The How to Cheat Podcast

We talk to people about adultery, how to do it, and how not to get caught. We don’t promote adultery, but if you’re going to do it, there’s no reason that you need to be bad at it. Why teach people to cheat better? People cheat. Cheating is dangerous. Cheating destroys lives. Learning to cheat reduces harm, saves anguish, and increases fun.

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Episodes

Wednesday Aug 28, 2024

Teresa Conway opens up about the moment she decided she needed to cheat. She reflects on a seemingly ordinary encounter at a music festival that triggered a realization about the loneliness and lack of intimacy that had been slowly consuming her life for nearly a decade.
Episode Highlights:
The Scene: Teresa sets the stage by sharing how a work trip led her to a music festival in a new city, where an unexpected connection with a stranger made her laugh for the first time in years.
The Encounter: A simple, friendly conversation with a younger, married man at the festival brings buried emotions to the surface, leading Teresa to confront the growing isolation in her life.
The Breakdown: Back in her hotel room, Teresa experiences an emotional breakdown as she faces the reality of her loneliness and the absence of physical intimacy in her marriage.
The Decision: The encounter and subsequent emotional release become a catalyst for Teresa’s decision to seek out an affair, recognizing that she could no longer bear the thought of spending the next 30 years alone.
Key Takeaways:
Sometimes, it’s the small, unexpected moments that reveal the deepest truths about our lives.
Loneliness can creep in gradually, masked by daily responsibilities, until it becomes too much to ignore.
The need for human connection and physical intimacy is powerful and can drive us to make difficult, life-altering decisions.
Quotable Moment: "The dam broke open when I realized that there could be more. The loneliness in that hotel room was just crushing, and I knew from that point on that I needed to find or make my own connection if I was going to have one again."
Feeling isolated in your relationship? Subscribe to The Teresa Pod for more real and raw discussions on love, connection, and the complexities of marriage.
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EP 2409 - My Cheater's Guilt

Monday Aug 26, 2024

Monday Aug 26, 2024

Show Notes for Episode 2409: "My Cheater's Guilt"
Episode Summary: In this episode of The Teresa Pod, host Teresa Conway talks about the unexpected and intense emotions that can accompany infidelity, mainly focusing on guilt. She shares a personal story about a time when guilt caught her off guard, leading to a deep emotional low. Teresa discusses the challenges of managing her feelings while also trying to reassure her lover and how she ultimately navigated these difficult emotions. This episode offers a candid look at the complexities of guilt and how it can impact both primary and extramarital relationships.
Episode Highlights:
Unpredictable Guilt: Teresa shares how guilt can sneak up on you unexpectedly, even when you feel everything is under control.
Personal Story: A week of freedom with her lover leads to a surprising emotional crash when her spouse returns, triggering overwhelming guilt.
Managing Dual Emotions: The challenge of balancing her own emotional needs with the responsibility of reassuring her lover during this difficult time.
The Temporary Nature of Guilt: Understanding that these intense feelings are transient and how recognizing this helped her get through the low point.
Communication: The importance of communicating with your partner about these emotions and not letting guilt signal the end of a relationship.
Quotable Moment: "I didn’t want to talk to my lover or even interact; I just wanted to be left alone with my thoughts, which was incredibly difficult while trying to maintain the facade of a happy family."
Key Takeaways:
Guilt in infidelity can be sudden and intense, often triggered by unexpected events.
These emotional lows are usually temporary, and understanding this can help you ride them out.
Open communication with your affair partner is crucial in navigating these emotional challenges.
Call to Action: If you’ve ever struggled with unexpected guilt in your relationship, know that you’re not alone. Tune in to hear Teresa’s personal experience and insights on how to manage these difficult emotions. Don’t forget to subscribe to The Teresa Pod for more episodes where we explore the complexities of relationships.
Follow Teresa on Substack!
Become an Ashley Madison insider: The Complete Ashley Madison User's Guide
Get you ChatGPT custom Ashley Madison message writer: Teresa's Ashley Madison Icebreaker Tool
🎧 Subscribe to The How to Cheat Podcast & The Teresa Pod for more on married dating!

