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Sad About Being Single?

And Other (Complex) Questions About Dating

Modern dating is complex and challenging. I’ve had so many listener questions about dating coming in lately, that I just had to address them on a podcast! In particular, we’re diving deep and talking through some of the more complicated aspects of “dating life” that many people struggle with.

Single And Sad

SAD ABOUT BEING SINGLE? Many people are bravely putting themselves out there, but feeling discouraged that they’ll ever find “the one.” On top of the normal frustrations of dating, there’s a hidden emotional complexity here: They feel sad about being single. Like, really sad. They watch coupled people longingly, and may even find it difficult to be around couple-friends.

This experience adds a layer of anxiety and stress to dating. When you often feel down about your single-ness, it’s hard to put on a brave face and be the sparkly, fun-loving person you feel like you need to be to attract a new person. A listener wrote in sharing that she was feeling so triggered by her couple-friends, and so DONE with doing things alone that she felt herself withdrawing from many things. She asked, “How do you cope with intense feelings of sadness about being single?”

I addressed this question in-depth on the latest episode of the Love, Happiness and Success Podcast. (Hint: The punchline is NOT about how to be happy alone — just the opposite!)

Here’s another great question about dating:

Dating After Divorce

WONDERING WHEN YOU’RE READY TO START DATING AFTER DIVORCE? Another listener wrote in asking about how to know if it was okay to be dating another recently divorced person, or if you were rushing into things too soon? On the podcast, I talked him through some of the pros and cons to consider to help him decide if his dating was a positive thing for him… or potentially interfering with his process of growing and healing after divorce.

On the podcast I shared some insights for all of the positive parts of starting a new relationship after divorce, as well as what kinds of personal growth work may potentially be blocked by jumping into a relationship too soon after divorce, and what kinds of personal blind spots (if unaddressed) may lead to a less successful new relationship going forward.

Yet another listener asked:

Dating As a Single Parent

WHEN SHOULD YOU TELL THE KIDS ABOUT A NEW RELATIONSHIP?  Modern dating can be complicated enough, but if you’re dating as a single parent there are many more things to consider than how you feel about someone new. A listener of the podcast wrote in, describing a situation of dating a woman for quite some time. Both of them are single parents, but he’s becoming increasingly concerned and frustrated that she is still refusing to tell her children that they’re dating.

On the podcast I talked about a few of the things that might be going on behind the scenes for her (and that all parents who are dating should be aware of, frankly) to point out some possible reasons she may not be comfortable telling the kids about this new relationship. I also touched upon some ways that he might communicate about this subject without starting a fight, and that will help him determine if this is a relationship he’d like to pursue. (Or whether or not he’s with a person who is, in fact, not emotionally available for a relationship right now).

I’ve also heard from a number of listeners lately struggling with this question:

Daring To Trust Again

HOW DO I TRUST SOMEONE NEW AFTER BEING CHEATED ON? If you’ve been hurt or betrayed in a past relationship, it can be very hard to even want to date again, much less trust again. I talked through what the process of healing after betrayal looks like, in order to give you a roadmap of some of the personal growth work to do before dating again so that you are dating from a place of strength and self-awareness.

Secondly, I also addressed the process of how you can feel safe after betrayal, particularly when it comes to dating new people after you’ve been cheated on in the past. Part of it has do do with cultivating confidence in your own judgment, and understanding some of the warning signs that you’re getting involved with someone who is likely to cheat on you or betray you in the future.

All that, and even MORE of your dating questions on this edition of the Love, Happiness and Success Podcast. Thanks for listening!

xoxo,

Dr. Lisa Marie Bobby

PS: Do YOU have questions for me about dating, or anything else related to your journey towards Love, Happiness and Success? I’d love to hear them, and just might answer them on an upcoming episode of the podcast, or in a new blog article or IGTV video. You can ask YOUR questions either in the comments below (I read every single one!) or by submitting your question through this secure online form. All the best, LMB

PSS: At least for the next few weeks, I’m going to be recording new episodes of the podcast LIVE on Instagram so that I can answer listener questions in real-time. I hope you join me! @drlisamariebobby, every Monday at 12pm Mountain. Hope to see you there!

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Your (Complex) Dating Questions, Answered.

by Dr. Lisa Marie Bobby | Love, Happiness & Success

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Dr. Lisa Marie Bobby is the founder and clinical director of Growing Self Counseling and Coaching. She’s the author of “Exaholics: Breaking Your Addiction to Your Ex Love,” and the host of The Love, Happiness & Success Podcast.

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