Should I Tell My Boyfriend I Cheated On Him?

therapy for cheating chicago

The Weight of the Secret: When You’ve Cheated and Don’t Know What to Do

The guilt is consuming. You wake up with it, carry it through your day, and lie awake at night replaying your choices. You’ve had an affair—or maybe a one-night mistake, an ongoing emotional connection, or something that exists in the murky territory between friendship and betrayal. Now you’re facing a question that feels impossible: should you tell your partner?

As a couples therapist in Chicago who has worked with hundreds of couples navigating infidelity over the past two decades, I can tell you there’s no universal answer that applies to every situation. But there is a framework for thinking through this decision that can help you move from paralyzing guilt toward clarity about the right path forward for your specific circumstances.

This isn’t a simple moral question with a clear right or wrong answer. It’s a complex decision that requires you to honestly assess your motivations, your relationship, your partner’s well-being, and your commitment to genuine change. What I can offer you is a comprehensive guide to thinking through this decision with the nuance and care it deserves.

Understanding Why This Decision Feels Impossible

Before we dive into the considerations for revealing or concealing infidelity, it’s important to understand why this decision feels so overwhelming. You’re not just choosing between two options—you’re trying to navigate competing values and conflicting needs.

On one hand, you likely believe in honesty as a fundamental relationship value. You may have always seen yourself as someone who tells the truth, and the secret you’re carrying feels inconsistent with your identity. The guilt itself is a sign that you recognize the wrongness of both the infidelity and the deception.

On the other hand, you’re aware that disclosure will cause tremendous pain. You can imagine your partner’s devastation, the rupture of trust, the possibility that your relationship won’t survive. If the affair is truly over and you’re committed to never repeating it, part of you wonders whether disclosure serves anyone’s interest or just transfers your guilt onto your partner as suffering.

A Critical Truth: The discomfort you feel in making this decision is appropriate. This should feel impossibly hard. If you’re treating it as a simple calculation or looking for permission to avoid consequences, that’s a red flag about your readiness for genuine accountability. The weight of this decision is proportional to its significance.

The Case for Disclosure: When Honesty Serves Healing

Let me be direct about my professional bias: in most cases involving committed, long-term relationships, I believe disclosure serves the relationship better than secrecy, even though it’s infinitely more painful in the short term. Here’s why.

Honesty Creates the Foundation for Authentic Intimacy

A relationship built on a fundamental deception isn’t actually intimate—it’s a performance. When you withhold information this significant, you create a permanent barrier between you and your partner. They’re loving a version of you that doesn’t fully exist, making decisions about their life based on incomplete information, and trusting a relationship that isn’t what they believe it to be.

The guilt you’re carrying will likely change you in subtle but significant ways. You may become more distant, more defensive, more prone to picking fights that create emotional distance. You might overcompensate with excessive niceness or gifts. These shifts, even if your partner can’t identify their source, will affect the relationship’s authenticity.

Disclosure, as devastating as it is, creates the possibility of rebuilding intimacy on a foundation of truth. Many couples I’ve worked with describe their post-affair relationship as more honest and connected than what existed before—not because the affair was good, but because the brutal honesty required for recovery forced them to drop pretenses they’d maintained for years.

Your Partner Deserves Informed Consent

This is perhaps the most ethically compelling argument for disclosure. Your partner is making daily choices about their life—whether to stay in this relationship, whether to have children with you, whether to merge finances, whether to turn down opportunities that might require relocation—based on their understanding of who you are and what your relationship is.

By withholding information about infidelity, you’re denying them the ability to make informed decisions about their own life. They’re consenting to a relationship under false pretenses. This isn’t just about honesty as an abstract value—it’s about respecting your partner’s autonomy and their right to choose their own path based on accurate information.

Secrets Tend to Emerge Eventually

In my experience, infidelity secrets rarely stay buried forever. The affair partner might reach out. A mutual friend might discover the truth. You might confess during a future argument. Evidence might surface years later. Technology has made true secrecy increasingly difficult—deleted texts can be recovered, location data exists, credit card statements tell stories.

