Dating A Married Man? 18 Things You Need To Know

Dating is hard enough, but when you find yourself in a relationship with a married man, it brings a whole new set of challenges and complications. From the secret meetings to the emotional highs and lows, the dynamics are unlike any other dating experience. It’s not just about stolen moments or thrilling secrets; it’s about navigating a maze of emotions, ethics, and societal judgments. Here’s what you need to know.

1. It’s not just about two people.

When you’re dating a married man, you aren’t just stepping into a relationship with him; you’re stepping into the complex web of his existing life. That means his spouse, children (if he has any), extended family, and even friends. These relationships, full of history and emotional baggage, will constantly shadow your own.

While it might feel like an intimate connection between just the two of you, remember that there are other hearts and lives involved. This situation can lead to unforeseen complications, unintended hurt, and emotional turmoil for more than just the two of you.

2. Promises can be (and usually are) empty.

Let’s cut to the chase: men who are willing to date while still married are already breaking a significant promise they made to someone else. So, when he promises you the world, or says he’s going to leave his wife for you, take it with a grain of salt. Words in this scenario are cheap.

It’s easy to get lost in the sweet nothings whispered in secret rendezvous, but until actions back up those words, they’re just that—words. And even if he does leave his current situation, there’s no guarantee that he won’t repeat the pattern in the future.

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4. Secrecy is the norm.

This is not your typical relationship where you can share cute pictures on social media, introduce him to your family at Sunday dinners, or even run into acquaintances at local spots. Dating a married man means sneaking around, evading certain places, and constantly watching over your shoulder.

This level of secrecy can take a mental toll, causing stress, anxiety, and a feeling of isolation since you can’t openly share or seek advice about your relationship with your close circle.

5. Discretion becomes paramount.

Beyond just secrecy, dating a married man requires extreme discretion. This isn’t just about making sure no one sees you together; it’s about ensuring that there’s no paper trail (texts, emails, pictures) and no hints dropped unintentionally. Every plan, every message, and every call needs to be thought out.

The risk isn’t just getting caught; it’s the potential emotional damage to his spouse or kids, the risk to your reputation, and the inevitable fallout that ensues if and when the relationship comes to light. Discretion, in this case, isn’t just a choice; it’s a lifeline.

6. Prepare to be lonely around the holidays.

Holidays are often reserved for family and close loved ones, and when you’re dating a married man, you likely won’t be on that guest list. While he’s celebrating with his family, opening presents, or ringing in the New Year, you might find yourself alone.

It’s a stark reminder of the clandestine nature of your relationship. These festive seasons, which should be filled with joy and togetherness, can instead become some of the loneliest times of the year for you.

7. Guilt will be your constant companion.

Even if you manage to keep the relationship a secret, there’s one thing that’s harder to escape: guilt. It can sneak up on you during a quiet moment or when you see another couple openly expressing their love. This guilt stems not just from the act of being in a relationship with someone who’s married but also from the knowledge of the potential hurt it could cause to his spouse, children, and others. The emotional weight of the relationship can, at times, be as challenging as the relationship itself.

8. Everyone will have an opinion, and none of them will be good.

If people find out about your relationship, expect a wave of judgments. Friends, family, coworkers, even strangers—everyone will have something to say. The majority won’t be singing your praises. They might question your morals, your self-worth, and even your intelligence.

While you should always live your life on your terms, be prepared for unsolicited advice and criticism from all corners. Having a thick skin becomes essential, but so does having a strong support system.

9. You’ll have to kiss goodbye to PDA.

Say farewell to holding hands while taking a stroll, spontaneous kisses, or even just sitting too close in public places. Public displays of affection are a no-go zone. Your relationship thrives in the shadows, and any public gesture can risk exposing it. This lack of physical affirmation outside the confines of hidden spots can make the relationship feel even more isolated and constrained.

10. You’re settling for part-time love.

Dating a married man means you only get a fraction of his time, attention, and affection. You may get the late-night calls or the stolen moments during lunch breaks, but you’ll miss out on the everyday intimacies and shared experiences that full-time relationships offer.

Sundays spent lazing together, morning breakfast chats, or even just the reassurance of a goodnight text? Those might be off the table. You deserve to be someone’s priority, not their secret.

