The Escalation of Emily

In walked a vision of beauty in a much too small towel (or just right sized, depending on how you look at it). It was obvious that Emily had just gotten out of the shower. Her blonde hair was wet, falling down to her bare shoulders. She had a little green eye shadow and lipstick on, but not much. She was covered by a single baby blue towel wrapped around her body, tied at the top and supported by her ample breasts. I would say that the towel might as well have been a hand towel with how small it was, but that's not really true. As she walked in, all the important parts were covered, just barely. The bottom hem of the towel fell just at the top of her thighs and just below her shapely ass.

"Sorry, I hate to wake you up, but I am seriously behind on laundry. Melissa left some of her old clothes here, and I need to find some clothes before I head to a friend's house for the rest of the weekend."

"No problem at all" I answered. "Forgive me for not getting up, but I'm probably going to sleep in still a bit."

Her youthful response made me smile. "It's your room, silly. You're entitled to stay in here as long as you want on a Saturday. Believe me, if I weren't headed out of town I'd be in bed until noon."

A wishful thought ran through my mind: you're welcome in my bed any morning, especially in an outfit like that. Of course, I kept that thought to myself.

With that, she walked through the doorway and up to the dresser. The dresser was a short, white, rectangular dresser, with two fairly sizable drawers on each level, three drawers high, and a mirror on top.

I lay in bed, facing the dresser, which was positioned on the wall parallel with my bed but closer to my feet. Emily turned her back to me, and began to rifle through the top drawers. Sadly, with as short as she was, she didn't really have to bend to do that, but I still got a wonderful view of the backs of her legs.

After a minute of rifling through the top drawers, Emily pulled out a pair of shorts and placed it on top of the dresser. She then closed the top drawers. Without turning, she bent slightly at the waist and began rifling through the next drawers down. That was more like it. The slight bend pulled up her towel ever so slightly in the back, revealing just a hint of the curve of the round cheeks of her ass. She searched in these drawers longer than the first, pulling out a plain white t-shirt and putting it on the dresser, than searching some more until she found another shirt that she placed on top the dresser.

After another minute or so she closed the second row of drawers. "Gosh Melissa" she said a little more emphatically than was probably necessary. "Organize your drawers much?" She sighed and shook her head. If I didn't know any better, I would have guessed she was making sure that I was paying attention. And you can be sure, I was not being shy about staring at her tight little body.

At that she bent further down, and pulled out the bottom drawer on the left. The lady-like thing would have been to bend at the knees or even get down on her knees while she looked through the bottom drawers. I was very grateful that she didn't do the lady like thing. Instead, with her back directly toward me, she bent in half at the waist, as she rifled through the bottom drawer on the left. This lifted up her towel inches in back, giving me an unobstructed view of her glistening pink pussy and the lower half of her ass cheeks.

It was clear that she had shaved or at least trimmed the stubble around those beautiful pink lips, as they were smooth as silk, with just a slight patch of blonde hair barely visible on her mostly hidden mound. Her slit was plainly visible, with just a hint of the pink inside.

This search was a little more dramatic. Emily huffed and puffed, and rifled more vigorously through the drawers, shaking her little ass as she went. "Uggh Melissa, where did you put those panties?" she exclaimed, in what had to be another attempt to make sure I was looking. And was I ever. At one point I wished I had a camera, just to commemorate this lovely occasion; instead I just promised to commit to memory all I was seeing.

She continued to mumble to herself as she finally closed the drawer on the left. Instead of simply moving a foot or two to the right, she slid her right leg back slightly and more to the right, and bent ever further at the waist, stretching her torso to reach the bottom of the right drawer. If it were possible, this put her in even better position for my viewing pleasure. Her towel slid up maybe another inch, and with her legs spread a little more I could see into her pink love canal, which, if I weren't mistaken, was looking even moister than when I first saw it two minutes ago.

She continued to rifle through the drawer and ultimately pulled out a couple pairs of panties which she deposited next to her on the floor. "I really am so sorry for waking you this morning" she called out. "I know I hate waking up earlier than planned on the weekends. Melissa always did say I was a bother." There was breathiness to her voice as she said this, as I could almost hear her breath quickening and her heart beating from the rush of exposing herself to me.

