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Blackmailed MILF

By: henryo



As Sheila Moser, Assistant principal and Guidance Counselor at LHS, knelt naked in her office sucking the cock of one of her students, she wondered how she got herself into this dangerous position and thought back to when it started.

About twenty years earlier she had been the best looking girl in her senior class at LHS. She was voted Homecoming queen and Senior Prom queen and a year after graduation she was elected the region's Festival Queen. Her long wavy black hair framed her classically beautiful face. Dark eyes and full lips along with a curvy body on a five foot four inch frame, she was difficult to resist. But being told you were gorgeous your whole life can lead to conceit and that is exactly what happened. On the outside Sheila would smile and give out an occasional compliment to others but on the inside she thought little of anyone but herself.

As a result when she finished school and the richest man in town showed interest, Sheila jumped at the opportunity. After a short affair he left his wife when Sheila told him she was pregnant, though he never discovered it wasn't his child. Sheila enjoyed spending his money and living in the largest house in town but a few years later when he died of a heart attack she was surprised she had spent most of his money and that he had no insurance. 

Sheila secured a job at LHS as assistant principal which required her to discipline the students and hand out punishments, a role she was well suited for because she was thought to be mean by the majority of the students. She was also made guidance counselor even though she did not have the qualifications. What she had was the ability to seduce the principal and superintendent into giving her the position in exchange for a few nights each of romance.

Thus she was able to pay her bills and raise her daughter Sierra who turned out to be as attractive a young woman as her. But about the time that Sierra reached eighteen and her senior year at the school, Sheila looked in the mirror and noticed the signs of age creeping up on her. Lines on her face, a few extra pounds and other things that might not have been obvious to others scared Sheila to death and now she had been having trouble sleeping because of this fear. She had always been dependent on her looks and now, she thought, they had begun to fade.

Possibly due to her fear of losing her looks Sheila had started to have dreams about one of the students that her daughter Sierra had been dating. (Sierra rarely dated just one boy at a time. She liked to see them compete for her affection.) Jason, like his Greek namesake, had the body of a Greek god. Now a senior, he was an athlete and starred in three sports. His long, curly blonde hair and blue eyes stunned the female population of the school, including the teachers and staff.

Even though he could get just about any girl at the school, he wanted Sierra. But she played head games with him and strung him along while going out with other boys. When he would come to their door Sheila couldn't help but drool over him. True he had an eighteen year old mind but she ignored that and concentrated on his looks. When Sierra would invite him to share the pool with her, Sheila would go to a window and stare and fantasize about running her hands over his sculpted body. At six feet tall and one hundred seventy pounds there was little fat on him.

Sheila herself had become frustrated with dating. There were few men around that she felt were worthy of her. She dreamed of having a man like the ones she had in her youth. Though there were many students at school who gave her lustful looks, Sheila knew that indulging herself with them could lead to trouble if not prison. As a result of all her frustrations Sheila began to drink.

When Sheila would watch Jason from the window, strip down to his trunks by the pool she often had a drink in her hand and she could feel tingling in all the right places in her body. So when the day came for Jason to enter her office for guidance counselling, Sheila was a bit nervous. Before her stood the boy she had been dreaming about lately. It didn't matter that he was young enough to be her son; she could feel her blood pressure rise.

It was during this counseling session that Jason noticed out of the corner of his eye that Sheila was glancing at his crotch. Sheila was chewing gum but Jason could still smell the whiskey on her breath. Even though she was much older than him she still looked good and the idea of fucking a MILF like Sheila was not an unattractive idea to him. Although both were thinking similar thoughts nothing happened that day.

It wasn't until the following week when Jason showed up at Sheila's house right after school while looking for Sierra that trouble started. Sheila had just consumed almost a half a bottle of her single malt scotch when she heard the doorbell ring. She was wearing nothing but a red silk robe that hung just to her knees. She quickly put on some shoes and walked to the door.

