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After more than a decade of being single, Kate Gosselin is finally ready to begin dating; getting help from a matchmaker and twins Mady and Cara, Kate is set up on two very different dates.

With 2 dates under her belt, Kate is ready to see who Rachel has lined up for this week. Jeremiah is a gentle giant and Rosario is an incredible opera singer, but will either one win her over and be in the running for a 2nd date?

Kate feels like she may have had the best and worst dates of her life in the same week; bowling, squash and one not-so-romantic dinner will drive Kate to make some drastic decisions.

Mady and Cara watch some of Kate's early dates and assess who they think should make it to the second round, while Kate's new matchmaker has a slow start when his first match fails to show up.

It's Mady and Cara's turn to interview some of Kate's dates; Kate hits the town with a super jock and a private investigator.

It’s time for Kate to pick her second date; matchmakers Rachel and Adam join together to cheer her on; one date may end with a shocking surprise!