Love advice
Chicagoans from three generations sound off on the right and wrong ways to connect in the dating world.

In a time when a nine-year-old boy’s book on dating, How to Talk to Girls (Collins, $9.99), gets a nationwide release, you can’t discount any opinions on romance on the basis of age alone. That’s why we posed our most confounding communication-related dating questions to three generations of Chicagoans—16-year-old high-school student Tory Moore, 32-year-old online producer Anne Swaney and hip 84-year-old Elaine Fiffer—in hopes of gleaning some timeless nuggets of wisdom.
How much communication should you have with the person you’re dating throughout the week?
TORY I like to talk every day. I like to open myself up, and I find that hard to do if I have limited contact.
ANNE When I’m casually dating someone, I don’t want to talk to you unless you’re calling to ask me out. Don’t shoot me an e-mail saying, “My day was really hard.” Until we’re together, it doesn’t matter. A phone call once a week followed by e-mails and text [in the beginning] when there’s something funny and interesting [is fine]. I would say after a few dates, it’s okay to up the e-mails and text as long as we’re still going out and making phone calls.
ELAINE I guess the nicest way to say it is that if you have something to communicate, then do it. When I was in school, my husband would call and say, “So” [and have nothing to say]. And I’d say, “Sew buttons on eggs.” [But it’s nice] to have someone to talk to about what you did during the day.




It's okay to be a show-off.
With social reading, seamlessly share your favorite TOC articles, reviews and more with your Facebook friends, and check out what they're reading as well.
Share what you want, when you want: Once you've enabled social reading, easily enable/disable sharing anytime.
See what others are reading: With our new social activity feed, don't miss out on what your friends (and others) are reading.