Bueller?

I headed to the office after having spent no time at all having that deep conversation with Beth. I decided I felt like actual working today, so that meant I had to meet with Michelle to discuss renting more space because we were growing so fast, and Sharon and I had to work on a presentation we had coming up (I felt guilty if I didn't actually help her with these things, since I knew she would be 'paying me back for my help' and I needed to feel I had earned it). I also had plans for later in the day, and I asked the receptionist to give me a reminder call so I wouldn't get caught up in things, which was a good call since I did. I thanked the receptionist and told Sharon we could pick things back up again at 2:30, much to her disappointment. She probably wanted to go to 'lunch' with me (we still hadn't done anything in the office, but I had manged to work her up during business hour elsewhere).

I headed over to the Ritz again (I basically had the room on permanent booking; why not when my card made sure they got paid one way or the other). I became Tom O'Malley as I passed through the doors, and spotted Ashely in in the lobby; she had arrived a little earlier than I had arranged with her on the phone last night (I made meeting up with me a permanent excuse from school that everyone was fine with, though I made sure she still learned whatever she would have had she gone), so it was a good thing I didn't wait until I got to the room to change.

She greeted me a big smile and a peck on the cheek, and I gave her the choice of crossing the street for lunch at Planet Hollywood or having room service up in my suite. She opted for the room service, so I placed an order with the concierge and took her upstairs. Ashley was properly impressed by the room and the view from my balcony (if I was going to use Power top get a permanent hotel room, it was gonna be a nice one). After some amusing goggling, I dragged her away from admiring the place for a quick fuck before the food arrived.

After fucking and some cuddling and washing up (I only use instant clean if I'm in a hurry; showering with a hot girl is it's own fun), we had lunch in some complementary robes. I considered having us eat in the nude, bu I thought Ashley might prefer it dressed as she was still a little shy. She loved the fancy silk robe 'the hotel' (Power) provided with the room. It was really great looking, clinging nicely to her form but loose in all the right ways, and I wanted to message her all over in it, but then the food arrived and we got down to eating. We set up in front of the window so we could enjoy the view without freezing. Ashley was embarrassed to be just in a robe and nothing else, and ended up hiding in the bathroom while the maid (the one I fucked yesterday, not that she remembered) brought in the food. Since Ashley was hiding, I had the maid flash her big tits at me briefly, remembering how they had felt in my hands when I rode her yesterday, but nothing more.

It was a basic meal, but we both enjoyed it for the company (I could have gone fancy but neither of us were here for the food). Our conversation covered a wide range, still very much in the 'getting to know you' phase. We discussed family (Tom O'Malley didn't have any as I didn't want to have to remember a long backstory and possibly create relatives later on; this won me some sympathy), homes (I made up a coastal beach house, which grew more elaborate the more I talked; normally I might be concerned but if I needed to I knew I could actually show her the place so I could be as fancy as I liked), and goals (Me: vague statement s about business success and love; Ashley: good grades, a good college, and love).

Ashley was impressed with my outrageous description of my house; she was dying to see it (so was I; I made sure Power was noting the details I was giving for later). I asked her when she would be able to get away for a weekend, but as soon as I said it I realized I had strayed onto dangerous ground. Ashley was only 18 and jetting around with her older boyfriend in the middle of the school year would normally be awkward. Ashley maneuvered around the question, avoiding this pointed reminder of the difference between where we were in our lives; I took mercy on her and changed the subject quickly before she could get upset. By the end of the meal we were discussing fantasies; I was dancing around noncommittally (because I was living all my fantasies, including one right now), while Ashley was too embarrassed, thinking if she said the wrong things I would be turned off.

"You know, there was something we put off till next time," she teased, using this to change the subject. "Really? What might that be?" I responded, feigning ignorance. She got up and came around to my side of the table, then knelt in front of me, not saying anything, just opening my robe and pulling my cock out and into her mouth in one go. This was her first blowjob, so it was awkward and I had to give her tips, but I refrained from just making her an expert like I had done with Lisa. I was thrilled that she was willing to try something new to please her me, and that gave me pleasure enough in it; I didn't need to make her an instant BJ virtuoso. Maybe next time if she was still struggling I could give her a helping hand. After a tentative beginning she certainly didn't lack in enthusiasm, nearly sucking the skin off my cock; it was only mechanical technique (like how to position her teeth) that was an issue. I didn't want to cum in her mouth the first time (even though I had made it so my cum would always taste good for my partner, I didn't want to scare her off), once my dick was thoroughly hard and I had let her play with me for what I felt was long enough, I stopped her. I picked her up in a maiden carry, and took her over to the bed. I laid her down, opened her robe, and seeing that working on me had her wet already, I entered her softly.

Her arms wrapped around me, hugging me as her hips rose up to meet my thrusts. One thing she hadn't thought of yet was wrapping her legs around me; I pulled her legs up and had her wrap her thighs around me. She picked up on it immediately and was digging her heels into my butt, spurring me to bang harder into her pussy, pulling me into her bodily with her arms around my back too. The blowjob got me close, so I didn't have to pound her long before I was ready; I held on until her panting told me she was ready, then picked up the pace and gave her a series of hard, fast strokes, the both of us coming together.

As we lay together afterward, her head nestled on my chest, she asked when I had to leave. "You mean you haven't had enough?" I teased, knowing that we could spend as long as we wanted thanks to my time manipulation. "Are you insatiable?"She gave me a peck on my cheek and another of those smiles I loved so much. "But really, when do you have to go?" she insisted. "I've got the rest of the afternoon," I answered, not mentioning that said afternoon could be as long as I wanted. "When do you have to be home?" I asked, as that seemed the proper followup. That reminded her of the age question, again, and I felt her tense up just slightly, but eventually she told me around 4, which would be about when she would have normally gotten home from school (she thought she was skipping, even though I had made it ok).

