Dating a Divorced Man? Here’s How to Make It Work

Does the thought of ex-wives and small children almost send you running for the hills? Don’t worry, here are 10 tips on dating a divorced man that will get you through those uncomfortable moments.

In this day and age, it isn’t at all unusual to find yourself dating a man who is divorced. With people getting married younger (have you ever watched “16 and Pregnant”?), people are also getting divorced younger. This leads to plenty of good-looking, eligible men on the market who have a past.

Of course, we all have a past. However, there’s often a stigma that comes with the word “divorce”. Many people, men and women, assume that when someone is divorced they made a lousy spouse. As a double divorcee, I can tell you that yes, there were times I made a lousy spouse, but there were times I was the perfect wife! I just married the wrong men.

Which leads me to my point.

Just because a man is divorced doesn’t mean he’s a bad man. My mother always says, “One man’s trash is another man’s treasure,” or, more delicately, just because he wasn’t right for one woman, doesn’t mean he isn’t perfect for you!

Still, dating a guy who’s been divorced, just like dating a woman who’s been divorced, does come with a certain amount of baggage. It also comes with a few things you’re going to have to accept without conflict. Here are the 10 most important tips for a smooth relationship with a man who’s been divorced.

#1 Don’t Think About it

Rear view of a couple relaxing on bench under Brooklyn bridge

Don’t let the word “divorce” bother you. When visions of your date as the assh*le husband dance through your head, just remember that divorces are rarely any different than the break-up of any other really long relationship; they’re just more expensive.

You can’t imagine his ex-wife as the bitchy, nagging psychopath either. Remember, ladies, there are three sides to every story: His side, her side, and what really happened. Don’t judge their relationship; it isn’t yours and therefore, it really isn’t any of your business. You wouldn’t want him judging you based on your ex-boyfriend, would you? Probably not.

#2 Accept That He’s Been Through the Wringer

Divorced men usually have a different air about them than men who have never been married. These men are often more mature and less likely to play head games with you (which is exactly why you want to date him!). However, they also come with, I’ll say it again, a little extra baggage.

Divorced guys have gone through a lot. They’re not going to be the party boy you might be used to, and they’re not always likely to put up with women who need to know their every waking moment. Go easy on him.

#3 Go Slow into the Relationship

Speaking of going easy on him, you also need to move slowly in this relationship. If you’re dating a man who has been divorced, chances are he’s had his heart ripped out by someone he held dear. That usually means he’s not going to be in any rush to have it happen again.

If you’re looking for the kind of man who’s going to say “I love you” at first sight, you’re dating the wrong guy. Divorcees tend to take things slow, and with good reason.

This also means you can’t jump into a “relationship” with him. In other words no making room for his toothbrush or giving him his own drawer yet. This guy will need some time to adjust to the idea of a serious relationship.

#4 Don’t Talk Badly About His Ex

Couple standing on pier looking out at sea

Maybe you’ve met your boyfriend’s ex-wife. Perhaps you were well-prepared for a few snide remarks or some dirty looks thrown your way. Good for you! On the other hand, did his ex throw you off kilter by being a complete psycho bitch? Were the live images of her personality even more terrifying than the ones you imagined? Did she make you want to strategically throw something across the room at her oversized head?

If so, you’re not alone. There are many women out there who find that the ex-wife isn’t always the cool and down-to-earth person they hoped she’d be.

No matter how you feel about his previous squeeze, you can’t let on. Now, I’m not saying to spare his feelings because he loved her once and blah blah blah….no. You’re not going to talk badly about his ex because you don’t want your relationship with him to be based on how much you both hate her!

So, aside from being the “bigger man” in the situation, and in spite of any feelings your guy might have towards his ex, you have to be cool so she isn’t interfering with your relationship (and yes, even unknowingly being talked about behind her back is a form of inadvertently interfering in your relationship).

#5 If He Has Kids, Don’t Meet Them Right Away

The best advice I can give you when dating a divorced dad is to wait a while before meeting his kids. Even if this guy wants to be with you for the rest of his life, his kids might not be ready for it.

Also, if you and his children get along too well too fast, and then you and this guy break up, it will be devastating for the children (it’s their parents’ divorce all over again). Don’t meet the kids right away; give the relationship with you and your guy time to bloom first.

