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The Best Dating Movies and TV Shows on HBO MAX

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 HBO MAX.

VIEW: best
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1. Gossip Girl

IMDB LogoIMDB Star
7.4/10
Reelgood Logo
81/100
Year: 2007-2021Rated: TV-14Seasons: 6
Drama, Comedy

What it's about: An exclusive group of privileged teens from a posh prep school on Manhattan's Upper East Side whose lives revolve around the blog of the all-knowing albeit ultra-secretive Gossip Girl.

Where to Watch: 122 episodes (99%) are available to stream on a popular subscription service (HBO MAX). 122 episodes (99%) are available to rent or buy from $1.99 on 5 services (iTunes, Google Play & 3 others).

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2. Sex and the City

IMDB LogoIMDB Star
7.1/10
Reelgood Logo
78/100
Year: 1998-2021Rated: TV-MASeasons: 6
Drama, Comedy

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 MAX, HBO & TVision). 94 episodes (100%) are available to rent or buy from $1.99 on 6 services (iTunes, Google Play & 4 others).

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3. The O.C.

IMDB LogoIMDB Star
7.5/10
Reelgood Logo
77/100
Year: 2003-2021Rated: TV-14Seasons: 4
Drama, Comedy

What it's about: Ryan Atwood, a teen from the wrong side of the tracks, moves in with a wealthy family willing to give him a chance. But Ryan's arrival disturbs the status quo of the affluent, privileged community of Newport Beach, California.

Where to Watch: 92 episodes (100%) are available to stream on a popular subscription service (HBO MAX). 92 episodes (100%) are available to rent or buy from $1.99 on 6 services (iTunes, Google Play & 4 others).

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4. Not Another Teen Movie

IMDB LogoIMDB Star
5.7/10
Reelgood Logo
64/100
Released: 2001
Thriller, Comedy

What it's about: On a bet, a gridiron hero at John Hughes High School sets out to turn a bespectacled plain Jane into a beautiful and popular prom queen in this outrageous send-up of the teen movies of the 1980s and '90s.

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

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hbo_max
tubi_tv

5. Flipped

IMDB LogoIMDB Star
7.7/10
Reelgood Logo
73/100
Released: 2010Rated: PG
Romance, Drama

What it's about: When Juli meets Bryce in the second grade, she knows it's true love. After spending six years trying to convince Bryce the same, she's ready to give up - until he starts to reconsider.

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

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6. Dirty Dancing

IMDB LogoIMDB Star
7.0/10
Reelgood Logo
74/100
Released: 1987Rated: PG-13
Romance, Musical

What it's about: Expecting the usual tedium that accompanies a summer in the Catskills with her family, 17-year-old Frances 'Baby' Houseman is surprised to find herself stepping into the shoes of a professional hoofer—and unexpectedly falling in love.

Where to Watch: Available to stream on a popular subscription service (HBO MAX & HBO) & rent or buy from $3.99 on 6 services (iTunes, Google Play & 4 others).

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free
hbo_max
hulu_plus
+ 2

7. The Bachelor

IMDB LogoIMDB Star
3.2/10
Reelgood Logo
56/100
Year: 2002-2021Rated: TV-14Seasons: 25
Game Show, Drama

What it's about: A single bachelor dates multiple women over several weeks, narrowing them down to hopefully find his true love.

Where to Watch: 12 episodes (4%) are available to watch free online (ABC). 77 episodes (26%) are available to stream on a popular subscription service (HBO MAX, Hulu & fuboTV). 171 episodes (58%) are available to rent or buy from $1.99 on 6 services (iTunes, Google Play & 4 others).

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8. Eve

IMDB LogoIMDB Star
6.4/10
Reelgood Logo
50/100
Year: 2003-2021Rated: TV-PGSeasons: 3
Animation, Comedy

What it's about: Eve is an American sitcom starring Eve, Jason Winston George, Ali Landry, Natalie Desselle-Reid, Brian Hooks and Sean Maguire. It aired on the UPN network from September 15, 2003 to May 11, 2006, with 66 episodes produced spanning 3 seasons. The series follows Shelly, a beautiful and intelligent woman of the new generation trying to navigate the exhilarating world of 21st century love, romance and career. The series was nominated in 2004 for Teen Choice Award for Choice Breakout TV Show and had seven nominations in major awards.

Where to Watch: 66 episodes (100%) are available to stream on a popular subscription service (HBO MAX). 66 episodes (100%) are available to rent or buy from $1.99 on 1 service (Prime Video).

