Dear Steve,
I recently met a lady where I used to work. From day one, before I left that business for another opportunity, I knew she was attracted to me, however there was something that seemed a little off. Fast forward a couple of weeks, and after a long conversation, I found out she had lost her husband about two years ago. One of my previous coworkers always spoke very highly about her, and I decided to give her an opportunity.
Here's my problem: I’m a little scared and anxious. I've never been in a situation where I've dated a woman who's lost a significant other, let alone a husband. I'm being very cautious with my own feelings, knowing her current situation. I waited a couple of weeks to finally have a conversion with her about what's going on and I admitted I keep asking myself whether she's really ready to move on.
She expressed her feelings toward me and let me know that she truly feels like she IS indeed ready. And in my opinion, she wouldn't have asked me to date her if she were not ready. I never want her to erase that part of her life, but my concern is that I don't want to be anyone's shoulder to cry on or have her compare him to me. I'm open-minded and willing to talk about him whenever she needs support. Ultimately, should I give this lady an opportunity?
Signed,
Ready To Step Into the Water
Click here for my reply, which aired this morning on FIRST SPORTS!