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.

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25 min
1. Justin
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.
28 min
2. Ben
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.
27 min
3. Deva
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?
27 min
4. Heather
She shares her heart and charms her suitors with honesty and confidence. But can Heather handle one beau's surprising hobby?
26 min
5. Brandon
All of Brandon's dates come with surprises, from a dashing smile to a passion for cheese. But who will he pick when past, present and future collide?
26 min
6. Demi
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?