Six years ago I was living a life that I thought made me happy, as a straight man with a girlfriend. But I had another side of me, one that enjoyed dressing up as a woman. For years I kept both sides separate, but one day in April of 2017, my then girlfriend caught me dressed up in her clothes. She was understandably angry and while we tried to make things work for a bit she ultimately dumped me.

  By summer, I was back to online dating. I went on dates with a few women but nothing ever panned out. Then in September, I received a message from a man. I wasn't into men, but I was bored and he seemed nice so I replied. We started chatting, and soon he asked me if I'd get dinner and drinks with him, just as friends. I was a little skeptical, but I agreed to meet up.

  The following Thursday I met him at a restaurant near my house. Dinner started out pretty normally, he respected his promise to keep things platonic. We finished our dinner and stuck around to have some drinks and talk. Talking with him was so easy and soon I found that when I looked into his blue eyes, I was getting butterflies in my stomach.

Soon an hour had gone by, and another, and before I knew it, the topic of conversation had shifted to our previous relationships. I hadn't told anyone about why my ex and I had broken up, and I was nervous to tell him, but something about him compelled me to do so. 

I could tell he was excited by this topic. He asked what kinds of clothes I liked to wear, if I had ever gone out in public (I had) and it I ever hooked up with a man (I hadn't).  At some point he moved from the booth across the table to sit next to me, and I remember feeling giddy to so physically close to him. 

Before we knew it, the restaurant was closing and we had to leave. He offered to walk me to my car, and we talked a bit more. Eventually, he leaned in for a kiss. I kissed him back and we began to make out. He grabbed my hand and put it on his crotch. I could feel his large pulsing cock through his pants. He then said it was getting late and the he should go, but asked if I wanted to meet him at his place tomorrow night. 

  All day Friday I could barely think of anything else. I couldn't believe what was happening, I had made out with a man and agreed to meet up at his place, and I was excited for it 

I met him at his apartment, and we wasted no time getting back to were we stopped off the previous night. The whole weekend was a blur of firsts. First time I sucked a dick, first time I was fucked, and the first time I really truly fell in love. 

I very quickly started spending almost every night at his place. The sex was good, but he also allowed me to dress in femme the entire time I was over there, which was amazing after years of having to hide that side of me. 

Just after new years  he sat me down and told me that we needed to have a very important conversation. He told me that he was falling in love with me and could see himself marrying me one day, but that he was primarily attracted to the female body and that feminine clothes, wigs and makeup didn't do it for him. He gave me an ultimatum, either I start taking hormones to get the body that he needed or we would have to break up.

I was shocked, a little angry and a lot sad. But after a night apart I came to the conclusion that I wouldn't want to live my life without him and that whatever fears I had about transitioning, they would be worth it.

  I told him my decision, and that I had set up an appointment at an informed consent clinic to begin female hormone therapy. Two weeks later I walked out of the clinic with a prescription for estradiol and an anti androgen and on 01/18/2018 I began my journey to womanhood.