Episode 11: The Sex Appeal of Older Women

Welcome to Episode 11 of F*ck Like a Woman. Today, I talk to an online dating connoisseur, who recounts some fascinating insights about how dating apps have revolutionized sexual fantasies – one fantasy in particular: younger men and older women.


Today, I interview Diana, who is what I would consider a connoisseur of online dating. She has not only been active for the better part of 7 years on just about every dating app there is, but she was going on as many as 3 to 4 dates per week with nearly every category or type of guy out there just to make sure she wasn’t overlooking potential matches. And by category, I mean age group, race, income level, body shape, hobbies and interests, nerdy/geeky/panty-droppers, you name it.


She and I candidly discuss these topics and more:

  • Why younger men want to date older women
  • Pros and cons of younger men pursuing older women
  • Exploring sexual fantasies with online dating
  • Social standards that deter older men from wanting to date women in their age group
  • The perils of how both men and women think about our “biological clock”
  • The idea of settling and “trading in” your partner for a newer model


I don’t know about you guys, but this was both fascinating and hilarious at the same time. A few things I wanted to touch on before we wrap up the show is that I am of the mind that if you can imagine it exists out there, it already does or you can create it. That goes for just a about everything, but in this case, romantic companionship. There are fundamental human behaviors and emotions that are inextricably part of our very nature so the trials of love will be part of any courtship, but with the right curious mindset, by improving our relational self-awareness, and with intentional practice on our shortcomings, it is possible to attract and grow a romantic relationship which might have only begun with the seeds of possibility, into something fulfilling, interesting, long-lasting, and satisfying. However, the mystery and omnipotence of the universe is always at play, reminding us that we do not choose love, love chooses us. The more we resist what is, rather than being at peace with it, as Diana has come to find, the greater the resistance is mirrored back to us. In the end, the best we can do is spend time with the ones we already love, including ourselves, and to bask in the gratitude we have for the moment, for the overlooked joys we miss when we mistakenly forget about our own mortality. Have a beautiful week everyone, and I hope you find as much humor in your dating life as Diana has found in her quest for love. See you next time.


Leave a Reply

This site uses Akismet to reduce spam. Learn how your comment data is processed.