Jason asked for Sierra and Sheila replied. "She's out and won't be back till late tonight." Then Jason asked to use her bathroom. She agreed. Jason didn't want to leave. On one hand he was angry that Sierra was probably out on a date with one of his rivals and on the other hand he didn't want to leave the sight of Sheila in a slinky robe. She was obviously nude underneath it and he could see the imprint of her erect nipples under the material.

As Jason stood in the bathroom pretending to be using it he suddenly realized why he was so attracted to Sheila. She had an uncanny resemblance to his favorite porn star Lanny Barbie. She could be her older sister, he thought. Of course Sheila, if you had asked her, would have no idea who Lanny Barbie was but most of Jason's friends did. Jason quickly thought out a plan.

Jason asked Sheila if he could swim a few laps in the pool. Sheila was pretty drunk so she agreed but stated that she would have to watch since it was a house rule that no one could swim alone because of the danger of drowning.

When they got out to the pool Jason stated that he had no trunks with him and asked if he could swim in his underwear. Sheila paused, took another sip of the whiskey and agreed. Then she sat in a chair and watched Jason strip trying not to be obvious about her enjoyment.

Jason's briefs quickly became transparent after diving in the water. As he made laps his breaststroke revealed solid buttocks and his backstroke revealed a bulging package. Sheila put on her sunglasses to hide her gaze. The more she saw the more she drank until she was tempted to jump in the pool herself. She hadn't had sex in over six months and she was going out of her mind at the show she was seeing.

When he finally came out of the pool he might as well have been naked. Sheila could see everything and her mouth was watering. Jason stood there next to the pool, his body all wet and every muscle pumped with blood from the exercise. He began to wipe off the water with a towel and then suggested that he couldn't wear his wet underwear under his clothes. He said, "Could you turn around while I change?"

Sheila stood up and turned her back as Jason peeled down his underwear. Then as she waited for his okay she felt his presence behind her. She pretended not to notice. Suddenly she felt his breath and then a kiss on the back of her neck. She stiffened but didn't pull away. 

Soft, breathy, whiskey soaked words slowly crept from her mouth, " Jason...? Jason... don't." But the tone of her voice said yes.

Then his strong, damp arms encircled her, caressing her and pulling their bodies together. Sheila could feel a firm erection pushing up against her buttocks. She took one last sip of the whiskey and the glass in her hand fell to the grass beneath her. Passion and sexual frustration had taken control and there was no turning back. The fantasy she had dreamed of for months had taken control of her mind and body. She wanted what was behind her, pressing up against her back.

As Jason nestled his mouth against her neck, pushing aside her hair she could feel his hot breath on her ear. She kept her hands at her side but they began to tremble revealing what was in her mind. Jason knew that when Sheila did not turn quickly and push away that he had received the green light he wanted. He reached down from behind her and undid the tie at her waist and the robe fell open. Then he slid his cool hands inside the robe, feeling the heat of her body. His hands slid up and down her stomach until they rose to her breasts and encased them both. Her breasts weren't as firm as the teens he dated or as large as a porn stars' but they were large enough to fill his hands and firm enough to excite him even further.

Sheila's head fell back and her breathing began to speed up as he massaged her mounds. She knew this was wrong but her sexual passion was so strong that she convinced herself she would find a way around the trouble. That's when she felt Jason's hands peel off her robe. Sheila stood there completely naked except for her black high heels.

Jason turned her around and quickly embraced her. Neither spoke before their mouths touched and went into a deep kiss. Jason's hands descended to Sheila's ass and her hands roamed the muscular back of the teenage boy. She could immediately tell by his kiss that he was no beginner at this game. Her hands then descended to his ass and she tried to squeeze what seemed like marble mounds, as if he were a statue in a museum.

Sheila took an opportunity to look down to spy his erection. It stood out hard and was clear of any hair, something the swim team did on all their bodies. The only hair on him was the curly blonde hair on his head which still dripped onto her body.