"I really wish I could spend a weekend with you." She sighed, smiling. "Part of it is that I want to see your house, but even if it was just here or anywhere," she cuddled into me again, "it would just be so cool to spend a whole night together. But I have stupid school..."

"Maybe we can work something out," I consoled her. I could of course make her forget about school, or maybe just turn her family deaf and blind for a weekend so I could fuck her in front of them? No, the first could seriously screw up her life and I cared too much about her to do that, and the second would be too strange and I could do crazy stuff like that with people I didn't care about. "I don't think so," she replied sadly. "My parents are pretty strict and even when they go away they always arrange for me to stay places rather than leave me alone. They have conference coming up, but they've already arranged for me to stay with my friend Sarah."

I was nonplussed at that. I think I grunted strangely, because she felt compelled to put in a clarification. "I'm gonna be staying with a friend of mine from school, Sarah Mallory," she explained. I nodded, while internally I was thinking that this could be interesting, and/or disastrous. I was already thinking about my plan to not include my family in anything, and coming up against my desire for a weekend with my little nymph.

Ashley got up then and walked out to the balcony, retying her robe, oblivious to my internal musings. I followed and we contemplated the view, me wrapped around her from behind, just holding her. I thought it would be nice to sit out on the balcony and enjoy the view, if it just weren't so damned cold.

"Do you want me to cheat things up a little?" asked Power, popping in for a second. I noticed Ashley wasn't frozen, just silent and not noticing Power; she had gotten better at no interrupting things. That was a good, so I told her to do that and not have Ashley think it was strange to have snow on the ground outside while our balcony was nice and toasty. "Isn't it a beautiful day?" she asked, leaning back against me to look out over the city. "It sure is," I replied, reaching out to open the sliding door and taking us outside onto the now very comfortable balcony, as nice breeze playing through our robes. My cock had begun to stir against her butt, with the thin robes doing not doing much to hide this from her. She snuggled closer and wiggled her butt against me, taking care to sandwich my dick with her butt as she did so.

"Is that what I think it is?" she asked coyly. "You know darn well what it is," I responded, kissing her hair. "You're so sexy, I can't have you this close for very long without wanting to do something about it." She rubbed me with her ass more, working side to side and up and down. "Aren't you the one who was calling me insatiable?" she asked teasingly. "I guess we're well matched," I deadpanned as my hands grabbed onto her tiny breasts through the rode. The feel of the silk rubbing against her sensitive breasts had her moaning after only a few seconds, and I kissed her neck and shoulders as one hand lightly massaged her all over through the silk, while the other remained on her tit, rubbing back and forth across her nipple, bringing it quickly to rock-hard erectness. She reached behind herself and grabbed my cock, making sure it was still wrapped in silk, and pumped it gently. I returned the favor by pushing into Ashley's pussy with silk covered fingers and gently rubbing the cloth over her clit. It was like I hit her with a lightning bolt; she immediately stiffened, then relaxed with a sigh as she had a quick orgasm. "So it some more,: she breathed.

"I've got to have it," she said after a little bit more of that. She turned to take us back inside to the bed, but I stopped her and maneuvered us over to the railing. She realized what I was up to. "We can't do it out here!" she cried in panic. "Who's going to see us?" I asked reasonably, and bent her over the railing, pulling up the hem of her robe to reveal her rounded butt. She hesitated, looking out over the plaza far below and the surrounding building and seeing that there really was no one who could reasonably see us (I helped her along just a little in coming to that conclusion), then she spread her legs apart and braced herself on the railing, leaning over it so her barely contained boos were in mid-air. I stepped between her legs and slowly slid my cock into her, pressing her into the railing, then I reached under her and began rubbing her breasts again through the silk for anyone below us to see. This seemed to drive her totally out of her mind; I was reminded of how Beth had gotten off knowing she was being watched. Ashley grunted as I softly tweaked her nipples, then began thrusting her hips back hard against me. I was hunched over her now, both of us leaning over the balcony railing looking down at the plaza thirty floors below as I slammed harder and harder into her cunt (I of course had Power made sure there was no chance of any accidents). After a bit, I pulled out, Ashley whimpering in protest, but then I turned her around and picked her up, Placing her on the rim of the balcony wall and easing her pussy down on my cock. This was a more comfortable way to fuck her standing up than holding her up, and she could using the railing to move herself up and down, rather than me having to handle all the motion. She wrapped her legs around my waist, and every time she came down, as that was the only time she could get herself on target in this position. I held her and guided her as she slammed her hips against me, fucking me with all her strength. Her breath came out in a series of little squeaks synchronized with our fucking. After a few moments we were about to cum, and I had added a large reclining chair behind me and swung her over to it, not leaving her gripping cunt. Now she was straddled over me, her legs on the cushion of the chair. Now in a less awkward position, and with her legs to either side of my on the chair, she was able to fuck faster and harder, riding my cock up and down as fast as she could go, until she couldn't take it anymore and came with a series of yelps, collapsing on me as I sprayed her full of my juice.

"It feels so good," she whispered in my ear as she lay on me for a long time. "Lying here, feeling you inside me, it's so nice." She kissed my cheek and reluctantly separated us. "But I guess it's time to go." I could have stopped her and diner more, but we had our fun and now we got dressed slowly with a few hugs and kisses, and made our way out of the room. We behaved ever so discreetly leaving the hotel, and I saw her off outside, her going one way, I the other.

Based on "My Reward" by Azil