practical problems for…
5
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also comedy
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
6
My Girl (1991)
★ 7.4/10Also comedy and drama
Vada Sultenfuss is obsessed with death. Her mother is dead, and her father runs a funeral parlor. She is also in love with her English teacher, and joins a poetry class over the summer just to impress him. Thomas J…
7
Sorry, Baby (2025)
★ 6.9/10Also drama and comedy
Agnes feels stuck. Unlike her best friend, Lydie, who’s moved to New York and is now expecting a baby, Agnes still lives in the New England house they once shared as graduate students, now working as a professor at her…
8
Shirley (2020)
★ 6.1/10Also drama
A famous horror writer finds inspiration for her next book after she and her husband take in a young couple.
9
Synecdoche, New York (2008)
★ 7.5/10Also drama
A theater director struggles with his work, and the women in his life, as he attempts to create a life-size replica of New York inside a warehouse as part of his new play.
10
The Joneses (2010)
★ 6.2/10Also comedy and drama
A seemingly perfect family moves into a suburban neighborhood, but when it comes to the truth as to why they're living there, they don't exactly come clean with their neighbors.
11
The Gift (2015)
★ 6.7/10Also drama
Simon and Robyn are a young married couple whose life is going as planned until a chance run-in with Simon's high school acquaintance sends their world into a tailspin.
12
Girlfriends (1978)
★ 6.7/10Also drama and comedy
A photographer and her best friend are roommates. She is stuck with small-change shooting jobs and dreams of success. When her roommate decides to get married and leave, she feels hurt and has to learn how to deal with…
13
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
14
Somewhere in Queens (2023)
★ 6.3/10Also comedy and drama
Leo and Angela Russo live a simple life in Queens, surrounded by their overbearing Italian-American family. When their son finds success on his high school basketball team, Leo tears the family apart trying to make it…
15
Duplex (2003)
★ 6.1/10Also comedy
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
16
Please Give (2010)
★ 6.2/10Also comedy and drama
In New York City, a husband and wife butt heads with the granddaughters of the elderly woman who lives in the apartment the couple owns.
17
It Runs in the Family (2003)
★ 6/10Also comedy and drama
This is the story of a dysfunctional New York family, and their attempts to reconcile
18
Diary of a Mad Housewife (1970)
★ 6.2/10Also comedy and drama
Tina Balser is a bored New York housewife-mother married to Jonathan, a pompous, social-climbing lawyer who ridicules her in front of their children, criticizing everything she does or wears. She begins an affair with…
19
Fathers and Daughters (2015)
★ 7.2/10Also drama
A Pulitzer-winning writer grapples with being a widower and father after a mental breakdown, while, 27 years later, his grown daughter struggles to forge connections of her own.
20
Paper Man (2009)
★ 6.3/10Also comedy and drama
A coming-of-middle-age comedy that chronicles the unlikely friendship between failed author Richard Dunne and a Long Island teen who teaches him a thing or two about growing up, all under the disapproving eye of his…