Dating Over 50: What Are Some Early Red Flags to Watch Out For? Candid Advice for Men (and Women)!

Are you new to dating over 50? While it’s important to be open-minded when dating someone new, certain traits and behavior raise early red flags that all men (and women) need to be aware of. Are you receiving (or sending) any red flags? Jonathan Noble, unplugged Divorce Attorney and veteran of online dating over 50, bluntly shares his take on recognizing the early red flags when dating someone new, through the lens of a divorce attorney. Do you agree? Candid advice for men (and women)!


Jonathan Noble is a Divorce and Family Law Attorney, licensed to practice in Pennsylvania and New Jersey. Jonathan focuses his law practice on high asset divorces, business and property valuation matters in divorces, and drafting, negotiating and litigating prenuptial and postnuptial agreements. Jonathan is arguably one of the most loved and one of the most hated divorce and family law attorneys in Pennsylvania. (His clients universally love him!)

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[createone]

My guy drove over two hours to have coffee with me on our first meeting. I was 64 when we met, and we’ve been very happily together for 7 years now. I am a widow, and he is divorced. Neither one of us is high maintenance. Both practical, down-to-earth, hardworking, with separate as well as shared interests.

[angelheart]

I have experienced all of what was discussed . People say dating is numbers game until you find the one . I have stopped looking in line . I am looking for words matching actions, kindness authenticity . I am not wasting any more time looking . I am making myself happy with family, friends, pets etc . If God puts him in my life I’ll know it . I refuse to set my self up again for pain .

[oneordinarycitizen]

During our first date this one woman spent a lot of time saying bad things about her ex. She even told me that she should have burned the house down with him in it! That was somewhat of a red flag for me.

[Abbeyroad]

I always do a background check and make sure a friend knows exactly where I'm going and who I'm going to meet.

[kanishamacleod]

I am a 54 yr old woman who met a 54 yr old man on a dating site. It has been almost 2 months now. We talked on the phone for the first week or so. Then went to dinner at a semi-casual place. He looked exactly like his picture and was sweet and a gentleman. Things have been great and I'm very hopeful that we can continue in a good direction. We are taking it a bit slow for the fact that he was divorced just 2 yrs ago and was married for 26 yrs. I had gotten out of a 6 yr relationship with a narcissist about 2 yrs ago. Dating at this age is definitely more difficult, but it can and will be worth the effort! We have 1 life to live so make the most of it and know you are worth it! 😇

[charlesmorris]

I'm 65 single, And I believe both men and women over 50 have there guard up for disappointment. We need to chill out with each other and give each other a chance to meet and have a relax walk lunch or dinner and sense each other's time as valuable yet an honor to have a chance to get someone to want to know you. Who cares if you had to spend a few bucks or drive a few miles, my goodness!

[johnmagill]

At this point, I find it hard to believe that there are still people who are interested in dating.

[sylviacarlson]

My Sister gave me good advice. On a first meetup, go for coffee/tea, etc. If you go for dinner, you might get stuck with someone you have zero chemistry with. It happens.

[skyepicus]

The HK-O50 (Hunter Killer Over Fifty) will be concerned about how much equity you have in your house, portfolio assets & retirement accounts as well as life insurance. Be cautious. Sometimes "love" is just a prelude to asset acquisition.

[georgerowe]

I'm 54, divorced and was thinking of dating...this video has cured me of that! Time to call up my boys and turn on the PS5 or X-Box

[markg.]

Like almost anything we are trying to attain, FEAR drives the dishonesty. As a long time recovering alcoholic, I have learned the difference between "cash register" honesty, and "rigorous" honesty. As we learn about our character defects, and shortcomings, we become (hopefully) a lot more comfortable at practicing rigorous honesty. As far as carrying that over to dating, and being 65 yrs old, the more honest we are with others, the quicker we can eliminate the nonsense, and focus on a healthy relationship. All the best...Mark

[morestore]

Good to mention, that love bombing is a bad sign of a narcissist. Thanks for the advise!

[grandparedpill]

Everything I was shamed into doing, because I was being too controlling, or two insecure, with the exact things that let my wife cheat on me. I'm out of this game, and the older you get the worse it's played. I am so glad that I am alone. I get to go where I want do what I want answer to no one. I'm living my best life ever.

[TheRonaldbaxter]

I’m pleased to see covert narcissism being discussed on your dating channel and particularly with a divorce lawyer. It is so subtle and nasty and very difficult to spot first time round. I think a lot of the “twin flame” runner chaser dynamic is also entanglements with narcs. If you fall for the love bombing it feels so good….at first! ☠️

[SherryEllesson]

I went on a first date with a man I "met" on eHarmony. He was a retired military physician. When I walked into the restaurant, I would not have found him if not for the fact that he was the only person there! The 20 years between the profile pic and this very different man had take a huge toll, and to make things only slightly worse, he kept answering his cell and texting his son and his ex wife. At one point, I asked if he were a first-responder!

[pandaamachine]

I think it’s wrong to assume the other person isn’t dating - but there comes a point where that question is relevant in the progression of the relationship

[EllieM_Travels]

“Is there anyone else in the picture?” just means are you serious with someone else, am I being pitted against other women like I’m in “The Bachelor?” That is actually a red flag for me, when a man is on a date with me but he’s got another woman, or multiple women, thinking they’re exclusive. It happens a lot.

[alisongreen]

OMG! So refreshing to see an "older" woman who isn't over botoxed, fillered and all that, and has make up that makes her the best version of herself, not a mask that makes her someone else! Looks great but more importantly, looks real! Good to see.

[reginapolo]

Thank you for bringing awareness about the covert narcisists. That was my case with my second marriage. It was devastating.

[missprice]

Fascinating content. I am 73 and have just escaped a narcissist of 37 years. It nearly literally killed me. I would love to date just for the company but it is too late and I cannot trust anymore. Love is a frightening thing.