I was surprised when the offer came to manage the new clinic down the valley. I liked the idea, I had managed the wellness clinic for an HMO for years. Then came some shuffles and moves, a marriage, a tragedy? Circumstance, like happens in life?
Back to being a single coming up on middle aged woman, living alone in a house that is too big, and working as just a Doctor on staff at the clinic.
Full circle, the rather efficient Nurse that used to work under me was now my boss. Unfortunately for me, she seemed quite happy with the position which I knew would be instantly mine should she move on.
There was no sign at all that she had any intentions of doing that. So, I took the offer.
How did I end up in this situation?
My husband Tom had bought that huge ranch, I knew he would be happy there but the truth is that I was miserable.
I just did not fit the lifestyle, I was used to living in the city. I had no choice for me, I left. Tom finally understood, when we moved back to just outside the city I was happy again, although my management job was gone.
I am probably a lousy Doctor, I don’t like blood and I don’t enjoy dealing with sick people. I see the things that people do to themselves over and over, it sometimes makes me so sad I sit alone and cry for them.
Looking at them on charts, a piece of paper? I can deal with that. I make the decisions that way of which specialist can perhaps help them.
Then my man, my husband Tom was lost in that crazy accident. It took a long time for me to finally accept that the rest of my life would be completely different now no matter what happened.
One day came that offer. A large increase in pay, a huge increase in responsibility, nearly 250 people on staff to keep track of? That was far more than the total of six I had to deal with at the HMO clinic. Why was I chosen? I really have no idea at all, other than one man, also a Doctor, but also a client, he knew me. He happened to be a major investor in the new development. He was the one that put my name on the list.
The bad part was the trip from out East of the city, across town, down the freeway nearly 90 miles, then back each day. Some days it was just a parking lot out there, I figured out all the shortcuts and that helped but still I found myself rolling in to my office garage some days as much as an hour behind. I began to leave for work earlier, then even earlier.
I knew I had to move, there was just no way out of it. It was either that or quit and do something else, and I loved the new position.
I put my house up for sale, expecting it to be a large problem the way things were going.
It wasn’t. Not only was it not a problem but the broker ended up with two families from California bidding against each other, we ended up getting quite a bit more than the initial asking price which floored me.
The third floor Condo I bought was very nice, and just two miles from my office. Mine faced the small river nearby on one side from a large balcony. The bad part was one side of the living room faced the other building.
It did appear a little bit odd to me, the walkway between the two big buildings was only about 8 feet wide, it went into an inner garden section that was a common area in the center of the complex, well maintained. So I had a nice view at the front and rear, of course the other building was right there off one side of my living room.
There was also security, it required a key card for entry to any point, once at the outer section from the garages, then again to get into the building. I soon realized that several of the units remained unsold, so it was a plus that the area was quiet, most of the other people I saw were older couples.
With no lawns to mow or brush to trim, I had time freed up, plus the very long drive each day that had been exhausting was over.
I settled in quite nicely.
It was perhaps a month, I glanced out the big side by side four foot windows that faced the next building over, and saw some motion. A man walked past, he looked to be about 40 or so, tall and in good shape from what I could see.
I saw him several times, moving things around, it was obvious the unit over there had sold. I closed the drapes, to allow him privacy, then went on in to my office.
The next day I looked out and saw his drapes were closed, so I opened mine to let the Sun in on some plants. It was dark when I got home that night, I went into my kitchen and made a nice dinner, then sat in the living room to watch TV.
I glanced over and the drape across the way was about six inches up. The light was on in there, I thought nothing at all about it until I saw the man walk by.
He was naked, I could see him from the middle of his belly to his knees. His penis looked to be quite large, jutting out a good seven inches or so, it appeared to be partially erect. It was obvious that he was circumcised, I saw that clearly as it swing back and forth as he went by the window.
I sat there startled as he passed out of sight, then I got up and closed my own drapes. That had to be just an accident, with his own curtains pulled down that far he could not see me of course.
I sat and watched the TV, not really seeing or hearing what was on. That vision of the man like that kept popping into my head. I felt the familiar tingling in my own loins at the thought, so I got up and went into the bathroom.
I relieved myself, almost ashamed at the thoughts in my head as I did so. It had been several months since I had been with anyone. The affair I had had with a man named Carlton had ended of it’s own accord. That had been fun but we both knew it really was not going anywhere. Carlton had called less and less until finally he just didn’t call at all. The real truth there is that I missed the sex, but I did not miss Carlton if that makes sense.
Then I went back into the living room. I sat there thinking, got up and turned out the lights and the TV.
Shamefully, I slid the curtain up and peeked out over the windowsill.
The man was still there, still nude, but now he was sitting across the room in a chair. I couldn’t see all of his face, but it was clear that he was watching something on the TV, I could see the flicker of light. He looked to be very muscular, a body like that is only gained from heavy exercise.
He was also fully erect, and masturbating!
