"No!" he said.

"Really? I ask you to put on a dress to help me out. A year ago, you would have run away. Now you did it, and I think you like it."

He looked down at the floor.

"Jim, look at me. This is important. Tell me what you're *feeling*. I need to know."

He just looked up to me with puppy dog eyes.

"Its okay dear. I won't be mad at you. I just want to help you."

I had read that high levels of female hormones could effect how a man felt inside. That it could even make their sexual attractions change. I was pleased with his answer.

"I feel mixed up" he said. "I don't know what I want. I don't know why I feel the way I do. Something in me has changed, but I don't know why."

"I love you" I said. "And I will support you, no matter what happens. Do you understand that?"

He nodded.

"Good. Now listen to me. Let's explore today. Let me make you a woman, just for today, and see if this is what you really want. I'll dress you up, I'll make you pretty. You can be a girl today, and nobody will care. We'll find out if this is what is really happening inside you. All right?"

"I love you so much" he said, tears filling his eyes. "I have these strange feelings now, and you're being so supportive. I can't even make love to you anymore, and you're treating me so kindly! I don't deserve someone like you."

"Dry your eyes. Lets try something new. Lets release the woman inside you. It might be fun even."

He looked up at me, with a smile on his face. I could not believe that this was actually working. I smiled back. I really had him now.

* * *

Over the next few weeks, I trained Jim with a pattern of behavior. If he was dressed as a woman, he was like the best friend I ever had. I would do anything for him. But when he was dressed as a man, I was indifferent.

Over time, it started to sink in that he got treated better when he was a girl. He liked it. And I think he was starting to like 'being' a girl. So I started making put on nail polish and makeup. I bought heels in his size (hard to find!).

We decided to let his hair start to grow out. Except that now he was shaving his legs, armpits, and had his eyebrows plucked. Just a few hairs each time, so it was a gradual change. Just like his budding boobs, which now were definitely larger than they had been before. I could see them slowly puffing up. I remembered back when I had been a teenage girl, and had gone through the same process. I taught him the exercises I used to do with my best friend, when we were in our bedrooms. They were supposed to help make your chest grow. I didn't know if they worked or not, but hey, it was worth a try.

After a while, I decided to give Jim a female name when he wore women's clothes. Calling him 'Jim' didn't seem to fit very well when he was in a dress. We decided on Margo, since that was the name of favorite movie star of his.

"Margo, you're so pretty today!" I would say when I saw him in the morning.

"Why thank you Ruby. You are very pretty too."

Eventually, he started to spend less and less time as Jim, and more and more as Margo. I hoped that soon it would become full time, and Jim would be something forgotten all together. Now was the time to move on to the next phase of my plan.

As I said before, I needed sex, but he wasn't a willing partner, even before I pumped him full of estrogen. I needed someone for myself. But that would be too much of a shock for him to take. So I started him on the right path by tricking him a bit.

"What do you think of a trio?" I asked.

"A jazz trio?"

"No silly! I mean in bed. Let's get another woman in bed with us, and do a three-way."

"I don't know..." he said.

"Come on! It will be fun! You can see how she does me, so you get some ideas on how a woman pleases another woman. You could do it as Jim, or as Margo. Whatever turns you on."

It took a few times, but finally, he caved in and agreed to do it (as Margo of course). I knew a friend of a friend who as into kinky things, so I set it all up. All I can say is that after having a real woman go down on me, one who knew exactly what a woman wants and needs, I was tempted to become a full time lesbian! I decided to keep that option open, in case my experiment with Jim didn't work out in the end.

But he seemed to enjoy it, and he tried to apply some of the techniques he had witnessed when he did me the next time. But it wasn't the same. He wasn't as sensitive. He didn't know when to back down, where to touch me, and although it was wonderful, it wasn't as good.

I let it go though, and kept things as they were for a while. Then I made a very daring suggestion to him.

"I want to do a trio again" I said.

"Me too. That was fun."

"But I want to be fair. Last time, I had a woman here for me. This time, I think that the third person should be a man."

"A man!"

"Yes. That would be fun, wouldn't it? Us two girls in bed with a man?"

"I don't know..." he said.

Again, with persistence and time, I got him to agree to it. But when it was getting close to the time when the young stud who I picked up at the bar was going to arrive, he started to chicken out.

"I don't know if I can be in bed with a man."

"Hmmm" I said. "Wait, I have an idea. How about you hide in the closet, and peek through the door. You can watch what happens, and learn."

"Really? You'd let me do that?" he said.

"Certainly Margo. Anything for you."

And so it was that I was in bed with a hot stud, making love, while my husband was in the closet, dressed as a woman, watching! I could not believe that it was possible. It was almost too good to be true!

* * *

For the next three months, I had Sergio come over three or four times a week, and made love on the bed, with Jim watching from the closet. It was only after all this time that he actually decided that he wanted to participate. His breasts were starting to fill out now, and his hair was getting long enough that it needed to be styled.

I set up everything with Sergio, telling him that there would be two women that night. He had no idea that Margo was really a man. 'She' never fully undressed, but she did bare her breasts and get them sucked by each of us. I felt so strange sucking a female breast, on the chest of my husband!

I did have to admit that I felt somewhat jealous when Margo was kissing Sergio instead of me, or when he paid too much attention to 'her'. But I got over it.

Almost every day Sergio came over. Sometimes, just we two did it. Sometimes, we had our three-way. Sometimes Margo would do me in the afternoon, then Sergio at night. We didn't even speak the name 'Jim' anymore. Even Margo thought of herself as a woman now. I was in heaven. I had everything! But there was one thing I hadn't counted on: I had done too good of a job.

One day I came home from the grocery store, and found Margo crying on the couch.

"What's wrong honey?" I asked.

"I was watching this show on TV. This mother had two children. I'll never get to be a mommy."

"We could always adopt. Or I could get pregnant" I said. (Hopefully from Sergio I thought!).

"But that's not all. I don't feel right. Between my legs. This is wrong. I want to be like you! I want to be a real woman."

I should have seen it coming. Margo had been so much more in touch with her emotions lately, and was starting to really act and think like a woman. So it was only natural that she would want to have a gender reassignment surgery eventually. I hadn't thought of that possibility.

She had gone to a doctor, and got a prescription for estrogen. I stopped changing her pills, because I read that too much of it could be harmful. But she was awash in it, and it had worked its magic, reshaping her mind, feminizing her thoughts.

So we began the process of finding a doctor, going through psychological screenings, and all of the work you need to do before they consider surgery.

* * *

It was a year since Margo felt the need to become a real woman. She had undergone the series of surgeries, and now finally seemed happy. Sergio made love to us, alternating which one he would penetrate each time. He moved in with us, and he was happy as a lark. Two women to screw, who wanted him all of the time.

So in the end, we were all very happy. I had love from Margo and Sergio, lots of sex, and I got to keep my house and everything. I was even really in love with Margo. I guess I did end up in a lesbian relationship after all!

Sergio was on cloud nine. He didn't have to work, so he was able to spend all of his time working out, swimming, working on his tan or his body. And he had all the sex that a nineteen year old male could ever want. We were more than he could keep up with.

But the happiest was Margo. She went from a dull, drab existence as an unhappy man, to one of love, warmth, closeness, and femininity.

We had all found ourselves, and our proper place in the world. I hoped that Sergio would never change. It wouldn't be nearly as much fun if I had to turn him into a woman too some day....

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