• Home
  • About Rebecca
  • SUBSCRIBE TO MY NEWSLETTER
  • @RebeccaOver60 on YouTube
  • Media Kit
  • Contact Me

Baby Boomster

Active Women Over 50

Shop with me - My product recommendations

  • Recipes
  • Travel Planning for Seniors
  • Old Lady Product Reviews
  • Visit My Amazon Storefront
You are here: Home / Baby Boomers - Women Over 50 / books / Fifty First Dates After 50: Book Review
Privacy Policy This post may contain Amazon and other affiliate links. If you click and purchase, I may earn a small commission at no extra cost to you.

Fifty First Dates After 50: Book Review

by Rebecca Forstadt-Olkowski 10 Comments

Have you been on the singles scene as a woman over 50? There are all sorts of ways you can go about it. But even if you are happily married, you may find the book Fifty First Dates After 50: A Memoir by author Carolyn Lee Arnold revealing as she describes her journey in alternative lifestyle dating to find a deep connection with a future life partner.

I interviewed Carolyn in the video below

Please watch our video interview to learn more about her perspective on love and her preference for open-relationship dating.

Open relationship dating may be completely the opposite of what you have experienced and isn’t for everyone. However, if you have an open mind, you will learn relationship-building tips that could help you find romance in later life or spark the long-lasting relationship you are currently in.

What is open relationship dating?

Carolyn is a free-spirited woman from the Bay area in Northern California who, like many Baby Boomer women, experimented with sex as a young woman. At one point, her conservative parents sent her back East to a boarding school because they were concerned that California’s lifestyle was too “wild.” Little did they realize that during the late 60s and 70s sex, drugs, and alternative lifestyle living were everywhere.

She became involved in the feminist movement and took part in rallies for women’s rights. For 18 years she identified as a lesbian because she thought the men during that time period weren’t very exciting or evolved.

But years later, as men became more enlightened. she began to find them interesting again. She now identifies as bisexual.

The Bay Area has always been a hotbed for alternative lifestyle living and it was there that Carolyn became involved with the Human Awareness Institute (HAI) which leads workshops in love, intimacy, and sexuality. It’s a global self-growth organization that teaches self-acceptance and how to see the good in others as well as spiritual practices to create deeper connections between people.

Many of the workshops are clothing optional to help people feel more accepting of each other’s bodies and fully embrace their inner beauty. They hold events and parties where like-minded people can meet up with each other and connect in whatever way they feel comfortable, including sexually.

Carolyn has also been involved with Tantra groups and other relationship-oriented workshops.

Why fifty first dates?

If you met Carolyn in her ordinary life when she was working as a statistician and researcher for a community college, you probably wouldn’t have had an idea she was involved with alternative lifestyle dating. She kept her two lives separate.

When she ended a seven-year relationship with a man she met at HAI who she called her Buddhist Beachboy she decided to embark on a project to go on fifty dates to find someone who would be her life partner.

In statistics terms, the number 50 is considered a good sampling number.

Her book describes her encounters which consisted mainly of men she met at HAI. And, just so you know, much of it is explicit. Even though you may not want to approach dating in the same way as she does, Carolyn recommends finding men who have taken a relationship course of some sort. They are more likely to respect your boundaries and be more sensitive to your needs.

Is monogamy for everyone?

Many of the men Carolyn dated for her project were HAI members who embraced alternative lifestyle dating which promotes open relationships. Sometimes she would borrow men who were married or had girlfriends to “sample” with their partner’s enthusiastic permission. It was a way to help her find the type of man who would be an ideal primary partner.

In the interview, Carolyn mentions that her years as a lesbian gave her the tools to complete her project. She had learned it was important to be financially independent and on her own no matter what kind of relationship she was in. Although she was seeking a life partner, she wanted someone who had other things to do and other interests. That way she could go back to her space if she wanted to, or sleep with her partner when she chose to.
If either partner wanted to “play” with a friend, that was okay too.

At one point during her project, she felt like she had exhausted the men from HAI to date and put out a personal ad describing herself as someone seeking monogamy. One of her lovers read her ad copy and told her, “You’re not monogamous.” Monogamy isn’t necessarily a natural state in humans.

Her fifty dates journey took place from 2008-2010 starting when she was 58 years old. She is now in her late 60s.

I won’t tell you how the book ends but even if living an alternative lifestyle like Carolyn’s isn’t for you, you can learn more about open relationship rules and how people who embrace it enjoy their sexuality in later life.

Purchase Fifty First Dates After Fifty: A Memoir on Amazon here.

Please watch our video interview here to learn more of Carolyn’s insights and don’t forget to subscribe to my YouTube channel.

