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Posted

I am 55. My son is dating a girl and they have been together for about three years. I have met and spent a little bit of time with his girlfriend’s mother and I find her very attractive. Would it be completely crazy to try to ask her out on a date? The woman is about my age and has been widowed for close to 10 years.  

Posted

Nothing wrong with it…but your son probably won’t like it.

Posted

Not weird per se, but the potential for ugly complications is too great to go there. Remember most people aren’t a good match for a relationship. So chances are you and the mom won’t work out. If you ask her out and she’s not interested how does that trickle down to the kids?

Posted (edited)

First up, your son is the one you should be asking.

It did happen in my family that two people got together and their parents also got together.  This in itself is not weird.  But I very much agree with @Weezy1973 on complications.  It could get really awkward for all concerned if she says No.  Or if she says Yes and then either the kids or the two of you crash and burn it will be unfortunate having to still be in contact with the other family.  

Has she given any indication that she's interested in you?

And what of the woman on match.com who was showing much interest in you just a few days ago?  

Edited by basil67
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Posted
9 hours ago, jdesey said:

. I have met and spent a little bit of time with his girlfriend’s mother and I find her very attractive. 

Does your son think it's "too weird"? Ask him about it. Not asking permission but getting his take on it. Maybe he'll enlighten you that she has a BF or he thinks it's creepy. Start there.

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Posted (edited)

Ya I agree with the others, there should be a discussion between you and your son. IMO it would be like dating coworkers....if things go sour it will have an effect on everyone else around you, creating a possibility of a hostile enviroment.....like at family gatherings for the holidays, conflict between your son and his future wife, etc. So I wouldn't go there.

Edited by smackie9
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Posted

I wouldn't think it's a good idea, no. At your own discretion and upon discussion with your son. I lean towards the idea that loved ones of friends and family are off limits when it comes to those kinds of close relationships (parent of, sister of, brother of etc.)

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