I watched for a few moments, I could tell he was close to climax as I saw his upper body tense, then long shots of semen poured out and over his hand. He reached for a towel, wiped himself off, then leaned back and relaxed. I could see his face when he reclined the chair, his eyes were closed, he appeared content.
I let the drape fall, went to bed. I slept fitfully that night, and I woke several times with a dream of what I had seen clear in my mind.
I felt badly in a way, I didn’t think I had any voyeur tendencies, but the vision had been illicit, exciting. Seeing the man in his most private moments, that was something I had never experienced before.
The next evening when I got home I peeked out without turning on the lights, he was there again, naked. The curtains were still partially up, perhaps even a bit more than before. I noticed a different light was on, before it had been something from the other side of the room that cast shadows, this time the light was closer to the windows, there were no shadows.
I peeked once again as the man stroked and manipulated his penis, it actually grew to be quite large and swollen, seemingly even more than the night before. My right hand went to my own private place, it only took a few touches before my own orgasm crashed over me.
Once again I felt ashamed of doing that, peeking out at him. The rest of the night I left the drapes closed tightly, managing to control myself.
There was over a week of that, it happened over and over. The man did not appear to ever wear any clothing at all when he was home, he was naked every time I saw him. Sometimes he was in a relaxed state, sometimes partially erect. Several nights I saw him as he climaxed.
It began to become a ritual, something I looked forward to. I found myself hurrying home from work to watch.
When Saturday evening came a couple of weeks later, I was in quite a state. I was in the mood to be laid, just plain fucked senseless by some faceless penis. That is blunt, I know, but it was a fact. Yet that is a rare thing for me, to ever engage in risky sexuality. I have though, sometimes things pile up and I want a man to hold me, love me even if it is pretend?
I showered and dressed nice, wearing a new outfit I had bought. It had a patterned blouse that really was quite sheer, in background light my breasts looked almost bare, in normal light it looked to be mildly conservative. I left it open at the throat to the tops of my breasts. It showed enough skin to attract notice without being slutty. The shirt was short and snug, hugging the flare of my hips. With medium heels, the arch of my calves showed off the strong muscles.
I first put on a bra, looked at myself. Then I took it off, put it back on again.
Finally I just left it off, my breasts sag some of course but not badly, plus I have managed to stay trim and snug from riding my bike so much. I looked carefully at the woman I saw in the mirror. Long gone was the 15 pounds extra I had battled for years, the tricks that I had learned with makeup and hair, decent clothing blessed the better parts of my image, and hid the flaws.
My body looked at least to me like that of a woman much younger, my 36 “C” cup breasts and 26 inch waist matched perfectly in my own mind. My legs were solid from hours of biking, something I kept up after the move at a nearby park with several miles of bike paths.
Spectacular? No, and I knew I never would be that, but attractive I felt sure of. Men sometimes looked at me now in a way I had never known in my younger years.
I even slipped on a frilly white thong, normally I wear simple panties but I was in one of those moods. We women are not supposed to say it, we aren’t supposed to ever let it show, but I was horny, plain and simple.
Touching myself helped, but it just was not the same. Somewhere out there was a man, I was past the point of needing romance first.
“Cougar!” I told myself in my mind, then I laughed.
I took my Impala, and drove all the way up to Portland, to the little neighborhood bar where my friend Pam works. Of course I could have gone anywhere but the familiar surroundings would be helpful.
“Damn, girl! Are you trolling or what? You look great!” Pam gushed, the instant I walked in.
I laughed and blushed slightly, I guess I did look like one of those Cougars I hear about. Pam of course always looks like she is on the prowl, I have come to understand that it is part of her job. Pam is very good at offering her male customers accidental peeks, the shorts she often wears could be paint.
She told me once that sometimes her tips are enormous, and I learned to tell when she was out to make some extra cash, because one heck of a lot of Pam would be on display.
She slid me a glass of juice, sticking a straw in it to make it look like it was a drink of some kind. I almost never drink alcohol.
“So what’s been going on, do you like the new job?” She asked me.
I explained about that, and described my new Condo. Then I told her about the man I had been watching.
Pam snickered, jokingly said something about coming down to see me for a visit, her grin huge.
“So what are you doing all the way back up here?” She asked.
“I just wanted to be where I knew someone.” I told her.
“Need to hook up, honey?” She grinned at me some more.
Pam never was one for pulling any punches much, part of what I liked about her.
I guess I blushed but I also nodded. Pam just grinned, then she leaned in close.
“See that guy on the end, the one in the leather jacket?”
I looked, a man sat there with both hands wrapped around his drink, he seemed to be deep in thought. He did look nice though.
“Yea, what’s the deal with him?”
“Beats me, he has been coming in the last few nights. He buys one drink, sits for an hour or two, then he leaves. Never hits on anybody. Just your type!”
“Probably gay.” I muttered.
“Don’t think so, hell, worth a shot.” She stepped away to serve some drinks to a couple that walked in.
