I woke up late in the morning from the smell of eggs and bacon. I went down in what I now considered my night dress, and there was Rex in just his boxers, cooking in the shiny kitchen. It was a very sexy sight, but I needed coffee. When he pointed at a machine, that would make a Starbucks barista jealous, my love for him instantly doubled. Not only did he know his steaks, he also knew his coffee.



I had a blast figuring out this machine, that used real coffee beans, grinding it fresh for each cup, and finding the right strength, which was strong for me. He looked with wonder in his eyes again, as I drank the strong stuff black. “My kind of woman”, I heard him mumble. Well, he was my kind of man, as he didn't burn the bacon or the toast, and the eggs were still warm.



After breakfast we cleaned up together, essentially filling a giant dishwasher. He had some work to do before we'd see the family, and he asked me to make myself feel at home.



I had to send a few texts. One to Sophie, telling her “Stayed the night with Rex. Jocelyn”. And one to Delilah, “Stayed the night with Rex. Will see you at your family gathering. What am I gonna wear?”



Sophie never replied, likely still very asleep, as she probably drank a lot the night before. Del replied almost at once. “Check the inside section in your tote”. I didn't even know the bag had different sections, but there, under a zipper I found the leather leggings and the gypsy top, plus a fresh set of bra and panties. I loved that woman as a sister already.



I took the bath that my skin needed so much. It was really weird though, having these breasts, and although I couldn't feel it, soaping them up and feeling the curves, was very satisfying. Then my fingers found my fake pussy, and rubbing in the fold did feel nice. Somehow I was touching my manhood hidden behind it, I figured.



My hair needed the most attention though, as I washed it twice with the only shampoo I could find. I was amazed at the waterproof makeup that still hadn't budged. But then I remembered Sophie keeping it on for about a week, when we rented a place near the beach. She only had to touch up a bit, so I had to ask her or Del on how to do that.



Rex had the softest towels, and I really enjoyed patting myself down. My breasts still looked like they were a perfect part of me, as did the V-string. But putting my new bra on was a relief, and I wondered if my breasts were perhaps a tad too big. I skipped on lotion, as it clearly stated “for men”, but I knew I needed some, so I texted Delilah if she could bring some later.



Working on my hair took forever. Normally I comb it back and fold every excessive bit into a man-bun. Now I needed to brush it all out, before finally pulling it back into what I now thought of as my signature high ponytail.



With my leggings and top I looked dashing yet comfortable and I went back and forth between heels and my beach slippers. I wore the slippers for now, but I would wear the heels to the outing. Best to make a good impression with this family that seemed very wealthy. I put the leather necklace and bracelet back on, and I realized how much I liked them. But I kept the simple studs in my ears, as the diamonds seemed over the top for daytime.



Rex wolf whistled as he saw me, and he had his hands on my leather butt before I could stop him. And when he kissed me I simply gave in. Why fight something that makes you feel so good?



But eventually we got in the car, Rex carrying a couple of “special” bottles, he said. On the outskirts of town there was a beautiful park, and in the center of that park stood a crossing between a mansion and a castle. It was the Ferguson residence, and, as Rex explained, the park was really their gardens.



It was an older woman in a sort of maid uniform who opened the door, but when she saw us she said, “Rex! Welcome back home. And who is this lovely lady?”

“Marion, please meet Jocelyn, my girlfriend. Josie, this is Marion, the boss of the house, and the woman who oversees all domestic duties.”

I told her “Nice to meet you”, and although she curtsied, it was more for form, to impress me, than standard practice. My assessment was that this woman was more part of the family than she was a servant.



I was proven right, when she led us into a large room, and her announcement sounded something like “Max. Vee. Rex and his girl are here”, and she left the room.



It was Mrs Ferguson who came at me first and embraced me in a sweet hug. “Oh Josie”, she said, “so glad you could come!”

And I replied politely, “Thanks for having me, Mrs Ferguson.”

“Now, now”, she said, “in public I may be Mrs Ferguson, but in my own house I'm Veronica, but everyone calls me Vee. And this is my husband Maximilian, but we all call him Max.”



