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The Best Dating Movies and TV Shows on Prime Video

Finding a good Dating movie and TV show to watch can be hard, so we've ranked the best ones and included where to watch them. Check out our list of the best Dating movies and TV shows of all time streaming on Prime Video.

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1. Election

IMDB LogoIMDB Star
7.2/10
Rotten Tomatoes Logo92%
Reelgood Logo
82/100
Released: 1999Rated: R
Comedy, Independent

What it's about: A high school teacher's personal life becomes complicated as he works with students during the school elections.

Where to Watch: Available to watch free online (Sony Crackle, PopcornFlix, Tubi TV & 1 other), stream on a popular subscription service (Prime Video, CBS All Access & Kanopy), stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

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2. Catastrophe

IMDB LogoIMDB Star
8.2/10
Rotten Tomatoes Logo99%
Reelgood Logo
79/100
Year: 2015-2019Rated: TV-MASeasons: 4
Comedy

What it's about: Rob Delaney and Sharon Horgan write and star in a comedy that follows an American man and an Irish woman who make a bloody mess as they struggle to fall in love in London.

Where to Watch: 24 episodes (100%) are available to stream on a popular subscription service (Prime Video). 6 episodes (25%) are available to rent or buy from $1.99 on 1 service (Prime Video).

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3. The Secret Life of Walter Mitty

IMDB LogoIMDB Star
7.3/10
Rotten Tomatoes Logo51%
Reelgood Logo
78/100
Released: 2013Rated: PG
Action & Adventure, Comedy

What it's about: A timid magazine photo manager who lives life vicariously through daydreams embarks on a true-life adventure when a negative goes missing.

Where to Watch: Available to stream on a popular subscription service (Prime Video), stream on a popular TV everywhere service (FX) & rent or buy from $2.99 on 8 services (iTunes, Google Play & 6 others).

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4. Awkward.

IMDB LogoIMDB Star
7.5/10
Rotten Tomatoes Logo78%
Reelgood Logo
76/100
Year: 2011-2019Rated: TV-14Seasons: 5
Comedy, Drama

What it's about: An irreverent look at the conflict, chaos and humor that defines teenage life through the eyes of 15-year-old Jenna Hamilton whose life begins to change when a simple accident becomes an epic misunderstanding and is blown way out of proportion. Narration in the first-person voice of Jenna's blog posts captures the humor within the struggles and experiences everyone can relate to from their formative years.

Where to Watch: 90 episodes (99%) are available to stream on a popular subscription service (Prime Video & Hulu). 1 episodes (1%) are available to stream on a popular TV everywhere service (MTV). 91 episodes (100%) are available to rent or buy from $1.99 on 7 services (iTunes, Google Play & 5 others).

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5. Sex and the City

IMDB LogoIMDB Star
7.1/10
Rotten Tomatoes Logo71%
Reelgood Logo
75/100
Year: 1998-2019Rated: TV-MASeasons: 6
Comedy, Romance

What it's about: Based on the bestselling book by Candace Bushnell, Sex and the City tells the story of four best friends, all single and in their late thirties, as they pursue their careers and talk about their sex lives, all while trying to survive the New York social scene.

Where to Watch: 94 episodes (100%) are available to stream on a popular subscription service (HBO & Prime Video). 94 episodes (100%) are available to stream on a popular TV everywhere service (HBO). 94 episodes (100%) are available to rent or buy from $1.99 on 8 services (iTunes, Google Play & 6 others).

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6. Atlantic City

IMDB LogoIMDB Star
7.3/10
Rotten Tomatoes Logo100%
Reelgood Logo
75/100
Released: 1980Rated: R
Crime, Drama

What it's about: Lou, a small time gangster who thinks he used to be something big, meets and falls for a sexy casino employee named Sally. She needs his help realizing her dream of going to Monte Carlo, a symbol of the glamorous life that she has been looking for so desperately.

Where to Watch: Available to watch free online (PopcornFlix), stream on a popular subscription service (Prime Video) & rent or buy from $2.99 on 5 services (iTunes, Google Play & 3 others).

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7. Charlie Bartlett

IMDB LogoIMDB Star
7.0/10
Rotten Tomatoes Logo57%
Reelgood Logo
72/100
Released: 2007Rated: R
Comedy, Drama

What it's about: Awkward teenager Charlie Bartlett has trouble fitting in at a new high school. Charlie needs some friends fast, and decides that the best way to find them is to appoint himself the resident psychiatrist. He becomes one of the most popular guys in school by doling out advice and, occasionally, medication, to the student body.

