The Story of Stephanie (Chapter 2)

So there I was. Kind of at a crossroads. I didn't know what to do with myself. The months previous, anytime I had free time on my own, I was crossdressing and going on cam getting a thrill out of men watching me. Men! That was just strange. But I didn't know what to do with myself. I really did get excitement from it. But, I knew I had to stop. I couldn't risk getting caught. So I did what I could to get it out of my mind.

Then, one fine day, things changed. My girlfriend and I were at a weird stage in our relationship. We were on and off, on and off. We didn't know what we wanted. I was only just turning 20 years old and I wasn't sure I wanted to settle down with her. I felt I had some wild oats to sow. But I kept the relationship going because I did love her.
We had been talking about our sex life, which was always good, but was certainly missing something. So my girlfriend that night decided to dress up in her best lingerie, red basque and thong set with black stockings and heels. We had unbelievable sex. Afterwards, as we were lying in bed, I asked her what it felt like wearing stockings. She said she loved how they felt on her skin. So soft and smooth. Then, out of the blue, she asked me, "D'you want to try them on?" Stunned I think is the best word to describe how I felt. "Ok" I said, almost too enthusiastically. She was about to take hers off when I said, "No, keep them on. I'll wear a different pair." So I did. I got out a pair of red hold ups. I tried to make it seem like I didn't know how to put them on, when I was practically a professional. But they were on. The whole time my penis was rock hard. I was so turned on, and even better, so was she. That was the most intense sexual experience either of us had ever had. Like I said, it was always good, but nothing compared to that. But rather that make our sex life, and relationship better, it became more of a hindrance. I wanted to do it like this every time. She started to feel like I was more turned on by this than I was of her, which to be honest, I was.