I always feel a little goofy giving interviews to members of the media (I’m usually the one asking questions), but I got an interview request the other day that was actually pretty fun. Phillip Milano, who writes the “Dare to Ask” column for The Florida Times-Union, wanted to know if I would be his “guest expert” for the week and answer a question from a 36-year-old Jacksonville, Florida man. The guy’s predicament?
I’m 36 and just broke up after three months with a very sweet 20-year-old, Michele, who was simply too young for me. … Her mother, Linda, is 37, divorced and as sweet as her daughter. I know Linda is very attracted to me, and though I think we’d make a great couple, we haven’t said anything yet to Michele … Is it wrong for me to pursue Linda now that my relationship with Michele is over?
That’s right, he wanted to know if it was kosher to date (and do) the daughter and then turn around and date (and do) the mom. Call me old-fashioned, but I thought this was a little over the top (here’s a link to the column with my suggestions for Doug, the dating machine). Seriously, who’s next — Grandma? Great Aunt Ethel?
The guy’s question did get me wondering, though, as to how many people find themselves in the same situation. I’ve never been attracted to more than one member of a family at a time, but way back in high school, I had a girlfriend who dated two brothers. Of course, in her situation, she did it accidentally, i.e., she thought she was dating the same guy (they looked alike, okay, and, yes, there was some alcohol involved).
How about you? Have you ever fallen for some older guy and then found yourself making goo-goo eyes at his 20-something son? Or started dating a woman and then realized you liked her sister better? If so, what happened? Did you ignore your feelings of lust? Pursue the forbidden fruit? Personally, it seems better to move on than risk a huge family feud, but maybe there are circumstances where it’s all worked out in the end. Whatever the case, sounds like the makings for a hell of a family reunion.