tagAnalLearning to Improvise

Learning to Improvise

Stacey sat back reclined in the uncomfortable chair outside his office, looking at partial reflection in the trophy case across from her. She made a few last minute adjustments: She hiked up her plaid skirt another inch and a half so that when her legs weren't closed tightly he'd see her black lacy panties. Next she undid the middle button over her chest so that every time she inhaled deeply he would see her perfect breasts floating in her black push-up bra. She adjusted the hot pink hair binders tighter so that both her pigtails were as long as they could be. She pulled up her knee high stockings that had spilt down to her ankles and lastly she reapplied the blood red lipstick, puckering up her perfect lips and then firmly pressing them together.

"Men.", she thought to herself as the final adjustments were made and she knew she was ready. They were all so predictable, it was really sad actually. In her opinion a man only wants three things: 1. Tits 2. Ass (and if that wasn't available, pussy will do) 3. He wants them on a 14-16 year old girl. She herself was only 17, but without a little prep work the whole illusion was lost and that made her job that much harder. Luckily for her, her mother had enrolled her in a small town Catholic school and the whole 14 year old girl fantasy was even easier to pull off.

Stacey was a very pretty girl...not movie star gorgeous mind you, but she knew that didn't matter much. It was all about the look and the attitude, and she had both. Lots of girls in the school had the look. They had nice tits and great bodies. But they almost never had the attitude. The attitude wasn't, "Oh, I want you so bad...please come fuck me!" It was, "Yeah I know you want me...why should I let you?" Its not that a man wouldn't take sex from a slutty girl, it was that the girl in charge was sexier.

The janitor was a few feet away from her taking way too long to sweep up the hallway, so Stacey decided to see if she had nailed the look. She turned her body slightly toward him and put on an innocent, young smile. He started to check her out. Years ago it had surprised her, but now she knew how it worked when a man was checking her out. It started out at the top and worked its way down. She would have thought it the other way, but experience had taught her otherwise. The janitor looked with glassy eyes at her brown pigtails and followed them down her face to her ruby red lips. She saw the bulge begin to form in his pants.

He continued to follow the natural line down to her loose button and lingered for a moment as he watched her breasts heave up and down with a breath or two. Then his eyes slid down her body to the edge of her skirt, now barely half an inch over the point of her crotch. She slightly opened her legs and he peered at her lacey black panties and she saw the bulge practically rip through his pants. She quickly returned to her original position, satisfied that she had accomplished her goal...as the janitor picked up his wet floor sign and went hastily into the men's room.

The door to his office opened and out stepped Sarah "the toad" Grundlemen, her tutoring session finally over. Sarah looked out raged at the sex appeal that Stacey had brought to the school uniform, but was too afraid to say anything and instead scuttled off to do whatever ugly fat girls did. Stacey stood up and walked into his office, pulling the door shut tightly behind her.

Despite her young age, Stacey had seduced men many times. She knew what she wanted and knew exactly how to get it. It was a process really. The first step was to find that look of desire, that look of lust in his eyes. Once you had that, the grunt work began. If you didn't want to end up tied up, bent over a desk with some dirty old man's dick 4 inches deep in your ass you had to learn what kind of pervert you were dealing with.

Once Stacey had gotten "the look" from him, she started the "research" phase. She showed the overnight janitor her tits and he let her into his office. She had checked his computer and there was no crazy porn or sick-o stuff on it...just your standard dirty old man porn. Getting into his house wasn't hard either. He wasn't married and liked to stop for a drink or two (or ten) most nights, so she just beat him home and went in the back door. One of the few benefits of living in a small town was that everybody trusts everybody, so nobody locks their doors. In his house, it was basically the same. No sick-o stuff or anything violent. Just your run of the mill Playboy mags and a few porno DVD's hidden in the standard "man" collection of action flicks.

Once she knew she wasn't dealing with a real freak she moved into the motivation phase. What did she want? This time that was easy. Her mother had told her a few months ago that if she got held back, she was out of the house. To Stacey's credit, she thought, she'd actually managed not to fail any classes—except his. Who cares about U.S. history anyway? Its simple, get in there, give him a hand job or MAYBE a blowjob and then get out with written proof of a passing grade.

The planning phase was easy. She was, believe it or not, honest. She emailed him and made an appointment to talk to him about her grade and was now at the final stage of the seduction: The sex act.

Stacey couldn't help but have a devilish little smile on her face as she stood in front of his office door, as the light shining through the frosted glass gave off a soft white glow around her body. She looked HOT. And she knew it. What's more is she knew this was exactly what he was into. She had seen his computer porn stash and his DVD's and he was into young girls and especially school girls. That's probably why the dirty old man came to work at the school in the first place.

Mr. Harken didn't even look up as she entered the room and stood before him. "Miss Radcliff, welcome, please come in..." he sighed as he read some stupid history book on his desk. "I was surprised when I got your email about your grade, I didn't realize you paid attention enough to my class to know you weren't passing."

What an asshole, Stacey thought to herself as she took a seat in front of him. This was not going to plan already, but she would recover soon. She leaned forward and put her elbows closely together on the desk and folded her arms, pressing her breasts together and forcing her cleavage to push out the unbuttoned space in her pressed white shirt.

"Yeah, about that grade. Eric, I cant fail your class."

