Tag Archive for: widow

Dear Damona: STI Sitch & Solo Parent Singles

F the Fairy Tale Pre-Order Giveaway (0:00)

We have some amazing news to share about Damona’s upcoming book “F the Fairy Tale” which will be released on January 2nd: It’s actually available for pre-order AND if you order now you’ll get the Black Friday deal of 25% off and free shipping on orders over $25 now through November 28th. Visit FTheFairyTaleBook.com to pre-order the book and get this awesome deal.

An All Dear Damona (2:10)

We are so excited to welcome any new listeners who may have seen Damona’s recent appearance on The Drew Barrymore Show! Damona has been an OG Drew Crew member since Season 1 and this time, she got to do an epic Girl Talk segment on the largest couch ever with Drew, Tiff Bera and Hannah Burner. They answered audience questions and Damona did her best not to get swallowed by that huge couch.

Whether you found Damona through Drew or have been listening for years, her mission is the same – to help with your love dilemmas!

There’s so much to dive into during today’s jam-packed episode! By popular demand, the Dear Damona segment is back and producer Lindsey joins again for an all Dear Damona episode to tackle your questions about bots on dating apps, safeguards for online dating, commitment issues, dating as a single mom, and more!

Dear Damona (4:51)

(04:58) IG DM from M

What’s the best way to handle guys you are not interested in? Swipe left and the next day they show up again in your like list as a “new here” member. I have several repeat offenders that are constantly liking my profile as a “New Here” member. It seems they may be signing up with new accounts every few days to recirculate the profile pool. It’s really disturbing. Thank you for your time.

(08:51)  IG DM from L

I’m wondering if you’re able to address the topic of how to not date “bad people”. I seem to be a magnet for psychopaths and narcissists. And although I’m getting better at identifying them earlier, I’ve been in a number of very scary situations. How can I avoid these people to begin with? 

(15:57) IG DM from Donna

I’ve been widowed for six years, dating for three. I used a matchmaker at first, but I’ve recently entered the world of online dating. I actually love OkCupid. It’s a great app for me. 

I recently met a man that I really like. We went out and hit it off. But on the first date, he revealed to me that he has herpes. I am unsure about continuing our relationship.I am crazy attracted to him and he seems like a good person. 

It’s so early on in the relationship. I’m leaning towards ending it though. Should I find more out about it and continue or realize that this could just be one of my deal breakers? Honestly, the thought of dealing with it stresses me out.

(21:46) IG DM from Rose:

I am 45 and single. I’m currently struggling with dating. I recently realized when I’m interested in a man that I will go overboard with affection in order to show them how I like to receive affection when their actions do not line up with my expectations for interest or the affection that I want, I start to question the whole relationship.

Currently, I’m in a situation where I’ve done everything he’s mentioned that he needs to feel safe, but I don’t feel like I’m getting the same in return. He told me that I want full relationship interest and affection and that he isn’t there yet. He said he’s open to a relationship with me but doesn’t want to be locked down just yet. In my new understanding of myself, I’ve taken a step back to allow him to show me how he shows interest. But now I’m getting nothing. No flirting, no cute texts. We haven’t even seen each other in over two weeks. Should I save my heart and run? Your thoughts are greatly appreciated!

(29:25) IG DM from M 

Can you please tell me the best way to online date as a single mother? How do I convey to other singles in my online profile that my child and I come as a package and that I don’t have babysitting options such as family or ex partners? And how can I do it all without seeming too pushy or needy?

Have More Questions? (36:38)

Submit your questions on Instagram, X, or Facebook and hear Damona’s answers live on  the show! 

Love & Loss



After a breakup, divorce, or a loss of a partner, we often ask ourselves this question.

In the description of this show we say you’ll laugh, you’ll cry, and you’ll believe in love again. But have you ever had to learn how to love again after loss?

 Whether you’ve been through a breakup, divorce, or the passing of your partner this episode is for you. Healing your heart is a long process – A lot of us feel guilty moving on or feel like we’ll never find someone as great as what we once had.

We’ve all been there. 

But today we want to give you hope. That is why I’ve brought in Gladys Diaz – a love expert who helps people learn to love and trust again.

She is the co-founder of The Love Twins of Heart’s Desire International. 

After being widowed at a young age, Gladys believed that she would never love or be loved again. She and her sister developed  a program that women how to love after loss – a program that she followed to meet the second man of her dreams 19 years ago. Here’s the rundown:


How to find the perfect first date spot

According to GQ, you should find a few first date spots and stick to them. Damona and Gladys discuss.

Do you really need to find your intellectual match?

Damona and Gladys have thoughts on this article from Female First. 

Do you want to feel safer when dating?

Apparently there is a brand new chaperoning / matchmaking service that takes away the pressure of meeting a stranger in public for the first time. Is this really necessary?

Love & Loss

Learn to Love Again

Gladys lost the love of her life at age 27. After some time, she developed a program to heal her own heart and open herself up to love again. Gladys now helps women of all backgrounds heal from breakups, divorce, and the loss of a partner.

We cover:

  • Gladys’ Love Story
  • Breakups and divorces are in a lot of ways like the passing of a partner
  • Limiting Belief: I will never love again
  • Feeling guilty for moving on
  • The two steps you must do before moving on
  • Accepting new love in your life


Submit your questions Instagram, Twitter, or Facebook and hear our answers live on the show! Here’s what our listeners asked about this week:

  • What’s the deal with people who put someone else’s kids in their dating profile?
  • Is online dating a must if you’re 39 and divorced?