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Dear Damona: Much Younger Match & Saying I Love You

The questions have been pouring in and so we are doing an all-Dear Damona episode of Dates & Mates today! Time to ease your minds and get you back on track for love in the new year.

In case you’re new here, our podcast episodes typically happen in three parts – headlines of the week, interviews, and a Dear Damona Q&A segment but we love shaking things up! It’s always to help you understand yourself and handle the ups and downs of modern dating.

“F THE FAIRY TALE” GIVEAWAY (0:00)

If that resonates, be sure to pick up a copy of Damona’s new book, F the Fairy Tale, out January 2nd! Enter our pre-order giveaway at DamonaHoffman.com/giveaway for a chance to win two VIP tickets to The Drew Barrymore Show, a $500 travel voucher, and a $500 shopping spree at Democracy Clothing.

Now…let’s get to these questions!

Dear Damona (3:22)

03:27 IG DM from Aaron

Hi Damona, I started dating someone just under two months ago. It’s going well; the conversation flows. I feel secure and calm when we are together. He told me he loves me a little over a month in. Is that too fast? I’m pretty inexperienced with long-term relationships. How should I know when to say “I love you”?

7:02 Voice memo from V

Hi, Damona. I’m a big fan of your show. Thank you for everything that you do. It’s been so helpful. I do have a question. I’m wondering if you have advice for the ladies out there who are the ones being engaging, keeping a conversation going, asking the questions, and doing the heavy lifting because it’s getting tiring. I find myself in this position. It’s frustrating that it feels like a lot of guys I match with don’t know how to pass that ball back and forth in a conversation. It feels like a dead end. And, frankly, I’m feeling so over it. So, I would love to know your thoughts on if I should just move on

15:57 Email from Montie

Dear Damona, I hope you know that you are my bestie (in my head)!!! You’ve always given such great advice; sister don’t fail me now; just shoot me straight! I’ve been divorced for 12 years, and while I’ve had a couple of significant relationships, nothing has ever stuck as my forever relationship. I’m currently seeing someone who is much younger (I’m 57; he’s 39…gulp!). We click, we vibe, and the relationship is relaxed and easy. We are monogamous, and he’s wanting a forever future with me (we’re approaching 4 months together). I adore him, but I often wonder if I’m excited about being off the market finally or if we really will fit long term! Help!! Or realize that this could just be one of my deal breakers? Honestly, the thought of dealing with it stresses me out.

21:48 DM Voice Memo from C:

Dear Damona, I’ve mentioned before that I’m dating in my 30s. And, you know, it’s a priority for me to have a family. I’ve been going on lots of dates. But yeah, I just have not found, honestly, anyone that I’ve been really excited about. There hasn’t really been any man who I’ve gone on more than four dates with. And, yeah, I mean, look, I have to say it’s always me who’s ending it. I’m really struggling, in all honesty, in finding men who are emotionally mature. Just what I consider a basic level of maturity is just so difficult to find for some reason. And so, and I think that’s partially contributing to my disillusionment. But yeah, if you have any tips for sourcing men who are more emotionally mature, that would be great. I’m open to it in real life. I’m open to online. I must be just looking in the wrong places. I don’t know. Thanks!!!

Have More Questions? (33:37)

Submit your questions on Instagram, X, TikTok or Facebook and hear our answers live on the show!

Good Jealousy & Dating App Etiquette

As 2023 draws to a close and the holiday season approaches, you may be experiencing a wave of strong emotions. Perhaps you are introducing your loved ones to your new partner for the first time or fielding questions on why you remain blissfully single. Or you may be contemplating whether to take a relationship break and start fresh in the new year.

Whatever your situation, emotions can run high! That’s why today’s episode features an insightful chat with sex and relationship coach Dr. Tara. She’ll share her secrets to improving conflict resolution through empathetic listening. Dr. Tara will also reveal whether jealousy can play a constructive role in relationships. Additionally, she’ll discuss trends she expects to see in 2024, drawing from her extensive experience as a tenured professor of sexual and relational communication.