"Perhaps if you had come to me before the last half of the forth quarter, I could have helped you. And Miss Radcliff, as I have told you before, call me Mr. Harken"

Stacey leaned back in her chair for a moment. What the hell was this crap? Normally by this point, her mark was staring at her tits with his tongue hanging out. He wasn't gay...so what gives? She felt a tinge of desperation, and stood up and walked around the desk. She was now standing next to him very close, she could feel the warmth of his body. She placed a hand on his shoulder, and bent at the knees slightly so she could place the other on his thigh.

"There must be something we can do."

She widened her eyes, and stared softly into his. For a moment, she was certain she saw comprehension slip onto his face.

"There's really nothing..."

He paused and turned to look her in the eyes but became stuck at the two heaving breasts bursting out of the lacey black bra an inch and half from his face.

Stacey walked over to the door and locked it. She turned toward him and was confronted with the unexpected.

Eric Harken's face wore a smug smile. What was that about? Usually this was the point in the seduction where the guy got all soft spoken and tried to deny that he wanted her. She always believed it was how these dirty old perverts rationalized that they were about to engage in a sex act with an underage girl. They must have thought to themselves, "I tried to tell her I wasn't interested...but she threw herself at me!!" Stacey Ann Raddcliff had never thrown herself at any man. She simply manipulated the situation so that with a little work a compromise could be reached.

But now the man who was looking at her was not some scared little man too afraid to admit he wanted to fuck young girls; here was a man whose face said, "Oh my God, you pathetic child."

"Stacey, you are wasting my time and yours. Get out of my office."

Stacey stared at him for a moment, unable to control her rage. "What the fuck? I know this is what you are into you sick bastard!"

Now some annoyance crept across Mr. Harken's face. "Miss Radcliff...", in fact his whole tone had changed to one of annoyance. "That is quite enough. Please leave my office." With that he stood up, took her by the arm and led her out the door and abruptly closed the door in her face.

Stacey stood staring at the office door. She felt angry with herself as her eyes began to swell ever so slightly with tears. "NO! This asshole is not worth crying over.", she said to herself and wiped both her eyes with her sleeve.

Almost without thinking it through, she sat down at the chair outside his office door. Where the hell had she gone wrong? Countless times she had done this before, and not once had she left with anything less than exactly what she wanted. In most cases what she thought would carry a heavy price—like actually having sex with some dirty old pervert—was achieved for far less because she was good at what she did. Hell, one time she had gotten some loser to buy her a $2000 purse with his wife's credit card...and all she had to do was unbutton her blouse and let him jerk off while he looked at her tits.

This time she had followed her proven method, and not only did she not get what the wanted, but the bastard made her feel like some stupid little girl. It was like he got off just by making her look stupid...

Suddenly realization swept over her mind. That was it! Yeah she had seen him give her a look. But it wasn't the look. When she had seen the look the first time form Harken, it was different. At the time she just dismissed it, but now it made sense. The look she usually got from men was, "Oh please let me have you!! I'll do anything!!" But this look from Harken was much different. She pictured his eyes and the message they sent, "You're nothing special girl...you give me what I want or you wont get shit."

This was going to require a completely different approach—and she was afraid that for the first time she was not going to be the one in charge of the price to be paid.

Stacey got up with a start and moved quickly for the bathroom door. She opened the door to the handy-cap stall and locked the bolt behind her. This was going to take a little room. Her look right now was hot, that much was for sure, but the look she needed was desperate. She pulled out the hair binders that held her pigtails aloft and then frantically ran both her hands through her hair. It took a little work, but her normally perfect hair was wild and frazzled. She took out a plain white hair binder from her purse and pulled her hair into one loose, sloppy pony tail.

Next she washed the makeup from her face and smudged her mascara. She unbuttoned her shirt, took it off, and crinkled it up over and over in her hands. Satisfied it was wrinkled up enough she put it back on. She pulled her skirt off and her panties. She rummaged through her backpack and pulled out the plain white pair she wore for Gym class. She pulled the panties on and then her skirt, this time making no effort to hike it up any higher then it naturally set. She pulled off the knee highs and her sexy shoes, deciding instead to wear her old pink Gym shoes without any socks.

Stacey had walked into the stall a teenage vixen and stepped out a teenage girl with a broken spirit. Well, at least that was the way she looked anyway. In fact, her spirit was renewed and she was sharp and ready for the game again. She only needed on last touch. She wet her hands under a faucet and gently splashed the dirty water onto her clean, although wrinkled, white shirt. Now she looked like a girl who had run home and cried her eyes out for an hour. This was what the bastard wanted—a sad, scared little girl who would let him have his way. What exactly his "way" was still concerned her, but now was not a time for cold feet. She glanced at her watch and it was only 3:15pm. Harken would be here until at least 5pm, so she just had to wait a little while and then she could try again. She was certain that for this pervert, the look wasn't enough. He had to believe that she really had ran home and cried—and was only back out of desperation.

At 4:45 a totally transformed Stacey walked up to the door of his office and timidly wrapped on the door. She heard a sigh of frustration form within and then, "Come in, please." Stacey walked in silently and softly shut the door. As her face was away from his she widened her eyes to appear younger and forced out some tears to solidify the desperation she was attempting to convey. She turned to Harken and softly as a whisper she begged, "Please Mr. Harken...I cant fail your class. My mom will throw me out!"

