something that she really didn't want to.
It proved to be a moot point, anyway, because she didn't hesitate in the slightest to tell me 'Yes, I'm really sure, Uncle Dave. I was already sure before I came in here; what you did with me… that only told me that I picked the right person to give myself to the first time. Please… make me a woman.'
Continuing to look into her eyes, I carefully watched for any signs that I was causing her any pain as I began pressing myself into her-feeling her clench and relax as she tried to get control of the tight ring of her opening. Soon, there was a lot more relaxing than clenching happening, and the end of my erect penis began slipping into her a millimeter at a time; there was still enough of her saliva on my cock to supplement her abundance of oils to keep us both well lubricated.
I had roughly half the head of my penis in her when I felt the ring of her maidenhead against the end of my erection. Watching her even more closely, I continued pushing my staff through her opening. While she looked mildly discomforted, there wasn't any indication that she was experiencing anything like outright pain. Finally, I felt the knob of my erection slip all the way into her: she was tightly clenched around me right behind the crown while her surprisingly resilient hymen was pressed against the end. I held myself still in her to see what she wanted me to do, and after a few seconds, she looked up at me to say 'That wasn't as easy as I hoped it would be, but nowhere near as bad as I was afraid, either. I guess that's my cherry I feel you pushing against, inside?'
'I expect so', I answered. 'What happens next is up to you. I can pull out'-'Don't you dare!' she immediately exclaimed-'or I can keep going. I can either break it, which will probably hurt more, but get it over with quicker… kind of like just pulling a bandaid off all at once. Or I can go slower and see if it'll kind of surrender, which won't hurt as much, but take longer.' Grinning down at her, I added 'It's your cherry, so you get to decide.'
'Oh, thank you too, too much', she answered with a grin of her own. A moment later, she told me 'I think I'd like to see if it'll surrender. Just breaking it sounds like it'll definitely hurt no matter what, but if it surrenders, it might not hurt at all.'
It wasn't MY hymen, so I was basically fine with either choice for the reasons I'd given her. Still, I'll admit to being relieved that she'd gone with the surrender option for the reasons she'd given.
Lowering my head, I touched my lips to hers and she eagerly kissed me back. It wasn't but a few seconds until our tongues went out to get reintroduced; as our kiss intensified, I began slowly rocking myself back and forth- ever-so-gently at first, and very gradually increasing the force I applied against the impediment to having her wish to become a woman being fulfilled.
I doubt that either of us was prepared for it when her hymen suddenly gave way, allowing nearly an inch of my cock to slide into her accompanied by her soft grunt. I immediately held myself still in her again, and after breaking our kiss, asked if she was all right.
Her tone of voice told me that she was relieved, and not in pain, as she answered 'I'm fine. It didn't hurt, exactly, I was just surprised when more of you was in me-I mean, you feel huge, and it was so sudden.'
Seeing that I was looking at her closely, she went on to tell me 'Really, Uncle Dave-I'm okay. Better than okay, even: I'm not a virgin any more, and it not only didn't hurt, but it's even starting to feel good. So you can keep going any time you want… as long as it's soon, 'cause I really want to feel you all the way inside me, filling me up. Okay?'
It was easy enough to see that she really was 'better than okay', so I lowered my head and started kissing her again; our osculations quickly reached their previous levels, and I began doing as she wanted me to: filling her incredibly warm and tight sheath with my manhood. The process went faster and easier than I had any reason to hope for, so it wasn't long before I felt my pelvis pressing against hers with the tight ring of her opening clamped around the base of my cock while the end touched the deepest part of her.
With that milestone reached, our kiss ended so she could look up at me with something akin to awe as she said 'I thought it would feel good, having something inside me after feeling so empty there so many times. But I never even dreamed it could feel like this!'