I tried to control my voice. "Emily, you have nothing to apologize for. This is your house. I can't thank you all enough, and I mean each of you, for everything you have done for me this summer." I made sure to accentuate the "everything" – I am sure Emily caught my drift as she finally grabbed her pile of clothes from the ground and stood up to grab the remaining clothes from the top of dresser.

She turned to me and smiled a huge smile, with her bright blue eyes almost dancing. Her face was flushed, which could have been from her head being at her feet for so long, but I assumed was from the rush of her show. Her chest was heaving. She stared into my eyes as I stared up at her face, with the memory of her sweet pussy frozen in my mind.

"Well" she finally broke the silence, "I've got to be heading out. I'm heading to my college roommate's lake house for the rest of the weekend. I guess I'll see you next week."

With that, she turned and walked out the door. My eyes trailed her. She grabbed the end of my door (it opened out into the hallway) and turned toward me. "I will shut you back in here so you can get back to sleep." With that, she slowly closed the door. As she started to close it, her towel came loose and fell slowly to the ground, at first seeming to catch on her breast, but ultimately sliding off, falling the remainder of the way. She made no attempt to catch it, and instead slowed (but didn't stop) closing my door. My last sight of her for the weekend was partially blocked by my door, but it included one complete breast, with a large half dollar size dark pink nipple jutting out. It was so round and looked so delicious. I also caught just a glimpse of the blonde strands of hair at the mound between her legs...

Yeah right, there was no way I was going back to sleep now. I was a little frustrated to hear that Emily would be gone for the weekend, after getting me wound up early on a Saturday morning. Not that I was complaining. It was more the fact that I wouldn't see her the rest of the weekend that had me bothered – not the waking up.

I considered getting up and running to her room, but within seconds I heard the telltale sound of the lock clicking on her door, and moments later heard some activity from what must have been Terrie or Dave downstairs. I pondered my situation. Lying there, naked, a man in my position only had one option. I took care of myself with the images of the last ten minutes or so burned in my mind. I then fell back asleep.

The rest of the weekend was uneventful. As she said, Emily was gone all weekend at her friend's lake house. I spent most of the weekend catching up on some reading, although I did spend part of Saturday evening with Terrie watching some TV shows Terrie had DVR'd. But the memory of that Saturday morning was etched into my mind throughout the weekend, keeping me a bit on edge.

I didn't see Emily again until Monday night, when Terrie, Dave, Emily, and I all had dinner together. Emily ran most of the dinner conversation, discussing the fun she had over the weekend with her friends water skiing and jet skiing. Eventually she asked what I had done over the weekend and I answered with a summary of the boring details. "Wow, Dan, your weekend sounds like it is was pretty lame. You should have at least caught a show at the theatre," Emily responded.

"The show I want to see wasn't in town this weekend" I answered, hoping that my double meaning would be lost on Terrie and Dave but caught by Emily.

It was. Emily immediately got a little crimson and stared down at the table. Terrie asked, "Oh, what show is that?"

"Oh, there's just this little documentary that isn't widely playing that I've really been wanting to see." I tried to be vague yet convincing, and it seemed to work, as the topic of conversation moved on to movies that others wanted to see. No one even asked for a title. Emily quickly got over her embarrassment and jumped back into the conversation. I half expected a kick under the table from her for my comment, but instead she seemed to ignore my comment once she got over the initial reaction. I got the feeling that she liked "showing," but maybe didn't like my acknowledging the show. I decided to keep this in mind for future reference.

That night I was lying in bed trying to fall asleep without much success. Things had definitely been stepped up a notch in the last week, and I was trying to make heads and tails of it. Was Emily waiting for me to make a move? Or, was she solely doing this for the rush, and I was just the beneficiary? From the way dinner went, it sure seemed like she didn't like that I had begun referencing what she was doing, although a lot of that may have had to do with having her parents at the table with us.