He was big, though not as tall as Rex, with a jovial smile on his face, as he took my hand, and kissed the back of my fingers. “Nice to meet you, Mr Ferguson”, I said, surprised by his romantic gesture. His voice was booming, as he said, “Max. Simply Max my dear.”



I was slightly uncomfortable with that, not being raised to talk like that to an older generation. Mrs Ferguson seemed to notice, and she told me, if it made me feel better, to call her Miss Vee. I could do that, and relief showed in my smile. Max however did not want to be called Mr Max, so I could call him Big Guy. Oh well…



But somehow it broke the ice, and soon we were all chatting over amazing coffee, and I had to tell a lot about myself. They liked the fact that I was an engineer, and I learned that Rex and Del had a kid sister in college, who was majoring in Engineering. It was then that a concert started somewhere in the house. Apparently it was the doorbell.



A minute later Delilah entered the room, and she hugged her dad, “Hey Big Guy”, kissed her mom, “Hi beautiful”, fist bumped Rex, “Hey little bro”, and then she embraced me. “Once again you look wonderful Jocelyn. But I have something for you.” And she pulled me from the room, waving at her family, who continued like no whirlwind had interrupted them.



We went upstairs, to her old room, which was still in perfect condition, like she could have slept here last night. She started saying that I was always welcome in this room, with or without her, if I just needed a break from the guys, or something.



Then she told me to undress, and once more her strong fingers massaged some lotion into my skin, as I closed my eyes and enjoyed the erotic feeling. She sprayed something in my hair as well, to undo the male aroma of Rex's shampoo. Plus she redid my ponytail. Once more I felt fabulous after I had my clothes back on, and I told her she was always welcome to do this to me, if she just needed a break from guys, or something. Looking at her face it was the best compliment I could have given her.



I told her I needed to share a bunch of things with her, but I needed a more private setting. She said, “say no more girlfriend, we'll walk the gardens later.”



When we got downstairs everybody had moved outside to an amazing multi-tier deck that led to a large pool. Delilah whispered in my ear, “I brought you a swimsuit”, and once more I realized how much I loved this woman as well.



The men were discussing, and probably tasting, one of the bottles Rex had brought, over the biggest grill I had ever seen. Miss Vee was discussing the table setting with Marion, who had brought different dishes already for appetizers. Del asked her mom if there was anything we could do, but she smiled and told us just to have some fun. That's when Del pulled me along, saying we were going for a walk.



She knew some serious secret paths through the woods, that in certain areas were really dense, nothing like a park, but she reminded me these were really fifteen acres of gardens that belonged to the mansion.



Finally we reached a clearing, with a little pond and a few benches, where we sat down. And then I told her everything that had happened the night before. She couldn't believe that Rex had shared his steak with me, especially one made by his mother. I told her I had never thought that sharing food could be such an erotic experience. She concluded he was in love with me, because he had also never brought a girl to the family gathering. But when I told her it was her mom who had suggested it at the end of the dinner, Del said “now that is interesting.”



Then finally I explained how I had managed the whole day and night by allowing Jocelyn to take control, as I sat back, like a split personality. And Jocelyn went to bed with Rex and lost her anal virginity, as Rex “made me his woman”. That's when I merged with Jocelyn and my male past took the back seat. I was the beautiful woman now that Delilah had created, and I had given myself two weeks to find out if Rex was indeed my soulmate, and I his, and if we had a chance at love, even when I'd tell him eventually what was hidden under my beauty.



At some point as I was all telling this we started hugging, and the hug got more urgent, as she finally kissed me. I kissed her back and told her how many times I had thanked her in my mind last night and how I loved her so much for making me her woman as well.



She confessed that after she had received my picture last night, she had cropped out her brother, and then she masturbated on my image. Obviously that shocked me, but she explained she had come out as lesbian already in middle school. Her family understood, but dating with girls had been tough and her relationships never lasted long. There was always something missing. And now, after all these years she thought she'd figured it out.



