anus.
We continued like that for some time: me applying a little more pressure, then waiting for her to either call it quits, or make it possible for me to go on. Finally, we reached the point where I could tell that I was almost in her, and thought she was going to tighten up again when she suddenly relaxed even more – letting me get the head of my penis, and a little more, through before I could stop.
I'd heard her gasp when I slipped into her, and held myself steady as I asked 'Are you okay? Are you hurt? Do you want me back out?'
'I'm fine. No, I'm not hurt, and don't you dare pull out of me now!'
Damn. She could take me – and if that last bit was any indication, she WAS enjoying it.
I remained unmoving, waiting for her to let me know what she wanted me to do next.
A minute or so later, I realized that she didn't need me to do anything: she was pressing herself back against me! Amazed, I watched as she slowly pushed against me, sliding the tight ring of her anus farther and farther down my erection.
By the time she'd managed to take nearly half my length, the gradual lowering of her body made it difficult for her to go any farther back without going down even more. I moved my hands to her waist and said 'If you want to get back up again, I'll stay with you – then I can finish this for you.'
She didn't bother saying anything; she just started moving forward again. I stayed with her; then when she was back to the position she'd started from, I gently eased my hips forward and began sliding myself deeper into her – and listened to her low moan of pleasure as I did. As lubricated as we were, I didn't have any trouble entering her; I stopped only when I felt her clenched around the base of my penis. At that point, I released my hold on her waist and leaned forward to put my hands on the bed; that left me neatly covering her body with my own, my front to her back. My head was close to hers, and I lowered it to ask her 'You're okay?'
'She reached up to toss her hair to one side of her head before turning to kiss me and say 'I'm doing way better than just 'okay'. Holy Christ, I didn't think it could feel this good! It felt SO sexy when you were going into me; I thought I was going to orgasm just from that!'
I cupped one of her breasts in my hand, and felt how tight and hard it was, her erect nipple boring into the palm of my hand. Well fuck me to tears – damned if the little thing wasn't enjoying it!
I got to kiss her back before she told me 'You can start moving in me any time you want – once the end of you was in, the rest of it was easier. Just go a little slow at first, okay?'
The two of us shared a deep, tongue-duelling kiss before I raised up again so I could start doing what both of us wanted then: for me to start fucking her tight little ass.
As she'd asked, I started slowly enough: gently easing myself back until the head of my penis was the only part of me inside her – then filling her again as she groaned her pleasure at what I was doing. The next cycle was a little faster, and not as long; the one after that faster and shorter still. In just a couple of minutes, I was steadily slipping my erect penis back and forth through the tightness of her back opening – and listening to her soft cries and moans of pleasure as I did.
After a few minutes, she climaxed, the tight ring of her anus becoming almost painful as I continued to move in her in time with the contractions I could feel. A couple of minutes, and damned if she didn't orgasm again. It took even less time for the third one to hit her, and shorter still for fourth. After that, I think she must have been having a single continuous climax, my actions speeding up as I got closer and closer to my own release.
Finally, I just couldn't hold out any longer – with a couple of short, hard strokes into her, I buried myself in her ass as my cum erupted from the end of my penis. When that happened, she threw her head back and nearly screamed as she tightened around me even more than she had before; I knew that she'd felt me washing her bowels with my sperm, and that it had triggered the strongest orgasm she'd had since we started.
I'm sure that I gave her every drop of my semen that I had; I'm equally sure that if I hadn't already had my hands on her hips, her attempt to collapse onto the bed would have pulled my penis off – she was simply clamped around me that tightly. As it was, she still slid nearly halfway off of me before I could stop her, and then carefully got both of us down on the bed, on our sides.
I was simply too beat by my own climax to be able to do anything for Claire – who was clearly out of it.
I got a message to Kelly through Mabel; a couple of minutes later, Kelly showed up with drinks and some light snacks. Seeing us, she asked 'I thought she wanted to stay a virgin?'
'There's more than one kind of virginity', I answered.
Kelly looked at me for a second, then looked at us more closely. Her eyes were like saucers when she looked at me again; I just said 'Yeah, me, too. It was her idea, though, and damned if she couldn't do it.'
Amazed, Kelly said 'I thought I heard something a while ago, but I wasn't going to come looking…'
I shook my head and said 'That was probably when I used my mouth on her – I was teasing her', I explained, before continuing 'No, she didn't have any problems getting this far; it was the finish that did her in.'
'I guess!' Kelly replied before giving me a kiss and leaving us alone again.
I finally shrank enough that even Claire's rectum couldn't hold me any longer; when that happened, she stirred in my arms, and began to come out of the stupor she was in.
I managed to get Claire's attention, and told her that there was something to eat and drink. She seemed to vaguely understand, but wasn't in any condition to say anything. I pulled the energy together to move us up to where Kelly had set the drinks and snacks; Claire's efforts were limited to purely token gestures at helping.
Looking at Claire, I realized that it was still going to be a bit before she would be able to drink or eat anything; that cleared my conscience about draining one of the small bottles of water Kelly had brought, then devouring a half-dozen cheese crackers. By the time I was finished, I figured Claire was ready for something, too.
As before, I had to support her and hold the bottle, pouring small amounts of liquid into her mouth, until she had enough strength to do it herself. I fed her the first couple of peanut butter crackers; after that, she was able to handle them on her own.
We'd finished the snacks and were almost done with the drinks when Claire finally spoke to me – at least, more than just the words necessary to get food and water.
'I didn't know I could orgasm like that. I felt the first few, but then they started happening one right after the other. I could feel it when you got close, and how you were moving in me, and I thought that it was over – but then I could feel you shooting your stuff in me, and it was like a bomb or something went off in me. I think I started to fall, but I'm not sure – and I don't remember anything after that.' she said.
I admitted to her 'I managed to keep you from falling on your face, and got us down on the bed without getting hurt – but that was all I could do, then. I asked Kelly to bring us something to eat and drink, so she was in here for a minute.'
To my surprise, Claire didn't seem upset by Kelly's presence; in fact, she said 'I'll have to say 'thank you' before I leave – that was nice of her.'
Claire managed to crawl into my lap, facing me, and said 'Thank you for doing that for me, Dan. It was a lot more than I expected it would be, but I know that's not because of anything you did. Now I know that I'm going to have to be very careful about doing that with anyone else.' She gave me a shy smile before adding 'You were a lot bigger than I thought, but you were patient and gentle; and thanks to you, now I know that making love that way is something I like – maybe too much.'
She let me take her into my arms, and I hugged her before saying 'I'm glad that you trusted me enough to tell me what you wanted, Claire. If you discovered that you like making love that way, well – please don't misunderstand this, but – it was my pleasure to help you.'
She pulled back a little to grin at me before saying 'No, I don't misunderstand – even if it IS funny. I know that it was your pleasure because you like helping people learn to be happy, as you did for me.'
Even as she finished saying that, I saw a strange look cross her face, followed by a fierce blush. A second later, I knew what had happened when I felt some of my cum land on my leg. She was staring at her lap, and it was all I could do not to start laughing. I got myself under control, and put my hand under her chin and got her to look at me as I told her 'It's okay, dear. We made love together, and what just happened was because both of us were satisfied by it. Would you rather we hadn't made love that way?'
She shook her head, and I said 'Neither would I. So both of us are glad we did it, and both of us enjoyed it. Doesn't that seem like a small price to pay for the happiness and pleasure we had?'
She managed to smile at me, and said 'Yes, I guess it is. I thought I'd thought of everything else, but THAT never occurred to me.'