I looked the man’s direction a few times, thinking I might just give him a big smile but all he did was stare at his glass. Another man came up to me and tried to strike up a conversation but he was obviously drunk and I was in no mood for any of that.
Several times I made the attempt to catch the other man’s eye, I failed miserably. Here I was dressed to the nine’s, and he didn’t even notice me. I hate that.
I drove back home in a depressed mood, I really was not sure what I had been thinking. I even peeked out at the place next door but the lights were out.
The next few days I did my best to stay busy to keep my mind off what had been going on in the apartment across the walkway. It was terrible to be peeking at someone in their private moments, there had to be something wrong with me. I managed to not do that at all over the next few days.
Then Sunday came and I saw the Sun was out. It was actually fairly warm, so I went down to the garden area. I sat at one of the tables, reading a romance novel, letting the sunlight strike me.
“Hello!” a strong male voice came from right behind me, I almost jumped out of my skin.
I turned, it was him.
“Oh, hello. Nice day out, isn’t it?”
“Yes. I looked out and saw you, I thought I would come down and introduce myself, I’m Nathan.”
“Sally.” He held out his hand, I shook it, noticing his grip was strong, his hands rough from some kind of work. He had a book in his other hand.
“Mind if I sit here?” He waved the hand with the book towards the other seat.
“Sure, that is fine.” I realized I was having troubles meeting his gaze, but a waft of pleasure at being noticed swept over me.
“You live right across from me, don’t you?” he asked, sitting down.
“Yes, I guess so.”
“I thought so, I caught a glimpse of you the day I first moved in.” He smiled a lazy smile. I suddenly felt like I wanted to run.
“I got careless, you saw me didn’t you?” I realized his eyes were blue.
“Yes, I am sorry, I didn’t mean to.” I was now blushing furiously.
“It’s OK. I didn’t mind, in fact, it was exciting.” He grinned again.
“I really didn’t mean anything, I am sorry.” I jumped up, now totally embarrassed. It was bad enough that I had been deliberately peeping at him but now I knew that he knew I was.
I made it back to my Condo and got safely inside, I was trembling. I left the curtains tightly shut, the next day I went to work normally.
That night I had barely gotten home when the intercom buzzed. It was the front gate, they had a delivery for me.
“Be right down.” I told them. They handed me one of the prettiest bouquets I had ever seen in my life. I carried it back, set it down and picked up the tiny sealed note. All it said on the outside was my name.
“My apologies if I upset you, but I really don’t mind that such a lovely lady sees me.” It was signed, “Nathan.”
I grinned to myself, this man was certainly forward. I looked at the huge double windows, on impulse I walked over and looked out. The window was dark, no one was home, but the curtains were fully open.
I laughed at that, went in and took a shower, then made dinner. Later, I walked into my living room. On impulse, I looked out. The light was on but Nathan was not in sight. I pulled the cord, lifted my curtains all the way.
It was over a half hour before I saw him walk in, he was fully dressed. He looked out the window at me sitting there in my chair, then he lifted one hand and waved.
I waved back. He just stood there smiling. That was almost as strange as when he was walking back and forth or sitting in the chair naked.
I stood up, went over to the windows, planning to let the curtains fall. I glanced up at him, he was still standing there with a smile on his face. I felt myself flush, then my hands went to the front of my blouse with a mind of their own. I tripped a button, then another. I saw his hands come up to his shirt, he did the same. Good lord, what was I doing?
Finally at just the last button, I hesitated. He undid his last one, slipped his shirt off and let it fall. I tripped the last button, let my own blouse fall to the floor. I had on a thin and frilly bra I had bought. We stood there looking at each other, not a dozen feet apart across the narrow pathway. Since our units were on the upper floors, no one could see either of us. My breath quickened, began to come in short little gasps.
His hands went down to his belt, I wasn’t wearing one. Instead, I undid the metal clip at my waist. I let my slacks fall to the floor, stepped out of them just as he stepped out of his.
I was wearing a matching pair of panties, he had nothing at all underneath. Nathan stood there with that same silly smile, completely naked, his penis already jutting straight out. He clasped his hands behind his neck, thrust his pelvis forward obscenely. His body was trim and muscular, hairless.
It was like something I saw just one time, when I was with a group of girls and we all ended up at a night club with male strippers. They had been so blatant, I had tried to not look but found myself unable not to.
I reached back and tripped my bra clasp, let it slide forward. Nathan had his erection in his hand by now, holding it outward in my direction. My breasts came bare, I reached down and lifted them, displaying them for him. He smiled and gave me a thumbs up with his free hand. My nipples crinkled up, I felt a flush of heat pour through my body, I knew I was out of any kind of control.
My loins had already flooded with moisture, I could feel the dampness between my legs.
“My God, what am I doing?” I thought, as my hands pressed the pantie down and off my hips. I stood there naked before him, Nathan took a step forward. He couldn’t come any closer, he was already almost against the window. His penis was completely erect, pointing almost straight up. My hands dropped down, stroked my moist lips. I used my fingers to spread my lips, realizing he could only see my pubic hair that had long since grown back in if I did not. I even had to lift slightly up on my tiptoes to make sure since the lower portion of the windowsill was level with my groin.