Where to Watch: Available to watch free online (Tubi TV & Vudu), stream on a popular subscription service (Prime Video), stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

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8. Caramel

IMDB LogoIMDB Star
7.1/10
Rotten Tomatoes Logo92%
Reelgood Logo
71/100
Released: 2007Rated: PG
Comedy, Drama

What it's about: In a beauty salon in Beirut the lives of five women cross paths. The beauty salon is a colorful and sensual microcosm where they share and entrust their hopes, fears and expectations.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video) & rent or buy from $3.99 on 6 services (iTunes, Google Play & 4 others).

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9. Gavin & Stacey

IMDB LogoIMDB Star
8.0/10
Rotten Tomatoes Logo93%
Reelgood Logo
70/100
Year: 2007-2019Rated: TV-14Seasons: 3
Comedy, Romance

What it's about: Gavin is an ordinary boy from Billericay, Essex. Stacey is an ordinary girl from Barry Island, South Wales. They’ve spoken on the phone every day at work for months but they’ve never actually met… until now.

Where to Watch: 20 episodes (100%) are available to stream on a popular subscription service (Prime Video & Hulu). 20 episodes (100%) are available to rent or buy from $0.99 on 3 services (iTunes, Google Play & YouTube).

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10. A Mighty Heart

IMDB LogoIMDB Star
6.6/10
Rotten Tomatoes Logo79%
Reelgood Logo
68/100
Released: 2007Rated: R
Biography, Independent

What it's about: Based on Mariane Pearl's account of the terrifying and unforgettable story of her husband, Wall Street Journal reporter Danny Pearl's life and death.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video & Kanopy) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

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11. Beverly Hills, 90210

IMDB LogoIMDB Star
6.3/10
Rotten Tomatoes LogoN/A
Reelgood Logo
68/100
Year: 1990-2019Rated: TV-PGSeasons: 10
Drama, Romance

What it's about: Beverly Hills, 90210 followed the lives of a group of teenagers living in the upscale, star-studded community of Beverly Hills, California and attending the fictitious West Beverly Hills High School and, subsequently, the fictitious California University after graduation.

Where to Watch: 6 episodes (2%) are available to watch free online (CBS & Tubi TV). 238 episodes (80%) are available to stream on a popular subscription service (Prime Video, Hulu & CBS All Access). 22 episodes (7%) are available to rent or buy from $0.99 on 4 services (iTunes, Google Play & 2 others).

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12. Lila Says

IMDB LogoIMDB Star
7.0/10
Rotten Tomatoes Logo68%
Reelgood Logo
67/100
Released: 2005Rated: R
Crime, Drama

What it's about: Based on a controversial French novel, Lila Says tells the story of a quiet young poet named Chimo who develops a crush on the pretty, blond Lila, a girl who recently moved into his Arab ghetto with her aunt. When the leader of a rival gang also falls for Lila, the ensuing love triangle initiates a journey of sexual discovery -- and sets off a chain of devastating events.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video & Kanopy) & rent or buy from $2.99 on 2 services (iTunes & Prime Video).

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13. Dawson's Creek

IMDB LogoIMDB Star
6.6/10
Rotten Tomatoes LogoN/A
Reelgood Logo
65/100
Year: 1998-2019Rated: TV-14Seasons: 6
Drama, Romance

What it's about: Dawson's Creek is an American teen drama that portrays the fictional lives of a close-knit group of teenagers through high school and college.

Where to Watch: 128 episodes (100%) are available to stream on a popular subscription service (Prime Video & Hulu). 2 episodes (2%) are available to stream on a TV everywhere service (Freeform). 128 episodes (100%) are available to rent or buy from $1.99 on 7 services (iTunes, Google Play & 5 others).

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14. Elizabethtown

IMDB LogoIMDB Star
6.4/10
Rotten Tomatoes Logo29%
Reelgood Logo
65/100
Released: 2005Rated: PG-13
Comedy, Drama

What it's about: Drew Baylor is fired after causing his shoe company to lose hundreds of millions of dollars. To make matters worse, he's also dumped by his girlfriend. On the verge of ending it all, Drew gets a new lease on life when he returns to his family's small Kentucky hometown after his father dies. Along the way, he meets a flight attendant with whom he falls in love.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video & Kanopy), stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 8 services (iTunes, Google Play & 6 others).

