After another we'd shared another brief kiss, she pivoted on her hip so that she was facing away from me before moving to her hands and knees. I quickly got to my own, and situated myself behind her after trying to memorize the sight she presented me. It took only a little adjustment before we were in position. I levered my erection down from where it was generally pointed at the ceiling, and got the head of it between the parentheses of her labia. Though I was still somewhat slick from her saliva, I still ran the head up and down a few times to get it thoroughly coated with her lubrication before bringing it to gently rest against her opening. Holding myself very still, I leaned over to softly tell her "I'm not going to do anything to force my way into you. You'll feel me pressing against you, but it's up to you to let me in."
After I heard her softly answer "I understand – and thank you", I raised back up and put one hand on her hip while using the other to hold myself in position as I carefully pushed against her wet opening. I could feel it start to give way a little, and pushed a little harder, opening her even more. But as I'd told her, I wasn't going to do anything to hurt her. Holding myself still again, I could feel as Carol got some measure of control over herself and began trying to relax to let me through. When I could feel that she'd made some progress, I eased my hips forward again so that I was a little farther into her. The two of us slowly went back and forth like that a few times before I felt the tight ring of her clamp down, pushing me back out.
She immediately started to apologize, and I interrupted her to say "No, you don't have to say anything. Something happened, and that's fine. I told you we'd take as much time as you needed and wanted, and I meant it. I'll just wait like this until I know you're ready for me to try again."
She turned to look at me over her shoulder, and her gratitude about my understanding and patience were clear on her face. I just smiled in reassurance to her, and after she'd turned her head back again, I felt her press back against me to let me know she wanted me to try again. After once more wetting myself, I again began to ease myself into her. We soon equaled our previous gains, and after several more cycles of press-and-relax, the head of my cock slipped into her. Even before she was able to complete her squeak of surprise, I'd stopped; several seconds went by as I could feel her consciously learning to accept my presence. When it seemed that she was ready again, I slowly increased the pressure I was applying so she'd have time to let me know if she wanted me to wait, or go slower. She didn't indicate that she was having any problems, so I was able to gradually slide perhaps another inch of my manhood into her before her increasing tightness around me told me I should give her some time to adjust again. After a couple of minutes, I could feel enough of a change in her that I knew it was okay to continue; when I felt her getting uncomfortable again, I stopped, and then backed out a little bit – not only to make it a little easier for her, but to make sure I kept myself properly coated with her lubrication.
Several iterations later, we could both feel it as her warm, tight sheath completely encased my erection. Both of us had been so thoroughly focused on getting my cock into her, that it wasn't until then that I realized we hadn't had to deal with the impediment of a hymen. Leaning over her again, I gently nibbled her earlobe for a few moments before quietly asking "You're okay? No pain?"
Just as softly, she answered "No, not even a little bit. Feels good, even! Why?"
"Just that I'm all the way inside you" – "Believe me, I can tell!" – "and we don't seem to have had any problems – or run into any obstructions."
It took her a second to realize what I hadn't had to stop for anything, and she turned her head to look at me before saying "I never even noticed. What happened?"
I gave the corner of her mouth (all I could reach) a quick kiss before answering "Beats me. Could have been that it just collapsed without a fight. Maybe you lost it when you were younger, or didn't even have one when you were born – sometimes that happens, too. Whatever the deal is, I don't think it's something to complain about, is it?"
That drew a smile from her before she replied "Not even a little bit! Just give me a minute, and I'll be okay for you to start moving in me, all right?"
After another kiss, I told her "Of course it's all right. Heck, I'll even give you two minutes", making her laugh.
I'm sure it was past even the "deadline" that I'd given her when I felt her lean forward a bit to slide herself a little ways off my erection, before pushing herself back onto it. After she'd done it again a couple of times – each time going a little farther – I put my hands on her hips; it took only the slightest pressure for her to agree to hold herself still so that I could be the one to start moving in her. Arching my hips back, I slid nearly my entire length out of her, then paused for a moment before again filling her with my manhood; as I did, I hear her moan her pleasure while she pressed herself back to me.
As the next few minutes passed, I carefully and gradually increased my activity until I was pistoning in and out of Carol's tight, wet channel almost constantly. As my efforts grew, so did her soft moans, groans of pleasure, and other sounds of arousal and excitement. She also continued to press herself back toward me with each thrust; there couldn't have been any doubt that she was enjoying her first sexual experience tremendously.
Looking down, I watched as the tight ring of her opening stayed clenched around me when I withdrew from her, only to disappear when I reversed direction; I also realized that the scent of her arousal was thick in the air.
Leaning forward slightly, I was able to reach around her and cup her breasts in my hands and feel their weight shift in time with the way I was thrusting into her. It also shifted the way her nipples pressing into my palms, and that prompted me to shift the way I was touching her so that instead of feeling the weight of her breasts moving, I had her hard nipples dragging across my palms – which seemed to be something that she enjoyed feeling, too. As I felt her get wetter around me in response, I figured that if that little bit of attention to the peaks of her breasts was arousing her that much more, then I had to find out what happened if I became more active about stimulating them. It took only a few seconds of rolling her nipples between my fingers, and gently pulling and pinching them for her to call out "Yes! Like that!" in encouragement for me to continue. A little bit of experimentation revealed that she particularly liked it when my touch was slightly harsher; I continued firmly teasing them and felt it as her vagina not only got wetter around me, but began a faint rhythmic tightening. It didn't take long for me to realize that the added stimulation I was applying to her dark nipples was quickly moving her toward an orgasm.
It was more than a little tiring (and awkward) to stay like that, but I wanted Carol to get as much pleasure and satisfaction as possible from her first time with a man. So despite the growing protest from my back, I remained somewhat hunched over her so that I could continue to give her what she needed to ensure she had at least ONE orgasm while we were together.
But from the way she was reacting to what I was doing, I suspected that having more than one climax wasn't going to be a problem for her: it seemed that the closer she got to an orgasm, the faster she got there. The ghostly effects I'd felt in her vagina before had gotten progressively stronger and more frequent, and I didn't figure it was going to take much more before it happened for her. That proved to be the case just a couple of minutes later, when the soft cry she started to release was transformed into a loud, deep, and guttural groan as I felt her clamp down around me – and stay clamped. It took only a moment for me to realize that I literally couldn't move in her; that what little bit of motion I could simulate was simply me sliding back and forth within my own skin. Relief, when it came, was temporary: I doubt that I'd have had time to get my erect cock out of her (if I'd wanted to, which I didn't!) in the brief time period between the end of one wave of her release, and the start of the next. I thought that I could also feel a slight decrease in the pressure of her sheath around me, but wouldn't have been willing to actually bet cash money on it.