It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today, we hear from “Former Student,” a recent college grad who had been hanging out with a former high school teacher and wondered if he wanted to be more than friends with her. “My mom thinks he wants to date me, [but] I can’t help but think it’s weird that a normal, sane, good guy in his 30s would have any interest in my unemployed self.” I told her it actually wasn’t all that weird for a hetero guy in his 30s to have interest of some sort in a 22-year-old woman. Keep reading to see if she’s still hanging with her former teacher.
If you’re someone I’ve given advice to in the past, I’d love to hear from you, too. Email me at firstname.lastname@example.org with a link to the original post, and let me know whether you followed the advice and how you’re doing now.
If you have a relationship/dating question I can help answer, you can send me your letters at email@example.com.