Meet John, a good looking doctor in his early 50s who is married with kids. He and his wife have a “don’t ask, don’t tell policy,” and he gets his fix with women of all ages – although most of them happen to be in their mid-twenties. Sometimes he pays for sex (in sugar daddy / baby type situations), other times not. 

He knows he can get it when he wants but oftentimes prefers the no strings attached dynamic paid sex yields. The last thing he needs is some woman getting too attached and maliciously trying to blow up his home life. He’s had stalkers before and, having learned from his mistakes, does his best to play the field while avoiding drama. 

I sat down with John to get to the bottom of his propensity for women 30 years his junior. Here’s what he had to say:

What attracts you to sleeping with younger women?

It makes me feel young and their anatomy works better.

What about dating them?

I prefer dating over hookups in general. However, younger women are annoying because having so many options makes them flakey. Also, it is difficult to maintain relationships because people are judgmental and you have to keep things hidden to a certain extent. 

Is dating women significantly younger than you (15+ years) a pattern that you actively seek out? If so, why?

Yes, because I have all the lovers and friends I need of the opposite sex who are my age. Those who have stood the test of time remain but I’m always searching for new experiences.

Do you find relationships with younger women to be safer and less emotionally involved simply because they are in a less serious phase of life and have less expectations?

Actually, I find that women in their early twenties are too flakey. I prefer the maturity of a woman in her late 20s/early 30s. However, these are the most anxious women out there. They feel the pressure to be in a committed relationship, but have no idea how to do it or whether they really even want it. What makes them fun is that they’re still trying to figure it out. Older, single women have generally accepted that they are going to remain single. Often, they stop trying altogether. 

What attracts you to women in their 20s physically over women your own age?

Young face, tight body, smooth skin, fluffy pussy. 

What attracts you to women in their 20s emotionally over women your own age?

Capacity to experience the world we are in without all the baggage of growing up in the 20th century.

Do you enjoy having a power dynamic where you are the undisputed dom who pays for everything, has more life experience, etc.?

It’s all about the power dynamic. It is a hard one to sustain because ultimately, we all have to switch once in a while, but there’s nothing hotter than a baby who wants something from me and knows what makes daddy happy. 

What do you think of women who claim that men who date significantly younger women are simply too immature to handle a real woman?

Men who date younger women always have older options. Younger women are the bigger challenge. 

How influenced do you feel your attraction to significantly younger women is dictated by nurture (ad campaigns featuring teens, fetishization of high schoolers on shows like Euphoria) versus nature (younger women = more fertile, older men = more stable / able to provide to support)?

Can’t separate the two. Fetishization happens because of nature. Frankly, it’s really neither for me. I see it as a nurturing relationship. I want to help my flower blossom. 

Do you or have you ever dated women significantly older than you? If so, when and what was the age difference?

When I was 23, I dated a woman who was 27 for 4 years. That was the largest gap. I have never made love to anyone older than 55. I am 54 and that was last week.

Do you feel like women really do just mature faster than men and that therefore the biological age difference doesn’t necessarily reflect the emotional age difference?

Depends on the age. Women mature faster till 30, but by 32, men have largely caught up (and quite frankly, moved ahead).

What advice would you give to a woman in her 30s, 40s, or 50s who is trying to date men her own age but who feels like they are not interested?

You have to decide your goals in dating. If you are still looking to settle down/have kids, your standard of attraction has to change — hasn’t been working well so far, has it?  If not, you have to understand that everyone is attracted to youth. But youth is a state of mind not chronological age. Try new things, fuck younger guys, fuck older guys. This life experience comes around once — enjoy what you can from it. 

Do you think women who are older should embrace their age with grace or bend over backwards to maintain their youthful essence?

 As I said, youth is a state of mind. 

What do your friends think about your proclivity for younger women? Are they in the same boat, are they jealous, judgmental or some combination of both?

Mostly jealous and they express their jealousy by being judgmental. Some are genuinely happy for me though. 

Were you jealous as a younger man in his twenties when women your own age would go for older, richer men? Explain.

YES, and I had more disdain for the older men than I did for the women who went for them. 

Any additional comments?

Related to the last point, in the past, it was much more out in the open. Now, one (both the older man and younger women) has to be much more careful to maintain appearances or risk being called out, canceled and/or humiliated.

Culture
Dating
may-september romance
Sugar Baby
Sugar daddy
Jules

Jules

Author

Based in Brooklyn, Jules has dedicated her twenties towards harnessing her pussy power, exploring the muse, whore, and wild woman archetypes along the way. When not blogging, you can find her sweating the toxins out in a hot yoga class or sipping a matcha latte at a pretentious coffee shop, whilst she scribbles away in her journal.


Discover related Experiences

Sugar Daddy

Sugar Daddy

Sugar Daddy

Daddy, daddy cool.

Mentor

Mentor

Mentor

You can be the boss, daddy.

Travel

Travel

Travel

Vacation flirtation?

Explore similar articles

The North South Sugar Divide

The North South Sugar Divide

Iso
Posted by Iso

Wednesday 9 November 2022

I chatted with an old friend Susanne*, who spent her university days in Newcastle sugaring, before moving down South and continuing her sugar baby life in London. 

Stripping Away the People Pleasing Mask

Stripping Away the People Pleasing Mask

Jules
Posted by Jules

Tuesday 7 February 2023

Being able to kiss ass and turn on the charm no matter what served me well in my sugar days, but at what cost to my emotional growth?

When Is Sugar Dating Exploitative?

When Is Sugar Dating Exploitative?

Iso
Posted by Iso

Friday 29 April 2022

The blurred lines and the lack of transparency in sugar dating make it all too easy to get exploited. Here's what I wish I'd known starting out.

6 Sugar Babies You’ll Find In London

6 Sugar Babies You’ll Find In London

Iso
Posted by Iso

Friday 1 July 2022

Which London sugar baby are you? Cool Baby? Toe-Dipper Baby? Baby Girl Baby? The list is here.

Q&A With a Daddy Who is Getting Out of the Sugar Game

Q&A With a Daddy Who is Getting Out of the Sugar Game

Jules
Posted by Jules

Tuesday 27 September 2022

This week, I sat down with an ex-daddy and friend to reminisce about the good sugar times and the bad, as he prepares himself to exit the sugar game once and for all.

Learning to Find Peace With my Sex Work Past

Learning to Find Peace With my Sex Work Past

Jules
Posted by Jules

Saturday 20 August 2022

After hearing from an ex-boyfriend about the existence of a sex tape from my sugar baby days, I decided to get candid about what it's been like to navigate that experience.