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  • Writer's pictureSara

Sara's Story: How I Got Started as a Companion

One of the most common questions I receive is how and why I entered the world of escorting and paid companionship. It's a fair thing to wonder and, as with most things in my life, less glamorous than you probably hope. So, pull up a chair, pour yourself a cup of tea (or coffee if you're like me!), and settle in for the story of how I got my start as Sara.

A twenty-something young professional, I found myself busy with work and increasingly disappointed with my luck in traditional dating. As I matured, I started thinking about what I liked and disliked about the relationships I'd had. While I'd dated some great guys, I often felt stifled and bored after some time. Then, one of my dates introduced me to the idea of non-monogamy. I was hooked.

That relationship ended, but my eyes were opened to a whole new world of possibilities I'd never even considered. For a while, I continued dating, hoping to find someone also interested in seeing other people. But, it quickly became apparent that this pool was very shallow. So, I did what I do best - research.

After venturing down more than one rabbit hole on Reddit, I found several options. The first was freestyling. While this seemed like it could be fun, I realized that as a non-drinker, I'd stick out like a sore thumb at bars, the best place to meet potential men or couples looking for a partner. And, as a naturally awkward person, this seemed a bit intimidating. How would I even know who was looking for the same thing as me?

The second option I read about was sugar dating. This seemed a much better fit given that most people in the "sugar bowl" seemed to be aware of non-monogamy and its potential role in a sugar relationship. Plus, who doesn’t like to be spoiled?

So, after signing up for Seeking Arrangement, I spent a few weeks chatting with potential sugar daddies and set up a few platonic meet and greet dates. My very first one turned out to be quite an adventure when my date, having never met me before, asked me to quit my job and move in with him and his wife. I may be a progressive woman, but I'm also a realist. Passing on that offer, I met a second gentleman. While his proposal was much less shocking, he too wanted to meet for long periods during workdays which, unfortunately, my job won't allow.

The more dates I made, the more I realized my schedule and lifestyle were simply not compatible with the expectations of most sugar daddies. As disappointing as this was, Reddit had led me to another potential solution: escorting.

At first, the whole idea seemed daunting. I'm just a regular girl, not a Playboy Bunny. Would anyone actually want to see me? Then there were the logistics. How does it all work? Where do I find dates? It all seemed overwhelming, scary, and deliciously risque!

After mulling the idea over for a few days, I decided to give it a go. A quick Google search turned up the other ladies in my area, and I spent hours pouring over their pages. They looked so beautiful and alluring, I instantly wanted to be just like them! So, in February 2020, I booked a boudoir shoot and built this website.

I still remember the intense anticipation preparing for my first date. The butterflies I felt in my stomach then I still feel today when I open the door to a new suitor. That night, I realized my addiction to this wonderful world of companionship, intimacy, and excitement.

In the past almost two years, I have been fortunate to enjoy the company and attention of some of the kindest, most generous, and passionate gentlemen I've ever met. While my path to this point may have been a bit winding and unconventional, it has proved an entirely worthwhile journey and one I am thankful for every day. Companionship has fulfilled an essential need in my life, and I can't wait to see where it takes me in the future!

Till next time,


P.S. Want to share what brought you into this unique world? Comment below ;)

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