Jason moved Sheila down onto a padded mattress used for sunbathing next to the pool and he lay on top of her. The water from the pool still on his body lubricated their skins and they slid back and forth as they began exploring each other with their mouths and hands.

Sheila wanted to continue the foreplay but like most teenagers Jason was impatient and soon entered her pussy with his six inch cock. Sheila reacted moaning with pleasure as he shoved it in the entire way. Sheila's cunt was juicy from anticipation and there was no resistance. Jason propped himself up on his elbows and leaned down and gave Sheila another deep French kiss as he began to piston his cock back and forth in her pussy.

Jason was in a bit of a daze as he realized he was fucking the assistant principal and the mother of Sierra, but he and the boys at school had often referred to Sheila as a MILF they all wanted to fuck even though she was often mean and bitchy to the students. They were always saying, "She couldn't bitch if you put a cock in her mouth."

The drops of water falling on Sheila's face mingled with her tears of passion. She reached down and pulled his ass toward her pussy helping Jason lunge forward on each thrust. She was quickly nearing an orgasm brought on more by her anticipation. She began scratching at Jason's back and ass until the stars burst in her eyes and she bit down on Jason's earlobe. Of course Jason had no idea what was going on with her and just continued to thrust away toward his own climax. 

After a few more minutes he came and Jason filled Sheila's cunt with his creamy load. He collapsed on Sheila, panting away as if he had just run the fifty yard dash. As much as Sheila was enjoying herself she was disappointed that the whole love making session had lasted less than ten minutes. She wanted more.

Jason pulled his still hard cock from her pussy and stood up. Sheila stared at it, all wet with their combined juices and swaying beautifully before her.

"That was fun, Mrs. Moser. We got to do this again. But right now I got to get going to practice."

Sheila was quickly regaining her composure when she replied, "Jason, we got to keep this a secret, just between you and me."

"Don't worry, I won't tell Sierra."

"I don't mean just her, I mean everybody. No one can know or we could both get in real trouble."

"Both of us? Even me?"

"Yes. Both of us."

Jason agreed and quickly dressed and was on his way but by the time he was gone Sheila had begun to worry. She didn't like his response, "Both of us?" It sounded odd to her as if he thought maybe only she could be in trouble. Sheila's dreams suddenly changed from fantasies about Jason and his body, to nightmares about going to court or even prison.

It was the following week that she noticed Jason's name had been added once more onto her schedule for counseling at school. Sheila began drinking vodka at noon for she was very uncertain about their 2:15 appointment. She was nervous about the two of them making contact on school grounds even though she was a school counselor.

Jason walked into Sheila's office at the scheduled hour with a big smile on his face. He had already received a full athletic scholarship even though his grades were marginal and really didn't need counseling. He closed the door behind him and closed the safety latch that had been added by Sheila's request in case of a school shooter attack. Jason put his books on her desk and just stood smiling. Sheila spoke up.

"What can I do for you today, Jason?"

He didn't reply but just stood there smiling. Sheila glanced down at his crotch and could see the outline of an erection growing. Sheila swallowed and repeated her question. When he didn't reply she stood up.

"Jason, listen, I think it is best that we forget about last week."

"Forget about last week, are you kidding? No way!"

Sheila couldn't decide whether to play hard with him or try a softer approach. She decided to play it soft.

"Jason, I really enjoyed last week but...we can't do anything here and-"

"Why not? The door is locked." Sheila panicked and tried a lie.

"I have other appointments later."

"A blow job won't take long."

Sheila was startled by the words being spoken in her school office but she quickly saw an opportunity.

"Jason...if we do this...you've got to promise me it will be the last time."

Jason lied and agreed. Sheila actually had mixed feelings for she was eager to once more get a hold of Jason's cock even though she would prefer that they fuck. As she came around the desk Jason spoke up.

"Take off your dress."

"What?"