Desire flooded into his facial expression as he took in this new appearance. She was a young, frightened girl and he wanted her—BAD! Stacey had to force the desire to smile deep down inside her mind so she wouldn't loose the ground she had gained. "Mr. Harken, I know there isn't enough time for you to tutor me and help me get a better grade. But I'll do anything...you've got to help me."

Stacey walked across the room as he stared silently at her body. He was soaking in every inch of her, form head to toe. She saw that the bulge had begun to form in the crotch of his pants and she knew she was succeeding. "I don't have a lot of experience..." she lied expertly, "but I'll do what ever you want." Stacey forced out more tears, made an audible gulp and then thrust her hand down his pants and took hold of his cock.

She couldn't see it yet, but she could tell it was large. She softly stroked the shaft as she loosened his belt with her other hand. As soon as she loosed the buckle his pants dropped to the floor, leaving his half hard cock poking out of his black boxers exposed. Stacey expertly slid her hand up his shaft and began to work the head of his cock with the palm of her hand. Almost instantly he went from half hard to a rod of steel. She could feel his pre-cum lubricating her hand as she worked at the head of his cock and the upper shaft. Stacey looked up at him with her widened, moist eyes and said with her best naughty girl voice, "Tell what you want, Eric."

He ran his hand down the back of her head and around to the front of her shirt. His finger tips lingered at the water marks that appeared to be tears but eventually they made their way to the buttons. With one brisk downward ripping motion he tore open her shirt, exposing her perfect perky breasts and soft black push-up bra. For a moment Stacey worried that she had forgotten to change it, but Harken simply moved for the front clasp of the bra and popped it open.

His hands rubbed over both her breasts, cupping their fullness as he teased her nipples with his thumbs. With one quick motion both his hands slid the bra of her shoulders and then released it to fall to the floor—it no longer did him any good. Next his hands ran down the small of her back and then around to the front of her waist where they found the zipper of the skirt buried in a clump of fabric. Again with one brisk movement his hands pulled the zipper straight down, the skirt now loosed fell to the floor around Stacey's feet.

Stacey's hand was still expertly working the head of his cock, every so often switching to slow and long strokes up and down the entire shaft. She was beginning to get wet herself—although not because she was horny, more because her body was excepting an unavoidable biological fact: sex when your pussy is dry hurts! She was amazed at his self control though, most of her other marks would already have came in her hand already. She was about to finish the job with some fast and furious stroking when his hand pulled her face up to look at his, "Suck my cock you little whore...now!"

Stacey got down to her knees and was about to put his manhood into her mouth when she paused for a moment. She had to keep up the game or he would loose interest and she would never get what she wanted. Stacey looked up his body into his eyes and then switching to her frightened little girl voice she whispered, "I've never done this before...please...I'm scared." She held the shaft of his cock in her hands and felt it get even harder—her ploy had worked. His hands ran around to the back of her head and he firmly forced her mouth around his cock. She could feel his firmness increase with each inch he forced himself into her mouth. Once his head was at the back of her throat he stopped pushing her head and relaxed. He lowered himself into his chair and seemed content to watch the show for a moment.

Stacey was an expert cock sucker, there was no doubt about it. And frankly she was getting board of this anyway so she figured it was about time to get the job over with before things went any further. When sucking cock, it was, like most everything else with cocks, all about the head. She slid the shaft out of her throat and was almost all the way off, but then she began to work the head of his cock with her tongue. She swirled her tongue all around the head, spending most of her time on the bottom half of his head but mixing in the top half a little as well. She could feel his muscles tense and knew it was almost over.

Stacey had prepared herself to take in his load but he quickly pulled her off. She looked up into his eyes and had to quickly hide her annoyance with the fact that he clearly intended to drag the process out. Harken reached down with his hands and put one at each side of her hips. Then with surprising strength he lifted Stacey up and set her lying on his desk, spread eagle. Stacey fully expected to feel his rock hard cock penetrate into her pussy, but instead he calmly stated, "Now its your turn you whore!"

Harken buried his face deep into her crotch. First he made broad licking motions up and down her soft, smoothly shaven pussy to wet the outer lips. Once that was done he thrust his tongue deep into her pussy and began a short search for her clit. Once he had found it he began working at it gently but vigorously with his tongue. He slid his hands up her abdomen and around her breasts, massaging them firmly and pulling at her nipples intermittently. Stacey began to feel the warm fuzzy waves of orgasm start to make their way out from her crotch and up to the rest of her body. It took all she had to master the feeling and continue to play the game.

"Please Mr. Harken...Please Eric, stop! I cant! Please stop!" she moaned as his tongue furiously worked at her clit.

Stacey felt only mere seconds away from blissful orgasm when he pulled his face away from her crotch and stood up, his eyes quickly jutting up and down her body. He was clearly pleased how close to the edge he had brought her, and Stacey was certain that he had mistaken shakes of near ecstasy for those of fear. He was pleased. Stacey forced her mind to take control of her body and quickly drummed up some crocodile tears.

"Please Mr. Harken, no more! Please! I've never done this before...I wasn't ready! Please stop!" she lied with a soft whisper. In reality she had almost came harder then she ever had before, but that couldn't shine through now. She had to keep playing the game.

Harken had an evil smile of his face and he lifted both her legs into the air with his hands, holding them in a v shape with her ankles 12 inches from either side of his face. He rested her ankles on his shoulders and reached down with this hands, grasping both sides of her hips and pulling her crotch to the edge of the desk.