I had opened up something in her life that no boy or girl, man or woman, had uncovered. I was something in between, or perhaps something totally different. The best of both worlds? Her love had simply flowed out, and I definitely had picked up on that. She knew I was taken, by her brother, but if it didn't work out, I should know that the two of us had a chance. And if it did work out between Rex and me, then her love was for her new sister. I was hugging her by now.



If nothing else, she had a better idea where to search for love for her own life. And transgender women, so often misunderstood, had a lot of love to give as well, to the right person, like Delilah.



We were both very emotional by now, and Delilah suddenly pointed out my necklace and bracelet, and I told her I loved it so much, I wished I could never take them off. We both knew though that Rex loved diamonds, and he would probably want me to wear more glitters, rather than the organic art created by his sister. I promised her though that her art would always be my go-to jewelry. She then told me there was a third piece in the set.



She showed me her right hand, and I saw it right away. The same detail as my necklace etched in a leather ring on her ring finger. It was beautiful. And she grabbed it, and with some effort pulled it off. The material was as strong as metal, yet as soft as silk. And she offered it to me.



I couldn't take it from her, but she insisted. She wanted me to take it as proof of the love between two friends, but I had to promise to never take it off. Or if I did, to return it back to her. It was an easy promise, and I said the words as she put the ring on my right hand ring finger. I felt so connected to her.



I needed more help from her though. How was I going to dress as a woman for the next two weeks? And more importantly, how much more leather did I need to keep Rex satisfied? Obviously, leather combines easily with different sets, but I would need at least a shorter skirt, a full length skirt, pants, and perhaps a dress or a bra top. A corset would be nice too. I had sort of seen her prices, and although I had a decent salary, I was still paying off on my student debt.



Debt was not a word often used in this wealthy family, unless used as a tax deduction. Rex had a successful investment group, and Del owned a luxury clothing shop, but both had started with a significant amount of family money, their college experience fully paid for. I would have trouble enough to pay for some regular outfits, but would Rex understand that leather was out of my budget?



Delilah at least understood my financial issues, and she suggested that maybe I work in her shop for the next two weeks. Then some leather could be bought at cost price, and I would have more money to spend. But then she told me how surprised she had been that my measurements almost matched her younger sister's sizes. That's how Del had chosen the size for my breasts to match with her sister's.

Maybe I could borrow some from her wardrobe?



As we walked back she said her sister had always been a kind of tom-boy, always playing guys games, and dressing simply in jeans and a t-shirt. Oh, she had plenty of dresses, for more formal family and business functions, but they were all here in her room, and not in her college. So maybe…



We didn't have to wait long to find out, because when we got back to the mansion, her sister was on a video call with the family. As I was introduced to Vanessa, but call her Van, I had expected a boyish girl, but she was absolutely stunning. Just her luck, she said, to look so girly, where she rather looked like a boy.



So, that's why she had chosen a typical male study, and she was thrilled to hear I was an engineer as well. Finally she could talk about something else than money, investing, food and clothing. I learned she was majoring in computer science, like I had, but she had added a second major in mechanical engineering. She told me that a friend of hers ran a mechanic shop, and she really liked tinkering with cars, perhaps her future. When she learned I drove a tiny Mazda, she made me promise she could work on it and she would give me some extra power.



I figured in that profession she was the only girl, but that wasn't true, thank God. But she was the only one with such large boobs, and she pushed hers up toward the camera.



This was the perfect time for Del to intervene, and she asked if I could borrow some of Van’s clothes, as I wouldn't be able to go home for the next two weeks. Van said I could take anything I wanted, as long as I also took her silver heels, which she was sure Rex would like on me.



Now, she was fond of a particular yoga outfit, and she was fine with me taking it as long as I promised to join her in a few sessions. I didn't think that would ever happen, but I nodded my confirmation.

We said our goodbyes, and I felt like I had made another friend in this family.



