Okay, so you wanna hear about dating a sex worker? Buckle up, it’s a ride.
How it Started
I met her online, on a totally normal dating app. Her profile wasn’t explicit, just cute pics and a bio about liking hiking and dogs. We matched, chatted for a bit, and I thought she was cool. We made plans to grab coffee.
The Coffee Date & The Reveal
Coffee went great. We laughed, talked about our jobs, the usual first date stuff. Then, she dropped the bomb. “So, I should probably tell you… I’m a sex worker.” I was a bit stunned, I ain’t gonna lie. I didn’t know what to say. After a few awkward seconds, I asked what that meant for her. She was upfront, explained everything, and didn’t try to sugarcoat it. I respected that.
Weighing it Out
After the date, I had to think. Was I okay with this? Did I have judgments I needed to deal with? Honestly, I did. I talked to a close friend, someone who wouldn’t judge me. They helped me sort through my feelings and realize my hang-ups were just that – my own. So, I decided to see her again.
Getting to Know Her
Our next few dates were more intense. We talked about everything, her work, her life, her dreams. I learned she was smart, funny, and incredibly independent. I also learned a lot about the misconceptions people have about sex work. It wasn’t all sleazy back alleys, like my dumb brain imagined. It was a job, a way for her to make money and support herself.
The Challenges
There were definitely challenges. Jealousy popped up sometimes. I had to really trust her and our connection. We had to be super open about boundaries and communication was key. We had rules about her work and our relationship, and we stuck to them.

The Good Stuff
But there was also a lot of good. She was incredibly sexually confident, which was hot. Our sex life was amazing, because we were both so comfortable and honest about what we wanted. Plus, she taught me a lot about pleasure and communication in general.
The End?
Ultimately, it didn’t work out long-term. Not because of her job, but because we wanted different things in life. It was a mutual decision, no hard feelings.
Takeaways

- Be Open-Minded: Don’t judge someone based on their job. Get to know them as a person.
- Communicate: Be honest about your feelings and boundaries.
- Trust: Trust is crucial, especially in a relationship with a sex worker.
- Respect: Respect her choices and her profession.
It was a unique experience, and I learned a lot. I don’t regret it. Would I do it again? Maybe. It depends on the person.