#6 When You Meet His Kids, Be Prepared for the Worst

Most divorcees come with miniature versions of themselves. It’s cute when you think about it. Here are these little people with half your man’s DNA. It makes you want to squeeze them and go all doe-eyed, doesn’t it?

Well, don’t. Not yet anyway. His kids might look like him, but they’re still their own little people, and those people have feelings. Most of the time, it’s pent up hostility at their parents’ divorce. I can tell you that the kids are most willing to take out their pent up anger on you…the innocent new girlfriend who just happens to be proof that dad isn’t getting back together with mom.

Yeah, did you ever watch “The Parent Trap?” Don’t you remember how the twins acted towards dad’s new girlfriend (even though the new girlfriend was hideously rude and had a genuine dislike of kids…that’s not the point)? My point is, you will be the enemy for a good long while, so enjoy NOT meeting the kids for as long as possible.

#7 Don’t Try too Hard with His Family

family in the mountains by car

Speaking of kids, it’s important not to try too hard when you meet his children. There’s no need to bring toys and shower them with gifts and over attention. Kids smell fear. If you’re trying too hard, they’ll know you’re afraid that they will dislike you and ruin your chances with their father.

While your fears are recognized by every other woman in the world dating a divorced man, it’s still not a good idea to be overzealous when meeting his kids.

The same goes for anyone else in the family. If you meet his parents, his brothers or sisters, his best friend even…be calm and be yourself. You have no idea if these people liked his ex or couldn’t stand her, but you don’t want to be compared to her. Don’t overdo it.

#8 Stand Your Ground With His Ex

Now comes my favorite part. Let’s say you and your guy are getting along fantastically! Now, let’s assume his kids adore you and everything is going great. What’s there to fear now? His ex. It’s a rare thing indeed when an ex-wife can be nice to a new girlfriend. In fact, the better you get along with everyone else, the more likely the ex is to hate you for it.

There may come a point when you have to stand your ground. Perhaps his ex is trying to tell you who’s boss in HIS house, maybe she’s trying to talk badly about him, or butting into your relationship. While I did suggest you not talk badly about her to your guy, I never said you couldn’t give this woman a piece of your mind!

If you have any reason at all to defend yourself and your position in his life (or to guard yourself against snide comments such as, “Oh, his last girlfriend was much thinner and younger than you”), do it. Don’t be afraid to tell this woman your relationship is none of her business and to tell her to mind what she says. Playing nice isn’t always easy, and sometimes it isn’t the right thing to do, either.

#9 His Schedule May Change, be Ready

One of the things you have to understand about dating a divorced man is that his schedule might change at a moment’s notice. You could be sitting in the middle of a five-star restaurant, sipping wine and eating escargot, when he gets a call from his ex that one of the kids is sick and he needs to babysit the others so she can take the kid to the emergency room.

Or, it could be a rescheduled football game night and he has to cancel your date so he can go see his son’s game.

Whatever the reason, you ought to know that divorced guys have a lot of schedule changes. You have to be prepared for instant changes of plan.

#10 Accept That You will Never be Number One if He Has Kids

dating a divorced man

Any good parent will put their kids first. If your guy is a good parent, his children will always come before you. In fact, you should appreciate him MORE because he puts his children first; it shows you what kind of man he really is.

Don’t be upset that you’ll never be number one in his life. It’s just a fact. Be happy that you’re dating the kind of man who is still a man and knows how to take care of his kids. Be thrilled you get to experience those moments with the kids with him.

Dating a divorced man can be somewhat frightening if you’ve never been divorced. The idea of a ready-made family isn’t always an easy idea to wrap your head around. But there are things a divorced man will give you that any other man won’t.

Divorced men understand all your womanly moods (he’s been married, he’s seen them all), he’ll be respectful of your need for personal space (after all, he probably needs space, too), and he’s going to be much more emotionally mature than the rest of the guys out there.

Divorced men make better husbands, they are often excellent lovers (one of the benefits of having a wife who trained them already), and they’re actually good men with good hearts. They don’t want to play games with you and you will find that you have a lot of respect for the divorced guy you’re dating.

These 10 tips on dating a divorced man will help you through those first few months, and help you deal with the ex-wife and settle in with the kids. Ultimately, you have to decide if he’s worth it. So tell us, is he worth it?

About the author



Just another hard working mom who loves her kid, loves to write, can’t cook, and has a thing for tentacles! When I’m not hanging out with my Spawn, I’m happily sharing my dating experiences and offering advice and trying to control the chaos that comes with being human.