I finally fell into a fitful sleep. questioning what could possibly be our next step, if there was a next step.

I woke up with the distinct feeling that there was someone in the room with me. It was still dark out, but I could tell that there was someone there, someone standing in my room. I felt movement toward me, and then what felt like a hand being waived slowly above my head. I didn't move. I almost had to remind myself to breathe. I couldn't see, but I could smell the hint of Emily's perfume, and was pretty sure she was standing over me.

She slowly walked away. She walked around the foot of my bed, and headed toward the closet. The closet in my bedroom was on the opposite side from the dresser, and also toward the foot of my bed. I didn't follow her with my eyes, because it seemed to me she didn't want me awake. I wasn't sure what she was doing, but I wasn't going to interrupt things by asking her.

After a moment, I heard the familiar sound of the pull string for the light being pulled in the closet. A light flooded out of the closet across my bed. I was still facing the dresser on the opposite side of the room. I squinted my eyes. I wanted to see what was going on, but also needed to make it look like I was still asleep. In the mirror, I could clearly see Emily at the closet door. She appeared to be wearing a bathrobe. She was looking intently at me to see if I moved at the appearance of the light, so I concentrated hard to control my breathing to make it look like I was still asleep.

Emily slowly adjusted the closet door so that the light did not brighten the entire room. Instead, with the door half closed, the light only shone across the foot of my bed, and on the dresser and mirror across the room.

Now I was confused. After turning on the closet light and adjusting the door, Emily headed out into the hallway. What was she doing?

My question was quickly answered, as she headed back in a moment later with an old wooden desk chair. It was a fairly standard wooden chair – four legs, paneled back, and arms on each side. She set it right in front of the dresser, facing the bed, so that it was just on the edge of the light. It was maybe five feet away and directly facing my head, which was still turned toward the dresser, just as it had been when she first came in.

She slowly walked over to me again, her bathrobe pulled tight. Again she stood over me. She waived her hand again over my head. I will never understand that method of checking whether someone is asleep. Maybe it's just me, but I am a light sleeper, and basically whenever anyone enters my room when I am asleep, I will wake up. So, movement right above me is almost certain to wake me. But, I digress.

I could feel her staring at me, as I tried to remain calm, keeping my eyes closed and breathing steady. I must have convinced her, because after a minute, she headed over to the chair.

She sat down, and untied her robe. I was riveted as I half opened my eyes again and looked towards her. With our positioning, me in the dark and her in the light, I doubted very much she could see my eyes anyway, but I didn't want to give anything away. Slowly, she took her right hand, and brushed away the left side of her robe, fully exposing her left breast to me. She slowly rubbed her hand around her breast, first massaging it, then focusing more on her dark nipple. She took her index finger and traced tiny circles around her nipple, then pinched it between her fingers. After a few moments of that she went back to massaging her breast again, before again returning to focus on the nipple.

Her nipple was jutting straight out as she continued to play with it. It had to have grown at least a half inch. Her breathing was quickening slightly, as I could tell she was enjoying both the feel of her touch and the fear of being caught. Next, she took her left hand, and pushed away the right side of her robe, so that it fell completely off her shoulders and onto the arms of the chair. She began to work that breast the same as she had the other, massaging her breast, and then focusing on her nipple, rubbing and tweaking them until both were arrow straight.

I wanted to call out and tell her to start sucking one of them, but I wasn't quite sure what affect that would have on her. In the past, it seemed that when I acknowledged what was happening, it always ended. I didn't want that to happen. At the same time, my manhood was fully engorged as I "slept" naked watching this scene. I decided to move slightly to see what would happen. I moaned softly and adjusted my pillow under my head.

At the movement Emily came to an immediate stop and grabbed her bathrobe to quickly cover herself. That answered that. I stopped moving and concentrated on breathing deeply, but not in too exaggerated a manner. After about fifteen seconds, I must have convinced her, because Emily again dropped her robe and began working her nipples.