Since Emma appeared to be fine with having my adult male erection buried in her, there didn't seem to be any reason not to start moving it. I was still looking into her face as I slowly arched my hips back, sliding myself out of her, and saw her eyes get wide at the sensation of having my entire length moving in her. Then when I reversed direction and steadily pressed myself into her, she closed her eyes and released an impassioned moan as I filled her with my manhood in a single slow thrust. When my pelvis was touching hers again, she opened her eyes and softly declared 'Dear god, that's good. Do it again!'
I was more than happy to comply, and my second effort was greeted with equal approval; I didn't need any more encouragement from her to keep going, and was soon pistoning in and out of her tight, wet womanhood in a slow but steady rhythm as she softly moaned her pleasure at the sensation.
As her vagina got used to accommodating the size of my cock, it got easier and easier to move in her… and I was perfectly willing to increase my efforts accordingly. It wasn't long until I was fucking into her much like I would a more experienced woman while Emma's pleasure and enthusiasm increased apace. When she brought her legs up and locked her ankles behind my back, she opened herself to me even more, and made it possible for me to get the last tiniest fraction of an inch of my hard member into the hot, wet chamber inside her-something that pleased both of us, judging from the increased noises she made.
As readily as she was accepting having my erection moving in her, I didn't lose track of the fact that Emma wasn't a full-grown adult, and refrained from letting myself fuck her as though she was. That both ensured I didn't hurt her, and made it possible for me to fuck her for even longer… something that I was more than happy to do, as warm and wet and tight as she was around me.
Even so, I was still fucking her-and the fact that it was her first time kept her from enjoying it as much as I was. The end result of that was that after several minutes of pistoning myself in and out of her, I was getting close to cumming while she was still simply enjoying the feeling of having me moving in her. Wanting to make it as good as I could for her, I tried everything I could think of to delay my climax… but it simply wasn't enough. Despite my best efforts, there came the point that all I could do was press myself as far into her as I could just ahead of spraying her insides with my cum.
When I was done emptying myself in her, I held myself over her, gasping with the intensity of my release. Emma unlocked her ankles and moved her feet to the bed while continuing to hold me in her arms with her hands on my back. Once my breathing was something close to normal, I opened my eyes to see her looking up at me with affection and gratitude as I told her 'I'm sorry, Em. I wanted to try and help you have a climax, too, but I just couldn't do it.'
The troubled look she got was matched by the concern in her voice as she answered 'There's nothing for you to be sorry about, Uncle Dave! You helped me have an orgasm before, when you used your mouth on me; and after that, you made me a woman without hurting me, and then made me feel so good before you climaxed. I knew what was going on when it happened, and I liked it, and it made me feel SO good, knowing that you liked being with me that much. I really don't mind that I didn't have a climax this first time after everything else you've done to make me feel good, and how nice you made all this. Honest, I'm way happier now than I thought I'd be.' She began caressing my back and sides and added 'Even now, you're making me happy-I like it that I can still feel your penis inside me, and you're being such a dear, holding yourself over me like you are so we can hold each other and snuggle… I'm not disappointed even a little bit, so don't be sorry, okay?'
Looking at her as I listened to what she said, I understood that she really did feel that way-and more to the point, remembered how she'd looked before I said anything. That was all it took for me to lower my head and give her lips a soft kiss before telling her 'If you're happy with how everything worked out, then that's all that matters and all I need to know. I love you, Em.'
Her relief at hearing that I was feeling better was swamped by the delight I saw in her face at hearing me say that I loved her. I'd said it to her before, of course, but never with the two of us in the situation we were just then. Just as I'd meant it to, hearing that from me told her just how special she was to me, and how dear to my heart.
She responded by pulling me down far enough to give me a fierce hug while I showered her face with a number of soft kisses that continued even after she released her hold on me.
With Emma smiling again and me not feeling (as) guilty about having cum without her, there wasn't anything to keep us from contentedly exchanging kisses every so often while my penis gradually shrank in her. When it got to the point that I knew I was going to slip out before long, I told her 'I expect you can feel it, too-that I'm going to slip out of you pretty soon. When I do, my cum-my semen-is going to start running out of you.'