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15. Happy Endings

IMDB LogoIMDB Star
6.3/10
Rotten Tomatoes Logo55%
Reelgood Logo
64/100
Released: 2005Rated: R
Comedy, Drama

What it's about: An ensemble cast telling 10 stories with intertwining characters. One story is about a father and son who are dating the same woman . Another features a woman who long ago gave her baby up for adoption but is now being blackmailed by a documentary filmmaker who claims to know the now-grown child's whereabouts.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video & Hulu), stream on a popular TV everywhere service (Epix) & rent or buy from $1.99 on 6 services (iTunes, Google Play & 4 others).

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16. Two Night Stand

IMDB LogoIMDB Star
6.4/10
Rotten Tomatoes Logo38%
Reelgood Logo
63/100
Released: 2014Rated: R
Comedy, Romance

What it's about: After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

Where to Watch: Available to watch free online (Tubi TV & Vudu), stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 8 services (iTunes, Google Play & 6 others).

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17. Hot Summer Nights

IMDB LogoIMDB Star
6.4/10
Rotten Tomatoes Logo43%
Reelgood Logo
62/100
Released: 2018Rated: R
Drama, Comedy

What it's about: A teen winds up in over his head while dealing drugs with a rebellious partner and chasing the young man's enigmatic sister during the summer of 1991 that he spends in Cape Cod, Massachusetts.

Where to Watch: Available to stream on a popular subscription service (Prime Video & Kanopy) & rent or buy from $2.99 on 8 services (iTunes, Google Play & 6 others).

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18. Il Mare

IMDB LogoIMDB Star
7.6/10
Rotten Tomatoes LogoN/A
Reelgood Logo
62/100
Released: 2000
Drama, Fantasy

What it's about: Eun-joo moves out of her house "Il Mare", leaving behind a Christmas card for the eventual new owner of the house in 1999. In it she asks him/her to forward any mail of hers to her new address in the city. It is 1997 and Sung-hyun, the first owner of "Il Mare" is moving in and finds in his mailbox the Christmas card from Eun-joo. Thinking it was a joke, Sung-hyun leaves her a letter telling her so and reminds her that its 1997 not 1999. Eventually the two realize that they are separated by two years of time but can somehow communicate through the mailbox and begin to form a friendship through their letters.

Where to Watch: Available to watch free online (Vudu), stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 1 service (Prime Video).

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19. Absurdistan

IMDB LogoIMDB Star
6.8/10
Rotten Tomatoes Logo83%
Reelgood Logo
60/100
Released: 2008
Comedy, Romance

What it's about: An allegorical comedy centered on two childhood sweethearts who seem destined for one another until the women of their isolated village, angered by male indifference toward the water shortage, go on a sex strike that threatens the young couple's first night of love.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video, Fandor & Kanopy) & rent or buy from $3.99 on 1 service (Prime Video).

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20. Beastly

IMDB LogoIMDB Star
5.6/10
Rotten Tomatoes Logo20%
Reelgood Logo
60/100
Released: 2011Rated: PG-13
Drama, Fantasy

What it's about: A curse transforms a handsome and arrogant young man into everything he detests in this contemporary retelling of Beauty and the Beast. Wealthy Kyle Kingson has everything a teenager could want in life, but he still gets off on humiliating the weaker and less attractive. When Kyle invites his misfit classmate Kendra to an environmental rally at their school, she questions his motivations but reluctantly accepts. Later, Kyle blows Kendra off, prompting the spurned goth girl to cast a dark spell on the swaggering egotist.

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

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21. Hello Ladies

IMDB LogoIMDB Star
7.5/10
Rotten Tomatoes Logo52%
Reelgood Logo
59/100
Year: 2013-2019Rated: TV-MASeasons: 1
Comedy

What it's about: Stuart Pritchard is an awkward, overly-confident Englishman trying to date in Los Angeles – where he repeatedly attempts to infiltrate the world of beautiful people.

Where to Watch: 8 episodes (100%) are available to stream on a popular subscription service (HBO & Prime Video). 8 episodes (100%) are available to stream on a popular TV everywhere service (HBO). 8 episodes (100%) are available to rent or buy from $1.99 on 6 services (iTunes, Google Play & 4 others).