Friday Aug 23, 2024

In this episode of the Teresa Pod, host Teresa Conway talks about the critical importance of having a foolproof cover story when you're having an affair.
Episode Highlights:
Why a Cover Story is Essential: Avoid suspicion and prevent small inconsistencies from becoming major red flags.
Personal Experience: Teresa shares a close call where her attention to detail saved her from exposing her secret.
Crafting the Perfect Cover:
The 5 W's and H: Who, What, When, Where, Why, and How.
Keep It Simple: Stick close to the truth to make your story believable and easy to remember.
Avoid Over-Explaining: Only provide details when asked; giving too much information can be a giveaway.
Key Takeaway: Always verify your details and prepare for potential follow-up questions to maintain control over your narrative.
Follow Teresa on Substack!
Become an Ashley Madison insider: The Complete Ashley Madison User's Guide
Get you ChatGPT custom Ashley Madison message writer: Teresa's Ashley Madison Icebreaker Tool
🎧 Subscribe to The How to Cheat Podcast & The Teresa Pod for more on married dating!

Thursday Aug 22, 2024

When to Message Back After Silence - The Teresa Pod
In this episode of The Teresa Pod, host Teresa Conway tackles a frequent dating challenge: deciding when to send a follow-up message after getting no response. Teresa shares valuable strategies for handling the silence with confidence, ensuring you maintain interest without appearing needy.
Episode Highlights:
How to time your follow-up message after a conversation stalls.
Balancing interest with self-respect in your messaging.
Strategies to keep communication light and pressure-free.
Understanding the importance of acknowledging busy schedules.
Key Takeaways:
Wait a few days before reaching out again, considering her potential obligations.
Mention that you’ve been busy too, keeping the tone natural and balanced.
Avoid passive-aggressive comments and maintain a noncommittal vibe.
If she's interested, she’ll return; don’t risk pushing her away by over-messaging.
Quotable: "Relax, because if she's interested, she will come back. If she's not, there's nothing you can do about it."
Listen in to get Teresa’s expert tips on keeping your dating conversations smooth and stress-free!
Become an Ashley Madison insider: The Complete Ashley Madison User's Guide
Get you ChatGPT custom Ashley Madison message writer: Teresa's Ashley Madison Icebreaker Tool
🎧 Subscribe to The How to Cheat Podcast & The Teresa Pod for more on married dating!

Wednesday Aug 21, 2024

In this episode of The TeresaPod, host Teresa Conway dives into the complex emotions and ethical challenges surrounding infidelity. Teresa explores whether cheating is ever the right choice, particularly when the act feels wrong or leads to inner conflict. Through the lens of a client’s story, Teresa discusses the struggle between emotional needs and moral boundaries and the importance of listening to your gut feelings.
Episode Highlights:
The emotional isolation in a dead marriage and the desire for connection
Disappointment in extramarital encounters and unmet expectations
The ethical dilemma of being "the other woman" and fear of bad karma
The emotional toll of secrecy and guilt in infidelity
Why it's okay to decide that cheating isn't right for you
Key Takeaways:
Cheating is a deeply personal decision that isn't right for everyone.
It's crucial to listen to your emotions and set boundaries that align with your values.
If the idea of infidelity causes more harm than good, it might be better to walk away.
Quotable: "Seriously, there is nothing compelling you to keep going when it’s not in your heart. It’s a personal choice, and it’s important to be honest with yourself."
Call to Action: If you’re grappling with similar feelings, tune in to hear Teresa's insights and consider whether your emotional health aligns with your choices. Don’t forget to subscribe to The TeresaPod for more candid discussions on relationships and personal growth!
Follow Teresa on Substack!
Become an Ashley Madison insider: The Complete Ashley Madison User's Guide
Get you ChatGPT custom Ashley Madison message writer: Teresa's Ashley Madison Icebreaker Tool
🎧 Subscribe to The How to Cheat Podcast & The Teresa Pod for more on married dating!
 