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free
amazon_prime
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+ 2

9. Gavin & Stacey

IMDB LogoIMDB Star
8.1/10
Reelgood Logo
75/100
Year: 2007-2021Rated: TV-14Seasons: 4
Drama, Comedy

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 (67%) are available to watch free online (CW Seed). 30 episodes (100%) are available to stream on a popular subscription service (Prime Video, HBO MAX & BritBox). 20 episodes (67%) are available to rent or buy from $0.99 on 5 services (iTunes, Google Play & 3 others).

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10. What a Girl Wants

IMDB LogoIMDB Star
5.8/10
Reelgood Logo
63/100
Released: 2003Rated: PG
Romance, Comedy

What it's about: An American girl, Daphne, heads to Europe in search of the father she's never met. But instead of finding a British version of her bohemian mother, she learns the love of her mom's life is an uptight politician. The only problem now is that her long-lost dad is engaged to a fiercely territorial social climber with a daughter who makes Daphne's life miserable.

Where to Watch: Available to stream on a popular subscription service (Netflix & HBO MAX) & rent or buy from $2.99 on 5 services (iTunes, Google Play & 3 others).

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11. 27 Dresses

IMDB LogoIMDB Star
6.1/10
Reelgood Logo
68/100
Released: 2008Rated: PG-13
Romance, Comedy

What it's about: Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

Where to Watch: Available to stream on a popular subscription service (HBO MAX & HBO) & rent or buy from $2.99 on 5 services (iTunes, Google Play & 3 others).

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12. First Dates

IMDB LogoIMDB Star
7.2/10
Reelgood Logo
54/100
Year: 2013-2021Rated: TV-PGSeasons: 16
Documentary, Romance

What it's about: Interactive dating experiment in which real dates are filmed, and then viewers get the chance to apply to date the unsuccessful participants the following week.

Where to Watch: 22 episodes (15%) are available to stream on a popular subscription service (HBO MAX). 7 episodes (5%) are available to rent or buy from $1.99 on 1 service (iTunes).

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13. Serendipity

IMDB LogoIMDB Star
6.9/10
Reelgood Logo
69/100
Released: 2001Rated: PG-13
Romance, Comedy

What it's about: Although strangers Sara and Jonathan are both already in relationships, they realize they have genuine chemistry after a chance encounter – but part company soon after. Years later, they each yearn to reunite, despite being destined for the altar. But to give true love a chance, they have to find one another again.

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

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14. I Love You, Now Die: The Commonwealth v. Michelle Carter

IMDB LogoIMDB Star
7.5/10
Reelgood Logo
58/100
Year: 2019-2021Rated: TV-MASeasons: 1
Documentary, Crime

What it's about: Teen Michelle Carter’s actions shocked a nation — but what really happened behind closed doors?

Where to Watch: 2 episodes (100%) are available to stream on a popular subscription service (HBO MAX).

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hbo

15. Hello Ladies

IMDB LogoIMDB Star
7.4/10
Reelgood Logo
65/100
Year: 2013-2021Rated: TV-MASeasons: 1
Action & Adventure, 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: 9 episodes (100%) are available to stream on a popular subscription service (HBO MAX & HBO). 8 episodes (89%) are available to rent or buy from $1.99 on 5 services (iTunes, Google Play & 3 others).

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+ 1

16. Endings, Beginnings

IMDB LogoIMDB Star
5.6/10
Reelgood Logo
57/100
Released: 2020
Romance, Drama

What it's about: An artist dumps her longtime boyfriend, but her attempt to take a break from dating ends when she quickly finds herself in two passionate romances.

Where to Watch: Available to stream on a popular subscription service (HBO MAX, HBO, Hoopla & 1 other) & rent or buy from $3.99 on 3 services (iTunes, Google Play & Vudu).

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TV
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17. First Dates Hotel

IMDB LogoIMDB Star
6.7/10
Reelgood Logo
46/100
Year: 2017-2021Seasons: 5
Reality, Romance

What it's about: Fred from First Dates invites single people to his very own summer season of love at a luxury hotel in the south of France

Where to Watch: 13 episodes (42%) are available to stream on a popular subscription service (HBO MAX).

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18. You've Got Mail

IMDB LogoIMDB Star
6.7/10
Reelgood Logo
72/100
Released: 1998Rated: PG
Romance, Comedy

What it's about: Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.

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

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hbo

19. Autumn in New York

IMDB LogoIMDB Star
5.7/10
Reelgood Logo
57/100
Released: 2000Rated: PG-13
Romance, Drama

What it's about: Autumn in New York follows the sexual exploits of Will Keane - New York restaurateur, infamous verging-on-50 playboy, master of the no-commitment seduction - until he runs into an unexpected dead end when he meets Charlotte Fielding. Charlotte is half Will's age and twice his match, a 21 year-old free spirit yearning to get out and taste the excitement of adult life.

Where to Watch: Available to stream on a popular subscription service (HBO MAX & HBO) & rent or buy from $3.99 on 2 services (Prime Video & Vudu).