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Introduction of a young teenager who meets a mature woman
Stud meets the cougar

First things first, my name is Byron, I am now 19 but the following story happened 4 years ago when I was just 15 during my summer break in Anaheim, California. I’m not sure if any of you are interested in my looks but I have white skin, brown eyes and short curly hair, I never considered myself to be good looking. At that time, I was skinny, tall, and friendly with people. My parents; especially my mom always pushed me to be the best of the best and because of that I had very little time to myself. I played soccer, football, basketball, tennis and I was in the track team in high school. My mom always made sure I was busy; I had very little time for friends and girlfriends. If I wanted to date someone, my mom wanted to meet her first just to make sure “she was the right one for me”. During the summer break, I had to make sure I had a job, otherwise I would be in trouble. I hated my parents sometimes, especially in those days when all I wanted to do was have fun.

Well I got a lucky break once I met our new neighbor Aida, she was; I believe in her mid 30’s and she looked damn good, damn good I say. That particular day I was doing some work on the backyard outside when I heard the doorbell ring, I didn’t pay much attention to it but I remember hearing a soft voice speaking to my mom. They kept talking, while I kept working getting my hands dirty. A few minutes afterwards my mom called my name to go inside.

“Byron! Come here!” She yelled

I made my way downstairs and I saw a beautiful older woman sitting across from my mom in the living room. I was immediately blown away as to how good she looked. Beautiful long dark curly hair, big dark eyes, thick lips, smooth light-dark skin, busty and curvy. She wasn’t wearing any make up and she still looked good.

“Yes mom?” I asked

“Byron, this is Aida, our new neighbor.” She said

“Hello ma’am, nice to meet you.” I said, if I sound too polite is because I was, that’s how mom expected me to
speak to every adult I talked to.

“Well hi Byron, I am pleased to meet you. Well you seem like a polite boy” She said in her soft voice smiling those beautiful teeth of hers.

“I try.” I said while not taking my eyes off of hers. I could not believe how beautiful she was, I mean, she could’ve easily been a model for a magazine, maybe lingerie, she was just stunning.

“See Byron, Aida just moved here three days ago and she needs help with some stuff over at her house and you’re going there today.” She said in a serious tone

I was disappointed but I didn’t show any signs of it. I thought to myself: ‘well there goes my day’. I wasn’t looking forward to doing anything extra today, I already had a lot to do that day and my mom had given me permission to have some free time in the afternoon, but I had to go out and help her, I was going to be busy all day.

“I hope I’m not bothering you guys, I’m sorry if I am.” Aida said

“No no no” said my mom smiling to her “Byron is more than pleased to help you, he’s got nothing better to do and after all, he still hasn’t got a job” my mom said looking at me and I felt embarrassed she would say that in front of Aida. She continued, “So this will be perfect for him. If you have any complaints, don’t hesitate to tell me”

“I’m sure everything’s going to be OK.” Aida said in her feminine voice and stood up.

She stood in front me and I smelled the fancy perfume she was wearing, it smelled like a combination of peaches and strawberries, maybe it was something else, but she smelled great nonetheless. I think I would get an erection today if I just smelled that same scent.

“I’ll be waiting for you.” She said as she put her right hand over my shoulder.

“Oh by the way I live in the house down the street, I hope you know which one I’m talking about.” I knew exactly what house she was talking about. It was a two story house that was painted in a soft yellow with a white outline. It was only four houses from ours and it had been empty for about two months after our old neighbors moved out. I guess she had moved in with her family.

“Yes, I know exactly which one you’re talking about ma’am, I’ll be there as soon as I’m done here.”

“Thank you, I look forward to seeing you.” She said as she turned around and walked towards the door, even her body language was that of a model. Of course I took this opportunity to look at her rear end, it looked big despite her wearing a pair of not-so-tight jeans.

My mom said bye to her and I went outside to finish the yard work. My mom came outside and asked me what was it that it was left for me to do and I told her that I still needed to clean my room and mow the lawn in the front yard and back yard. She said to forget about the lawn and just clean my room as soon as possible so I could leave as soon as possible.

“Also make sure to take a shower before you leave mister.” She told me

“But why? I’m probably going to get dirty.” I said

“It doesn’t matter, you’re going to her house and I want to make sure you’re clean. What’s wrong with you introducing yourself all dirty like this, don’t you have any manners?” She said as I thought just how dumb my mom could be. I mean I was cleaning, I had to be dirty, there was no time for me to take a shower and then introduce myself to our new neighbor, but that’s just how my mom was, she was always picky about everything.

When I finally got done with cleaning my room I jumped into the shower and got ready. I put on a pair of shorts and a white tee. Before I left, my mom started telling me to do as she said, no more and no less. I left the house and made my way to our new neighbor’s house. When I got to her house I rang the bell and a few seconds later Aida opened the door.

“Oh, hi again Byron.” She said, she was now wearing a pink blouse that hugged her beautiful thin waist and her big breasts, she was also wearing a pair of tight pants that was tight around her butt but not her legs.

“Please come in.” She said as she opened the door.

Her house was clean, everything was in order and it didn’t look like anything needed to be set up. I thought I wasn’t going to be there for long but I was mistaken.

“Follow me” she said and she opened the door that led to the basement. I followed behind her which gave me a good view of her butt and I was still dumbfounded by just how sexy she was.

