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Curious About the Pickle

Tommy drops a bombshell on the singles by inviting their exes to a high-stakes mixer. Sparks, jealousy and hard truths surface as everyone's past collides with their potential future. And by the end of the night, someone will officially become history.

Exes and Ohs

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The women are in power this week, and Tommy encourages them to invite the men into their world; between roller skating, wine tasting and game shows, the ladies dig deeper and learn new qualities from the guys while showing them their own side of Chicago.

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Second Chances in the Second City

RTL blows into the Windy City for a speakeasy mixer featuring 20 of Chicago's finest singles. While several romances form, six of the singles fail to make a good first impression in the Second City and find themselves facing elimination the first night.

Don't Be Shy in the Chi

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OWN is a network inspired by global media leader Oprah Winfrey. OWN is a leading destination for premium scripted and unscripted programming from today's most innovative storytellers.

S12 E5 | Curious About the Pickle