When infidelity is discovered rather than disclosed, the damage is typically far worse. Not only did you have the affair, but you also actively deceived your partner for months or years afterward. You looked them in the eye and lied. You let them feel crazy when they sensed something was wrong. The compound betrayal of the cover-up often becomes harder to forgive than the affair itself.

From Two Decades of Practice: I’ve worked with couples where infidelity was discovered 10, 15, even 20 years after it occurred. In almost every case, the betrayed partner says they wish they had known earlier—not because knowing would have been painless, but because they lost years of their life living in a false reality. The delayed discovery often feels like a double theft: the theft of the relationship they thought they had, and the theft of the years they could have spent healing or moving on.

Disclosure Demonstrates Genuine Accountability

There’s a significant difference between being sorry you did something and being sorry you got caught. Voluntary disclosure, especially when discovery isn’t imminent, demonstrates that you’re taking responsibility for your actions and their consequences.

This matters not just morally but practically. If you’re genuinely committed to change and to rebuilding trust, that process begins with the hardest step: admitting what you’ve done when you could have concealed it. This difficult choice becomes evidence that you’re capable of prioritizing the relationship’s health over your own comfort.

Living with the Secret Corrodes Your Wellbeing

The psychological toll of maintaining a significant secret shouldn’t be underestimated. Guilt, shame, anxiety about discovery, hypervigilance about covering your tracks—these emotional burdens affect your mental health, your ability to be present in your relationship, and your capacity for genuine connection.

Many people who disclose infidelity describe a sense of relief that accompanies the devastation. The exhausting work of secret-keeping ends. The emotional energy previously devoted to deception can be redirected toward genuine repair. While disclosure initiates a period of acute pain, it also offers a path out of the chronic, corrosive anxiety that secrecy creates.

The Case for Non-Disclosure: When Silence Might Be Considered

Now let me present the other side with equal honesty. There are situations—fewer than people typically want to believe, but they exist—where disclosure might cause harm without serving the relationship’s interests. This requires brutal honesty with yourself about your motivations.

When Disclosure Serves Your Guilt, Not Your Partner’s Interests

Sometimes the urge to confess comes primarily from a desire to relieve your own guilt by transferring it to your partner as pain. If you’re confessing to feel better, to be forgiven, to no longer carry the weight alone—that’s using your partner as a vehicle for your own emotional relief.

I ask people contemplating disclosure to honestly examine: if you knew with certainty that your partner would never find out, and if confession wouldn’t ease your guilt at all, would you still believe disclosure serves your relationship? If the answer is no, that’s worth examining.

When the Relationship Is Genuinely Ending

If you’ve already decided to end the relationship and the ending isn’t related to the affair, disclosure in the final days or weeks might cause unnecessary additional pain without serving any constructive purpose. Your partner will already be dealing with the grief of the relationship ending; learning about infidelity in that vulnerable moment might feel gratuitously cruel.

However, this only applies if the ending is truly unrelated to the affair. If you’re ending the relationship because of guilt, because you want to be with the affair partner, or because the affair revealed fundamental problems, then honesty about the affair is part of giving your partner an accurate understanding of what happened.

When the Affair Was Genuinely Meaningless and Truly Over

A one-time encounter during a business trip that meant nothing, will never be repeated, and involved someone you’ll never see again occupies different territory than an ongoing emotional affair with a close friend.

Some therapists argue that a truly isolated incident that’s completely finished, where you’ve done the internal work to ensure it won’t happen again, might not require disclosure—particularly if your partner has explicitly stated they would never want to know.

However, I’ll add an important caveat: people are remarkably skilled at convincing themselves that their affair was “meaningless” when it actually revealed significant issues. And the claim that it’s “truly over” requires examining whether the only reason it ended is fear of discovery rather than genuine choice.

