Questions of Time

I dated a guy in college and we reconnected ten years ago, both of us in relationships. We built a nice friendship over the years and now both of us are single. We’ve hung out a few times recently and there was definitely a spark, but I’m afraid to pursue it because I don’t want to screw up the friendship.

It’s always a risk when converting a friendship to a “love-ship”, but it doesn’t necessarily have to end in tragedy. Continue spending time with him and let nature take its course. Communication in any relationship is key, and communicating your desire to never compromise your friendship will most likely be met with resounding agreement. If you mutually want to test the waters, agreeing that your friendship will remain intact will be the first exercise in open and honest communication as a couple… and that’s a great place to start!

I live a happy single life with lots of friends, activities and a job that’s great. I would like to be in a relationship again, but the dating thing is tedious and takes up time. I’m having a hard time justifying the time investment in dating.

Dating certainly requires a time investment, but overall it should be a fun venture. Even with a bad date you can learn something and find some humor. If a relationship is truly something you want, then investing the time in pursuing it should be a no-brainer. When you’re truly ready, time will be the last thing on your mind.

I met a guy on an app and we’ve talked on and off for a year. Whenever one of us suggests getting together, the other typically is out of town on business or booked up. Should I give up on meeting him?

Timing is everything, so perhaps the timing is right for a meet-up. If you’re BOTH serious about meeting in real time, you’ll make it happen.