Once we were in the basement it was all a mess. All sorts of boxes on one side of the basement and some furniture on the other side, this was a mess. The furniture was covered by a blue plastic and now I thought I was screwed.

“Well see, I need to look into these boxes to see what’s inside of them, I forgot to label them so I’m looking for the stuff that goes down here. We have to go through them, let’s start with this one” She said and I picked up the box that she pointed at, it was a bit heavy but I managed to put it down. Then she stood in front of the box, which must have been 3 feet high and she bent over, exposing the back of her black thong and she started looking around in the box. Her thong came out maybe a good 3 inches out of her tight cotton pants. I had all the time to stare at her beautiful butt and thong all I wanted. I felt getting a little hard as I had not seen many sexy women wear thongs like hers.

“You know maybe it’s that one back there” she pointed at the box as she stood up and I grabbed it and put it down. Again she bent over exposing her thong and I could not keep myself to do anything but stare.

“OK, I think this is it” She said while still bending over. She stood up and said: “This is the stuff that goes down here. How about we get started on the couches?” She asked

“Yeah sure” I answered and so we went to the furniture that had all the plastic wrapping over it and we took it off. We set up the couches in the way she wanted them and left it there. Then we set up the TV and the TV stand.

I was putting the TV on top of its stand when she called me.

“Hey Byron” She said and I looked around towards her and she was bending over again, picking up a little bit of a blue plastic wrap that had fallen on the carpet. Her thong again was in my view for me to see.

“Thanks for the help, I really appreciate it.” She said as she picked up the plastic piece off the carpet.

“Oh no problem ma’am, anytime you need me.” I said to her
I noticed that every time she bent over she would try and get my attention, maybe she was doing this on purpose, at least that’s what I hoped.

It took us nearly two hours to get that dang living room set up and we weren’t done yet, we still had about six boxes sitting there that she wanted to figure out where they went, she fixed the living room with all of the small stuff like lamps and mirrors and such. We had finally set up the living room; well the heavy stuff at least. She said she would take care of the cleaning the next day and asked me if I could help her with something else.

“Yes ma’am, anything you need” I told her.

“I just want you clean my pool, is that OK?” she asked
“Yes of course, I don’t mind doing that” I told her.

“OK let’s go.” She said as she made her way to the steps and followed behind her. Each time she took a step I would notice her perfect round butt cheeks move up and down. I felt so lucky to be with her. We made our way past the living room and out to the pool. It was hot, it must have been over 90 degrees that day and as soon as I stepped out I felt the heat hit my body. The pool was dirty with dead bugs and leaves on the surface. I knew I was going to be here for a while and I wasn’t exactly looking forward to being out on the sun for too long.

“We have all our stuff in the shed” she said as she kept walking and walked towards the shed.
I got all the stuff I needed out of the shed and started cleaning the pool right away.

“Are you hungry Byron?” She asked. Indeed it was already like 1 in the afternoon and I was starting to feel hungry.

“Just a little bit” I told her

“Would you like me to order some pizza?” She asked

“Oh no ma’am, it’s OK.” I didn’t want to bother her so I refused

“Please Byron, you’ve been working all morning, let me get you something.” She insisted

“OK, but only because you insist” I told her. She asked me how would I like it and I told her that just ham would be fine. She went inside and a few minutes later she came out again.

“OK Byron, pizza should be coming in about half an hour” she said as she walked towards me. I kept cleaning the pool when she asked me if minded her sunbathing while I cleaned the pool. I told her I didn’t mind at all and she went inside the house.

I kept taking the leaves and residue that was on top of the pool and she came back outside wearing a polka dot pattern white string bikini with a baby blue outline. Her breasts were bigger than they looked with her blouse on. They had to be at least double D’s and I could make out the outline of her nipples because of how tight the top part was. The bikini bottom was also tight on her skin and covered most of her pussy. Her hips were also bigger than they looked along with her thick long legs, she was really curvy and fit. She turned around revealing the thong bottom that she was wearing, I never thought she would come out like that but she came out barely covering her beautiful tanned round butt cheeks. It wasn’t a small thong, just a bikini bottom that sunk inside her ass just mid way between the top and bottom of her crack exposing most of the bottom of her butt.

She grabbed the one of those long beach chairs, put a towel on top of the chair and laid down facing up. There were two chairs that were underneath the shade and in between a medium sized glass table. Of course I tried not to stare when she was facing me but took the opportunity when she wasn’t facing me to look at her beautiful round ass from a distance. I admit that I was a little bit nervous when she decided to just come out half naked, I’m not exactly sure why but I was nervous. Maybe it was her imposing beautiful body, I had never ever seen any other like it. I kept calm and continued cleaning the pool; once I started getting closer to the side where she was she started a conversation with me.

“It’s really nice out today” She said and she was now laying on the chair

“Oh yes it is” I answered as I looked at her and noticed she had her eyes closed, which meant I stared at her a bit longer.

“Are you having a hard time over there?” She asked

“No, not at all, there’s a lot of stuff but nothing I can’t handle.”

“Great, you know I really appreciate the help”

“Oh no need to thank me, I’m always glad to help people” I said

“Why don’t you take a break and come over here?” She asked a few minutes later.
I was hot and sweating like hell under the sun so I told her why not, as soon as I stepped inside the shade I felt instantly relieved. I went over to the chair that was on the other side and sat down. As I sat down I took a glimpse of her body, her beautiful long thick legs, her wide hips, her flat tummy, and the two mountains on her chest.

