Dating A Separated Man: How Long Should You Be Patient?

Not sure on this one – I think I would but like another lady said I’d have to be very sure they were completely over and know what their current relationship was like if they had kids. That millions of divorcees confront as they’re getting back out into the dating scene. Then again, just because we have a thought doesn’t mean that we don’t have equally contradictory thoughts.

If you want to move on and date again, you need to be ready to finalize the end of your marriage. It’s difficult, but if you’re both sure reconciliation isn’t possible, it’s the only logical step. Then, you can start dating while legally separated. You need to step back if you answered yes to any of these questions, which are huge red flags.

In fact he stopped communicating with the children almost a year ago and we have not spoken on the phone or texted in 2 years. He’s digging his heels in and it’s all about money. I do not feel married in anyway shape or form. This could go on for who knows how long if he keeps changing attorneys. Am I supposed to sit here alone while the courts move at a snail’s pace? In a situation where there has never ever been an ounce’s talk of reconciliation for more than 2 years I think it’s safe to date on both sides.


It worked out in the end and we are all friendly with each other. As it turns out, he has the best case that you could ask for; a tight knit, supportive family, a good job, friends and support system. It sounds like you’re going through a lot. And it sounds like a very volatile situation that he is in. I can see why it would be confusing as to what to do.

Where is he in the divorce process?

Some relationship experts recommend only seeing each other once or twice a week anyway in the early stages of dating. But you need to ask all the important questions. If you’re anything like me, then you may have a tendency to try to play it cool at the beginning of a relationship so you don’t rock the boat.

Regardless of what he SAYS, most men who are separated are not ready for a new serious relationship. If you’re OK with casual, which means you’ll see each other whenever and not every weekend, then it might work. Are you the only person he is seeing, or has he kept his options open? Before committing to him, ensure that you both share the same view on the relationship. He should not be going on dates with potential partners if he sees you.

Even the separation document wasn’t made up by any lawyer – they both made it up. He revised the papers a year ago to change his arrangement with the kids. Finally 2 weeks ago he gave her the papers again and now the excuse I’m getting is, “Oh she says we should see a lawyer to write it up. I’ve warned him and warned him that I’m not going to wait anymore. He thinks I’m bluffing cause its been 4 years. I’m getting to the point I just want to pack up and leave and I think of this daily.

mistakes people with low self esteem make in relationships

Most of the men you will meet will likely have only been in a marriage once, mainly if you are dating in your 20s, 30s, or 40s. Dating a separated man with child custody commitments adds another layer of consideration when deciding if dating a separated man is right for you. The answers to these questions may signal that this separation is not severe or permanent. He may not want things to change if he hasn’t even moved out for a trial period. You will know if it feels right to be with him or her.

Dating a separated man is a journey with more than its share of complications, so it’s best to take things slow and give him plenty of time to deal with his emotional baggage. That way, you’ll have an opportunity to find out if he is truly ready to make an emotional connection with you his priority. If his spouse ended the relationship, what are his feelings about how it ended? A man in those stages is in a fragile, unstable place.

He texts me on daily basis just a simple “hows your day” something like that when we don’t see each other. I don’t know if he is stringing me here or not. Yes, I knew that dating a divorced man with two children might be complicated, but just knowing that he did want to have more kids meant overcoming the first hurdle of considering a relationship with him. He hasn’t tried kissing me and I reached out to hold his hand on date 2 as we crossed the street… We held hands again yesterday and I initiated that again…. Part of me wonders if either he’s not attracted to me like that???

This means there isn’t really a “one-size-fits-all” answer to how long it takes someone to heal after a marriage ends. Let me break down what he really means by “serial monogamy” and wanting to “date a lot without being a jerk” and what this tells us about his readiness for a relationship. And so…I decided to come up with my own response to his question in the form of an article for my readers. We’ve all jumped into a new relationship before we were ready and most of us, at some point or another, have been someone else’s rebound relationship. % of people told us that this article helped them.