Feminization and Vulnerability

It was an experience that I never really shared with anyone, but I feel like this is the right forum. When I was in my early 20s I connected with a man through a fantasy chat that was based on the feminization and emasculation of males. He had intense, life long fantasies of being completely emasculated, even to the point of dressing and presenting himself to men in panties and dresses etc. There was something about it which had a strong effect on him since he was a young boy. We shared a lot of fantasy scenarios and I loved writing little stories which depicted him as the main character, being feminized, displayed, punished and more. Eventually he asked if we could meet and talk in person and I agreed, since we had talked on the phone and I knew he was harmless.

We went to his office after it had closed, so no one would be there and we would openly talk about anything. He began to share more of the history behind why he began to have these fantasies of emasculation. He said that he felt it was his own masturbation which had become so severe, that it began to take over his sexuality. The act of masturbating, the fear of being caught or found out and the vulnerability he felt became intensely sexualized for him and this only made matters worse. It was while he was telling me this that I saw him becoming emotional...almost as though he was feeling a sense of relief along with the shame of telling me this, and it brought him to tears. He was shaking as he reached down and lowered his pants, to show me that his private parts were encased in panties. The shape of his penis was clearly defined by the soft material, especially because it was fully erect. He said "Look what has become of me Shane"....and I felt like a nervous schoolboy as I looked down and saw his penis contracting and seminal fluid on his panties. I could see that he was burning up and this really fascinated me. I had never witnessed someone so exposed, yet his exposure was only electrifying him to greater arousal. He continued to confess things to me that he had never shared with another soul and I asked him questions which he answered so honestly and sincerely. It only added to his arousal to know how curious I was about how this became of him and he was struggling to speak at this point. He knew he was going to ejaculate and he pulled his panties down..looking at me with such a thankful expression. I asked him if he felt that he needed to be exposed and as he tried to answer me he began to ejaculate. He held my hand as the semen was pouring out of his penis. It was very powerful to watch this happen and to know that I supported him through it.  Ever since this experience I've wondered if there might be others who could relate to him and we could share a similar experience.