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22. Mambo Italiano

IMDB LogoIMDB Star
6.7/10
Rotten Tomatoes Logo32%
Reelgood Logo
58/100
Released: 2003Rated: R
Comedy, LGBTQ

What it's about: When an Italian man comes out of the closet, it affects both his life and his crazy family.

Where to Watch: Available to watch free online (Tubi TV & Vudu), stream on a popular subscription service (Prime Video) & rent or buy from $2.99 on 2 services (iTunes & Prime Video).

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23. Double Happiness

IMDB LogoIMDB Star
7.1/10
Rotten Tomatoes Logo73%
Reelgood Logo
58/100
Released: 1994Rated: PG-13
Drama, Comedy

What it's about: Jade Li is a feisty, 20-something Chinese Canadian, trying to achieve that happy medium between giving in to her parent's wishes and fulfilling her own needs and desires - double happiness. Naturally, something's got to give and when love beckons in the shape of Mark, a white university student, the facade of the perfect Chinese daughter begins to slip.

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 1 service (Prime Video).

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24. The Grocer's Son

IMDB LogoIMDB Star
7.0/10
Rotten Tomatoes Logo90%
Reelgood Logo
57/100
Released: 2007
Drama, Comedy

What it's about: Antoine Sforza, a thirty-year-old young man, left his village ten years before in order to start a new life in the big city, but now that his father, a traveling grocer, is in hospital after a stroke, he more or less reluctantly accepts to come back to replace him in his daily rounds.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video & Kanopy) & rent or buy from $3.99 on 1 service (Prime Video).

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25. My Date with Drew

IMDB LogoIMDB Star
6.4/10
Rotten Tomatoes Logo71%
Reelgood Logo
57/100
Released: 2005Rated: PG
Documentary

What it's about: Ever since the second grade when he first saw her in E.T. The Extraterrestrial, Brian Herzlinger has had a crush on Drew Barrymore. Now, 20 years later he's decided to try to fulfill his lifelong dream by asking her for a date. There's one small problem: She's Drew Barrymore and he's, well, Brian Herzlinger, a broke 27-year-old aspiring filmmaker from New Jersey.

Where to Watch: Available to watch free online (Tubi TV & Vudu), stream on a popular subscription service (Prime Video) & rent or buy from $3.99 on 3 services (Google Play, Prime Video & YouTube).

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26. Sleepover

IMDB LogoIMDB Star
5.3/10
Rotten Tomatoes Logo15%
Reelgood Logo
56/100
Released: 2004Rated: PG
Comedy, Family

What it's about: As their first year of high school looms ahead, best friends Julie, Hannah, Yancy and Farrah have one last summer sleepover. Little do they know they're about to embark on the adventure of a lifetime. Desperate to shed their nerdy status, they take part in a night-long scavenger hunt that pits them against their popular archrivals. Everything under the sun goes on -- from taking Yancy's father's car to sneaking into nightclubs!

Where to Watch: Available to watch free online (Tubi TV & Vudu), stream on a popular subscription service (Prime Video), stream on a popular TV everywhere service (Epix) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

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27. The Year My Voice Broke

IMDB LogoIMDB Star
7.4/10
Rotten Tomatoes Logo93%
Reelgood Logo
54/100
Released: 1987Rated: PG-13
Drama, Romance

What it's about: Coming-of age feature, set in a New South Wales country town in the 1960s, about a 15 year-old boy. It follows his loves and how he copes with life's problems such as death and departure.

Where to Watch: Available to stream on a popular subscription service (Prime Video).

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28. Liza, the Fox-Fairy

IMDB LogoIMDB Star
7.6/10
Rotten Tomatoes LogoN/A
Reelgood Logo
53/100
Released: 2015
Comedy, Fantasy

What it's about: Liza's a nurse, seeking love. Her only company is a long-dead Japanese pop star, who turns her into a fox-fairy out of jealousy. Now, every men who desires Liza shall die horribly. Can she overcome the curse?

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 1 service (Prime Video).

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29. Youth Without Youth

IMDB LogoIMDB Star
6.3/10
Rotten Tomatoes Logo32%
Reelgood Logo
53/100
Released: 2007Rated: R
Drama, Fantasy

What it's about: A love story wrapped in a mystery. Set in Europe before WWII, professor of language and philosophy Dominic Matei is struck by lightning and ages backwards from 70 to 40 in a week, attracting the world and the Nazis. While on the run, the professor meets a young woman who has her own experience with a lightning storm. Not only does Dominic find love again, but her new abilities hold the key to his research.