"You don't want to get cum on it, do you?"

Sheila paused and thought he was probably right. She turned around and looked out the second story window. There was nothing to see but the large oak tree with its leaves starting to turn. She began to unbutton her dress. Sheila often wore dresses that buttoned down the front for she would occasionally unbutton the top or bottom button to flirt with a teacher or staff member.

As she turned around she removed her dress and put it on the chair. She glanced once more at the lock on the door to make sure it was secure then she walked over to Jason who had already unzipped and taken out his rock hard cock. Dressed in just her bra, panties and hose Sheila leaned into Jason for a kiss. After a little passionate mouth action Jason put his hands on the sides of her head and pulled her face away.

"We don't have a lot of time; I've got a meeting with coach in five minutes."

With that he guided Sheila to her knees where her face was met by his throbbing cock. Sheila was hoping for a little romance in an effort to help control Jason but realizing her situation and time shortage she quickly took Jason's cock into her mouth and began sucking him off. 

Sheila had gotten out of the habit of giving blow jobs for she had usually persuaded the men she dated to go down on her instead. She hadn't given regular blow jobs since high school. Even her husband had been lucky to receive them except at moments when Sheila wanted a special favor, like a new car.

But just like riding a bicycle she quickly remembered her old technique and began licking and sucking Jason's hard cock. Jason eagerly watched his pink cock disappear into the assistant principal's wet mouth, then, pulled it out only to shove it in again, deep into the hot, juicy mouth.

As he pumped away at Sheila's mouth Jason glanced out the window and thought that if someone were to climb the tree they could see what was going on in Sheila's office. It made him ponder that it might be nice to record their activity for posterity or even maybe show it to his buddies.

As Jason was considering this Sheila was busy, anxious to get Jason off as soon as possible for she didn't want someone knocking on the door and finding it locked. Her mouth was very wet and she could feel the juices running down her chin and dripping onto her chest. Sheila pulled Jason's cock out of her wet mouth to kiss and lick the head then jam it back in as far as she could.

Jason checked his watch and seeing he had little time left took hold of Sheila's head and began fucking her mouth. This didn't make Sheila happy but she relented and allowed Jason to continue for several seconds. Then he surprised Sheila and pulled his cock out. Sheila opened her eyes wide in surprise just in time to catch the first spurt from his cock. As she opened her mouth to protest another spurt entered it causing her to begin coughing while the last three giant spurts hit her face and hair.

Sheila sat back onto the floor, still coughing and recovering from the deluge as she heard Jason speak.

"See, aren't you glad you took off your dress? You better get dressed. I got to go."

Sheila wiped her eyes. She was in a bit of a shock and didn't quite know what to say. She was tempted to yell an angry word at Jason but thought she better just be quiet and quickly get dressed. She had only just a few buttons done when she heard the latch unlock.

"See you in a couple days, Mrs. Moser." Then the door opened and quickly closed leaving a half dressed assistant principal covered in cum and after pulling out a small mirror and seeing the mess on her face and hair she wondered what she had gotten herself into. 

She walked over to the door and hit the lock then went to her desk and sat down. Out of a drawer she pulled a partial bottle of scotch and opened it. As she took a drink with one hand the other hand pulled up her dress and slid her fingers into her panties. She was done for the day and she needed to think and understand what had just happened and why she was so excited about being used. By the time the last bell had rung she had finished the scotch and had climaxed three times.

Blackmailed Milf Ch. 01



My daughter Tania was having her nineteenth birthday on Wednesday and although she would be at the University that day, she decided to come home for the weekend and have a family and friends birthday celebration.

I had even talked my husband Paul into having the whole weekend off work. He had his own business, seemed to have to work twelve hours a day for six days a week, and was always so tired when he got home. Hopefully with some rest for him I might get some needs of my own needs satisfied. I may be forty two years old, but once every few month as it had been this last year, is just not enough.

