Why would I Ever Date again?

As I contemplated reentering the dating scene, a mix of emotions swirled within me - excitement, nervousness, and a lot of fear. These feelings were all tied to a single, nagging question: Was I genuinely ready to embrace this new journey and seek love again after a divorce that had left its mark, making me somewhat skeptical?

Four critical reasons fueled my hesitation. Firstly, two decades spent with a partner who ranked high on the narcissism scale (read my blog series) had eroded my sense of self and my ability to establish firm boundaries. Secondly, I was haunted by the fear of repeating the past, of unwittingly finding myself ensnared in a relationship with yet another challenging personality. Thirdly, I had not dated in over 20 years, and the idea of meeting someone online felt foreign and uncharted. The fourth reason was the stories I had heard about online post-divorce dating, from inappropriate pictures to ghosting. These factors weighed heavily on my mind, creating a barrier to my readiness to embrace new romantic possibilities.

Life-changing events such as divorce can transform your sense of self and alter who you are. We often bend in relationships, and those connections come with conditions. Many of us invest significantly in our marriages and may forget who we once were. It's essential to acknowledge our part in the breakdown of the marriage to be able to work on ourselves and become better versions of ourselves. A year before we separated, I had started going back to school, which was slowly helping me regain my confidence and self-esteem. However, as a woman now in my 40s, I questioned my attractiveness and how I would be perceived. I was forgetting that most people I would be dating would have the same thoughts. When you're young, you carry less baggage and can focus on your life and your partner's. However, when you're dating after divorce, especially with children in the picture, it can often feel like an intricate juggling act. You have so much more to think about than just yourself and that other person. There are many things to consider when you think about going dating after divorce.

 Here are some things to consider

  • Rediscovering Yourself: A Journey of Self-Discovery: The path to finding love after divorce is a unique one, marked by introspection and self-renewal. It takes time to remember who you once were and understand who you are today, especially if you've lost a part of yourself for years. This journey of self-discovery is pivotal. As you embark on this road, it's essential to know yourself and what you want. The second time around is different; you're older and wiser and so are the ones you will be dating. Before venturing into the dating world, it's crucial to feel comfortable with your own identity and who you are now. This involves addressing past issues and gaining a clear understanding of your needs and desires. Self-reflection serves as the cornerstone upon which you can construct a healthy and fulfilling future relationship.

  • Emotional Stability: Leaving the Past Behind: Divorce often leaves emotional scars, making it essential to attain a strong sense of emotional stability when venturing into post-divorce dating. This stability involves breaking free from the emotional clutches of your past relationship and ex-spouse. It is ok to talk about your divorce as it is a part of you but try to focus on the present and future, allowing new possibilities to flourish. I vividly recall a date I went on with a gentleman who seemed trapped in the grip of his past. Throughout the evening, he could hardly speak of anything other than his ex-wife and how dare she adopt her cat. I thought, "No, this guy is still very emotionally attached to his ex."

  • Personal Growth: Investing in Yourself Often, the journey of rediscovery begins by reinvesting in ourselves, and it doesn't have to come with a hefty price tag. Joining a meet-up group, enrolling in a night class, or pursuing an activity you've longed to explore are ways to rejuvenate your sense of self. These are opportunities you might not have had during your marriage. Taking the time to invest in personal growth is a pivotal step in preparing for a new relationship. Finding time to feel good on your own is really important, to start to become who you want to be. Whether it's through therapy, self-help resources, or embracing new experiences, personal growth equips you with the tools necessary to navigate the complexities of dating and to establish a stronger foundation for love.

  • Defining Your Desires: Setting Relationship Goals I distinctly recall the conversations I had with my therapist, where I openly shared my fears and admitted my apprehension about attracting someone similar to my ex-spouse. The mere thought sent shivers down my spine, and I made it a point to keep my 'narcissist radar' on high alert during every date I ventured on. It's a crucial step to have a clear understanding of what you want in your future relationship. In my case, I yearned for a serious, committed partnership, and I was determined to avoid falling into the same traps as before. Whether you're seeking a long-term commitment or something more flexible, clearly defining your intentions is the compass that guides you toward a partner who shares your relationship goals.

  • Optimism: Embracing New Beginnings "Maintaining a Positive Attitude: Navigating the Challenges" I won't sugarcoat it – dating after a divorce can be tough. At times, it felt like I had taken on an additional job, amidst all the other responsibilities. However, I learned the importance of taking breaks to catch my breath and continue personal growth. I truly believe that maintaining a positive dating attitude is key. If you find yourself feeling even a hint of excitement about the possibility of meeting someone new, then it might just be the right time.

Are you ready to date again? Ask yourself these 4 reflective questions.

Here are 4 questions designed to help you engage in self-reflection and assess your emotional readiness for dating after a divorce. This encourages you to consider your circumstances and desires, ultimately helping you in making informed decisions regarding your romantic future.

  1. When thinking about reentering the dating scene, what emotions do you experience? How do these emotions affect your outlook on dating?

  2. Have you ever faced challenges in setting healthy boundaries in your marriage? How would this affect and shape your approach to dating?

  3. What are the specific goals and expectations you have for your next relationship? How have these evolved after going through a divorce?

  4. How do you see the importance of taking breaks and focusing on personal growth while dating after divorce?

Dating after a divorce is a journey filled with unique challenges and opportunities for personal growth. Every individual's experience is distinct, and the path to love varies from person to person. By prioritizing self-reflection, emotional stability, personal growth, and other essential elements, you can approach this journey with confidence, knowing that the path to love can be as rewarding as the destination itself. As we've explored key aspects of post-divorce dating here, it's worth noting that the complexities of dating with children add another layer to this experience. Stay tuned for our upcoming blog, where we'll delve deeper into the dynamics of dating when kids are part of the picture.


Coming this Spring is a NEW and Different type of Divorce workbook 'The Divorce Workbook: A Hands-On Guide to Everything Divorce.' Unlike passive reads, this affordable workbook actively engages you in understanding and working through all divorce facets. Transform complexities into manageable steps, addressing finances, emotions, co-parenting, recovery,  legality, and more. Divorce has a huge impact on you and your family. Prepare, understand, and navigate your journey to a smoother divorce Start hands-on. Get your copy today.

Kirk and Karen off free Divorce coaching consultation email Karen at Karen@divorceworkshop.ca 



Karen Omand, B.A Soc, B.A Than, CT

Karen is a certified Thanatologist, Divorce coach, Grief counselor, Author, and co-founder of divorceworkshop.ca. As well as a divorced mom of two lovely girls. Karen started the Divorce workshop and co-authored Just Separated: A Hands-on Workbook for Your Divorce & Separation to help others prepare for their divorce by better navigating the complex and confusing process with the understanding that divorce is not just a legal issue; it is much more.

http://www.divorceworkshop.ca
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