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hbo

20. Miracle on 34th Street

IMDB LogoIMDB Star
6.6/10
Reelgood Logo
64/100
Released: 1994Rated: PG
Family, Drama

What it's about: Six-year-old Susan Walker has doubts about childhood's most enduring miracle—Santa Claus. Her mother told her the secret about Santa a long time ago, but, after meeting a special department store Santa who's convinced he's the real thing, Susan is given the most precious gift of all—something to believe in.

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

Have You Seen?
TV
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21. The Bachelorette

IMDB LogoIMDB Star
5.7/10
Reelgood Logo
36/100
Year: 2015-2021Seasons: 8
Documentary, Reality

What it's about: Australian version of the reality series where an eligible bachelorette must find true love among a group of guys, one rose at a time.

Where to Watch: 48 episodes (51%) are available to stream on a popular subscription service (HBO MAX).

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hbo

22. Troll 2

IMDB LogoIMDB Star
3.0/10
Reelgood Logo
50/100
Released: 1990Rated: PG-13
Fantasy, Horror

What it's about: When young Joshua learns that he will be going on vacation with his family to a small town called Nilbog, he protests adamantly. He is warned by the spirit of his deceased grandfather that goblins populate the town. His parents, Michael and Diana, dismiss his apprehensions, but soon learn to appreciate their son's warnings. Guided by his grandfather's ghost, will Joshua and his family stand a chance in fighting off these evil beings?

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

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criterion_channel

23. The Red Shoes

IMDB LogoIMDB Star
8.1/10
Reelgood Logo
69/100
Released: 1948Rated: G
Musical, Romance

What it's about: In this classic drama, Vicky Page is an aspiring ballerina torn between her dedication to dance and her desire to love. While her imperious instructor, Boris Lermontov, urges to her to forget anything but ballet, Vicky begins to fall for the charming young composer Julian Craster. Eventually Vicky, under great emotional stress, must choose to pursue either her art or her romance, a decision that carries serious consequences.

Where to Watch: Available to stream on a popular subscription service (HBO MAX & The Criterion Channel) & rent or buy from $1.99 on 4 services (iTunes, Google Play & 2 others).

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hbo

24. Man Up

IMDB LogoIMDB Star
6.8/10
Reelgood Logo
66/100
Released: 2015Rated: R
Romance, Comedy

What it's about: A 34 year old single woman, Nancy, hung-over again, exhausted by the endless fruitless set ups by her friends, traveling across London to toast another 10 years of her parent's successful happy magical marriage runs in with a 40 year old divorcee, Jack, who mistakes her for his 24 year old blind date. Nancy, deciding to go with it, happens to hop on the most chaotic yet hilarious journey of her life which neither of them will ever forget.

Where to Watch: Available to stream on a popular subscription service (HBO MAX & HBO) & rent or buy from $3.99 on 7 services (iTunes, Google Play & 5 others).

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kanopy

25. The Young Girls of Rochefort

IMDB LogoIMDB Star
7.7/10
Reelgood Logo
80/100
Released: 1967Rated: G
Romance, Musical

What it's about: Delphine and Solange are two sisters living in Rochefort. Delphine is a dancing teacher and Solange composes and teaches the piano. Maxence is a poet and a painter. He is doing his military service. Simon owns a music shop, he left Paris once month ago to come back where he fell in love 10 years ago. They are looking for love, looking for each other, without being aware that their ideal partner is very close...

Where to Watch: Available to stream on a popular subscription service (HBO MAX, The Criterion Channel & Kanopy) & rent or buy from $2.99 on 3 services (iTunes, Prime Video & Vudu).

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syfy_tveverywhere

26. Little Shop of Horrors

IMDB LogoIMDB Star
7.0/10
Reelgood Logo
70/100
Released: 1986Rated: PG-13
Horror, Musical

What it's about: Seymour Krelborn is a nerdy orphan working at Mushnik's, a flower shop in urban Skid Row. He harbors a crush on fellow co-worker Audrey Fulquard, and is berated by Mr. Mushnik daily. One day Seymour finds a very mysterious unidentified plant which he calls Audrey II. The plant seems to have a craving for blood and soon begins to sing for his supper.

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

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hbo

27. Swiped: Hooking Up in the Digital Age

IMDB LogoIMDB Star
5.7/10
Reelgood Logo
43/100
Released: 2018Rated: R
Thriller, Documentary

What it's about: A look at the evolving nature of sex and dating in the digital age that offers candid insights from twentysomethings and experts in the field.

Where to Watch: Available to stream on a popular subscription service (HBO MAX & HBO) & rent or buy from $2.99 on 3 services (iTunes, Google Play & Vudu).

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