Fifty First Dates After Fifty: A Memoir book
Fifty First Dates After 50: A Memoir on Amazon

Share this post:

Share on Facebook Share on Pinterest Share on LinkedIn

Filed Under: books, Sex and Relationships Tagged With: author, dating, interview, love, women over 50

Join my newsletter and receive new posts weekly

About Rebecca Forstadt-Olkowski

Rebecca Olkowski is a travel/lifestyle blogger and founder of BabyBoomster.com, for active older women over 50. She is a purveyor of all things fun, loves to venture out in the world, is a foodie, and lives in Los Angeles.

Comments

  1. 1010ParkPlace says

    August 21, 2021 at 10:40 am

    Brava for putting herself out there. I dipped my toe in the water and stepped back onto shore. xoxo, Brenda

    Reply
    • Rebecca Forstadt-Olkowski says

      August 21, 2021 at 12:14 pm

      I know what you mean, Brenda!

      Reply
  2. Carol Cassara says

    August 21, 2021 at 11:37 am

    What an interesting woman? Must know more!c

    Reply
    • Rebecca Forstadt-Olkowski says

      August 21, 2021 at 12:14 pm

      She really is. I enjoyed our interview.

      Reply
  3. Laurie Stone says

    August 23, 2021 at 6:44 am

    Wow! That’s one way to make life more exciting. Good for her. Sounds like an intriguing book.

    Reply
    • Rebecca Forstadt-Olkowski says

      August 23, 2021 at 10:46 am

      You’re right about that, Laurie!

      Reply
  4. Carol Cassara says

    August 23, 2021 at 8:47 am

    I just tweeted this one!

    Reply
    • Rebecca Forstadt-Olkowski says

      August 23, 2021 at 10:46 am

      Thanks, Carol!

      Reply
  5. Meryl says

    August 25, 2021 at 11:44 am

    I am definitely an old fuddy-duddy. I am exhausted just reading about her – and I would think someone would know what they want at some point before 50 dates. But I guess it’s fun..

    Reply
    • Rebecca Forstadt-Olkowski says

      August 25, 2021 at 12:06 pm

      It would be exhausting, Meryl. I agree.

      Reply

Leave a comment and tell us what you think Cancel reply

Your email address will not be published. Required fields are marked *

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

Welcome to Baby Boomster!

Rebecca Forstadt Olkowski - Digital Content Creator and Voice Over Actor

I’m Rebecca Olkowski and I created Baby Boomster for active older women over 50 who want to live life to the fullest without age as a boundary. How we react to aging is all about our attitude and I choose to react to it positively. I write about Fashion, Beauty, Travel, Entertainment, Wellness, Lifestyle and having FUN.

Read more about me here

  • Contact me at Rebecca@babyboomster.com
  • Media Kit
  • Writer’s Guidelines

Instagram | Facebook | LinkedIn | Pinterest | Twitter | YouTube | Amazon Store

Please read my latest posts

  • The Best Resort Wear for Women Over 50 in 2025
  • Household Tools I Love to Use to Make Life Easier Over 50
  • My Late ADHD Diagnosis and the Journey to Self-Acceptance
  • Best of Baby Boomer Blogs: Wings of Hope
  • Women Over 50 Are Throwing the “Rules” Out the Window
  • The Real Secret to a Rich Retirement? Hint: It’s Not the Money
  • Air Travel Tips from the Flight Deck
  • The Best At-Home Beauty Devices for Older Women for 2025
  • Rocking the Best Jeans for Women Over 60 by Body Shape
  • To Rant or Not to Rant? That is the Question

Click Below for Popular Topics

aging author Baby Boomer blogs Baby Boomer Travel beauty Blogging Books business celebrities clothing disease prevention doctors Europe fashion over 50 Fitness over 50 fruit Health Benefits healthcare healthy eating holidays hotel International Cuisine interview longevity mental health older women pandemic product review recipe reduce stress reinvention restaurant retirement self care Self Improvement shopping skin care smart eating style over 50 Travel Over 50 vegan vegetables vegetarian women over 50 writers

Enjoy getting the news in your inbox with Morning Brew. It’s straight news with humor and puzzles.

Contact Info

  • About Baby Boomster
  • Send a message
  • Media Kit
  • Writer’s Guidelines

…………………………………………..

Rebecca Forstadt Olkowski
rebecca@babyboomster.com
Los Angeles,  CA 91001

Honors and Awards

Top 100 Baby Boomer blogs

Intellifluence Trusted Blogger

Search for a topic

Legal Stuff You Need to Know

  • Disclaimer
  • Disclosure
  • Please read my Privacy and Cookie Policy

Amazon Program Info

Rebecca Olkowski is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program, and the Amazon Influencer Program. She earns commissions from qualifying purchases at no extra cost to you.

Other affiliations are listed HERE.

INSTAGRAM | LINKEDIN |  PINTEREST |  THREADS |  YOUTUBE |  FACEBOOK |  AMAZON


BabyBoomster.com is a travel, fashion, beauty, wellness, and lifestyle blog for Baby Boomer women over 50. | Los Angeles, California

Copyright Ⓒ 2025  | BabyBoomster.com  |  All Rights Reserved

Privacy and Cookie Policy