The BEST episodes of Dating Around

Every episode of Dating Around ever, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Dating Around!

In each episode of flirtations and fails, one real-life single navigates five blind dates. The mission: Find one match worthy of a second date.

Last Updated: 6/4/2025Network: NetflixStatus: Ended

7.11

9 votes

#1 - Heather

Season 2 - Episode 4 - Aired 6/12/2020

She shares her heart and charms her suitors with honesty and confidence. But can Heater handle one beau's surprising hobby?

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6.82

11 votes

#2 - Ben

Season 2 - Episode 2 - Aired 6/12/2020

A unique "nice guy," Ben's been called "too good for this world." Now it's time to see if his matches agree - or if he's destined for the friend zone.

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6.80

10 votes

#3 - Deva

Season 2 - Episode 3 - Aired 6/12/2020

Deva's an open book when it comes to art, identity and sexuality. Will one date's strict rules for intimacy ruin an evening of flirtatious fun?

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6.70

10 votes

#4 - Demi

Season 2 - Episode 6 - Aired 6/12/2020

She's a dynamic catch in search of a kind-hearted match. Will native New Yorker Demi finally find one - or will she fall for another bad boy?

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6.61

18 votes

#5 - Leonard

Season 1 - Episode 4 - Aired 2/14/2019

What does love look like after loss? Sweet and sophisticated widower Leonard is ready to find out -- and try his hand at an impromptu dance lesson.

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6.58

12 votes

#6 - Brandon

Season 2 - Episode 5 - Aired 6/12/2020

All of Brandon's dates comes with surprises, from a dashing smile to a passion for cheese. But who will he pick when past, present and future collide?

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6.50

38 votes

#7 - Luke

Season 1 - Episode 1 - Aired 2/14/2019

He may be a ladies' man, but Luke is ready to settle down -- after some light drinking, deep kissing and one date's awkward-but-adorable door snafu.

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6.27

26 votes

#8 - Gurki

Season 1 - Episode 2 - Aired 2/14/2019

Fiercely independent Gurki is eager to open up about divorce, until one date radically challenges her candor. Will she back down or speak her mind?

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6.16

19 votes

#9 - Sarah

Season 1 - Episode 5 - Aired 2/14/2019

She’s got a thing for a quick wit. But will tech recruiter Sarah find a genuine connection after dinner conversation takes an unexpected turn?

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6.07

14 votes

#10 - Justin

Season 2 - Episode 1 - Aired 6/12/2020

He's got smooth moves, swift jokes and a soft spot for his mama. Now Justin is ready for real romance - and an awkward round of guess my age.

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5.77

22 votes

#11 - Mila

Season 1 - Episode 6 - Aired 2/14/2019

Mila knows the ropes of NYC fashion, but she’s brand-new to NYC dating. Will her fresh take serve as a turnoff or seal the deal with the right lady?

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5.63

19 votes

#12 - Lex

Season 1 - Episode 3 - Aired 2/14/2019

Production designer and mustache aficionado Lex is a master of cool, cultured charm. But can he defuse one man's awkward second-date invitation?

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