Posts tagged Dating advice
What to do when mom doesn't approve of girlfriend

Dear Lori and Jeff,

I’ve been dating my girlfriend for about two years and I think I’m ready to make a deeper commitment. We enjoy our time together, have a lot in common and have a good balance with time spent apart with our careers and individual interests. The only problem is that my mother can’t seem to accept her and approve of our relationship. She says things like, “Are you sure you’re ready to settle down?” and “Do you really think she’s the one?” but I suspect it’s more about the fact that she thinks my girlfriend isn’t good enough for me. She has recently started making subtle comments in front of my girlfriend. I feel really awkward when this happens so I try to just brush it off, but my girlfriend has gotten upset with me for not standing up for her. She says I need to resolve this issue before we move forward with our relationship. I feel stuck between the two most important women in my life. What can I do?

Signed, Rock And A Hard Place

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How to know if a relationship is moving too fast

Dear Jeff and Lori,

I'm struggling with letting my guard down in my current relationship. We were both recently separated from our spouses when we met, and he moved in with me very quickly during the first COVID lockdown. Both of our marriages were unhealthy, and I moved quickly to file for divorce. My partner, however, has a son who has been very open about his disapproval of his dad’s choice to leave the marriage. My partner says he is fully committed to me and has proposed, but is afraid that filing for divorce now will sever his relationship with his son. I also know that he’s in regular contact with his wife, and that she still wants to make the marriage work. I feel so insecure right now and keep asking him to finalize his divorce. Am I wrong to feel this way?

Signed, Insecurely In Love

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Age gap in dating: what's too old?

Dear Lori and Jeff,

I’m 36 and think I’ve finally met the man of my dreams. He’s handsome, kind, funny, sensitive, has a great career and knows what he wants in life. The only problem is that he just turned 50 and I’m worried that our age difference is going to be an issue further down the road.

Signed, The Younger Woman

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Avoiding dating because afraid of making the same mistakes

Dear Lori and Jeff,

I quickly fell in love with my college sweetheart and we married right after we graduated. The marriage slowly deteriorated and we hung on for much longer than we should have. We finally ended things and I’m now a year out from the divorce. I feel like I’m ready to meet someone and have been dating for the last few months, but I’m so overwhelmed. I’m afraid if I connect with anyone I’ll fall too fast and make the same mistake again. So after a few dates I’m finding myself pulling away or coming up with excuses to cut it off. I really do want a relationship, but won’t let myself get attached. Please help.

Signed, Once Bitten

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If chemistry is missing, speak up

Dear Jeff and Lori, 

I’ve been dating a woman for a few months. We met at work and had just been friends for a while before we started dating. I wasn’t that attracted to her physically, but she continued to push for more. As time went on, I began to enjoy her company, and it evolved into a relationship. I’m struggling because at this point, I still don’t feel a real spark, and I find myself attracted to other women. I don’t want to hurt her, but am certain there’s not a long-term future for us. Should I just tell her I’m not ready for a serious relationship?

Signed, Looking for the Right Words

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Catching A Unicorn: Is she out of my league?

Dear Lori and Jeff,

I recently met a woman who may be the "one." She is kind, beautiful and independent with a promising career. The only problem is I'm starting to think she's too good for me. I'm worried she'll eventually realize she can do better and want to move on. I find myself increasingly on edge, constantly trying to analyze what she's thinking and where I stand — things I've never really done before. How do I navigate this situation and not lose the woman of my dreams?

Signed, Maybe Not Enough

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