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

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30. Time Traveller: The Girl Who Leapt Through Time

IMDB LogoIMDB Star
6.5/10
Rotten Tomatoes LogoN/A
Reelgood Logo
49/100
Released: 2010
Action & Adventure, Science-Fiction

What it's about: Akari Yoshiyama is graduating high school soon and is expected to lead new life after she passes the university entrance exam, while her mother is working as a pharmacologist. However, her mother has a car accident and the situation is totally changed. She decides to go to 1972 to fullfil her mother's wish.

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 4 services (Google Play, Prime Video & 2 others).

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31. The Boy in the Plastic Bubble

IMDB LogoIMDB Star
5.7/10
Rotten Tomatoes LogoN/A
Reelgood Logo
44/100
Released: 1976Rated: PG
Biography, Drama

What it's about: Based on a true story, Tod Lubitch is born with a deficient immune system (which is unlike being born with AIDS). As such, he must spend the rest of his life in a completely sterile environment. His room is completely hermetically sealed against bacteria and virus, his food is specially prepared, and his only human contact comes in the form of gloved hands. The movie follows his life into a teenager

Where to Watch: Available to stream on a popular subscription service (Prime Video & ConTV) & rent or buy from $1.99 on 1 service (Prime Video).

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32. Dating My Mother

IMDB LogoIMDB Star
4.9/10
Rotten Tomatoes LogoN/A
Reelgood Logo
42/100
Released: 2017Rated: R
Comedy, LGBTQ

What it's about: Dating My Mother explores the intimate and sometimes tumultuous relationship between a single mother and her gay son as they navigate the dizzying world of online dating.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video & Hulu) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

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33. Last Summer

IMDB LogoIMDB Star
5.6/10
Rotten Tomatoes LogoN/A
Reelgood Logo
41/100
Released: 2013
Drama, Romance

What it's about: Luke and Jonah, two high school sweethearts, spend their final days together over the course of a long, quiet summer in the rural American South, contemplating their uncertain future and the uncertain future of America.

Where to Watch: Available to watch free online (PopcornFlix), stream on a popular subscription service (Prime Video & CinePride) & rent or buy from $2.99 on 3 services (iTunes, Prime Video & Vudu).

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34. Step Dave

IMDB LogoIMDB Star
7.6/10
Rotten Tomatoes LogoN/A
Reelgood Logo
41/100
Year: 2014-2019Rated: TV-GSeasons: 2
Comedy, Romance

What it's about: Dave, a 24-year-old ordinary kiwi slacker, finds his life turned upside down when he meets the girl of his dreams Cara - and her three kids. Step Dave is a light-hearted, feel-good family drama which demonstrates one of the realities of modern life that families come in all different shapes and sizes.

Where to Watch: 26 episodes (100%) are available to stream on a popular subscription service (Prime Video).

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35. 8 Minutes Idle

IMDB LogoIMDB Star
5.4/10
Rotten Tomatoes Logo38%
Reelgood Logo
40/100
Released: 2012
Comedy

What it's about: Based upon Matt Thorne's award-winning novel about life in a call centre, "Eight Minutes Idle" is a warped urban comedy about what it really means to put your life 'on hold'! Dan Thomas has always taken the path of least resistance - in his work life, home life and love life! But when Dan finds himself kicked out of the family home, he's faced with no option but to secretly move into the call centre where he works. Suddenly, everything that he's previously taken for granted - a well-stocked fridge, clean clothes, his friends, his self respect, even his beloved cat - are either disappearing or conspiring against him. As Dan's work/life balance spirals dangerously out of control, he's forced to break out of old habits and to dare to do something he has never had to do before - really care about someone other than himself. Written by Sarah Cox

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video) & rent or buy from $2.99 on 3 services (iTunes, Prime Video & PlayStation Store).

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36. Lucky

IMDB LogoIMDB Star
5.4/10
Rotten Tomatoes Logo23%
Reelgood Logo
39/100
Released: 2011Rated: R
Comedy, Romance

What it's about: A wannabe serial killer wins the lottery and pursues his lifelong crush.

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $3.99 on 4 services (iTunes, Google Play & 2 others).

