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You are here: Home / Dating / Dating After Divorce: 7 Types of Men You May Meet

Dating After Divorce: 7 Types of Men You May Meet

April 29, 2014 by Andrea Clement 13 Comments

by Andrea Clement Santiago

Pretty Woman Raising EyebrowsI thought dating the first time around was challenging. Then I got married… and subsequently divorced. Dating after divorce presents another whole layer of complexity and potential conflict. Post-divorce, everyone is hardened by whatever their first marriage(s) wreaked.

If you’re a divorced woman and you think men will be more mature, more settled, or more conducive to a committed satisfying relationship… guess again! They’re the same boyish rogues they always were, now with graying hair and aging bodies, worn from carrying baggage over the years.

Twenty years after my first round of dating, post-divorce dating has been a whirlwind, but I decided to hold my breath, close my eyes, and jump right back into the pool, because I figured I had nothing to lose.

I was wrong. One could lose their mind if not careful and discerning.

Here’s what my friends and I have learned, to date.

The One with the Psycho Ex

No matter how nice he is, if your man’s ex-wife inserts herself into your relationship, you’ve got big trouble. The psycho ex may stalk you, harass you, or involve his kids in sabotaging your romance. Often, she’s still in love with this guy and perceives you as a threat, trying to steal him back through they’ve been divorced for years. The key to navigating this scenario is to observe how your man acts when his ex’s unacceptable behavior occurs. If he takes a strong stand and takes steps to put a stop to the behavior, you may have hope. If he throws up his hands in surrender, and lets it all continue – face it, you’re doomed. There is no reason you should have to endure a meddling, intrusive ex-wife.

The One seeking a Mom for his kids (and not much else)

This one strategically includes heartwarming photos of his kids on his online dating profile. It’s almost as if he uses his unsuspecting offspring as the bait to reel nurturing would-be mothers into his plan. He may even initially act as if his search is all about you. But it’s not. It’s about him. He’s stressed about being a single Dad and it’s eroding his golf game and severely cutting into his hunting time. He’s a bit rarer than other types, but easy to spot with full or primary custody of his children.

The One who’s half your age

Ah, the cougar life. It’s not for me. But to the cute, perfectly toned, sweet little 22-year old who begged me to go out with him: Thank you for making my day. I’m flattered, but no. What could we possibly have in common? What would we talk about? As this adorable young man, (who could be my son), looked at me with his big puppy dog eyes, I tried to envision dating him. I couldn’t even get through the first imaginary date, but he had already lost me at “I work at Best Buy.” When did twenty-something men dating forty-something women become a “thing” anyway?

The One who is still married

This may be the most depressing of all the types, also known as “the one who will make you lose all faith in the institution of marriage, if you didn’t already lose it in the process of your divorce.” One thing that surprised me: so many married people cheat. Once I was divorced, I became everyone’s sounding board for their marital woes. Scores of women have confessed to me that the marriage I see played out on Facebook is a sham – a fake. Many are living separate lives behind the scenes of their publicly perfect union. “You are so lucky,” they tell me. “You got out.” And I’m left wondering – Is anyone happily married anymore? Meanwhile, married men came out of the woodwork looking for a fling and often passing themselves off as single. It’s easier now with Facebook and other technology. And if they say they’re “separated” or “in the process of getting divorced,” stay far away. This one is never leaving his wife.

The One who won’t commit… to anything… ever

Man with Confident SmileThis one is self-explanatory. He’s a playboy, a barfly, and is easy to identify. He often dates much younger women. He may have even been married more than once already. The good news is that he is so committed to being non-committal that he will even tell you up front that he isn’t looking for anything serious. Words of advice: he means it! Yet even with explicit warnings straight from the horse’s mouth, as women, we tend to hear what we want to hear. When he says “I don’t want a serious relationship,” we hear “I don’t want a serious relationship… until I find the right one…which could be you.”  But you can never be The Right One for this guy, so get out while you can or prepare to have your heart broken.

The One you dated in school

This phenomenon seems to have grown in popularity thanks to Facebook and other online technology. It’s much easier to get in touch with former classmates or old boyfriends, and to go back in time by re-connecting with people from our past. Based on my own observations, this type of connection can often produce good results. I know several women who returned to high school and college loves with what appears to be a good deal of success. For others, a blast from the past seems to satisfy some nostalgic yearning or revisiting their youth, but that’s as far as it goes. After experiencing the trauma of divorce and the drama of post-divorce dating, the comfort of familiarity can be refreshing. However, be mindful that much could have changed over the years, and also why you didn’t “make it” in the first place.

The One

This is the one that makes you stop seeing all the others you’ve encountered to date. He makes you forget all the others who have you shaking your head. He’s the one who finally makes sense after all the insanity you’ve endured as a dating divorcée. The One loves you unconditionally, suits you in the ways that matter, fits you – with your eyes wide open, and makes you wonder why you’ve wasted time dating any of the others! It may take months to find him or it may take years. Even his baggage seems to complement yours – a matching set, for better or worse. So if you’re lucky enough to find The One, hang on tight – there is likely only one of him!

Have you encountered any of these types of men in your post-divorce dating experience? Which one(s) would you add to the list, if any?