“This is crazy!” I thought, just as my first orgasm wafted over me. I felt my legs wanting to buckle but I managed to stay standing, then I saw the jets burst forth from his cock, that set me off again and another powerful wave flooded me.
Nathan grinned and walked away out of sight, leaving me standing there with both hands pressed tightly between my legs. I waited, he didn’t come back. My knees trembled from what I had just done.
Finally I turned and went in and took another shower. Nathan was sitting in his chair, still naked when I returned. I finished off drying myself, tossed the towel into one of the other chairs and sat down myself.
It was like we were a couple, just sitting around the living room with no clothes on. But Nathan was in his home and I was in mine. We sat like that the rest of the evening, finally it was time for bed so I stood up. I grinned and waved at him, then went in to bed.
I left the living room lights on.
The same thing happened the next night, and the night after that. I now undressed the moment I got home, Nathan did the same, normally arriving a half hour after I did.
Weekend came again, another Sunny day. I went down to the garden, half expecting Nathan to show up. I was not disappointed.
“Hello.” He said.
“Hi.” I answered, thinking I sounded a little meek.
“Mind if I sit here?” He asked.
“I don’t mind.” I sat there expecting him to say something, anything about what we had been doing, he didn’t. I really expected him to suggest the next step, sex of course. I was halfway ready for that, also, all he would have needed to do was suggest it in a nice way.
He didn’t. We sat and read our books, then he got up to go.
“See you later?” He asked, his stress was on the word “See.”
“Yes.” I smiled, not quite able to meet his eyes.
“Good.” Then he walked away.
“OK.” Was all I managed. Weird, so crazily weird. I tried again to read my book but all I could do was stare unseeing at the page.
I left my curtains down when I got home, spending time with make work. I cleaned, put items away, anything to keep my hands busy, my mind off what had been going on. I needed to get myself back into control, for several days I had felt a mix of passion and shame.
None of that was me, not really. At least I thought it was not.
This was all insane, Nathan was a blatant exhibitionist, yet I didn’t think that I was, not really. I had done some things in the past, those were in moments where I felt in control though. I have always had that deep down need to be in control. This situation was not in my control, it was like he was leading and I was following.
I really had exposed my bare breasts, my most secret spots, not to a lover, that would be completely different. Rather to a man who was a stranger, who had done the same. This was terrible, dangerous, illicit.
I was not winning the inner battle, I kept telling myself that this was wrong but my body was wanting him to look, to see me. The vision of his big solid penis, erect and swollen kept filling my mind.
Finally I gave up, walked to my curtain and looked out, expecting him to be there, waiting. His light was on, but the curtains were drawn. I waited, not sure why but I did. Nothing happened, finally I went to bed.
For the next several weeks, each time I peeked out the curtains were drawn. I got up each day and went to work, shuffling patients to different sections, doing my job. I did several hires, one was a young woman named Alma, I offered her the position of being my personal assistant after looking over her resume. She had all of the skills I needed, and it only took a week for her to fit in perfectly.
Alma was only 30, and a very pretty young woman, well built. She dressed attractively but businesslike. Her fingers flashed across a computer keyboard faster than anyone I had ever seen before, she soon knew where every file was and folders appeared in seconds when I asked for them.
Alma quickly became much more than an employee, someone on staff. She became a friend, which of course I know very well is something I should not allow. An employee can be discharged easily should the need arise, a friend adds complications.
But she was so good at her job, so efficient I could not see how that concern would ever be a problem for me.
We began to catch lunch together, visit, things developed into girl talk. One day I mentioned to her that there was a man in one of the nearby apartments that exposed himself to me. I saw her ears perk up at that, I carefully didn’t mention the rest though.
“Did you call the police?” Alma asked me.
“No. He is in a completely different section, I just saw him out my window.”
“But he was doing it deliberately?”
“Yes, I am sure of that.”
“God. I saw that once myself, at a beach. A guy was sitting there wearing a bathing suit with those baggy legs, his thing was just poking down, right there in front of me.”
“What did you do?” I asked her.
“Nothing. Then he saw me looking, and it started to get bigger. It made me kinda hot, really. He was doing it deliberately.” Alma giggled at that.
I laughed with her, took a sip of my tea.
“I don’t know why that got me going but I practically raped my boyfriend that night!”
“Sometimes I wish I had a boyfriend.” I said.
“You shouldn’t have any trouble at all, you look really good. Why don’t you?”
“Work gets in the way, after my husband died It took me a long time to get over that.”
“Well, you should date, it would be good for you.”
“Maybe, if anyone ever asked me.” I laughed.
That was all that was said, but it got me to thinking. Alma had said that her own incident seeing a man, a total stranger expose himself had gotten her excited, just like had happened to me.