Be Honest With Yourself: I’ve had countless clients justify non-disclosure by claiming the affair “meant nothing” while simultaneously describing intense emotional connections, ongoing contact, or situations that clearly weren’t one-time mistakes. If you’re working hard to convince yourself the affair was insignificant, that’s usually a sign that disclosure is necessary. Truly meaningless encounters rarely require this much mental gymnastics to categorize.

When Your Partner Has Explicitly Communicated Their Preference

Some couples have explicitly discussed infidelity scenarios and one or both partners have clearly stated they would prefer not to know about a one-time mistake. If your partner has genuinely, repeatedly, and specifically expressed this preference in calm conversations (not during fights or hypothetical discussions lacking real stakes), that preference deserves consideration.

However, this is rare. Most people who say “I’d never want to know” are speaking hypothetically about a situation that doesn’t feel real. Their actual response to real infidelity might be entirely different. And even stated preferences don’t override their right to make informed decisions about their life and health.

The Questions You Must Answer Honestly

If you’re genuinely trying to make the right decision rather than looking for justification to avoid consequences, here are the questions you need to answer with brutal honesty:

Is the Affair Actually Over?

If you’re still in contact with the affair partner, if you’re still emotionally involved, if you’re maintaining the connection “as friends,” then non-disclosure isn’t protecting your partner—it’s protecting your continued access to the affair partner. Disclosure only becomes a genuine option when the affair is completely, definitively finished.

This means no contact, blocked numbers, no social media connections, no “closure” conversations, no monitoring their life from a distance. If you’re not willing to completely end the affair, then the question of disclosure is premature because you’re not actually ready to commit to your primary relationship.

What Are You Trying to Protect?

Examine your true motivations with unflinching honesty. Are you:
– Protecting your partner from pain? (This can be genuine concern, or it can be paternalistic control over what they’re “strong enough” to handle)
– Protecting yourself from consequences? (Understandable, but not a justification for deception)
– Protecting the relationship from ending? (Again, understandable, but your partner deserves a voice in whether the relationship continues)
– Protecting your self-image? (Not wanting to be “the person who cheated” or face your partner’s changed perception of you)

There’s no shame in acknowledging that self-protection is part of your motivation. But you can’t make an ethical decision if you’re not honest with yourself about what you’re actually protecting.

Can You Live With This Secret Long-Term?

Some people imagine that the guilt will fade with time if they just don’t disclose. In my experience, this is rarely true. The secret often becomes more burdensome, not less, as years pass. You’ll face moments—anniversaries, the birth of children, family gatherings, moments of tenderness from your partner—where the deception feels unbearable.

Can you genuinely see yourself carrying this secret for the next decade? The next 30 years? Can you imagine keeping it from your partner through serious illness, major life decisions, the raising of children? If the answer is no, then you’re just delaying disclosure, not avoiding it.

Have You Done the Internal Work to Ensure This Won’t Happen Again?

Disclosure without genuine change is just pain without purpose. Before you confess, you need to honestly assess whether you understand why the infidelity happened and whether you’ve addressed those underlying factors.

This might mean individual therapy to explore why you made these choices. It might mean addressing addiction issues, depression, or anxiety that affected your judgment. It might mean examining patterns from your family of origin that influence how you handle intimacy or conflict.

If you’re planning to confess but you haven’t done the hard work of understanding your own behavior and making genuine changes, you’re setting your partner up for the devastation of disclosure without the foundation for recovery.

If You Decide to Disclose: How to Do It Responsibly

If you’ve decided that disclosure is the right path, how you tell your partner matters enormously. Poor disclosure can cause additional unnecessary trauma beyond the inherent pain of the revelation.

Choose the Right Time and Place

Don’t disclose during an argument, after drinking, late at night, or right before your partner has an important obligation. Choose a time when you can give your partner your full attention for as long as they need, when they won’t have to immediately perform professionally or socially, and when they have support available.

