Movies Like Why I Wore Lipstick to My Mastectomy

If you liked Why I Wore Lipstick to My Mastectomy (2006), a drama and comedy movie directed by Peter Werner, 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
My Dinner with Hervé (2018)
★ 6.3/10Also drama and tv movie
An unlikely friendship evolves over one wild night in LA between a struggling journalist and actor Hervé Villechaize, the world's most famous gun-toting dwarf, resulting in life-changing consequences for both.
2
Hello Sister, Goodbye Life (2006)
★ 6.1/10Also drama and tv movie
A college student must take care of her 7-year-old half sister after the death of their parents.
3
Homeless to Harvard: The Liz Murray Story (2003)
★ 7.3/10Also drama and tv movie
Based on a true story. Liz Murray is a young girl who is taken care of by her loving, but drug-addicted parents. Liz becomes homeless at 15 and after a tragedy comes upon her, she begins her work to finish high school.
4
Iron Jawed Angels (2004)
★ 6.8/10Also drama and tv movie
Defiant young activists take the women's suffrage movement by storm, putting their lives at risk to help American women win the right to vote.
5
A Bramble House Christmas (2017)
★ 6.4/10Also tv movie and drama
While settling his father’s estate, Finn Conrad becomes suspicious as to why the man left a nurse $100,000. His dad knew her for less than two months before he died. Just before Christmas, Finn wants what to reclaim…
6
Cheaters (2000)
★ 6.3/10Also drama and tv movie
In the fall of 1994, a teacher at Chicago's run-down Steinmetz High conspires with the school's academic decathlon team to cheat on an academic competition.
7
Drumline: A New Beat (2014)
★ 6.8/10Also comedy and drama
A girl from New York attends a college in Atlanta to join their once-famous marching band.
8
Rebound: The Legend of Earl 'The Goat' Manigault (1996)
★ 7.1/10Also drama and tv movie
A dramatization of the life of Earl 'The Goat' Manigault (Don Cheadle), with a lot of factual based occurrences. A reformed junkie returns from prison to clean up his act and devote the rest of his life to the young…
9
Introducing Dorothy Dandridge (1999)
★ 6.4/10Also drama and tv movie
An acclaimed stage performer, Dorothy still struggled with the challenge of her color, in a time that wouldn't let some stars in by the front door. Yet against the odds she beat out many more famous rivals for the role…
10
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.
11
The Christmas Shoes (2002)
★ 6.8/10Also drama and tv movie
Two separate stories mesh - in the first, a young music teacher, Maggie Andrews, begins dying of a heart condition and her son Nathan tries to get a pair of Christmas shoes for her before she dies. In the second…
12
Don't Think Twice (2016)
★ 6.4/10Also comedy and drama
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
13
Barbarians at the Gate (1993)
★ 6.9/10Also comedy and drama
F. Ross Johnson decides to buyout his own tobacco firm RJR Nabisco after the plans of the launch of his new product, a smokeless cigarette Premier, fail on account of market rumours.
14
Girl in the Box (2016)
★ 6.7/10Also drama and tv movie
The true story of 20-year-old Colleen Stan, a hitchhiking woman abducted by a young couple and held captive for seven years, during which time she's tortured and forced to live as a slave to her captors.
15
Lady Windermere's Fan (1925)
★ 6.9/10Also comedy and drama
A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved.
16
A Flintstones Christmas Carol (1994)
★ 6.8/10Also comedy and tv movie
Fred is cast as Ebenezer Scrooge in a stage adaption of the classic Christmas story, but is acting a bit stingy in real life.
17
My Own Love Song (2010)
★ 6.2/10Also comedy and drama
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
18
TalhotBlond (2012)
★ 6.3/10Also drama and tv movie
Thomas Montgomery, a married father of two young daughters, gets seduced by the world of online gambling and chat rooms where a virtual romance and sexual obsession ultimately leads to the murder of an innocent man.
19
Three Wise Men and a Baby (2022)
★ 7.5/10Also tv movie and comedy
Three brothers get the surprise of their lives when they are forced to work together to care for a baby over the holidays. As they slowly get the hang of things, they find themselves on unexpected journeys of…
20
I Am Elizabeth Smart (2017)
★ 6.8/10Also drama and tv movie
The story of Elizabeth Smart's kidnapping and captivity, as told from her perspective.