I knew about those types of activities of course. My late husband would easily become wildly aroused if I dressed in a way to tease or offer accidental peeks. One time I had deliberately exposed myself completely to him and one of his friends in our home, thinking perhaps it would be enough, that he just might make me stop.
He didn’t, rather, he became so excited he and I ended up making love right in front of the other man. Oddly, that also excited me beyond belief.
I would have sworn that it was something I could never do, and even though I did do that, it still was like a dream rather than a reality.
Realizing that Alma admitted her own excitement in a situation similar somehow helped me cope, I felt a bit less shameful.
The other thing that popped into my head was her comment about it being on a beach. It had been a very long time since I had a real vacation. One nice part about my job is that I am also in charge of that, I knew that Alma could handle my office for a few days so I made a phone call and booked a room at a city down by the coast.
The weather report predicted sunny days and temperatures in the low 60’s, not exactly bikini weather but I had enjoyed walking the sandy beaches before, especially following storms, and the resort I booked at had an inside heated pool.
With the weather predicted to be nice, I drove the Corvette. A very cute young man opened the door for me when I arrived, he seemed excited at the prospect of getting to drive the machine, even if it was just to park it in the lower parking garage.
“One scratch and you die!” I teased him, handing him a five dollar bill.
“Yes, Miss, I will be very careful!” He told me, then his eyes fell to my breasts. He looked quickly away, I had on a very thin patterned blouse and no bra, I knew he got a glimpse of my nipples through the cloth because his youthful face turned bright red.
I grinned, picked up my purse and went inside. Things like that tickle me, I suppose any woman likes to be noticed. Besides, he was really cute.
“Miss.” He had called me. I smiled to myself at that, I was sure he was not a day over 20.
The room was very nice, it had a small balcony which overlooked the pool area. It was deserted. I put the few items I had brought along away, then slipped on my bikini to go down and get some Sun. I picked up my wrap, not wanting to be walking down the hallway in just my sunning suit.
By the pool, I selected a lawn chair and settled back, reading my book. It wasn’t overly warm, or cool either, it was perfect. A couple of times I spread some lotion on my arms and body carefully so as not to end up burned. There was no one else out there, a bit of a surprise.
At one point I slept.
Voices woke me up, I could hear two young men talking, they were behind a large above ground planter that separated an inner patio area from the pool.
“…must be rich, that car has to cost a hundred grand!” One of them said.
“Naw, half that I think.” The other one said.
“Still, she is something else. I could see her tits right through the…” His voice faded as he turned or something.
“Really? Wish I could see them. Probably a cougar on the make.” They both laughed at that.
“Man, I would hose that in a New York Minute!” The first one said.
“Did you check the register to get her name?”
“Yea, Sally somebody, a rich Doctor.”
“Doctor? No shit? Probably here for the government deal.”
“Yea, but she doesn’t look like any Doctor I ever saw.”
“You on room service tonight?”
“No, parking damn it. Bunch of scientists in for that science offshore project they are building, cheap bastards too. No fucking tips at all!”
“…..need to find me one like that….” I heard as their voices drifted away.
It hit me that they were talking about me. I couldn’t help but giggle at that. Later, I felt my back getting warm, so I gathered up and headed for my room. There was a big A frame sign in the lobby, it read “Welcome NOAA.” whatever that meant. I figured from what I heard it was probably the science project they mentioned.
I forgot about that and went up to my room. I took a quick shower, tugged on my light lounging pajamas, prepared to settle in for a quiet evening. I realized I was a little bit hungry so I called room service for a sandwich and some wine.
I thought about putting on a robe but then feeling a little bit naughty I decided to just answer the door in my PJ’s. The outfit was two piece, not really sheer but on the thin side and I knew it outlined my body nicely.
I answered the knock that came rather quickly, expecting one of the young men, but a young woman perhaps 25 or so stood there with a tray.
“Hi, I’m Janet.” I let her in, she set down the tray, I handed her a tip.
“Thank you, I am on duty until seven, let us know if you need anything.” She smiled, her eyes taking in my outfit.
I smiled back, then sat down to eat. Later, I picked up the little advertiser they had sitting on the table. It listed several restaurants and cafes, some night clubs, other things to do in the little seaside resort town. Nothing that I was really interested in, until a folder slid out between the pages.
“Pamper yourself!” The bold headline read. It was an advertisement for a massage in the room. That sounded wonderful to me, I have had a few of those in my life.
I called the number, but the young woman that answered apologized, explaining that they had no one on staff since it was a Sunday evening.
“All right, perhaps tomorrow.” I answered, and hung up. I might as well go to bed, then get up early for tomorrow, I thought.
I had just poured myself a nightcap from the robo bar when the phone rang.
“Good evening, my name is Simon. The front desk told me you called for a massage, if you still want one I would be happy to serve you.” A young man’s nervous voice said.
“Oh. Are you a masseur?” I asked. The voice sounded like this was just a kid.
“Yes, well, almost. I have been taking night classes and I could really use the practice.”