My younger sister Lisa, the 'hottie' I call her, and her boring arrogant husband were also coming, along with her children. If I could get a few drinks in her, she would be great fun. 

My son Ryan turned eighteen 18 a few months back. He was at a local college so came home every night and had promised to help with the food preparation on the day, together with his best friend David. These two had been close friends for years now. Their main interest in life was getting the rusty old 1964 Chevelle they had in the garage back in running order and/or playing computer games. Girls it seemed had not become a main interest as of yet.

Unlike myself who at eighteen was practically a sex fiend, and was called the 'cum guzzling dumpster slut' for my need to suck cocks at every opportunity. I was twenty one when I met Paul, and he appreciated my talents and he especially liked the fact that I was small and petite being only 5ft.2in and 110lbs, a year later we were married and have been together 20 years now. Moreover, I am proud to say, still just 112lbs. 

On the day of the party, I was up early leaving Paul in bed to get some rest after another hard week for him. The two boys never came to help, no surprise there, but with the help of local friends, we had a good spread of food put out by 4pm, together with a plentiful supply of wine and beer. 

I am not much of a smoker; a pack lasts me two weeks. With everything ready, I escaped to the bottom of the garden with a glass of wine and a cigarette to unwind to what I call my garden smoking bench, which I always enjoy.

In the mean time, Paul and the boys were playing with the old Chevy in the garage as Tania arrived with a girlfriend from the University. They all were chatting as I came back in from the garden and of course I have to give the orders to go get cleaned up and dressed for the evening. 

Paul jumped in the bath and I jumped in the shower to get cleaned up, while the kids used their own bathroom to get ready. I was out first and as it was quite warm, I put on a nice summer dress. I would have liked to have gone without a bra as my breast are quite small but my nipples seemed to be permanently sticking out and grow even more with any stimulation, therefore a padded bra is a must to look a reasonable size and appear respectable. The dress was quite short though, and Paul always liked me showing off my legs.

I had already gone downstairs and was greeting guests as Paul came down and he took over that duty while I helped Tania go through all her birthday gifts.

"Oh my, look at that, I used to have son like you, but he was always scruffy."

I joked as Ryan made an appearance dressed in a crisp white shirt, tailored grey trouser and even a tie.

"Awe Ma! Stop it." He said while laughing.

I went over to him gave him a hug and told him he looked so handsome and thanked him for the effort.

"Oh my God! There is another one." I virtually screamed. As all head turned, to see David walk in dressed the same.

"You look so handsome; you deserve a hug and a kiss as well." 

"Umm! You smell nice." David said as I kissed his cheek. I caught his eyes looking down my cleavage as we spoke.

"Not much there to see I am afraid." I told him. "But do check out Tania's friend, she is well stacked." We both laughed.

The party went very well, the food and drink lasted and I even got my sister singing after plenty of wine, which was enjoyed by all except her miserable husband. I had wanted to chat with her about her situation with him but never got the chance. The music was loud and I was glad to see David dancing with Tania, and Ryan with her friend, and a dirty thought did cross my mind wondering if my kids were going to get lucky tonight. Paul was also in good form, chatting to everybody and seeming to have a great time. This made me happy. 

By 10pm most people have drifted off, I was feeling the effect of all the wine I had drunk. I topped up my glass, grabbed my cigarettes, and retreated down to my smoking bench at the bottom of the garden for a little bit of peace and quiet for ten minutes, hoping the night air might clear my head a little. 

I was just sitting there in the blackness when an arm came around me from behind, went straight down my cleavage, and started to play with my nipples, then my neck was being kissed and nuzzled and my ear licked.

"Thanks Paul, I need some affection right about now." 

His other hand went down my body, and I knew where it was going. I pulled my dress up, pulled my panties to one side, and opened my legs wide, the hand arrived at my clit, gently stroked and teasing. I was getting wetter by the second as his finger curled inside me, and the side of his thumb stimulating my clit as he worked in and out.