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  • I’ve just started to develop some interest with a divorced man and was just reading up some articles (guilty!). We’ve been working at the same place for the last year, but not really interacted much. Recently he started going for runs and I instantly noticed him getting fitter and fitter, but there was that ring that put me off. I knew something was wrong with his marriage as he did not bring his wife to the 2014 summer party and there were some rumors, so we were never sure. I started to befriend him in the past few months and now we train together some lunchtimes, we started chatting online at work, but I still don’t know if he is just being really friendly or trying to get close. One moment I think it’s going somewhere, but the next it’s very casual…being busy affects that as well..a lot. We did not exchange numbers or anything. I noticed a week ago that he does not wear the ring anymore. There is 20 years difference (he has 3 children) and I really really like him, so I really hope by taking slow baby steps and keeping to the rules above, we will end up together. :)

  • I think this will really help me its been over a year and I’m finally getting over the fact that he’s married. New beginning with him. I’m pregnant and we got a new house. So to a fresh start. ?? thank you!

  • I thank you for the post! Its guide me so much! I fell in love with a divorced man with 1 kid. I just felt all the same what explained above. . . He is so mature thats why he won my heart .. ♡ i love him very much …

  • I have been seeing this really gorgeous 35yr old divorced dad of 3. Its been the best 2 months of my entire life. I just have a lot of reservation and fear. He is very kind and sweet. But the thought of meeting his kids scares me. What if I want to have my own kids. Won’t we have a divided home?? I have met people my age with step moms they never have anything good to say about them. I really like him and I want try. But he seems so guarded and won’t say anything about his past or the reason for his divorce

  • recently i started dating a divorced father i have known for a few years.The 2 times i have been with him hes always checked his mobile for msgs and calls from his kids.when im at his place he said to me if his kids want to come over i have to leave so his kids dont tell his ex about me.Hes hiding me so he doesnt get hassles from his ex.Is it fair for me to be treated second rate compared to his kids but treats me with an interest when his kids arent in contact with me.He talks badly about his ex and gets pissed off that his kids are bratts when they are with his ex but i said nothing.i dont want to get involved with his bratt kids or his not afraid of his ex but is it fair to treat me second rate with no apology?

  • I never thought before that I could actually be involved with a divorced guy, but I met this guy and he is sweet, mature, smart and very understanding he is divorced with one kid. Am just worried that I will always be second in his life, that his family and friends will never really accept me.

  • Gosh I wish I would of read this article before I started dating a newly divorced man… I have been dating a man alomost three years now and when we met I had no idea he had only been divorced for barley two months. I thought oh I can handle dating a divorced man I survied my parents divorce so who better to date this man but me… I got this! LOL! I was so clueless… Some things I have done right but so much I have done so wrong… When we first met these two were so still connected in so many ways. They might of been divorced on paper but they were still connected as a married couple for example they were on the same car insurance policy… cell phone plan… same bank accounts… She told him write a check out to her and he did just that no questions asked… he was still her personal ATM machine. But I told him you two arfe divorced … you need to disconnected from her to be with me… so he did start to cut the ties that connected them… Here we are three years later and he is still on the joint mortgage to the house that she lives in… that connection is ruining his credit. The court ordered her to refinance and she never makes the house payments on time she has done three loan modifications in three years. He refuses to report her actions to the court and he refuses to file bankruptcy. He can cut this last tie but he refuses. I have wrote done a date that he is unware of if this last tie is not cut by that date he will have to exit my life… I have no future with a man that refuses to disconnect from his ex… Now his two older kids that are 19 and 22 have disowned their father because he stopped being their personal ATM machine. These kids not once bought their Dad a birthday gift… xma gift or fathers day gift not even a text message… but he continues to text them send them gifts. Then the baby moma dram he and I go through over his 11 year old daughter is not easy on our relationship… His ex is narcisstic and that I have learned to deal with. If we stay together I’ll be shocked… for it’s so hard to date a divorced man I wished I knew what I know today before falling madly in love with this man. Everything that is mentioned in this article is so true follow it word for word…so if you are even thinking about dating a divorced man or woman you will be happy that you read this article… plus if the person has children… you better really think about it because it’s so rough… the truth is you will never be NUMBER ONE IN HIS LIFE…. HIS KIDS WILL and that is the truth! I wish I would of found this rticle long time ago… so many time I just want to run away so fast.