The first thought to pop into my head was to say no.
“Besides, I can really use the money, it helps to pay for my classwork.” He added quickly, eagerly.
“Have you even done one?” I asked, laughing to myself. This was almost hilarious.
“Yes. Well, just in school. I am really good!” He said proudly.
“I don’t know….”
“I am the man who parked your car today.” He said.
My ears perked up. The cute one? I managed to stifle a giggle. Suddenly the idea of this really nice looking young man rubbing my body struck me as probably being fun.
“OK. I guess so. That does sound really nice.” I said, without thinking it through clearly.
“Great! I will be right up!” He hung up.
Now what in the hell have I done? I thought.
It wasn’t 60 seconds later, he knocked on the door. He must have ran all the way. I didn’t have time to even change clothes.
Simon came in carrying a big table, it looked to be well used. He was obviously doing his very best to look as professional as possible. I sipped my drink and watched as he struggled with the folding legs, getting the support cables wrapped the wrong way, then he had to fold them back and start over.
He set the table upright, I looked at it and could see it was set for someone at least six inches shorter than he was.
This was starting to look like it might be interesting. I grinned to myself, reasonably certain this young man didn’t have a clue. He certainly seemed eager, though.
“Well, Simon. Would you like a drink?” I asked him.
“I never drink when I am working.” He said.
“OK. I assume you don’t mind if I have one, and you might want to set the table a little higher.”
“Oh, sure that is fine, go ahead.” Then he looked down at the table and blushed.
“I will go get ready while you finish setting the table up, how will you want me?” I gave him a sweet smile, he was doing his best to not look at me in my thin pajamas.
“You can take off…I mean, you can…usually it’s just…” He turned bright red, I could see he wasn’t sure what to say.
I gave him a bright smile.
“Well..undress to your level of comfort!” He answered finally, sneaking a look at me, then he looked quickly away. He knelt down and began adjusting the table legs.
“I guess I will just take everything off then, that’s normal isn’t it? Will a towel be OK for a cover?” Now I was having fun teasing him, he didn’t even have any sheets for the table.
“Yes. I guess..whatever you like.”
I went into the bathroom, taking my sweet time. I took off my pajamas, picked up one of the huge bath towels and wrapped it around myself. I wondered what he was going to do about sheets for his table? I found a second huge bath towel, thinking I would put that on the table to lie on.
“Ready?” I called out finally.
“Yes.” I went out, he had found a spare sheet in the closet, folded it on the table. He had also set up a pillow at the top of it. He still looked to be really nervous to me.
“Are you going to go wash up while I get on the table?” I asked him.
“Oh! Yes. OK.” He went into the bathroom, I slid on and lay face down, spreading one towel out first, tugging the other towel over my body.
He came back out in seconds, I barely made it. I waited, he stood there.
“Is something wrong, Simon?” I asked him finally.
“I forgot my oil.” He said.
“I have some lotion there on the nightstand, that will be fine.”
“Oh, OK. Thank you.” I heard him step across the room and then back. He placed his hands tentatively on my feet and began to rub. His hands felt amateurish, scattered, but it still felt good. I let out a sigh to encourage him.
Quickly, a little too quickly he shifted to my calves. He could have rubbed my feet for a half hour and I would not have minded.
The hotel towel I had over me was very large, it came from almost my shoulders to the middle of the back of my knees. His hands worked up and down my legs, stopping each time just short of the bottom of the towel. Then he turned for some more lotion, and stepped up to my shoulders.
“You can go higher on my legs, Simon, I won’t bite you!” I teased him.
“Oh. Well, OK. I just don’t want to offend you.”
“Relax, there is nothing you can do that will offend me.” I turned my head to look at him. My God he was young, I knew I would hardly be able to wait to tell my friend Pam about this one.
Simon carefully folded the towel up about two inches, now his fingers could reach a ways up my thighs.
“The heavy muscles in my thighs and my fanny really need the work.” I told him.
“I spend a lot of time on a bicycle.” I added.
“OK. I can tell, your legs are really strong looking.” He answered. He began to do long strokes up the sides of my legs. He spent quite some time doing that, almost like he didn’t know for sure what to do next.
“After a long bike ride, my leg muscles really ache, especially the inner thigh.” His hands stopped for a second, then started back up. I didn’t need to look to tell that he had just blushed again.
“I…err…I can work that out for you…if you don’t mind?”
“Oh, I don’t mind, I have had lots of massages before so I am used to it, besides, I am not really bashful.”
“Good. I mean, as long as you are comfortable.” He still seemed hesitant.
This was getting to be fun. I began to think that he was not going to even touch my fanny at all, or do anything about my upper legs, but his hands finally went up my legs, then he folded the towel over to bare my left butt cheek.
“Is this OK?” He asked.
“Sure, go ahead, it’s fine.” I told him.
