I continued to look down every so often at where my cock was see-sawing back and forth through Charlenes opening, and a little bit later, something else caught my attention: the dark pink pucker of her anus, and how it was almost winking at me as I moved in her.
To this day, I don't know how or why I got the idea to put a generous dollop of my saliva on my thumb and then rub and press against her rectum. I just remember asking myself "I wonder what she'd do…"
The answer I got to that question surprised the hell out of me.
When I first ran my wetted digit across her anus, Charlene froze where she was; when I graduated to making a few tentative presses against it, she groaned something unintelligible before letting her upper torso fall to the bed so she could grab a double handful of the bedcovers and arch her back to angle her posterior up (and making it easier for me to get to).
Even as young and inexperienced as I was then, there was no mistaking her actions for anything other than encouragement for me to continue.
So I did.
With the liberal application of my own saliva for lubrication, it didn't take long for me to go from simply pressing the pad of my thumb against her rectum to having the entire digit buried in her; then it was on to begin wriggling it inside her. Each increase in my activities dramatically increased intensity of her passion and desires. But it was when I got the idea to slide my opposing digit back and forth in time with the movement of my cock that I had the most effect on her. I knew that did more for her than anything else because she quickly became utterly incapable of making anything other than incoherent groans and other noises of overwhelming pleasure.
It didn't take but a very few minutes of that before I felt her vagina begin an intermittent clenching around my cock; figuring that she was getting close to having an orgasm, I simply continued what I was doing. Not much more than a minute later, she experienced what I could tell was one Hell of an orgasm when her entire vagina clamped down on me just ahead of a series of spasms running through it from just behind her opening to the deepest part of her. It wasn't appreciably different from the first time she'd climaxed after I was in her, but there was certainly more of it — if I hadn't already climaxed so recently, it would have easily pushed me over the edge. As it was, I was content to keep myself buried in her so I could enjoy the experience that was more like my cock being milked than anything else.
When the last of the spasms in her womanhood had died out, I carefully slid my thumb back out of her… causing her to shudder from the apparent stimulation. A few moments later, she somehow managed to prop herself up with her arms again before turning her head to look at me and shakily telling me "That felt amazing… but don't do it again unless I ask you, okay, Billy?"
"Sure thing, Charlene."
Satisfied with my response, she went on to say "Now you can just fuck me, okay?" before turning her head forward.
That was a simple enough command that even I could understand it, and that's just what I did: begin fucking her again.
I'd pretty much expected that she was going to be wetter inside after having an orgasm like that, but what flummoxed me was just how much wetter she was: when I first slid my erection back out of her, it almost felt like I'd dipped my cock in a bottle of some kind of lotion. Pressing myself back into was like stuffing my erection into one finger of a rubber glove that someone has filled with warm baby oil, she was still so tight and warm and wet inside. Not that I was complaining, mind you; she felt wonderful to me, and I wasn't the least bit reluctant to do just as she'd asked.
As the next several minutes progressed, Charlenes passion and desire reasserted themselves and she began pushing herself back at me as she gave voice to her increasing pleasure. I was finally starting to feel a little tired when, to my relief, I felt Charlene begin using what she'd learned about controlling her vaginal muscles. It didn't take much of that kind of stimulation to move well along toward my second climax.
I was enthusiastically fucking myself into her when Charlene stopped with the Magic Pussy tricks; a few moments later, she brought one hand off my bed and reached down between her thighs. Even preoccupied with what I was doing, I wondered what she was doing, since I couldn't feel her touching me. Several seconds later, I started to feel her vagina begin to intermittently tighten around me, and realized that she was probably using her hand to stimulate her clitoris. The image of her hand sliding up and down her small shaft while I was fucking her got into my head, and started turning me on a lot more than I would have thought it could. A very few minutes later, and I was about ready to empty myself into her again when she released a (thankfully soft) cry and clamped down on me again.
It took me only a couple more strokes into her hot, tight channel, and I tried to stuff as much of my cock into her as I could as I released a cry of my own with the start of my release.
Once both of us had finished our respective climaxes, we managed to get ourselves down onto the bed and laying on our sides without having to uncouple. I had one arm around Charlene as she lay in front of me; she had her "top" leg draped over both of mine so I could stay inside her for as long as possible.
Both of us were still panting slightly when she turned her head and told me "Thank you, Billy."
"Whatever for?"
"For making me a woman… and doing it so patiently and gently that I've actually had orgasms — and not little ones, either! — while you did it. For being as sweet as you are, and as understanding, and tolerant, and all the rest. For just being you, I think."
I kissed her shoulder, then her ear, before answering "Charlene, you don't have to thank me for any of that. You're the kind of person that I wanted to give MY virginity to, too. You're smart and playful and loving and adventurous and a whole lot more; that's why I love you and care about you the way I do.
Even if we'd never been together like this, or done the other stuff together, I'd still like you — and even love you, a little bit. If you think I've been nice to you, it's only because I've treated you the way you deserve for being who you are, okay?"
I could see her eyes get wet, and tried to head the tears off by telling her "No, don't start crying. If you do, you'll get my pillow all wet and soggy, and I won't be able to sleep with it tonight."
As I'd hoped, the (admittedly) little joke was enough to make her smile and at least try not to let too many tears escape. In exchange for her consideration, I raised up enough to give her a quick kiss before laying back down and trying to snuggle closer to her. The two of us were content to simply lay there in silence for the next few minutes.
As expected, there came the point where both of us knew that my penis had shrunk enough that it was on the verge of slipping out of her. I was the one that actually said something about it by telling her
"I'm probably going to slip out of you any time now."
She sighed before answering "I know, I can feel it. Well, not feel it, actually. I just don't want to have to move."
"You don't have to on my account, if that helps any."