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37. Division III: Football's Finest

IMDB LogoIMDB Star
5.6/10
Rotten Tomatoes LogoN/A
Reelgood Logo
39/100
Released: 2011Rated: R
Comedy, Romance

What it's about: This ensemble comedy follows the Pullham University Bluecocks, a small liberal arts college with a Division III football program (the lowest division in the NCAA). When the head coach unexpectedly dies, the future of the flailing football program is in jeopardy, as they have not had a winning season in decades. In a desperate attempt to create some media attention for the athletic program and the university, President Georgia Anne Whistler hires known lunatic and felon, Coach Rick Vice, for what could be the football programs final season.

Where to Watch: Available to stream on a popular subscription service (Prime Video & Urban Movie Channel) & rent or buy from $2.99 on 8 services (iTunes, Google Play & 6 others).

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38. Casanova Brown

IMDB LogoIMDB Star
6.3/10
Rotten Tomatoes LogoN/A
Reelgood Logo
39/100
Released: 1944
Comedy

What it's about: Cass Brown is about to marry for the second time; his first marriage, to Isabel was annulled. But when he discovers that Isabel just had their baby, Cass kidnaps the infant to keep her from being adopted. Isabel's parents hunt for the child and discover that Cass and Isabel are still hopelessly in love.

Where to Watch: Available to stream on a popular subscription service (Prime Video), stream on a popular TV everywhere service (Epix) & rent or buy from $3.99 on 1 service (Prime Video).

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39. Whirlygirl

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5.8/10
Rotten Tomatoes LogoN/A
Reelgood Logo
38/100
Released: 2006Rated: R
Drama, Romance

What it's about: After a run in with a hot exotic dancer one wintry night straight-laced prep school student James will find himself on the ride of his life. Risking his future he follows this mysterious woman to New York City - ditching school dodging cops and partying at hot nightclubs along the way.

Where to Watch: Available to watch free online (PopcornFlix), stream on a popular subscription service (Prime Video) & rent or buy from $0.99 on 5 services (iTunes, Google Play & 3 others).

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40. Pollyanna

IMDB LogoIMDB Star
6.6/10
Rotten Tomatoes LogoN/A
Reelgood Logo
38/100
Released: 1920Rated: G
Family, Comedy

What it's about: When Pollyanna is orphaned, she's sent to live with her crotchety Aunt Polly. Pollyanna discovers that many of the people in her aunt's New England home town are as ill-tempered as her aunt. But Pollyanna's incurable optimism - exemplified by her "glad game," in which she looks for the bright side of every situation - brings a change to the staid old community.

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 1 service (Prime Video).

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41. Look at Me

IMDB LogoIMDB Star
6.8/10
Rotten Tomatoes LogoN/A
Reelgood Logo
36/100
Released: 2012
Comedy, Drama

What it's about: Finding love in city can be hard, keeping it can be harder. Look at Me revolves around the lives of seven twenty-somethings and their complications with dating and surviving in New York City.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 3 services (Google Play, Prime Video & YouTube).

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42. Don't Swallow My Heart, Alligator Girl

IMDB LogoIMDB Star
5.7/10
Rotten Tomatoes Logo20%
Reelgood Logo
36/100
Released: 2017
Drama, Action & Adventure

What it's about: The border between Brazil and Paraguay: living on opposite sides of a big river, Brazilian boy Joca falls in love with indigenous-Paraguayan girl Basano. A magical tale of impossible love and adventure in this land full of memories of colonial wars and indigenous genocide.

Where to Watch: Available to watch free online (Tubi TV & Vudu), stream on a popular subscription service (Prime Video & Kanopy) & rent or buy from $2.99 on 5 services (iTunes, Google Play & 3 others).

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43. Jewtopia

IMDB LogoIMDB Star
4.4/10
Rotten Tomatoes Logo10%
Reelgood Logo
36/100
Released: 2012
Comedy, Romance

What it's about: Smitten with a Jewish woman, a gentile asks his Jewish pal to advise him on how to act like a member of the community.

Where to Watch: Available to watch free online (PopcornFlix, Tubi TV & Vudu), stream on a popular subscription service (Prime Video) & rent or buy from $2.99 on 7 services (iTunes, Google Play & 5 others).