His fingers flowed up and over me, a bit too light, almost ticklish. He repeated that over and over, finally I rocked my hips to open my legs and encourage him. That made the towel slip a little. He didn’t reach to tug it back, so I moved my hips some more, felt it slip again. It was a pretty heavy towel. Then I felt it slide, it fell off completely onto the floor.
“I’m sorry!” He rushed around to pick up the towel.
“Oh, you can leave it, it will make it easier.” I told him.
He hesitated, but then stepped back to the table. After quite a long time working on my upper legs and behind, he walked around the head of the table to the other side. He repeated some of the same motions on that side, but stopped a bit too quickly.
“Can you do some long sweeps up my legs, both at once?” I asked.
“Sure.” He reached across, put one hand on each leg and stroked upwards.
“Not like that, go down to the foot of the table, it’s easier and feels better.”
“I..OH. All right.” He stepped down to the foot of the table, put one hand on each calf. Then he leaned forward as his hands slid up to the base of my fanny.
I rocked my hips to open my legs, until one foot was over the edge of the table on both sides. I felt him again hesitate for a moment, I knew my vagina was now in his view. I could even hear his breath quicken.
Then his hands swept upwards again. He began to get bolder, until finally at the top of each stroke he was spreading me open widely.
I felt my body begin to flood, if he would only just reach in there and touch me I knew I could orgasm. I hadn’t really planned on that but now I wanted to orgasm. His hands were teasingly close. After at least five solid minutes of that I couldn’t stand it any more, his hands were going up into my butt cheeks, then pressing me open. I knew that each time he could see clearly between my legs, it was starting to drive me nuts.
“Higher!” I said, a bit forcefully.
Simon’s hands came upwards, stopped at the base of my fanny. I felt what must have been his thumbs slide inwards, they pressed against my sex. I groaned as a climax swept over me, that was all it took. His palms cupped my ass, fingers splayed outwards, his thumbs flicked up and over me until another incredible orgasm blasted though me.
Simon wasn’t very good at giving a massage but he sure seemed to know how to do that part of it, either that or he had a lucky accident.
I finally relaxed, then without his asking I rolled over onto my back and settled in. It took no time at all for Simon to have his hands on my breasts, his fingers busy flicking my nipples. He seemed to have lost all of the initial shyness.
When he stroked down my stomach, one hand went straight to my pussy, cupping me. I opened my legs to allow that. His index finger slid right inside me, he began to finger fuck me. I let my hips lift to meet his efforts, watching the expression on his face. It was cute, he was playing now, and a let him play, basking in the fading sensations of my climax.
In short order I even had another mellow orgasm.
Then I sat up, smiled at him.
“That was pretty good, I am glad you didn’t mind being more..intimate.”
“I wasn’t sure at first but then…you really are pretty. I didn’t mind at all.” He said.
“Well, thank you for letting an old woman feel good.”
“You aren’t old, you can’t be more than…thirty.” He lied. I laughed, hopped off the table completely naked. Simon was looking me up and down now, the shyness was long gone. I dug in my purse and found a hundred dollar bill, handed it to him. His eyes widened for a moment, then he stammered a thank you.
I was still naked when he left, he seemed to be slightly reluctant to go. I shut the door behind him, sat down and started to chuckle. That had been fun, Simon was so very shy at first. I was fairly sure he had never really given a massage before in his life.
I also knew that now he would really have some stories to tell his friends.
That night I slept like a stone.
The next day it was just after noon when I finally left my room and headed down to the beach. The breeze off the ocean was crisp, I had a jacket pulled snugly around myself. I was looking at bits and pieces of shells, a few were intact but most were just pieces. I had ambled along for at least a mile when I looked up and a man was coming from the other way. He had a medium size yellow dog with him, it was tearing around, then stopping to carefully sniff everything.
As he got closer, it hit me.
“Well, hello! What are you doing down here?” I asked him when he got close enough to hear me over the roar of the ocean.
“Hi, Sally! I am working on the NOAA project, I have been down here for almost a month now.”
No wonder I hadn’t seen him for awhile.
“I am just having a vacation, I have to head back next Saturday.”
“We should get together, do something.” He said.
“Sure, how about lunch? I am hungry now anyway.”
“OK.” We headed back towards the resort, Nathan yelled at his Dog several times when it got a bit too far away, each time it dutifully came back but then began to work it’s way out again. Finally Nathan led me up a walkway, there was a cobblestone square and several small restaurants there. This section of town was different than the main part of the small city, the buildings looked to be far older. I spotted several antique shops, made a mental note to walk back down later to look around.
He dug out a lease and secured the Dog to an outside table leg, It laid down looking to be completely unhappy. A waitress came out and took our orders. Nathan and I chatted about work, weather, the Ocean. It was interesting what he said he was doing, they were building a large facility for research. I knew quite a bit about what he was talking about, my late husband had run a construction company for many years.
I was feeling myself actually getting comfortable by the time the meal was finished. We got up, Nathan walked me back to the resort.