“So tell me Byron how old are you?” She asked

“I’m 16 ma’am” I told her

“Oh Byron you’re so polite and nice but you don’t have to address me as ‘ma’am’, I’d prefer you call me Aida” She said as she faced me and smile

“OK Aida, I shall call you that.”

“So you’re 16… are you in school?”

“Yes, I’m a junior in high school, I’ll be graduating next year.” I told her as I noticed she sat up on the edge of the chair facing me and spread her legs a little bit. She started pouring sunscreen on her shoulders and neck. I tried not to stare but it is difficult to do that when you have such a sexy woman 5 feet away from you covered with only a bikini.

“Good, what do you plan on doing after high school?” She asked as she poured sunscreen on her arms

“Oh I plan on going to college and study film” She was now rubbing her breasts with sunscreen

“Oh so you’d like to work in movies?” She was still rubbing lotion on her breasts, this time slower, I could see
how they wiggled and her hands sunk a little each time she put pressure on her breasts.

“Yes, I would like to.” I told her trying not to stare at her breasts that were shining because of the sunscreen she had applied, I was trying my hardest not to stare but it was difficult. She moved down to her lower legs and started rubbing sunscreen which meant her breasts were hanging from her chest.

“Aren’t you hot?” She asked me as I stared at the pool

“Yes, I’m really hot.”

“Well you can take off your shirt if you want, get some sun on you. It’s good for you, you know?” She said. I
was really hot so I decided to take off my shirt.

“Wow, look at you!” She said in a surprised tone as she stopped rubbing sunscreen on her upper legs. “You look really good.”

I didn’t consider myself to be good looking or anything but her compliment made me feel a lot more secure about myself.

“Do you work out a lot?” She asked

“Well I do play a lot of sports” I told her. Maybe all those years of playing sports in school had paid off, I just hadn’t noticed.

“Well you look really good, I mean” She said as she resumed rubbing sunscreen on her legs.

“Thank you” I said as I couldn’t come up with anything better.

“Do you need sunscreen?” She asked as she stood up looking down and rubbing her stomach with her right hand as if trying to get something off.

“Yes, I would like some if you don’t mind.”

“Please help yourself.” She said as she handed me the white bottle of sunscreen.

I started rubbing sunscreen all over myself when she asked if I wanted something to drink. I told her that I would like something cold as it was so hot and she asked me what I wanted. I told her that water and ice would be fine and she walked away from me into the house allowing me to see her butt as it moved up and down with every step. Her butt was ridiculously big; I had never seen such a nice butt in my entire life. She came back with a glass of water and ice on one hand and a cup of wine on the other. I was sitting down, still rubbing sunscreen lotion on me when she faced me and turned 90 degrees to my right and she put down the glass of wine and water on the glass table that was between our two chairs. She was maybe 3 feet away from me and she gave me a profile view of her right side of her body, her waist looked almost disproportionate compared to her big butt and breasts. I couldn’t stop staring when I looked up and saw she was staring at me smiling that beautiful smile of hers.

“Are you done?” She asked.

“Umm.. oh..yeah” I said embarrassed because she caught me looking at her. She sat down on her chair laying down and grabbing her cup of wine.

“I’m sorry Byron, I didn’t realize what I was wearing might offend you.” She said as she looked at me and took a sip of her wine.

“Ooh.. no ma’am, I just… I’m sorry for staring, I really didn’t mean to.” I said stuttering a little.

“I don’t mind if you look, it’s just I hope you’re not offended.” She said surprising me when she said she didn’t mind if looked. She was basically giving me permission to admire her body but of course I wasn’t going to abuse of that and instead grabbed my glass of water taking a sip.

“No Aida, I’m not offended” I said as I looked towards the pool

“This is how I dress most of the time in my house, sometimes even less.” She said.

“So… do you have a girlfriend?” She asked as she fixed the chair so she could sit up on it instead of laying
“No, I don’t.” I said

“A young smart good looking boy like you doesn’t have a girlfriend. Well, how come?” She asked as she bent over before sitting down on her chair.

“Well it’s complicated; my mom is picky when it comes to me having a girlfriend.” I said as I took another sip of the cold refreshing water.

“Oh yeah? Why is that?”

“Well she always wants me to date the girls that she likes so it’s not easy for me to have girlfriends that I like”

“Oh, well that sucks. Is your mom demanding of you?” She asked
“Yes, very.”
“Oh boy, it must suck.”
“Yes it does.”

“So how do you take care of yourself?” She asked and I wasn't exactly she was talking about.

“I’m not sure if I understand your question” I said as I looked at her

“Well a teenager like you and your hormones must be asking you for some form of pleasure, it’s only natural that you’d want to.” She said as she looked at me with a serious look on her face

“I guess I don’t.” I told her. I surprised that she would even ask such a question.

“Well that’s too bad. Have you ever had sex?” She asked

“Only once” I told her.

“You don’t mind talking about this sort of stuff do you? I don’t mean to be rude, I’d just like to know more about you” She asked and of course I was a bit embarrassed but I wasn’t going to let that stop the conversation.

“No, not really.” I said to her

“Do you at least masturbate?” She asked and I was taken aback by such a question. I would’ve never expected her to ask such a thing so I hesitated to answer thinking if I should be honest and say ‘yes’ or say ‘no’ and save myself the possible embarrassment.