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44. Love & War

IMDB LogoIMDB Star
6.8/10
Rotten Tomatoes LogoN/A
Reelgood Logo
35/100
Year: 1992-2019Rated: TV-GSeasons: 3
Comedy

What it's about: Love & War is an American television sitcom, which aired on CBS from September 21, 1992 to February 1, 1995.Created by Diane English, the series originally starred Susan Dey as Wally Porter, a Chicago restaurateur, and Jay Thomas as Jack Stein, a sportswriter with whom she had an on-again, off-again romance.After the first season, however, the show was retooled and Dey was fired by the producers of the show, claiming that she and Thomas had "no chemistry" together. She was replaced by Annie Potts as Dana Palladino, who bought Porter's restaurant and also became a love interest for Jack.The first season also featured moments when Jack or Wally would break the fourth wall and address the camera directly, generally using it as an opportunity to discuss an emotional crisis. This mechanic was dropped in later seasons.One episode featured a guest appearance from Jerry Seinfeld and Larry David as themselves, they did this as a "thank you" to creator Diane English for allowing a brief scene on Murphy Brown in an episode of Seinfeld where Kramer is cast as the titular character's secretary.The show's supporting cast included Suzie Plakson, Joanna Gleason, Joel Murray, Charles Robinson and Michael Nouri. John Hancock, who had a recurring role as a judge on L.A. Law with Susan Dey previously, portrayed bartender Ike for the first half of season one, until he died of a heart attack in late 1992. His death was subsequently written into the series and he was replaced by actor Charlie Robinson.

Where to Watch: 68 episodes (100%) are available to watch free online (Tubi TV). 67 episodes (99%) are available to stream on a popular subscription service (Prime Video). 68 episodes (100%) are available to rent or buy from $1.99 on 4 services (iTunes, Google Play & 2 others).

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45. The Bet

IMDB LogoIMDB Star
4.1/10
Rotten Tomatoes LogoN/A
Reelgood Logo
35/100
Released: 2016
Comedy

What it's about: A down on his luck man gets into an absurd but high stakes bet where he has one summer to find, and hook up with, every girl he had a crush on from 1st to 12th grade.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video) & rent or buy from $2.99 on 6 services (iTunes, Google Play & 4 others).

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46. Die and Let Live

IMDB LogoIMDB Star
3.3/10
Rotten Tomatoes LogoN/A
Reelgood Logo
34/100
Released: 2006
Comedy, Horror

What it's about: Comedy - Benny throws a party to help woo his crush Stephanie. But when bloodthirsty zombies crash the party, Benny and his friends find themselves fighting for their lives! - Josh Lively, Zane Crosby, Sarah Bauer

Where to Watch: Available to stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 1 service (Prime Video).

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47. The Hottie & The Nottie

IMDB LogoIMDB Star
1.9/10
Rotten Tomatoes Logo5%
Reelgood Logo
31/100
Released: 2008Rated: PG-13
Comedy, Romance

What it's about: Nate moves to L.A. to track down Cristabel, the woman he's been in love with since childhood, only to discover that his plan to woo her only has one hurdle to overcome: what to do with June, Cristabel's ever-present, not-so-hot best friend? What's even more complicating is Nate's growing feelings for June, whose true beauty starts to emerge.

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video) & rent or buy from $1.99 on 1 service (Prime Video).

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48. Missed Connections

IMDB LogoIMDB Star
5.4/10
Rotten Tomatoes LogoN/A
Reelgood Logo
29/100
Released: 2015
Comedy, Family

What it's about: From Director Brandon Ho & Writer Joseph Reidhead comes the Romantic Comedy "Missed Connections" a story about love, identity, the universe, and well, sandwiches. Marc Reid (Kevin O'Keefe), a discouraged romance novelist, is setup on a blind date with girl named Melissa by his over excited sister Julia (Sarah Kent). Marc, a little less than enthusiastic, ends up picking up Jessie (Tatum Langton) instead of Melissa from the apartment complex. As the night unfolds Jessie and Marc meet up with old friends Gary (Bryce Chamberlain) and Mary (Renny Grames) and make a couple of new friends along the way. Things are complicated by Jessie's boyfriend Trent (Lawrence Fernandez). But will Jessie and Marc be able to find love? Can Jessie help Marc rediscover romance and his passion of writing or are they cursed to simply be another missed connection?

Where to Watch: Available to watch free online (Tubi TV), stream on a popular subscription service (Prime Video) & rent or buy from $0.99 on 1 service (Prime Video).

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49. One Night in Taipei