On impulse, I invited him in. He secured the Dog and followed me into my room. I was thinking perhaps? I suppose I was not completely sure of what I was thinking.
I fixed a couple of drinks from the robo bar, a fruit juice for me and a bourbon for him. We sat down in the chairs, Nathan looked at me expectantly. In fact, the expression on his face confused me slightly.
“Would you like to?” He asked, then he grinned.
I recognized the grin, I had seen it before. It hit me what he wanted to do. He wanted to expose himself, masturbate. He wanted me to do the same.
I suppose I had thought that he would try to seduce me. I think that perhaps he might have been successful, that is something I just cannot be sure of.
“Nathan, I really am not in the mood.” I told him. He looked mildly crestfallen, then he got up.
“I should go see if my Dog is all right.” He told me.
“Thanks for the drink.” I noticed he set it down, almost untouched. I sat there for quite a long time afterward, thinking.
Nathan was an odd man, he looked to be normal at a glance but inside he had urges. I almost understood, not quite though.
I went in and showered, carefully shaved my pubic hair, leaving just a tiny V at the top. It had been some time since I did that and that part of me was becoming a bit unkempt. I dug around in my clothes and found my prettiest blouse and skirt, not bothering with either a bra or a thong. Then I headed downstairs for the lounge.
The place was jam packed, there were men in suits everywhere. I saw some heads turn as I walked in, I saw a few glances that I took to be appreciative. I walked up to the bar, asked for a glass of Papaya juice.
“Be a minute, I will have some brought in.” The man behind the bar told me. He stepped away, pushed a button and said something over what appeared to be an intercom.
A couple of minutes later I saw Simon walk in carrying a bottle. He handed it to the bartender, then he spotted me. He grinned, lifted a hand.
I winked at him.
Maybe later, who knows? That had really been fun. Meanwhile, I looked around the room. Just then the bartender set down a glass, one man hopped up to give me his seat.
I smiled and thanked him, noticing he made no move to step away. There were men all around me, talking. But they kept glancing my way. This was every bit of all right.
I smiled inwardly to myself. I probably looked like a cougar on the make. I giggled, took a sip of the juice. Hell, I was a cougar on the make.
“Welcome to the convention, I’m Walt.” The man who had given me his seat said with a smile. He held out his hand.
“Sally, I am not here for that.” I shook his hand, it was soft. I prefer a working man’s hands. But the room was full of men.
“Oh. Working girl?” He asked.
I just looked at him, that was an insult.
“I am a Doctor, I am on vacation.” My tone caused the smile to leave his face.
“Sorry.” He muttered, then wandered away.
Somewhere in there was a real man, all I had to do was find him. But after two solid hours of comments, a half dozen partially drunk suggestions, I was fed up. I gave up, decided to go back to my room and get some sleep. I glanced at my watch, it was 11:45.
Retiring early, I must be getting to be a little old lady, I thought. It was almost depressing.
As I walked through the lobby, I saw Simon standing there by the counter, talking to another young man. He saw me and smiled, I smiled back. They both looked at me in what appeared to be appreciation.
I walked towards the elevator, then on impulse I turned and walked back to where they stood.
“How late do you work tonight, Simon?” I asked him. The other young man looked at me, then at Simon, then back with a grin.
“I get off at midnight, miss…I mean Sally.” He stammered. His face went delightfully pink again.
“I was thinking that I would like another one of your nice massages, if you have the time?”
“Sure! I would love to, I can run home and get a shower and change, then come right up.” He said.
“There is a shower in my room, why don’t you just use that?” I said with a tease in my voice.
I saw the other young man’s jaw drop open.
“I..I guess I could do that if you don’t mind.” He blushed again beautifully.
“I don’t mind at all.” I leaned in and told him quietly, reaching out to tuck the front of his shirt with my fingers. Then I turned and headed towards the elevator.
“You lucky bastard!” I heard the other young man whisper to Simon.
I checked my purse to be sure I had a package of condoms, I really wasn’t sure where this would lead although I could guess.
I was still wet from the shower when Simon knocked. I pulled on one of the white fuzzy robes the resort supplied and let him in. He had the table with him, and a carry bag this time. I noticed he now had an air of confidence.
“I set out some fresh towels in the bathroom, go ahead and I will set up your table.” I told him.
“OK. I will be right out.” I heard the shower start, so I opened the table and set it up. I placed and smoothed out the sheet he had brought, set the small bottle of oil on the tiny nightstand.
I placed three condoms right alongside the bottle of oil. I thought that might be enough.
I was reasonably sure that Simon would get the hint. He had seemed to be quite willing with his hands, now I was going to find out just how willing this handsome young man was. I hopped up and sat on the edge of the table, leaving my robe over the back of the chair. I picked up a small towel, began to dry my hair.
The shower stopped, I could hear Simon in there, he was quietly humming a tune. The door opened and he stepped into the room, saw me sitting there nude. A smile slid across his face, I smiled right back.
OK. So now I really am one of those Cougars.
Terrible of me, isn’t it?