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Lovers and Friends with Shan Boodram

S1 Ep96: I Love Older Men, but I Regret Dating Them in My Twenties feat. Anna Akana

Lovers and Friends with Shan Boodram

LOVERS by shan

Sexuality, Society & Culture, Relationships, Health & Fitness

55.5K Ratings

🗓️ 8 November 2023

⏱️ 55 minutes

🧾️ Download transcript

Summary

Are you young and attracted to mature men? Many younger women are dating older men, but is it really worth it? Anna Akana was in her twenties when she had a public relationship with Ray Williams Johnson, and she's here to tell us why it was a huge mistake. Hear her story plus the joys of dating older men today. Learn why Anna thinks women younger than 25 should be warned about the possible repercussions before taking the plunge. Plus, find out why she's so happy now that she's dating a man in his sixties, another in his fifties, and even one woman in her forties! Dive into this episode now if you're interested in learning more about what it's like to date an older partner.

Follow Anna Akana 
https://www.instagram.com/annaakana
https://www.youtube.com/annaakana
https://www.squadup.com/events/it-gets-darker-anna-akana-friends-1

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@loversandfriends - YouTube

Transcript

Click on a timestamp to play from that location

0:00.0

Let's talk about age gaps specifically when the woman is younger and the man is much older.

0:06.0

And moreover, let's talk about why some people, namely our starring guest Anna Akana, like it that way.

0:11.9

I find older men, for the most part, they're more self-aware.

0:16.1

I don't know.

0:16.9

There's a lot of benefits to older men.

0:18.2

They have a skincare routine.

0:19.8

So if I forget my shit at home, I could be like, oh, babe, give me that pawn scream, you know? I like an early dinner. I like going to bed early.

0:27.5

And while Anna has always felt that Silver is sexy, in her younger years, she wishes that she dated more in her age range. And she would give that advice to 20-year-olds today. I would say if you're in your

0:38.1

20s, don't date anyone older than 30, honestly. In my early 20s, I dated a lot of older people,

0:45.3

and I don't think it served me. I think there was something wrong with them to be attracted to me.

0:50.7

Tell me more about that.

0:51.5

Lovers and friends.

0:56.1

I'm going to take you on a trip, baby.

0:56.9

I don't pretend.

1:01.7

I say, lovers and friends, I'm going to hold you down down to the end.

1:03.0

I said. Hi there, lovers and friends.

1:03.6

Welcome to the podcast called The Same Damn Thing I just said.

1:05.9

My name is Shambudram.

1:07.0

I'm a public facing sex and relationship expert.

1:09.4

I'm the host of this podcast and we have been

1:11.5

rocking for 100 or coming up on 100 episodes. And this is our first time talking about the

1:17.4

traditional age gap. And I say traditional because when people hear that, they think younger

...

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