“Be honest Byron, you don’t’ have to lie to me, I’m not going to judge you.” She said in her sweet voice as I made eye contact with her. Well ‘screw it’ I said to myself and I answered honestly:

“Well yeah, sometimes.” I said as both of us stared each other in the eyes and she put a big smile on her face.

“See? it wasn’t so hard to answer.” She said as she took another sip of her wine, “Besides it’s perfectly normal for you to be doing that, there’s nothing wrong with it. How often do you masturbate?” She asked putting down her cup of wine on the glass table.

“Umm… well I don’t know maybe twice a month.” I answered and that was the honest truth, I never had much time to myself, let alone private time to myself, the only places I could masturbate were the restroom and my bed. I did wish I masturbated more often but I was afraid of being caught by either my parents, who would’ve surely scolded me if they caught me doing such a thing.

“You can’t be serious?” She said in a whispering voice “That’s not normal for a boy your age” she said.

“Well Byron.” She continued as she laid her back against the chair “I just want to let you know that whatever we talk about is between us and you can tell me anything you want. Sex is good for you after all, don’t be ashamed of it. You know us girls masturbate too… it’s just that we don’t really talk about it, but I do it at least once a day.” She said smiling with her eyes close and I couldn’t believe she was telling me about her masturbating daily, I sure did feel my dick pulsating a bit.

“Oh.” I said as I didn’t know what else I should say

“Listen Byron I don’t want you to think that I’m a whore or anything, maybe I did get carried a little away with that conversation but I just wanted to know a little more about you. I hope you don’t feel bad about talking about sex.” She said as she faced me and looked at me.
“It is a bit embarrassing, but I don’t’ mind talking about it. It’s good to know a girl’s point of view.” I said looking at her.

“Good, I’m glad you understand. If you have any more questions just let me know.” She said

“OK sure.” I said like a good boy talking to his teacher, I had a hard time believing that in the short time that I’ve known her, she decided to be so open with me, so open as to even wear a sexy bikini and expose her ass to me and then talk about some of her sexual life.

“So would you…” She got cut off when the ring bell rang and we knew the pizza had arrived. She stood up and again I got a good glimpse of her brown but as it moved up and down as she made her way to the front door. She didn’t even bother to cover up, she just went like that, not minding that the delivery man could look at her ass.

She came back and put the pizza on the glass table and she went back into the kitchen and brought back to plates. We started eating and again we began talking to each other.

“So tell me more about you Byron, what kind of sports do you play?” She asked as we were both now in front of each other, her breasts above the table line; which were very distracting every time I tried to maintain eye contact with her.

“Just about every sport, but my favorite is football.”

“Good, it seems like sports have helped you a lot, I mean you look really good for your age if you don’t mind me saying” She said as she winked her left eye at me

“Yes I believe so.” I said a bit embarrassed
We kept eating and talking until she was done eating and all she had left was her cup of wine. I finished my last slice of pizza when I asked her:

“So are you married Miss?” She looked away breaking eye contact looking at the pool and said sighed: “Yes.” She took a big gulp of the cup of wine finishing it all.

“I’m sorry I guess I shouldn’t have asked.” I said

“No no” she said making eye contact again and smiling “It’s not your fault, you know marriage it’s not all that’s cracked up to be. Don’t ever get married Byron, enjoy your life.” She said.

“Well you don’t’ seem too happy about it” I told her

“Well yeah... you know… my husband’s not very good at taking care of me. He cheats on me all the time, we don’t’ care about each other.”

“Well why don’t you divorce him?” I asked her taking another peek at her boobs.

“Too expensive and too time consuming, I think we’re better off living together. You know I just don’t care, he cheats on me all the time, of that I’m sure. I just don’t care anymore, I let him do whatever he wants. Hell, we haven't had sex in months now” She said as she stood up and went into the kitchen and she left me surprised that such a beautiful woman didn’t have someone to take care of her and she hadn't had sex with him in months.

She came back with the bottle of wine and she poured more on her cup. She took another sip and told me more about her problems with her husband. I thought ‘Jeez, this guy must really be an idiot to pass on a woman like her.’

She finished her second cup of wine and I excused myself because I needed to finish the pool. She poured more wine on her cup as I stood up and went to the pool and continued my cleaning. She laid down again on the chair but a few minutes later she asked me if I need help. I told her I didn’t but she insisted on helping me so she stood up and grabbed the small net.

“OK bring those leaves to the edge of the pool and I’ll pick them up” She said as I got a bunch of leaves from the middle moving towards the edge so she could pick them up. She got on her knees leaning towards the water sticking her butt up high. In this position I could clearly see her round ass, her cheeks spread a little allowing me to see the rest of her bikini bottom, a half inch strap that went down her ass crack and onto the bulge of her pussy.

Maybe it was the alcohol that made her loosen up, maybe she was an exhibitionist or maybe she didn’t know her big brown butt was sticking out like that and I was staring at it, whatever it was I was happy that I got to see her beautiful bare cheeks all for me to see.

“Oh… here…” She said as she lifted the pool net out of the water and taking out all the residue onto the ground.
We kept doing the same thing over and over, it seemed useless to be honest, I could’ve easily done this myself but she insisted on helping me and that’s when I figured she simply liked to show off. I got an erection right away, I tried my best to keep it down but it was worthless, my dick felt like it grew an in longer each time she bent over and shower me her butt. There was no way on this earth that my erection wasn’t noticeable, I looked down and you could clearly see a bulge on my shorts.