Within a couple minutes, Emily was breathing hard, and I was having a hard time keeping my own breath measured. She was gorgeous – her soft white skin, her beautiful round breasts, and those delicious nipples. As she continued using her left hand on her breasts, her right hand slowly began to work its way down her perfect belly, past her belly button, and then under her robe which was still draped across her lap. I could tell where she was headed, but was disappointed that I could only "tell". I continued to watch her tweak her nipple while I imagined where her other hand had gone.

I didn't have to imagine long. After maybe a minute, she lifted herself from the chair, and completely removed the robe from around herself, dropping it on the floor. She was wearing the same pink thong she had been wearing the first time I caught her in her undies. I could see her lovely milky thighs, her breasts and stomach, and could see her working her finger underneath the fabric of the thong.

Her breathing was definitely faster, as was mine. I could see her finger fucking herself through the fabric, but still was not getting the full view of things. Thankfully, she took care of that a moment later as she again lifted her sweet ass up off the chair. She grabbed hold of both sides of her thong. Ever so slowly she pushed her thong down her legs, over her knees, and then over her feet. Her breasts tumbled so low that they blocked my view of her pussy as she bent over to move her thong over her feet. I had to remind myself to breathe again, as I am fairly certain I was holding my breath throughout this entire movement.

She stayed in that position for a moment as I heard a drawer opening. What could she be doing now? She was still sitting, but was rummaging through the lowest drawer in the dresser behind her. Apparently, she found what she was looking for, because she sat back up. I reminded myself not to open my eyes too wide as I took in a vision of beauty. Two perfect tits, leading down to a slight thatch of blonde hair on top of a perfect, already sopping wet pussy. She again began working her breasts with one hand while she worked her pussy with the other. Except this time, in her hand at her pussy was a pink sex toy of some kind. I am not exactly experienced with those things, but I assume this was either Melissa's or her dildo. Whatever the name, I could tell what this was for.

She slowly rubbed the length of her slit with the toy, spending especially long at her clit. I could hear her catching her breath whenever it hit just right on that spot. She was sitting so that I could see the beginnings of her pussy, and whenever she rubbed up and down her slit I could see her tight pussy lips open around it.

She spent probably three or four minutes working her dildo around on her clit and running it the length of her pussy. She then brought the dildo up to her chest, and rubbed circles around both her nipples. After a few of these, she brought her hands together, and I heard a low humming noise, before she returned to rubbing circles on her tits with the dildo. Apparently, this toy vibrated, and it looked like she had kicked things up even another notch.

I was expectantly waiting for her to return to her twat with her vibrating dildo. My hard-on was raging, and I half considered throwing the covers off my bed and forcing this little minx to satisfy me. However, I didn't want our little escapades to end, and if the price of admission was her leaving before I was satisfied myself, I decided that was worth it.

A minute later, my patience was rewarded. Slowly, Emily lifted her left leg up, so that the back of her thigh was resting on the left arm of the chair. Then, she did the same with her right leg, all the while keeping her ass firmly planted on the chair. In this position, the entire slit of her pussy was clearly visible to me. In fact, her little pink twat was already gaping open from just the position she took, and it appeared to me that it was quite, quite wet. She again began to run the dildo against her clit, and then up and down her slit, but now I had a much better view.

Because it was vibrating, there was an almost immediate reaction. The touch of the vibrator made her jump as she caught her breath. She started to moan, and immediately bit her lip to stifle the sound.

Slowly, she pushed the tip of the dildo into her waiting pussy. The walls of her pussy stretched around it, it almost seemed too big for her to take. She closed her eyes and pushed just a little more, until she had taken at least eight inches. Then, she pulled it back out, so that only the tip remained in. She quickly sped up this process, as her huge breasts started to bounce from her exertions and her body movements. She used her right hand to shove the dildo in and out, in and out, as she moved her left hand down to her clit. Within seconds, she was again moaning, only this time she didn't catch herself. She continued to rub her clit as she pushed the dildo in faster and deeper. My eyes went back and forth between her pussy and her face. Her face was a sight to behold - her eyes were closed, her mouth was open, and I could see the feeling of ecstasy overtaking her as the feeling overwhelmed her.