© Andrea Clement Santiago


Andrea Clement Santiago is a career advice columnist, writer, and communications professional with a background in medical sales, training, and healthcare recruiting. She is the Guide to Health Careers for About.com. She has contributed to books, journals, websites and has made media appearances on television and radio. Visit her blog, No Parents No Problem. Follow Andrea on Twitter at @AndreaSantiago, or connect with her on LinkedIn.

 

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Filed Under: Dating, Life After Divorce, Relationships Tagged With: Andrea, dating after divorce, dating over 40, dating younger, infidelity, life after divorce, older woman younger man, online dating, Relationships

Comments

  1. Nicki says

    April 29, 2014 at 11:56 am

    I couldn’t get past the second paragraph without laughing out loud. What about the one who is sure after a two hour dinner date you are the one? Seriously, what do you know about me after two hours?

    Reply
    • D. A. Wolf says

      April 29, 2014 at 8:58 pm

      There’s the semi-stalker after one date, too, Nikki. Very creepy. Then again, how about a 7-hour first date – with aura? 😉 You never know…

      Reply
  2. Andrea Clement Santiago says

    April 29, 2014 at 12:21 pm

    Thanks, Nicki! I’m glad you enjoyed it! I love your addition to the list – I think I dated that one BEFORE I got married, too! 😉

    Reply
  3. Cathy Meyer says

    April 29, 2014 at 5:22 pm

    The one who was half my age wasn’t bad. A lot of fun in fact! We didn’t do much talking 😉 The “One” was perfect until he suddenly died on me. There hasn’t been another since. I’ve taken myself out of the game. Too old to be bothered by those who fear commitment, need a mother for their children or have psycho exes.

    Although, there is a guy I went to school with that has been on my mind lately!

    Reply
    • D. A. Wolf says

      April 29, 2014 at 8:55 pm

      Hmmm… Is there a story to be told here, Cathy?

      Reply
  4. Curtis says

    April 29, 2014 at 8:41 pm

    Andrea, good article and there are more like the one that never grew up, closely related to the one that does everything with his college buddies (and not partner or children), the one that escapes to work/fishing/hunting/etc., the addicted one (to many things or behaviour), etc. that are not a good fit for most people.

    Nikki, I am embarrassed for my gender. Why is it never the woman that says or thinks you are the “one” in the first date or 10 minutes? This is both sad and scary.

    Finally, I was also shocked at the number of people involved, and the breadth and popularity of infidelity. I was more surprised at the number of woman, which my female friends and family wrongly believe is minimal. I lived in a Pollyanna of a good environment growing up and success in all levels of my life that led me to believe we should work hard, mean well, tell the truth, be honest, care, be empathetic, loving and giving and it all works out.

    Wrong. I was disappointed by my own partner, people I respected and/cared for, and society in general. Hence I am largely avoiding the whirlwind and perhaps losing my religion.

    Reply
    • D. A. Wolf says

      April 29, 2014 at 8:55 pm

      Curtis, You’ve read between the lines in my own story… the many years since divorce, and many years alone. I have found that there are some wonderful people out there, not necessarily where you expect, in the package you expect, the age you expect – but with the heart, character, and openness to enrich our lives. For as long as they do, and we do.

      Reply
  5. D. A. Wolf says

    April 29, 2014 at 8:58 pm

    What a great (and entertaining) post, Andrea. Thanks so much for sharing this here!

    Reply
  6. Toni Langdon says

    May 21, 2014 at 4:28 pm

    Great article…spot on! Glad you included “the one” Sometimes it seems hopeless! 🙂

    Reply
  7. Diana Prince says

    July 17, 2014 at 4:47 pm

    Aww, cute post! What about a few others: Mr. Self Involved and The Godless Guy (whatever one’s thoughts on religion, men who do not believe in a higher power tend to lack empathy and accountability… at least from my encounters).

    Reply
    • D. A. Wolf says

      July 17, 2014 at 5:03 pm

      Good ones, Diana Prince!

      Reply
  8. RgolTN says

    May 14, 2015 at 12:40 pm

    I wonder how many women who read your posts will admit that The One is none other than their ex. Sure, at the time, they felt differently about him; getting divorced was what they believed was the right answer and they ‘got out’. Yet, years later, they have not found The One and realize that all the stuff they blamed him for was really their own sh*t and wish they could be together again.

    I am sure the majority of women here will respond to my post with all kinds of the bad things about their lousy, cheating, ‘loser’ ex’s and how life is so grand being on their own and doing what they want to do.

    However, given my conversations with numerous divorced women (and men) 45+, my gut tells me that the percent of those divorced who secretly wish they were still married to their ex is far greater than we think – or they will admit.

    Reply
    • D. A. Wolf says

      May 14, 2015 at 2:26 pm

      Rgol, This particular post was written by a guest and not me. That said, what the years since divorce have taught me is just how individual each marriage story — and divorce story — can be.

      Moreover there is an assumption in your remark that it is the women who wanted out of the marriage. That is certainly not always the case. I also like to think that the readers here are more open-minded than to judge your comment.

      My personal feeling is that often, one person doesn’t want the divorce and simply has to come to terms with it anyway, eventually, for better or worse.

      Then there is the issue of what is ‘best’ for the children. That too, a tough call and situation-dependent.

      I do wish we all were less inclined to believe the grass will be greener elsewhere, as the saying goes.

      Reply

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