Avoid disclosing right before major events—holidays, birthdays, anniversaries, weddings, vacations. Your partner will forever associate that event with this trauma. Similarly, don’t disclose right before you leave for a business trip, leaving them alone with the information.

The disclosure should happen in a private setting where your partner can react however they need to without audience or performance pressure. If you have children, arrange for them to be elsewhere so your partner can process without worrying about the kids overhearing or witnessing their reaction.

Be Prepared to Answer Questions

Your partner will have questions—many questions, asked repeatedly. Be prepared to answer honestly while maintaining appropriate boundaries around graphic details that serve no purpose except to create intrusive images.

Your partner typically deserves to know:
– How long the affair lasted
– Whether they know the affair partner
– How many times it happened
– Whether it was physical, emotional, or both
– Whether you used protection (this affects their health)
– Whether the affair is completely over
– What you’re willing to do to rebuild trust

Your partner doesn’t need (and often regrets asking for):
– Explicit sexual details
– Comparisons between them and the affair partner
– Play-by-play descriptions of encounters
– Information clearly designed to hurt them further

Critical: Health Information If there’s any possibility you’ve exposed your partner to STIs, you must disclose this immediately regardless of any other considerations. Their physical health isn’t something you have the right to gamble with. Encourage immediate STI testing for both of you.

Take Full Responsibility

This is not the time to explain the problems in your relationship that contributed to your vulnerability to an affair. That conversation has a place in the healing process, but not during the disclosure itself.

Don’t say things like:
– “I was feeling neglected, so…”
– “You haven’t been interested in sex for months, and…”
– “I was drunk and…”
– “It just happened…”

Instead, take full ownership:
– “I made a choice to have an affair.”
– “I betrayed your trust.”
– “This is my responsibility.”
– “There’s no excuse for what I did.”

The factors that made you vulnerable to an affair can be explored later in couples therapy, but the disclosure moment needs to communicate clear accountability.

Don’t Make Demands or Expectations

You don’t get to control how your partner responds to this information. They might want you to leave immediately. They might want to talk all night. They might shut down completely. They might oscillate between rage, grief, bargaining, and numbness.

Don’t say things like:
– “I hope you can forgive me” (pressures them to reassure you)
– “I need to know if we can get past this” (centers your need for certainty)
– “Please don’t tell anyone” (asks them to protect your image)

Instead, communicate availability and respect for their process:
– “I know you need time to process this.”
– “I’m here to answer any questions you have.”
– “I understand if you need space right now.”
– “I’m committed to doing whatever it takes to rebuild trust if you decide you want to try.”

Have a Plan for Support

Before disclosing, research couples therapists who specialize in affair recovery. Have names and contact information ready to offer your partner. Respect that they might not want to start therapy immediately, but having resources available shows you’re taking this seriously.

Also prepare for the possibility that your partner will tell family or friends. While you might prefer privacy, your partner has the right to seek support from their community. Don’t ask them to keep the affair secret to protect you from consequences.

If You Decide Not to Disclose: Living With That Choice

If you’ve carefully considered all factors and decided that non-disclosure is truly the right choice for your specific circumstances, you still have responsibilities.

Do the Internal Work

Just because you’re not disclosing doesn’t mean you should ignore why it happened. Individual therapy becomes even more critical if you’re not engaging in couples therapy around the affair.

You need to understand what made you vulnerable to infidelity and address those factors. Otherwise, you’re likely to repeat the pattern, and the next time, discovery might not be avoidable.

End All Contact Definitively

If the affair partner is someone in your ongoing life—a coworker, a mutual friend, someone in your social circle—you need to create distance. This might mean changing jobs, changing friend groups, or creating rigid boundaries.

Maintaining friendly contact with an affair partner while keeping the affair secret from your partner is a continuing betrayal, not a one-time mistake you’re moving past.