But first, this week’s spicy Dating Dish explores the latest dating app etiquette trends you can’t miss.The Dear Damona question is: How do I get my boyfriend to be honest with me? Let’s get started!

“F THE FAIRY TALE” GIVEAWAY (0:00)

It’s the giving season, and with all your time spent on others, now is the time to give back to you. For those who pre-order the January-releasing book “F The Fairytale,” our exciting giveaway offers prizes like two VIP Drew Barrymore Show tickets in NYC plus $500 shopping/travel vouchers. Over 30 runners-up can win a 3-month OkCupid Premium membership.

Our publishers. Seal Press and Hachette, are calling this their biggest book giveaway yet! Be sure to enter to win by preordering your copy today at DamonaHoffman.com/giveaway.

DATING DISH (3:52)

The New Dating App Etiquette

A Washington Post article featuring Damona outlines the new dating app etiquette:

Keep profiles light and fun
Send a real message
Create momentum
Share how you like to communicate
No therapy in the DMs
Pause before you post

Damona elaborates offering unique insights like her #1 ghosting alternative and how to confidently avoid the endless texting trap.

F THE FAIRY TALE FORUM (9:02)

Coming up this Thursday, we’re hosting a virtual cocktail party with top dating experts to deconstruct fairy tale myths and provide pillars for the relationships you desire, whether dating or committed. Incredible authors like Catherine Woodward Thomas and love astrologer Carol Allen will join live panels inspired by Damona’s upcoming book “F the Fairytale.” For one night only, these legends, who rarely collaborate, will answer your questions to walk you into new love. Sign up free now at DamonaHoffman.com/forum to engage live or watch recordings later.

DR. TARA (11:47)

Joining us today is award-winning sex researcher and Cal State Fullerton professor Dr. Tara, host of the “Luvbites” podcast. As a tenured expert on sexual and relational communication, author of “Sexual Communication Research in Action,” and resident sexpert on the British dating show “Celebs Go Dating,” Dr. Tara’s wisdom has been widely featured from Cosmo to PopSugar.

(14:35) The Younger Generation: What Do They Want to Know

College students ask Dr. Tara about alternatives to all-or-nothing monogamy versus complete openness, unaware of relational options between the extremes. Though craving lifelong partnership, Gen Z’s divorce exposure makes them wary, hence the interest in primarily monogamous bonds with some flexibility to periodically push boundaries. “In class, we have a whole unit on relational structures where we talk about different ways you can be in a relationship, and their minds are blown because all they’ve heard is either completely open, polyamorous, or monogamous forever.“

(18:36) Online Dating Trends and Predictions Going into 2024

Dr. Tara has observed much dating fatigue and choice overload on apps lately, but millions still use them. Looking ahead, she expects rising demand, especially among more mindful Gen Z users, for specialized matching based on compatibility and quality over sheer quantity. Compared to her 20s experience feeling overwhelmed by expansive possibilities on early apps like Tinder, Dr. Tara sees today’s focus shifting to self-care through intentional matching with better-suited potential partners.

(25:20) Conflict Resolution with SALLY

When fighting with your spouse, Dr. Tara advises remembering the “SALLY” method to facilitate conflict resolution: Slow down, Ask questions, Listen empathically, List wants, and Yes to doable actions while giving them the benefit of the doubt. Naturally, continued disrespect crosses boundaries, requiring a bigger conversation. But in one-off conflicts, this simple yet evergreen advice can work wonders.

(27:56) Empathetic Listening: Thinking Outside the Textbook

Dr. Tara suggests envisioning your partner as a five-year-old you aim to uplift with warmth and compassion. She proposes unarming yourself by letting go of resentment and judgment in order to deeply listen and connect. In her view, self-acceptance enables empathy for others. So Dr. Tara advocates nurturing self-care to hold space for struggles with empathy, thoughtfully questioning negativity rather than compromising dignity. Ultimately, she chooses empathy’s high road, for it can empower and uplift.

