After that everything relaxed. I knew I would be going home with her but until then we got to know each other better. And boy, was she fun! First of all sports, maybe because she was a guy once like me, but she talked with passion about our beloved Knicks. She could get tickets on a regular basis and I was already invited. Then she was a Mets fan like me and of course the Giants. But she played basketball herself as well and I couldn't wait to get a one-on-one with her. It takes more than a pretty face to beat me.
Then other things, like movies, scifi, music and even sitcoms, it was almost scary how well we matched. Work wise she seemed to do better than I but only recently she said, as her transition caused her to lose her job at the time. The world is still not in favor of transgendered people.
Food would not be a problem either. Anything Italian would work any day of the week. Maybe she goes to a bit higher end places than I but I know where to get the best lasagna in town.
Neither of us was good at dancing but we had fun on the floor together. It made me realize how tall she was, although in my defense, she was wearing at least four inch heels and moving in them like she'd done it all her life. And then, just like that, in a slow dance we had our first kiss. She took my breath away, her tongue was so smooth, so agile, she took over my mouth. And her taste was delicious and delicate. My belly started fluttering and my heart pounding and with my hand on her breast I felt hers doing overtime as well.
It was hard to form conscious thoughts but one thing kept hammering in my brain. It was worth the wait! What did I do right to deserve this?
Afterwards the three of us took a cab to her place. Eve lived in the same building, just on a different floor. She was genuinely happy for her best friend even though it made her the third wheel. But when she asked if they were still on for breakfast I let them know I didn't want to interfere in their friendship so of course breakfast was still on. I secretly hoped I would still be there and be part of it. Once Eve had left the elevator on her floor we walked hand in hand to Iona's. Her place was lovely, with a definite feminine hand in colors and furniture. But a Knicks section and a huge flatscreen showed how serious that part of her life was. She pulled me into the bedroom and it was gorgeous.
I was suddenly nervous. After all the fun we had there was a good chance for sex to finish it and I had no clue what that would look like. And would I still wear the dress? And if so, would that change anything? I saw it in her face as well and that was actually comforting. But she asked me to unzip her dress and when I finally managed she stood there, still in her heels with a thin shiny silky slip dress which she took off in one single movement and all that was left was lingerie.
It was exactly what I had fantasized, if I were to wear a dress I would have the sexiest lingerie under it with a corset and garters and stockings. She had it all. Then she dropped her panties to the ground and I saw her one piece of manhood. I don't know why I had thought it would be bigger than mine, or manlier or hairier. It was not. It was small, cute almost, completely hairless and smooth like the rest of her tanned skin. It was feminine. And it triggered a reaction in my body that had been brewing all night. I got hard, painfully hard, and a groan escaped my throat.
She realized what was going on and helped me unzip my pants and pulled my monster out. "Let me help you with that" was all she said and suddenly it was in her mouth. It was spectacular and so sexy and there was nothing I could do to stop it. I tried to warn her before I felt my orgasm but then I shot my load already while she lapped it all up.
My first reaction was WOW!!
This woman has been awesome from the moment we met and now she performed a sexual act that I never experienced before.
My second reaction was, I need to return the favor!
Sex is supposed to be a two way street, you give some, you get some, and vice versa. But what do I do? I went by instinct. If she were a 100% woman who just gave me a perfect blowjob, as penetration is not on the table yet, I would warm her up and work my way to her pussy and make sure she would cum as well.
So I pushed her back on the bed, kissed her in her neck and worked my way down. I freed her breasts from the bra and started sucking her nipple. That triggered an immediate reaction as she arched her body up toward me. I took my time switching back and forth between nipples, trying to take a piece of her breast in my mouth, until she got too loud, she needed more. I went down lower, circled her bellybutton while still massaging her breasts with my hands. Then I went to where her clit would have been and took it in my mouth. It had clearly grown as a result of my ministrations but it fit easily. I added pressure by sucking it in and out while my fingers tickled her around her scrotum which was tense but still fairly small. When my finger accidentally brushed her rear hole a moan escaped from her so I started to play around that area. In just seconds her moans became very urgent and I braced myself, not sure what would happen. Suddenly she started to squirt in my mouth while a raw sound came from deep in her body. It wasn't much and it tasted very much like a woman cumming, something I have enjoyed a few times. Already her member went limb while I tried to milk some more from it. Then I felt her hands on my head and she pulled me away from her crotch.
"I'm sorry babe", she cried, "I can't handle no more. You were amazing!" She had tears in her eyes but a smile on her face. I crawled next to her and embraced her while she kissed me softly. Finally she said, "I didn't think that was possible, I haven't had an orgasm since I started on hormones and that is a while. You are so wonderful, did you know that?"
"That's funny", I replied, "I thought the same about you. I just tried to return the same pleasure to you that you gave me."
We relaxed a bit and I tried to explain to her that I wasn't sure what to do so I went with what felt right. It sure did was her response and we both were in a bliss for awhile, simply enjoying lying together. But then she got up, saying "There's one more thing to do."