I was literally born in prison.

My mom was a felon, so I was born in the pen and taken to my grandmother’s house. My mother may have created me, but my grandmother gave me life. I’ve had a special love for women ever since.

I’ll admit it. I have White Knight Syndrome. I love the feeling of rescuing a woman from a bad situation. I’m a big guy— 6’3", 250 pounds— so being that white knight is easier for me than most.

A few months ago, my booking manager set me up on a date, and since the client wasn’t a regular, I didn’t know much about her. I met “Nancy” at an upscale hotel bar, and, as usual, I had no idea to expect. She was a nice-looking middle-aged woman. Definitely farm-girl stock, healthy and sturdy, dressed well but not showy. She could have been the president of the PTA or a former member of the high school Glee Club.

Nancy was nervous, but my job was to put her at ease. We settled in and had some cocktails and conversation. One of the go-to icebreakers often initiated by clients is why they called the service in the first place. Nancy shared with me that she was a widow. Her husband of 25 wonderful years had passed away a few years before, and she was picking up the pieces. She was still young enough to start over again in the dating world, but she felt terrified and awkward. Nancy needed a dating refresher course, and I was the man who was going to ease her back into it.

It may surprise you, but I’ve been with many women who have gone through a bad situation and needed someone like me to get themselves back out in the world. Like dating training wheels. I’ve been lucky with my clients. I love every one of them — I can honestly say I have never been matched up with someone that I didn’t like as a person.

That said, I liked Nancy a lot.

We sat and talked in the quiet lobby bar for a few hours. I did a lot of listening. She hadn’t been touched by another man in a very, very long time… and even longer by a man who wasn’t her husband. She loosened up by the time we settled in for dinner, and started showing me more of her personality. I loosened up, too. I told a few jokes to keep things light, but made sure to share my personality with her as well. There’s no formula for having a successful date with a new client, it’s more about being in the moment and being sincere.

“Nancy needed a dating refresher and I was the man who was going to ease her back in.”

After dinner, we went to Nancy’s hotel room (she had booked an overnight appointment). Nancy leaned in and shyly asked if she could kiss me. I leaned toward her, understanding that this was the first kiss she’d had in years. Though it was slightly awkward at first, things heated up right away. We made out for quite a bit. She was into it and really began to let go… but pulled back when things started getting heavy.

She asked if she could give me a massage. Giving massages was one of the things she missed most. She even brought her favorite brand of massage oil. I stripped down, laid on the bed, and she gave me an amazing massage. Slow, gentle, and tender. I loved it. We both loved it.

When I’m with a client, sex is always welcome, but it’s never expected. And it’s certainly not mandatory. And while Nancy was getting comfortable with me, she wasn’t ready to take things that far. So we spent the night together cuddling in this really wonderful California king-size bed. I held her all night long. It was beautiful. In the morning, we had a nice big breakfast brought in by room service, and lounged around. We kissed a bit more, and then I left.

Since then, Nancy arranged a few more overnight encounters with me. She has really opened up and has started dating. Did we ever end up having sex? Most definitely! Many times. Was it good? That’s a story for another time, but let’s just say that it was totally worth the wait.

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