Anna Kennedy modeling portfolio

Anna Kennedy

I’m a love and relationship coach, author, podcaster and model. Scroll down to see my EXCLUSIVE links, Instagram feed, Twitter account, TikTok link, newsletter signup, and podcast!

You can also purchase selected photo sets and my book right here on my website!

I hope you enjoy what you find. I’m so glad you’re here!

Anna Kennedy lingerie pinup


I send out new content each week. It’s free to subscribe. See my latest photos and videos here!

Anna Kennedy lingerie modeling


This is where I interact with my fans on a regular basis. See a mix of new photo sets and dance videos every week, along with some of my all-time favorites!

Anna Kennedy Playboy Feature


I was recently selected by for an online portfolio. I was super excited to be asked to be featured. Check out my photos there!

Anna Kennedy 2024 Calendar

NEW! 2024 Calendar

My 2024 calendar is now available for purchase!


Occasionally, I send out a short newsletter with a photo, maybe some products that I like, and whatever else is new—like my book! Subscribing is fast and free, and you’ll get something you’ll love every time!

( I never share subscriber info. )

train wrecks book author photo

My Book

I wrote a book! It’s a memoir about being a 40-something woman and trying to find companionship and lasting love on the dating apps. You can guess how it turned out, but it’s the details that make it interesting. Tap on one of the links below to purchase online!

You can purchase online at!


Every episode, my co-host and I talk about sex, love, relationships and life. Adults only. It’s a lot of fun. Check it out!

The Anna Kennedy Show podcast

Podcast Comments

Have a question or a story? If you have something good to share with our podcast audience, we’ll talk about it on an upcoming episode!

Not required, but city or part of the world would be nice to know for context.
Questions about love, dating and relationships are welcome, as well as interesting stories. We may edit as needed to make it more suitable for a listening audience.

“Just the tip ; )”


If possible, I’ll say thank you with a personal note.

Venmo: @annacharleskennedy
Cash App: $annacharleskennedy

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