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The Best Dating Movies and TV Shows on Plex

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 Plex.

VIEW: best
backdrop
free
philo
fubo_tv
+ 7

1. The Illusionist

IMDB LogoIMDB Star
7.6/10
Reelgood Logo
80/100
Released: 2006Rated: PG-13
Romance, Mystery

What it's about: With his eye on a lovely aristocrat, a gifted illusionist named Eisenheim uses his powers to win her away from her betrothed, a crown prince. But Eisenheim's scheme creates tumult within the monarchy and ignites the suspicion of a dogged inspector.

Where to Watch: Available to watch free online (Tubi, PlutoTV, Peacock & 3 others), stream on a subscription service (Philo, fuboTV & Hoopla) & rent or buy from $3.99 on 4 services (iTunes, Google Play & 2 others).

backdrop
free
tubi_tv
plex_free

2. Undercover Grandpa

IMDB LogoIMDB Star
5.2/10
Reelgood Logo
48/100
Released: 2017Rated: PG-13
Action & Adventure, Comedy

What it's about: When the girl he likes goes missing, Jake enlists the help of his grandpa and his WWII buddies.

Where to Watch: Available to watch free online (Tubi & Plex) & rent or buy from $2.99 on 2 services (Google Play & Vudu).

backdrop
free
amazon_prime
fubo_tv
+ 3

3. Fever Pitch

IMDB LogoIMDB Star
6.7/10
Reelgood Logo
60/100
Released: 1997Rated: R
Romance, Comedy

What it's about: A romantic comedy about a man, a woman and a football team. Based on Nick Hornby's best selling autobiographical novel, Fever Pitch. English teacher Paul Ashworth believes his long standing obsession with Arsenal serves him well. But then he meets Sarah. Their relationship develops in tandem with Arsenal's roller coaster fortunes in the football league, both leading to a nail biting climax.

Where to Watch: Available to watch free online (Tubi, Plex & Crackle), stream on a popular subscription service (Prime Video & fuboTV) & rent or buy from $1.99 on 4 services (iTunes, Google Play & 2 others).

backdrop
free
tubi_tv
plutotv
+ 1

4. The Boy in the Plastic Bubble

IMDB LogoIMDB Star
5.7/10
Reelgood Logo
54/100
Released: 1976Rated: PG
Romance, Drama

What it's about: Tod Lubitch is born with a deficient immune system. 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 watch free online (Tubi, PlutoTV & Plex) & rent or buy from $1.99 on 1 service (Prime Video).

backdrop
free
hoopla
tubi_tv
+ 1

5. Is It Just Me?

IMDB LogoIMDB Star
6.2/10
Reelgood Logo
57/100
Released: 2010
Drama, LGBTQ

What it's about: A socially shunned columnist finds his romantic match online, but messaging under the wrong account causes his sleazy roommate’s picture to be forwarded, creating an identity mix-up.

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

backdrop
free
hoopla
tubi_tv
+ 4

6. eCupid

IMDB LogoIMDB Star
5.2/10
Reelgood Logo
54/100
Released: 2011
Romance, LGBTQ

What it's about: Marshall is an over-worked ad exec who is suffering from a serious case of the seven year itch with his loving boyfriend. As Marshall’s 30th birthday nears he sets hell-bent on changing his life and comes across a mysterious dating app called eCupid which quickly turns his world upside down, overwhelming him sexy guys at every turn!

Where to Watch: Available to watch free online (Tubi, PlutoTV, Plex & 1 other), stream on a subscription service (Hoopla & Revry) & rent or buy from $2.99 on 5 services (Google Play, Prime Video & 3 others).

backdrop
free
plex_free
vudu_free

7. Blown Away

IMDB LogoIMDB Star
5.1/10
Reelgood Logo
55/100
Released: 1993Rated: R
Romance, Action & Adventure

What it's about: After her mother is killed by a car bomb, a 17-year-old girl lives a reckless and decadent lifestyle. She begins having sex with a boy who works at a local ski resort. He falls in love, and she tells him of her suspicions that her strict father was responsible for her mother's death and wants him to help her out of her situation. He must decide whether she's telling the truth or using him to her own ends.

Where to Watch: Available to watch free online (Plex & Vudu).

backdrop
free
philo
fubo_tv
+ 4

8. Cougar Hunting

IMDB LogoIMDB Star
3.7/10
Reelgood Logo
47/100
Released: 2011Rated: R
Romance, Comedy

What it's about: Tells the tale of three buddies in their 20's whose love-lives are in shambles. They go to Aspen to pursue the booming trend of dating cougars: hot older women who prey on hot young guys.

Where to Watch: Available to watch free online (Tubi, Plex & Crackle), stream on a subscription service (Philo, fuboTV & Hoopla) & rent or buy from $1.99 on 5 services (iTunes, Google Play & 3 others).

backdrop
free
tubi_tv
plex_free
+ 1

9. 8 Minutes Idle

IMDB LogoIMDB Star
5.4/10
Reelgood Logo
43/100
Released: 2012
Drama, 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, Plex & IMDb TV) & rent or buy from $4.99 on 1 service (iTunes).

backdrop
free
tubi_tv
plutotv
+ 1

10. Dangerous Obsession

IMDB LogoIMDB Star
3.8/10
Reelgood Logo
29/100
Released: 2014Rated: R
Mystery, Thriller

What it's about: Description: The story of 26 year old Brandi Seaton. She is attractive, smart and single. After breaking off her engagement the day before her wedding, she decides to test the waters of the singles dating scene. How and where to begin is the problem. Brandi's roommate, Anita introduces her to a telephone "partyline" where she meets a handsome, professional named Alex. After one meeting both Brandi and Alex's lives change as their friendly conversations grow into obsessions and culminate in a tragic encounter.

Where to Watch: Available to watch free online (Tubi, PlutoTV & Plex).

poster
free
tubi_tv
plex_free

11. Betrayal of the Dove

IMDB LogoIMDB Star
4.6/10
Reelgood Logo
39/100
Released: 1993Rated: R
Crime, Thriller

What it's about: A divorced mother fears for her life after a friend gets her a blind date with a doctor.

Where to Watch: Available to watch free online (Tubi & Plex) & rent or buy from $2.99 on 2 services (Microsoft & Vudu).

poster
free
hoopla
kanopy
+ 2

12. The Grocer's Son

IMDB LogoIMDB Star
7.0/10
Reelgood Logo
54/100
Released: 2007
Comedy, Drama

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 & Plex) & stream on a subscription service (Hoopla & Kanopy).

backdrop
free
hoopla
tubi_tv
+ 2

13. Missed Connections

IMDB LogoIMDB Star
5.2/10
Reelgood Logo
40/100
Released: 2015
Romance, Comedy

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, Plex & Crackle), stream on a subscription service (Hoopla) & rent or buy from $0.99 on 1 service (Prime Video).

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