(30:39) Jealousy’s Not So Bad After All

Dr. Tara argues some jealousy can be healthy, revealing care in a relationship. She distinguishes bad explosive jealousy from good jealousy, which opens constructive communication. In her view, everyone experiences innate jealousy to some degree – low self-esteem exaggerates it, while self-confidence lessens it. Ultimately though, she believes handled compassionately, jealousy has the power to foster greater intimacy.

Follow Dr. Tara on Instagram @luvbites.co and check out her podcast, Lovebites with Dr. Tara, wherever you listen to Dates & Mates!

DEAR DAMONA (38:25)

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

- Email from K: How do I get my boyfriend to be honest with me?

Better Sex & Interracial Emojis

Our guest co-host this week was Kongit Farrell. Kongit Farrell is a licensed Marriage and Family Therapist and the founder of the Inspired Journey Counseling Center in Los Angeles. She worked as a coach and therapist for nine years and she also worked in the First Lady’s Office of Communication in the White House.

D’S DATING DISH (14:50)

Red flags to watch out for when dating someone younger

Damona was recently featured in Elite Daily with a whole bunch of tips for those in this potentially sticky situation. Most importantly, take note of if your younger partner seems preoccupied with your career or connections, if your sex drives aren’t in sync, or if they haven’t integrated you into their life. Read the full article via Elite Daily here.

Jennifer Aniston has had enough of sex and dating

Aniston just recently split from her beau Justin Theroux, and claims that all she’s interested in is “Me Time.” Although a Hollywood heartthrob, she’s not even interested in anything in terms of the bedroom. Any eligible sutiors out there? You can read more via Hollywood Life here.

Tinder users are more open to interracial dating

Of more than 4,000 people surveyed, 72% said that Tinder was the most diverse dating app and 80% said that they’ve been on an interracial date before. What do you think? Do you think online dating is diversifying the dating pool? You can read more via BuzzFeed here.

TECHNICALLY DATING (28:52)

We pull the best questions posted on The Textpert App and BlackPeopleMeet.com, including:

How to deal with your significant other’s conservative parents
What to do when you’re not sure if it’s cool to invite someone to a wedding
How to turn away a persistent guy who is making you uncomfortable

And many more . . .

DAMONA’S DIATRIBE (47:25)

Every once in awhile Damona has something to get off her chest, and this week was no exception. Up this time on the chopping block: the lack of effort in guys’ dating profiles today. Tune in to see what she had to say.

Date for a Soulmate & Valentine’s Day

Our guest co-hosts this week were Orna and Matthew Walters, soulmate coaches for spiritual, successful, and single women who have everything . . . except the man of their dreams. Their breakthrough coaching program, Bring In Your Beloved, helps its practitioners remove blocks to love so you can love yourself and others more deeply. Love coaches who are actually in love, we were lucky enough to have them stick around to give our listeners some advice in Technically Dating after our interview.

D’S DATING DISH (3:10)

A guide to having “the talk” with the person you’re dating

We’ve all been in the position of dreading “the talk,” but luckily, the Washington Post has published a guide to hold your hand through the process. The key points are to remember to never force things and to make your intentions clear from the start, but you can read more via the link above.

The new rules for workplace romance

Facebook recently revealed their workplace dating policies, and thankfully, everyone was in agreement that they’re pretty fair! The big kicker? You only have one shot to ask a coworker out. If they reject you, it’s harassment if you ask them again. You can read more via Gizmodo here.

A surprising celebrity breakup

Alas, another Hollywood couple has bitten the dust. Sarah Silverman and boyfriend Michael Sheen called it quits over Christmas break and are just now making the news official. However, Sarah is keeping her trademark sense of humor about it, and we’re rooting for her as always. You can read more via ET here.

TECHNICALLY DATING (32:58)