11. There are possible legal implications to the affair.

Stepping into a relationship with a married man isn’t just about navigating emotional minefields—it can also mean venturing into risky legal territory. If he’s going through a separation or divorce, your involvement might be used against him, complicating custody battles or property divisions.

Plus, in some jurisdictions, being involved with a married person can lead to legal issues, like being sued for “alienation of affection” or contributing to the “dissolution of marriage”. In short? You’re not just risking heartbreak, but potentially legal headaches too.

12. Prepare for trust issues to loom large.

Trust is the cornerstone of any meaningful relationship. But when a relationship begins in secrecy and potential deceit, it’s bound to have some trust issues. If he can keep you a secret from his spouse, what’s stopping him from keeping secrets from you? It’s hard to build a foundation of trust when the very nature of your relationship challenges that trust from the get-go.

13. He’s bringing lots of emotional baggage.

Being in a marriage, especially one that he’s risking with an affair, means there’s a ton of emotional history there. Whether it’s unresolved issues with his spouse, guilt over children, or simply the weight of years of marital ups and downs, he’s not coming into this relationship with a clean slate.

That baggage doesn’t just affect him—it impacts you too. It can dictate the mood of your dates, the subjects of your conversations, and even the future trajectory of your relationship.

14. You can never plan for the future.

While most relationships progress with dreams of shared futures, with a married man, the path forward is murky at best. Planning for holidays, anniversaries, or even simple things like weekend getaways becomes a challenge. The bigger dreams—like moving in together, getting married, or starting a family—might seem like distant fantasies. The inherent uncertainty means you’re always living in the now, with little assurance of what tomorrow holds.

15. You might end up with a bad reputation as a homewrecker.

Fair or not, society has a way of labeling and judging. If word gets out about the affair, it’s not just him who will face scrutiny—you will too. Friends, family, coworkers, and even strangers might label you with unflattering tags like “homewrecker” or “the other woman.” This can have ramifications beyond just hurtful whispers; it can affect your social life, professional standing, and your self-perception.

16. Your sense of self-worth will plummet.

Being the hidden partner can erode your self-worth over time. Sneaking around, waiting for him to call, and accepting the crumbs of his time can lead to feelings of inadequacy. Questions like, “Why am I not enough for him to leave his wife?” or “Why am I settling for this?” might haunt you.

This kind of relationship often shifts the balance of power, making it easy to forget your worth and the love you truly deserve.

17. He’s probably not going to leave his wife for you.

It’s a bitter pill to swallow, but a crucial reality to face. While there are exceptions, many married men won’t leave their spouses. Whether it’s because of the kids, financial entanglements, or just the comfort of familiarity, the leap from affair to a full-time relationship is a big one. And even if he does leave, there’s no guarantee your relationship will survive the transition from secrecy to daily life with its myriad challenges.

18. Your mental health has to take priority.

Being involved with a married man is an emotional roller coaster. The highs can be thrilling, but the lows—laden with guilt, secrecy, and anxiety—can take a significant toll on your mental well-being. Feelings of isolation, constant overthinking, and stress can manifest in sleepless nights and a constant state of unease.

Remember, no relationship is worth jeopardizing your mental health. It’s crucial to check in with yourself regularly, seeking professional help or counseling if needed, to ensure you’re not sacrificing your emotional well-being.

19. The sooner you can get out, the better.

Facing the truth can be tough, especially when emotions are involved. But here’s the unvarnished reality: relationships built on deceit and secrecy rarely transition into healthy, open ones. The longer you’re in it, the more entangled and emotionally invested you become. This makes the eventual fallout (and there almost always is one) harder to deal with.

Cutting ties sooner rather than later gives you the chance to heal, rebuild, and eventually find a relationship where you are the priority, not the secret.

Phoebe Mertens is a writer, speaker, and strategist who has helped dozens of female-founded and led companies reach success in areas such a finance, tech, science, and fashion. Her keen eye for detail and her innovative approach to modern womanhood makes her one of the most sought-out in her industry, and there's nothing she loves more than to see these companies shine.

With an MBA from NYU's Stern School of Business and features in Forbes and Fast Company she Phoebe has proven she knows her stuff. While she doesn't use social media, she does have a private Instagram just to look at pictures of cats.
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