Still no help was needed, so Delilah took me to Vanessa's room. For a self proclaimed tom-boy she had a lot of skirts and dresses, and everything fit me like a glove. The silver shoes were beautiful indeed, but they had six inch heels, and I wobbled around for a while, until Del corrected my posture. Stand up straight and push your boobs out and your butt the other way. After that we both agreed that Rex would be stunned if he saw me in them.



Del wanted me to try the said yoga outfit which I figured was not needed. But the material was so stretchy, and felt like liquid in my hands, when I tried it on I was sold. I looked stunning and Delilah took a few pictures. To send to Van she said, but I knew better. I took the outfit, and thus committed to yoga in my life.



Van was thrilled though, and said she'd be coming home next weekend. She would arrange two starter sessions for me during the week already with an instructor friend, and I should prepare for multiple sessions with her on the weekend. This taught me one more thing again. Each member in this family went after what they wanted, without delay, probably one of the reasons why they were all so successful.



When Delilah helped me pack all my “new” clothes, she asked me if I would even go back to my old place. I had planned to work from “home” the next day and request my vacation time, but Del asked me if I couldn't simply text my boss right now. Again, one of those things, why wait?



My simple text “Need to sort out some relationship issues. Can I take two weeks off, right away?” got a quick response, “No problem, hope you can sort things out. See you in two.”



My text to Sophie “Staying longer with Rex, sorry” got a similarly quick response, “No problem, when can you move your stuff out? I'm not planning to room with a girl.”



Delilah, seeing both replies, said “I'm closed Tuesday afternoons. I can help you move your stuff. I have a free room if you need it.” And suddenly my old life as Josh was behind me. I blinked a tear away, and Del hugged me hard. Then I officially started my new life as Jocelyn.



When we got outside again a whole slew of people had arrived. A sister of Miss Vee with her husband and kids, and a brother of Max with his wife and kids. Then there was a grandmother from Max's side and a grandfather from Vee's side. The kids were all in the pool and seemed aged between eight and fourteen.



After all introductions and what seemed like an X-Ray checkup by Rex's grandmother, I finally managed to get Rex alone, and pulled him with me into the gardens. I found the same private spot, where he hadn't been for at least twenty years, so he said. And then I had no idea how I was going to tell him.



But suddenly I remembered. I had gone through something like this before, shortly after I started dating Sophie. And I moved in with her before we were really ready. So I started, not telling the exact truth, but close enough.



“Rex. Something happened a bit ago. My roommate and I have shared better times, but lately we've had words quite a bit. We discussed the prank she'd played on me, and she told me I should be grateful to her as it got me a rich boyfriend, in her words. So I told her I was forced to give three men a blow job, before you saved me. Close enough to the truth, right? She still didn't apologize though, and when I got mad, she told me it was about time for me to move out.”



Rex jumped on it right away, as I had expected. “Does that mean you move in with me? Baby, that would be great!” About a year ago it was me who said similar words, except it was me moving in with Sophie. Way before we realized we weren't truly in love, but by then it was hard to move out again, so we sort of winged our relationship. I didn't want this to go wrong again, so I interrupted his enthusiasm.



“It would be great for sure! But not the right thing, I believe. What if things wouldn't work out? Would you kick me out? Or would things get very uncomfortable between us, as we tried to live together?

No, I think the right thing is that we keep on dating, and of course sleep together once in a while. Before I move in we need to be sure it is for the right reasons. You haven't seen my bad sides yet, and I grew up in a different environment compared to you, it may cause issues.”



“Babe, you are perfect! I know you are.” I laughed, silently pleased with that statement, but he didn't know the full truth yet. I kissed him, saying “You're too sweet. It is you who is perfect.”



He caught up quickly. “So what are you saying? Where will you stay, if not with me?”

“Not too far”, I promised,”Delilah told me I could use a room in her place. I have taken two weeks off from work, to see if I can find my own place in this area. In the meantime I will help Del in her shop, sort of paying for the rent.”



He saw the logic of it, and calculated his chances better when I stayed with his sister. “Will you at least stay with me tonight?” I wanted nothing more, so I nodded and kissed him for five minutes.