Improve the Relationship

If you’re choosing non-disclosure partly because you believe it protects the relationship, then you have an obligation to genuinely invest in improving that relationship.

This means:
– Addressing problems you’ve been avoiding
– Increasing emotional and physical intimacy
– Being fully present instead of checked out
– Proactively working on communication and connection
– Potentially suggesting couples therapy for “general relationship maintenance” even though your partner doesn’t know the real impetus

You can’t justify non-disclosure by claiming you’re protecting the relationship while simultaneously remaining emotionally distant or continuing patterns that created vulnerability to the affair.

Prepare for the Possibility of Discovery

Even if you choose non-disclosure, prepare yourself for the possibility that your partner might discover the truth someday. Think through how you would handle that scenario. Would you continue denying it? Would you come clean about the full extent?

Having thought through this possibility can help you respond more constructively if discovery occurs, rather than making panicked choices in the moment that create additional damage.

When Professional Support Becomes Essential

Whether you disclose or not, professional support can be invaluable in navigating this crisis.

Individual Therapy Before Disclosure

Working with a therapist before disclosing can help you:
– Clarify your motivations and ensure they’re sound
– Prepare for the disclosure conversation
– Process your own guilt in a way that doesn’t burden your partner
– Understand the factors that led to the affair
– Develop a plan for genuine change

If you’re in Chicago and need support navigating this decision, therapists who specialize in infidelity can provide a confidential space to think through your options without judgment.

Couples Therapy After Disclosure

If you do disclose, couples therapy significantly improves the chances of successful recovery. A skilled therapist can:
– Help structure difficult conversations so they’re productive rather than destructive
– Teach communication skills for navigating the aftermath
– Address trauma symptoms in the betrayed partner
– Help both partners understand what happened without excusing it
– Create a roadmap for rebuilding trust
– Identify underlying relationship issues that need attention

Recovery from infidelity is possible, but it’s exponentially more difficult without professional guidance. Don’t try to navigate this alone. It may even help you to work with a couples specialist one on one (couples therapy for one) before making the big decision.

A Final Word on Guilt and Growth

The guilt you’re experiencing isn’t pleasant, but it’s not purposeless. It’s a signal that you’ve violated your own values and caused harm to someone you care about. The question is what you do with that guilt.

Productive guilt leads to accountability, change, and repair. It motivates you to understand your behavior, make different choices, and take responsibility for the consequences of your actions.

Unproductive guilt leads to self-flagellation, defensiveness, and ultimately to either confession that serves your need for relief rather than your partner’s wellbeing, or to continued deception that protects you from consequences.

The most important work you can do right now isn’t deciding whether to confess—it’s committing to genuine change. Understanding why this happened. Addressing the factors that made you vulnerable. Becoming someone who is genuinely trustworthy, whether or not your current partner stays to witness that transformation.

If you’re facing this decision, know that there’s no easy path forward. Both disclosure and non-disclosure involve significant costs and no guarantees of good outcomes. What matters most isn’t making the “perfect” decision—it’s making a thoughtful, honest choice based on genuine consideration of your partner’s wellbeing alongside your own, and then committing to being the kind of person who wouldn’t face this dilemma again.

Finding Support in Chicago

If you’re navigating the aftermath of infidelity—whether you’ve told your partner or you’re still deciding—professional support can help you move forward with clarity and integrity.

At Couples Counseling Chicago, we work with individuals and couples facing the complex challenges of affair recovery. Whether you’re in Lakeview, Lincoln Park, Streeterville, or anywhere in the Chicago area, we provide a confidential, non-judgmental space to process your situation and find a path forward.

The decision you’re facing is one of the hardest you’ll ever make. You don’t have to figure it out alone.

This blog is made for informational and educational purposes only. It is not medical advice. The information in this blog is not intended to (1) replace a one-on-one relationship with a qualified licensed health care provider, (2) create or establish a provider-patient relationship, or (3) create a duty for us to follow up with you.