Hi Neely,

I’m a 25-year-old guy dating a 32-year-old woman. We met, believe it or not, in line at a CVS. She’s a lawyer and very accomplished. I work in sales but am just starting out – I graduated from college a couple years ago. Perhaps my sales schtick helped me get her attention when we were in line together. We’ve been dating for 6 months now, and I’m really starting to fall for this woman. I’ve always been intrigued by older women – I love that they’re more sophisticated and secure (financially and emotionally) than younger girls that I’ve dated in the past. And while I feel I’m falling in love, I’m also not ready for marriage and certainly not children, but from certain things my girlfriend has said in passing, I can tell she may want to move along quicker. What do you think I should do? I don’t want to lose her but I also don’t want her to feel like she’s wasting time with me when she might be able to find a man who can give her what she needs in the next year or so.

Dating older woman, Boston

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  • 30 seconds: Congrats on falling in love! It’s the best feeling in the world, but I understand why you’re conflicted.
  • 48 seconds: Tip #1 – Tune in to hear what I have to say about choices and responsibility in this kind of a situation.
  • 1:15: Tip #2 – Tune in to hear what I have to say about having a conversation with her about why you’re conflicted.
  • 1:40: Tip #3 – My advice on how to look at your feelings and how to go from there.
  • 2:25: Tip #4 – What you may (or may not) be feeling 6 months down the road and how that may change your perspective.
  • 2:50: Tip #5 – Tune in to hear what I have to say about making compromises in relationships and how to decide if this is the road you want to or don’t want to take.

About The Author

Neely Steinberg is a Blast correspondent. Follow her on Twitter @NeelySteinberg She answers your dating/relationship questions in her Blast video advice column MP4 Love.

2 Responses

  1. Lisa Jey Davis

    I agree with Neely! As always. The main thing I think is that women need to relax. even at 33. Unless her doctor somehow told her it’s a ticking time bomb and she better move along… then in that case, you have some information to set the stage for a qualified decision. Most of this – is on HER – but what’s on you equally or even more so is the need to communicate. Get on it. 🙂

  2. Ms. Cheevious

    I can speak from experience as the older woman… at least plenty of younger guys tried to date me when I was first single after my divorce at 35. Although in my situation, I didn’t WANT to have kids, but I wanted a relationship. So, in that sense it got in the way often, because I wanted the depth, with no desire to have more kids, but I knew most younger guys would eventually want kids. The difference? I chose not to even date younger guys because of it. You’ve got to discuss it with your lady and see what she’s really thinking and where she’s at. Period.


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