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May 18, 2026

Pretty Boy Battles Hick For Hottie (Ad-Free)

Zach has a thing for older women, and Gianna’s used to dating doctors—but will they break their patterns for something real? When Keaton steps in from the audience, rocking a mullet and a passion for pretzels, everything shifts. Does Gianna stick with Zach, or switch to Keaton? And shoutout to Jay, a fan-favorite and easily one of the most genuine crowd members we’ve seen on UpDating. Filmed in Phoenix, Arizona.

Comments (6)

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Bob · May 22, 2026

ITS ALREADY ADD FREE With addblocker or using a browser like Brave!!!!!! stop wasting our money

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Logan Fate · May 28, 2026

we want exclusssiivvveeee contentttttttttt !!!!!! BONUS EPISODES ON BONUS EPISODESSS

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LaDonna Lee · May 19, 2026

I love watching the show! But I always feel sorry for the women because these guys have not figured out that wearing a mask messes with the eye makeup. Please have someone make these girls eye masks with pockets that protrude so the eyelashes and eyes aren’t being squished and the eyelashes don’t stick together when they take the mask off. I’m envisioning it as cloth sized goggles.

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Mark · May 19, 2026

Thanks for the add frees!

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Douglas Spina · May 18, 2026

Thank you for posting without ads!

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Logan Fate · May 18, 2026

Just had to grab the first comment spot again rq. Thank you all for providing some much needed entertainment on my Mondays! Keep up the good work.