Other than releasing a loud gasp, she didn't indicate that she had any problems with having me in such an intimate place as she held herself still again. I asked if she was okay, and she didn't hesitate to let me know that she was before adding "It doesn't actually hurt, or anything – it just feels damn strange to have something in me like that… good, but strange. And you feel positively huge! Just let me get used to it a bit, could you?"
I told her that was fine, and waited patiently while I felt her gradually learning to accept what was happening. She released her hold on her ass in favor of filling her hands with some of the bed covers; perhaps a minute went by without my feeling any change in her when she told me "Okay, I think I'm ready. Just take it slow at first, until I'm sure, okay?"
Putting the hand that had been holding my penis on her other hip, I slowly began to press myself farther and farther into her. I could see that her grip on the bedding had turned her knuckles white, but the low moan she made as I carefully sank my manhood into her bowels told me that I was far from hurting her. I stopped my forward movement only when my pubic hair was the only thing between my pelvis and the crack of her ass.
It seemed to take her a few moments to realize that I was in her as far as I could go; when she did, I heard her tell me "This feels so much better than I thought it would! The rest of you was easy, once you were inside; it felt like your dick was ten feet long, you were going so slow."
Though she still had something of a deathgrip on the covers, I could see that her knuckles weren't white any more. Comfortable that she was okay, I held myself still in her for a few seconds before slowly easing myself back out of her for about half my length. After only a brief pause, I pressed myself back into her, then held still. When I didn't move again for several seconds, she told me "That was fine, you moving your dick like that. Keep going!"
That was all I needed to hear, and I gladly went about sliding my oiled cock back and forth through the tight ring of her anus… slowly and gently at first, but as she let me know that she was ready and willing for me to become more "active", with increasing speed – and even force. It wasn't but a very few minutes before I felt her have an orgasm; not just one of the "little" ones that she'd started out with before, but something much closer to the last one she'd had. The clenching of her vagina along the bottom of my penis as I seesawed in and out of her felt incredible, and moved me a good way toward finding my own release. A couple more minutes went by, and I could feel that she was getting ready to climax again; and I also knew that when it happened, I was almost certainly going to cum with her because of the increasing pressure in my groin from how good it felt to be fucking her tight little ass.
Trying to draw out, and intensify, the pleasure for both of us, I slowed and lengthened my strokes into her warm bowels; I doubt that I delayed our releases by more than a minute or two, though – both of us were simply too aroused, and the pleasure too great.
When I felt her start to clamp down with the start of her orgasm, I practically slammed myself into her as far as I could get; the sensation of her vagina underneath my cock caused my climax to be stronger and longer than any I'd had in a good, long time. Only when I was able to draw a breath again did I realize that I could hear a high-pitched noise; when I looked, I saw that Peggy's head was thrown back and the tendons in her neck were stretched out like steel cables – and the noise I was hearing was a whine coming out her nose because her jaws were so tightly clenched. It was the first time I'd ever seen anything like that, and it actually distracted me from how my cock still felt in her for a couple of seconds.
For good or ill, the human body can only stand so much pleasure for so long before it has to take a break; when that break came for Peggy, it left her exhausted. I'm sure that if I hadn't still had my hands on her hips to hold her steady, she would have simply collapsed right where she was. I judged it prudent to rescue my quickly-deflating penis from her nether regions before carefully easing her over so that she was laying on the bed. When I looked into her face, I could see that she was awake and somewhat alert, and plainly stunned by what she'd just experienced. Pulling my pants on, I made a quick run to the vending machines the hotel had by the elevators, and brought back a couple of sodas for each of us. After setting them where I could reach them, I slipped my pants back off and got back into bed. After I'd gotten the hand towels refolded and positioned, Peggy wasn't able to provide any help as I got her sitting upright and next to me so that I could hold her. Getting one of the soda, I opened it and drained nearly half of it before turning and putting it to her lips. When she realized I was offering her something to drink, she opened her mouth enough for me to pour just a small sip between her lips. I saw her swallow it, and a few seconds later, she indicated she was ready for more. Over the course of the next couple of minutes, I managed to get about half of what was left of it into her before she managed to tell me "Gimme minnit", in a hoarse voice.
I drained the rest of what was in the can, and took a couple of health swallows from the next while waiting for her to let me know when she wanted some more. When I saw her reach for it, I helped her hold it as she carefully took several sips from it before lowering it again. She still wasn't back to normal, but she was in considerably better condition when she told me "If I'd had any idea that a guy fucking me in the ass could do that to me, I'm not sure if I would have done it sooner, or not done it at all. And you didn't help any by slowing down like that at the end, either!"
Doing my best ignorant innocence ploy, I told her "Well, you acted as if you wanted to like it, so I figured I'd try to make it better for you when you came that second time…"
It didn't fly even a little bit, and she told me "That first orgasm I had should have told you that I liked it. If I didn't know better, I'd think you were trying to kill me! I can just see the death certificate now – cause of death listed as Terminal Orgasm!"
I couldn't help laughing at something like that, and it took only a moment for her to join me. When we'd both settled down again, she said "I'm really not upset with you – not at all. I asked you to do that, and you were as nice about sticking that telephone pole of yours up my ass as I could have wanted. And then you gave me those two incredible orgasms while you were fucking me. I don't have anything to bitch about or be sorry for at all. You've been a perfect DEAR ever since I got into your cab."
I gave her a hug, and she relieved me of the soda I still held so she could finish it off. I set the empty can aside, and asked if she wanted another. She said to save them for later, and when she started to nestle herself into my side, she realized that she was sitting on the hand towels. Blushing furiously, she asked "You put those there?"
I simply answered "I didn't figure either of us would want to sleep in that big ol' wet spot, either.", causing her to have a fit of giggles that alternated with more blushing before she got herself under control again.
I was content to sit there and hold her for several minutes; it wasn't until I heard her fierce yawn that I told her "Yeah, probably a good idea if we cleaned up a little and went to bed… to sleep.", getting a laugh from her. She agreed, and asked for some time alone in the bathroom before we took a shower together. I said that was fine, and watched as she gingerly made her way off the bed and into the bathroom. When she saw that I was watching her, and how she'd walked, she blushed again before giving me a defiant look and closing the door. When it opened slightly again a few minutes later, I knew she was ready to have me join her. Both of us were tired and feeling sleepy, so our cleanup was brief, but thorough. Dried off, we spooned with me behind her as we quickly fell asleep.