Embrace Self Care and Self Love

10 Questions to Ask Yourself Before Dating Again

Ready for Romance? 

Stepping back into the dating world can be a mix of excitement and uncertainty. It’s like standing at the edge of a diving board – exhilarating, yet a tad bit scary, right? But hey, you’ve got this! Before you take the plunge, here are 10 simple yet crucial questions to ask yourself. These will not only guide you but also ensure you’re diving in for all the right reasons.


1. “Why do I want to start dating again?” Is it because you’re feeling lonely, or are you genuinely excited to meet new people? Your motivation matters!


2. “Have I fully moved on from my past relationships?” Reflect if there are any lingering feelings or unresolved issues. It’s important to start fresh. Acknowledge these feelings and deal with them in a healthy way. Seek help from a professional if needed. Finally, set boundaries and protect yourself from potential hurt in the future.


3. “What have I learned from my previous relationships?” Every relationship teaches us something. Identifying these lessons can help you understand what you truly desire now. By reflecting on what worked and what didn’t, you can gain insight into what you want in a relationship and how to get it. You can also use this information to help you avoid making the same mistakes in the future.


4. “Am I comfortable being single?” Being content with your own company is key. It means you’re not looking for someone to ‘complete’ you, but to complement your already fabulous life. It means you are content and happy with yourself, and don’t feel the need to be in a relationship to feel complete. It also means you are open to new relationships and connections when they arise.


5. “What are my non-negotiables in a relationship?” Knowing your boundaries and deal-breakers is crucial. Stick to them! Know your values, and be clear that the relationship must meet them. Don’t be afraid to speak up if something isn’t working. And don’t settle for less than you deserve.


6. “How is my emotional health currently?” Ensuring you’re in a good emotional space is vital. If you’re dealing with significant stress or emotional turmoil, it might be worth addressing these first.


7. “Am I open to different types of people?” Sometimes, the right person might not fit your ‘usual type’. Being open to different personalities can enrich your dating experience. It can also help you to think outside the box and consider new possibilities. Additionally, it can help you to become a better listener and communicator.


8. “Do I have the time and energy for dating?” Dating does require time and effort. Ensure you can integrate it healthily into your life without overwhelming yourself.


9. “What qualities am I looking for in a partner?” Reflect on the qualities that matter most to you in a partner. Kindness? Humor? Ambition? Knowing what you’re looking for can help steer your dating journey in the right direction.


10. “Am I doing this for me?” The most important question of all! Make sure you’re dating because it’s something YOU truly want, not due to external pressures or expectations.

Taking the time to reflect on these important questions can provide valuable insights and guidance in your dating journey. By understanding yourself better and being clear about your desires and boundaries, you empower yourself to make choices that align with your authentic self.


Remember, dating should be a fulfilling and enjoyable experience that adds value to your life.

XoXo Jasmine

An every day girlie in her mid-30s trying to make the most out of the one life we are given.
Divorcee, Infertile, Veteran
Lets Live. Laugh. Sparkle