15 Reasons Why Men Cheat: Uncovering The Truth

by 7 September 2025Knowledge & Insights

15 Reasons Why Men Cheat- Uncovering The Truth

It is a question that has echoed through countless relationships, causing heartache and confusion: Why do men cheat? It is a painful reality for many, a topic whispered about among friends and, unfortunately, a common reason people find themselves seeking legal advice.

Understanding the motivations is not about making excuses. It is about trying to make sense of a situation that can turn your world completely upside down. The reasons are often far more complicated than a simple desire for something new.

Here are 15 common reasons that might shed some light on this difficult question.

 

1. A Lack of Emotional Connection

One of the most frequent reasons men stray is feeling emotionally distant from their partner. Over time, if communication falters, he might feel more like a flatmate than a cherished husband, leading him to seek that connection elsewhere.

 

2. Feeling Unappreciated

This often goes hand in hand with emotional distance. If a man feels his efforts, whether at work or at home, go unnoticed or unvalued, he may become vulnerable to the attentions of someone who makes him feel seen and admired.

 

3. Insecurity and a Need for Validation

Insecurity and a Need for Validation

An affair can be a powerful ego boost. For a man struggling with low self esteem or feeling his age, the attention from a new person can provide a potent, albeit temporary, validation of his attractiveness and worth.

 

4. Boredom and the Desire for a Thrill

Some men get restless in the predictability of a long term relationship. An affair offers excitement, risk, and a rush of adrenaline that they feel is missing from their daily lives. This is a common thread when people ask why successful men cheat; the thrill of the chase that served them in business is misapplied to their personal life.

 

5. An Unsatisfying Sex Life

While often a symptom of deeper issues, a lack of physical intimacy or mismatched libidos can be a significant factor. If a man feels sexually rejected or unfulfilled in his marriage, he may look for satisfaction outside of it.

 

6. Revenge or Retaliation

Sometimes, an affair is an act of anger. If he feels he has been wronged by his partner, perhaps through a past hurt or even a suspected affair, he might cheat as a way to retaliate and inflict pain.

 

7. Opportunity and Circumstance

Sometimes, it is simply a case of being in the wrong place at the wrong time. Frequent travel for work, late nights at the office, and a social circle that normalises infidelity can create opportunities that a man in a weaker moment might not resist.

 

8. Commitment Phobia

Commitment Phobia

Even within a marriage, a man can struggle with the idea of lifelong monogamy. An affair can be a subconscious way to sabotage a relationship he feels trapped in, proving to himself that he is not cut out for commitment.

 

9. Escapism from Stress

When life’s pressures from work, finances, or family become overwhelming, an affair can serve as a form of escapism. It is a separate world where he can forget his responsibilities and simply feel desired.

 

10. A Midlife Crisis

The cliché exists for a reason. A man facing his own mortality might try to recapture his youth and vitality. An affair with a younger person can be a misguided attempt to turn back the clock.

 

11. Unrealistic Expectations

Some men enter marriage with a fantasy version of what it should be. When reality does not match expectations, they become disillusioned and may seek that ‘perfect’ connection elsewhere, not realising it does not exist.

 

12. An Exit Strategy

For some, an affair is a way out of the marriage. Instead of facing a difficult conversation about his unhappiness, he may cheat in the hope of being discovered, forcing the relationship to end. This is a cruel aspect of why do men lie and cheat.

 

13. Influence from Peers

If a man’s close friends are cheating on their partners and bragging about it, it can start to normalise the behaviour. He might begin to see it as an acceptable or even expected thing to do.

 

14. Self-Destructive Tendencies

Self-Destructive Tendencies

Sometimes, cheating has less to do with the relationship and more to do with the man’s own internal struggles. It can be a symptom of deeper issues like depression or a pattern of self-sabotage.

 

15. They Have Fallen Out of Love

This is perhaps the most painful reason. While an affair is never the right way to handle it, sometimes a man cheats simply because his feelings for his partner have changed, and he has developed genuine feelings for someone else.

 

Recognising The Warning Signs Of Infidelity

Often, before the devastating truth comes to light, there are subtle shifts in behaviour. While these signs are not definitive proof, they can indicate that something is wrong. You might notice increased secrecy with his phone or computer, sudden changes in his daily routine, or unexplained expenses.

He might become emotionally distant and defensive, or conversely, suddenly start paying more attention to his appearance. Trusting your intuition is important; if something feels off, it often is.

 

What To Do Immediately After Discovering An Affair

The moment of discovery is a blur of shock, betrayal, and intense pain. It is vital to avoid making any major life decisions in this state. Give yourself permission to breathe and process the information.

An explosive confrontation might feel necessary, but it is often more productive to step back and think about what you want to ask and what you need to know. Confiding in a trusted friend or family member can provide crucial emotional support during this isolating time.

 

Conclusion About The Reasons Why Men Cheat

Some couples may find a way to rebuild, while for others, the breach of trust is too significant, and separation or Divorce becomes the only viable path. Navigating the legal process of a Divorce can be daunting, especially when you are already dealing with so much emotional pain.

If you find yourself in this difficult position, remember that you are not alone and you have options. Understanding your legal rights is the first step towards taking back control of your future. For professional and compassionate guidance through this challenging time, connect with the best divorce lawyer in Singapore at Tembusu Law.

Contact us today for a free consultation.

 

Frequently Asked Questions About The Reasons Why Men Cheat

What Are The Legal Consequences Of Adultery In Singapore?

In Singapore, while adultery is not a crime, it can be used as a reason to file for Divorce. If you can prove that your spouse has committed adultery and you find it intolerable to live with them, the Court can grant a Divorce on this basis.

Can Cheating Affect The Division Of Assets In A Divorce?

Generally, the reason for the Divorce, such as adultery, does not directly impact how the Court divides matrimonial assets. The Court’s primary focus is on each party’s contributions to the marriage, both financial and non-financial. However, if the cheating spouse spent a significant amount of matrimonial assets on the third party, this might be taken into consideration.

How Does Adultery Impact Child Custody Arrangements?

The Court’s main consideration in custody matters is the child’s best interests. A parent’s affair does not automatically make them an unfit parent. The Court will look at which parent is better able to provide for the child’s physical, emotional, and educational needs.

What Kind Of Proof Is Needed To Show Adultery?

Proving adultery can be difficult as it often happens in private. The standard of proof is on a ‘balance of probabilities’. This can include direct evidence, like a confession, or indirect evidence, such as private investigator reports, photos, or messages that strongly suggest an intimate relationship.

About the author

About the author

Tembusu Law

Jonathan is the Founder and Managing Director of Tembusu Law. He is also the founder of LawGuide Singapore, a prominent legaltech startup which successfully created and launched Singapore’s first legal chatbot in 2017.

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