Tuesday Aug 20, 2024

Today, we look into the often misunderstood reasons people cheat, exploring it beyond the surface of betrayal to uncover the deeper issues.
In this episode, we discuss the reasons why some people consider crossing that line. Chronic and long-term deprivation in marriages, whether due to:
physical disability
emotional disconnection
suppressed libido from medication
All of these things can lead to feelings of despair and loneliness.
Teresa shares her personal story and experiences, highlighting how lack of appreciation and emotional intimacy can drive people towards infidelity.
Teresa explains how these things can create the emotional disconnect that often leads to cheating. Tune in to gain insight into the complexities of why people cheat.
Become an Ashley Madison insider: The Complete Ashley Madison User's Guide
Get you ChatGPT custom Ashley Madison message writer: Teresa's Ashley Madison Icebreaker Tool
🎧 Subscribe to The How to Cheat Podcast & The Teresa Pod for more on married dating!

Monday Aug 19, 2024

Hello, good morning. Welcome to the TeresaPod. I'm your host, Teresa Conway.
In this episode, I introduce the "grocery store analogy" for online dating. Just like meeting someone in a grocery store, your online profile should be genuine and respectful. Avoid overly sexualized content and focus on building trust and relatability.
Learn how to present yourself authentically and make a positive impression by treating online interactions like real-life encounters. I'll guide you through crafting a profile that showcases who you are, what you enjoy, and what you're looking for in a partner.
Join me as I share practical tips to help you succeed in the online dating world by being a safe, genuine, and decent person. Let's make your online dating experience as smooth and effective as a friendly chat at the grocery store!
Follow Teresa on Substack!
Become an Ashley Madison insider: The Complete Ashley Madison User's Guide
Get you ChatGPT custom Ashley Madison message writer: Teresa's Ashley Madison Icebreaker Tool
🎧 Subscribe to The How to Cheat Podcast & The Teresa Pod for more on married dating!

Saturday Aug 17, 2024

In this episode, Teresa Conway discusses writing effective icebreaker messages for online dating. She analyzes a listener-submitted icebreaker, highlights common mistakes, and provides an effective alternative.
Episode Highlights:
Analysis of an "over-baked lasagna" message
Common mistakes in icebreakers:
Weaker, unconfident language
Unnecessary repetition
Asking inappropriate questions too soon
A recommended approach for effective icebreakers
Key elements of a successful first message
Key Takeaways:
Keep messages concise and confident
Demonstrate that you've read the person's profile
Focus on making a connection, not gathering information
Use a friendly, casual tone
Avoid overwriting - stick to four key elements:
greeting,
acknowledgment,
connection,
invitation
Quotable:
"If you've got an icebreaker that is more than four sentences long, stop. You're probably making a mistake."
Ready to improve your online dating game? Listen now for Teresa's expert advice on crafting the perfect ice-breaker!
Follow Teresa on Substack!
Become an Ashley Madison insider: The Complete Ashley Madison User's Guide
Get you ChatGPT custom Ashley Madison message writer: Teresa's Ashley Madison Icebreaker Tool
🎧 Subscribe to The How to Cheat Podcast & The Teresa Pod for more on married dating!

Friday Aug 16, 2024

Welcome to Episode 2 of the Teresa Pod, hosted by Teresa Conway. In this episode, Teresa reflects on her experiences working with clients navigating complex life changes and relationships. She shares a touching story of a retired law enforcement professional who found happiness after reevaluating his life and marriage. Teresa discusses the motivations behind seeking new relationships and offers thoughtful advice on living authentically and making the most of the time we have. Tune in for an exploration of personal growth and the pursuit of happiness.

Thursday Aug 15, 2024

Insights on Online Dating and AI Icebreaker Tool
Join Teresa Conway as she explores the world of online dating, AI-powered communication tools, and the art of creating engaging conversations. In this episode, Teresa discusses:
Her venture into podcasting and plans for "The How to Cheat Podcast" with co-host Mona Lisa
The development and effectiveness of her AI-powered icebreaker tool for dating apps
Strategies for crafting compelling opening messages in online dating
Real-world feedback and success stories from users of her tools
The balance between automated assistance and personal touch in digital communication
Whether you're navigating the complexities of online dating or interested in how AI is shaping modern relationships, The Teresa Pod offers valuable insights and practical advice. Tune in for a blend of personal anecdotes, tech talk, and dating wisdom.

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