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.

#1 - Heather

Season 2 - Episode 4 - Aired Jun 12, 2020

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

7.50

2 votes

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#2 - Ben

Season 2 - Episode 2 - Aired Jun 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.

7.33

3 votes

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#3 - Justin

Season 2 - Episode 1 - Aired Jun 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.

7.00

1 votes

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#4 - Demi

Season 2 - Episode 6 - Aired Jun 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?

7.00

1 votes

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#5 - Deva

Season 2 - Episode 3 - Aired Jun 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?

6.00

1 votes

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#6 - Luke

Season 1 - Episode 1 - Aired Feb 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.

5.50

4 votes

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#7 - Gurki

Season 1 - Episode 2 - Aired Feb 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?

5.50

2 votes

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#8 - Lex

Season 1 - Episode 3 - Aired Feb 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?

5.50

2 votes

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#9 - Leonard

Season 1 - Episode 4 - Aired Feb 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.

5.00

1 votes

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#10 - Sarah

Season 1 - Episode 5 - Aired Feb 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?

0.00

0 votes

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#11 - Mila

Season 1 - Episode 6 - Aired Feb 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?

0.00

0 votes

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#12 - Brandon

Season 2 - Episode 5 - Aired Jun 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?

0.00

0 votes

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