“Well I think that looks good enough.” She said as she dropped the last of the residue onto the grass and stood up. I noticed she glimpsed at my bulge but she made no mention of it.

“I think that’s enough for today.” She said facing me

“Looks good to me.” I told her trying to dissimulate my arousal.

“Well..” she said and took another glimpse at my bulge “.. thanks for doing that for me.” She said raising her head to meet my eyes.

“Is that all you needed miss?” I asked growing more concerned about my obvious excitement.

“Yes I think so.” She said smiling

“Before you go… can I ask you something?” She asked still smiling.

“Yes, anything you want.” I assured her.

“Are you turned on?” She asked looking down at my crotch again. Oh well ‘no secrets now’ I thought.

“Well… umm.. yes…. I’m sorry I didn’t want it to happen” I said as I felt my face turn beet red

“No need to apologize Byron, it happens to all you boys your age; especially when you don’t let your hormones out. See what happens?” She said giggling as she tapped my stiff penis with her right hand.
I had never had a woman touch me like that, especially one that was good looking. She was playful, flirty, honest and open about it. I would’ve expected anybody else to be offended by my erection but for some reason she was OK with it. Right then and there I knew she was different.

“Yeah…” I said quietly smiling at her and excused myself and went for the shirt which I had left on the chair which I had been sitting on earlier. She followed behind me and stood next to me as I put on my shirt.

“So… do you mind me asking why you’re like that?” She said with that smile of hers

“Umm… it’s just you know… your bikini and all, it got me a bit turned on.” I confessed to her

“OH!” She laughed covering her mouth with her hand “That’s OK Byron, I don’t mind.” She said

“I just hope you’re not offended miss.” I told her embarrassed and serious

“No no, not at all Byron. As a matter of fact, it makes me feel good knowing a young kid like you got hard like that because of me.” She said and for some reason I felt even hornier by her just saying that.

“OK, can I go now or is there something else you need?” I asked her trying to get my ass out of her house as soon as possible to save me any more embarrassments.

“Yes yes, but before you leave, let me compensate you with something.” She said as she walked inside the house and I followed her

As soon as I stepped into the house I felt the cool conditioning air hit me, it must have been 30 degrees cooler in her house and it felt so good. She was still wearing her bikini that exposed her butt and again I looked at her butt wiggle up and down. She walked on to the coffee table and picked up her small black purse and as she had the purse on her hand. I noticed that there was a Penthouse magazine on a lamp table that was behind her. The magazine had another non-porn magazine on top and could only see the letters
“THOUSE”. It had a black background and a blonde woman with white lingerie on the cover.

“Here” She said as she tried to hand me the money and I took my eyes off the magazine.

“Oh no, that won’t be necessary.” I told her waving my hands left and right refusing to take any money.

“No no no, please Byron, take it, it’s the least I can do for you. You have been very helpful and I would feel bad if you don’t take this.” She said as she waved the money in front of me. I took the money but didn’t count it in front of her and thanked her.

“Is it OK if you come help me on Wednesday again?” She asked as we walked towards the door.

“Sure, I can come Wednesday. At what time?” I asked her

“Any time is fine, preferably before six. I would appreciate it, I still need lots to do and I could use your hand.” She said standing in front of me.

“I’ll call your mom and tell her how helpful you’ve been, you are a really nice young man, I look forward seeing you again.” She said as she extended her arms and gave me a hug, pulling down my head towards her breasts. With my side of my head on her breasts I felt the warmness and smoothness of her skin.

“Oh you’re so nice” She said as she hugged me a little harder.

“I’ll be waiting for you on Wednesday.” She said as she let go of me and looked down at my crotch yet again. I could feel my stiff dick in my pants and I was sure the bulge was still visible. Out of nowhere she reached out to my crotch with one of her hands and I felt her hand on my cock.

“Oh my god, look at you… you must be hurting.” She said as she moved her hand up and down my cock.

“Oh I’m sorry, are you bothered if I touch it?” She asked as she stopped rubbing my cock and just left her hand there.

“No not at all.” I told her, I didn’t want her to take her hands off my cock and I was hoping she would go further so I didn’t make a move and let her make the next move.

“You have to take care of it. Promise you’ll take care of it.” She said in a high pitched voice

“I promise.” I said

“OK Byron, I’ll be waiting for you on Wednesday then, OK?” She said and I felt bummed as she let go of my cock and I had to leave. Talk about a tease…

I got home, with my cock still stiff and made my way up to my room. My mom didn’t see me come inside the house which meant it gave me time to calm down and soften my dick. I noticed it was already 3pm and realized just how much time flew with Aida. I checked the money she gave me and she had given me a total of $100, I felt so happy as that I had only been there a couple of hours and she gave that money like it was cake, but I would've been happy without the money.

I went downstairs and my mom asked how it was over there and I exaggerated a bit, I told her house was a mess and she needed a lot of help. I also told her that Aida was going to need me Wednesday again and my mom told me to better go help her. Then she told me to go do the lawn.
As I mowed the lawn I thought about my sexy hot new neighbor, who appeared to be a bit of an exhibitionist. That night I masturbated thinking about her body, her humungous breasts, her showing me her perfectly tanned big butt and touching my dick. I came loads that night and slept like a baby.

I could not wait till Wednesday....

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