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After that first foray into online dating, she later turned to a dating coach and matchmaker, who helped sort potential dates and navigate the sites. People who work with older adults say they are turning more to apps and websites. Match has its own dating site and app for people over 50, called OurTime. Chicago is the second-fastest growing city, after Houston, said Match spokesperson Lauren DeFord, and the third most active city, a ranking of time users spend on the app or site.

As with many people, the sheer number of options and matches can overwhelm. But unlike many younger users, some older adults come to online dating with less computer experience or phone savvy. So when she recently fielded questions from seniors on how to set up dating accounts, she thought the topic might be worth a workshop.

Am I too old to be dating? Making sure people understand the basics about online dating — from safety to setting up an account — is key, said Courtney Hedderman, associate director of advocacy and outreach at AARP Illinois. She often talks to people in their 50s, 60s and 70s about dating. She and Williams talk through many of the same issues anyone might encounter — navigating the awkwardness of a first date, what kind of chemistry is important, introducing someone to family and friends.

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