This is a continuation from where I left off yesterday about my date on the weekend with Evan. It took me a while to get it all down since I wasn't really sure how much I was comfortable revealing here. I decided that it seemed a little pointless to withhold information now given all of the things I'd revealed up until now though, so let me begin...
We had a really great dinner, not just the meal but the company. It still continues to surprise me how close I feel to Evan after only knowing him for a short time. We spent the whole evening talking and joking. Early on, we started with subtle physical contact, reaching out and touching forearms and such. That evolved to hand-holding. It wasn't long before Evan had moved his chair around the table so that we were sitting side by side. From that point forward, we were leaning in close together, at times with our heads or faces even touching. I felt warm and comforted, but excited with anticipation. I couldn't wait to experience more of him.
By the end of our dessert, I'd already made my decision. I needed to be with Evan. So I took the initiative (which may or may not be forward for a woman, but I didn't care) and asked if we could go back to his place. Being thoughtful and, I'm sure, remembering our last intimate moment, he asked if I was sure. I replied, "Absolutely."
Before we were even inside Evan's apartment, we were already making out. He had me with my back pressed up against the door to his place, kissing the side of my neck, but still managed to fish out his keys and unlock the door. We practically fell inside once the door unlatched. We had a momentary laugh at our clumsiness but were quickly back at it as Evan guided me towards his bedroom.
Once we were in the bedroom, it wasn't long before Evan had unzipped the back of my dress. An excited thrill shot through me as I felt the dress slide down my body, then my legs, to rest on the floor. Evan took a step back and took me all in. "You're stunning," he said before moving in close again. I pulled his shirt off over his head even though it was a button-up shirt. I was too impatient to feel his skin against me to bother fiddling with buttons. I reached behind me and quickly unclasped my bra to let it drop. Then I pulled him into me, our chests touching. I can't fully describe the intense feeling I had with my breasts pressed into his lean torso, skin on skin. My nipples were immediately erect and that just made them all the more sensitive.
Evan's hands slid down my back and grasped by butt. He quickly pulled me into him and our pelvises pressed together. I felt a shot of pleasure and reciprocated by grinding myself into him. Then Evan moved me backwards towards the bed and guided me to sit on the edge. At first, I felt uncertain where he was guiding me, but then he laid me back on the bed with my feet still over the edge. He began to kiss me on the neck, then worked his way down to my breasts. A shiver of excitement overcame me as he took one of my nipples in his mouth and sucked it lightly to start, then more firmly.
Then his lips moved down my stomach, lightly, excruciatingly close to tickling. He reached around me and pulled down my panties. I then felt just how wet I was between my legs as the panties pulled away and Evan slipped them off completely. It was then that I felt his hot breath between my legs and my eyes shot open as I realized where he was. For a brief moment, I thought to myself, "My god, this is really happening." But I didn't care. I wanted it to happen. I needed it to happen. The pleasure was overwhelming as Evan began to use his mouth on me. Lost in the moment completely, my back arched and I pressed my pelvis into him as he started out with light kissing and licking. Reading my excitement, he quickly probed more vigorously and deeper. It was completely electrifying. I'd pleasured myself since my transformation to a woman, but it was nothing as intense as this. I flung my legs up over his shoulders and pulled his head in deeper, not wanting it to stop, wanting more. The pleasure was excruciating and I thought I couldn't take any more. Then I felt a sudden unexpected jolt that surpassed where I was already at. Evan had slowly inserted a finger into me and was rubbing in and out, while still flicking my clitoris with his tongue. That pushed me over the edge and I felt like I might explode as I came harder than I ever remember. My body convulsed over and over as the orgasm rocked me.
My legs were still trembling even after the waves had subsided, but I knew that I couldn't leave Evan hanging. I sat up on the edge of the bed and guided him to stand. Here I could almost feel my female body taking over and doing what came naturally. Of course, being a man before, I knew what felt good for me, so maybe that was part of it. But it was more than that. I was just letting my body do what felt right. I began to rub him through his pants and could feel that he was already hard. So I undid his pants and let them fall to the floor, allowing his penis to be free. I took it lightly in my hands. It felt so odd holding it, never having held another penis besides my own. But at the same time, I felt a sense of excitement and even (for lack of a better word) pride for getting him this hard. I stroked him then and Evan moaned with a shiver. As I moved my hands, he became even bigger.
I felt sudden pangs of hesitation then. Part of me was feeling like I should perform oral on him now. And it wasn't entirely because I was thinking that he would want it. I felt that I wanted to try it myself. However I hesitated because it just seemed like too much for me. The whole situation was confusing, being my first time as a woman, but performing oral seemed like it was just too far. I don't know why but those were my thoughts at the time. So I'm afraid that I didn't give him oral.
But I still wanted more and knew he would too. I began to guide him down to me but stopped when it suddenly came into my head that I didn't have any protection. I'd always used it as a man but I'd never had to from the woman's side. It never occurred to me before that point. I don't even know if I could get pregnant or whatever given my situation, but I wasn't going to test it. I apologized for stopping but asked him if he had a condom. He said that was already his plan and it wasn't a problem.
So after he retrieved a condom and put it on, I pulled him down to me as I laid back on the bed. Reaching down, I grasped his penis and slowly moved it inside me. At first, I felt a slight pinch as Evan penetrated me and I'm sure I flinched a bit. But it was only momentary and then a warmth began to spread through me as he slowly moved in and out. That warmth quickly grew into a blaze and I wanted more. I reached around him and pulled him into me deeper, not realizing until later how I was moaning in pleasure. My ecstasy grew as he thrust faster until I thought I might burst. Evan then leaned forward to lay on top of me. As I felt his chest against mine and his hot breath on my neck, I came for the second time, calling out Evan's name. Bucking against him in pleasure, I felt his breathing quicken to panting as he came as well.
We lay on the bed in each other's arms, pleasantly spent, as things subsided. A warmth had spread through me and I felt sensitive all over. This feeling was certainly a change from the period after sex as a man. Before I just wanted to fall asleep after sex. But now, I felt energized and alert. The whole experience was phenomenal. It was so different from sex as a man, so many new feelings and sensations. But even though it was new and somewhat confusing, it didn't feel bad or wrong. As I rested in Evan's arms, it felt right.
We laid together for probably 10 minutes before we decided to get up. It wasn't until Evan took the condom off that either of us noticed the blood. Once I saw it, I realized that it came from me. I noticed now that I was a bit sensitive down there. My mind quickly put two and two together and, along with the slight pain I felt when Evan had penetrated me, I realized that I had been a virgin as a woman. The blood was from my broken hymen. I was immediately mortified and didn't know what to tell him. I fumbled for a excuse. There was only a small amount of blood though, so I told him that it must have just been a slight abrasion from rigorous activity. He was genuinely concerned about me but I told him it wasn't a problem or his fault in any way.
But other than this one incident, the rest of the night was fantastic. I spent the night over at Evan's and he made me a nice breakfast the next morning. We spent most of Sunday together too.
I'm not sure what to do or think about this, but I know now that I've really fallen for him.
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