"Come around and fuck me." I pleaded

His hand left my pussy and my breast for what I presumed was to come around and fuck me, and nothing. I turned around after a few seconds and there was nobody there, I looked up and down the garden and nobody was there. I could still hear the music and see the lights from the house. My hand had already begun to finish what had been started. I sat there, my legs splayed out with my fingers frantically rubbing my clit, my mind imagining it was a young horny man doing it to me. I squeezed my legs together as the orgasm hit me, trying to hold the feeling inside of me for a longer time.

I had to have another cigarette after that, and I was now convinced that it had all been a wine induced dream. I tidied myself up and headed back to the house where the party had virtually ended and the last few stragglers were just leaving. Tania and her friend had already gone to bed, David said he would be back in the morning to help me tidy up, as if I believed that, but I was too tired to clean up then. Paul insisted we get straight to bed and we did.

I woke up early, and immediately decided I needed to be fucked, I crawled down the bed and took Paul's soft cock in my mouth. He soon stirred as the feelings got to him and with a big yawn, he said.

"The perfect wake up call, thank you." 

I crawled up his body and sat astride him, lowering myself slowly on to his now hard cock. His hand went down and teased my clit with the end of his cock until he got the first inch inside, I lowered myself straight down and quickly got his full length inside me and I had my first orgasm. His hand came up, pulled, and twisted my now huge nipples, in just the ways he knew I loved. I continued to ride him hard, doing all the work while he lay there smiling right at me. He tried hard to hold off cumming until I started to squeeze his cock internally and within seconds he erupted inside me and I came for the second time. I rolled off him and we both lay there fully sated. 

A few minutes of rest and I jumped into the shower. When I was coming out of the bathroom, I noticed Paul had fallen asleep again so I left him to get his rest while I headed downstairs to do the party cleanup with a spring in my step.

"I do not believe this!" I shouted loudly.

I looked around amazed, the complete party area had been cleaned up, and everything was back as it should be. And there sat Ryan, David, Tania and her friend, drinking coffee. I rushed round all the kids giving big hugs and kisses in appreciation, David was last, and the cheeky boy even felt my ass as I hugged him the others never saw that. I just smiled and let it go; I put it down to the exuberance of youth. We had a great Sunday family day all together and I was very happy.

Monday came and went, Tania had gone back to her University, Paul was back to working all hours and Ryan was at college, and I was back to being alone for ten or twelve hours a day. Everything was normal until Wednesday, when David turned up at midday, this in itself was not unusual as he often came in for coffee if he was in the area on a weekday and we have often spent an hour chatting.

"I have something to show you." He said looking very serious, and passed me an envelope.

I opened the envelope to find a photograph of me on the garden bench taken on the night of the party at the point of my orgasm, the picture was not very clear but it was obvious who it was and what I was doing. I just stared at not saying a word, waiting for what he had to say. He went to the refrigerator pulled out a can of soda and said.

"Let's sit outside in the sunshine and chat." I followed him outside and sat waiting.

"Here is the deal; you obviously do not want this going on the Internet so how about we do a trade?"

"How much do you want?" I said, trying to sound a bit tough.

"For this one and only copy of this print, you have to give me a blow job." He said smiling.

"Absolutely not, that's disgusting; I am old enough to be your Mother!" I screamed at him.

"Ok! Then it will go on the Internet. I did hear than you are quite a cock-sucking expert when you were my age.

"Wait! Let me think."

"Shit!" I thought. He must have taken the picture while hidden in a bush or somewhere, there was no way I could let this go on the Internet and he knew it. And how did he know about my past? I looked straight at him, and all the trust I had in him was gone. Nevertheless, there was a tinge of excitement in all this.

"If I do this you must never tell anybody, do you agree? And also there are no more copies of this picture roaming about, correct?"

"This is the only print and I shall keep it our secret." He said as he dropped his trousers and underwear to the floor.

I sat and stared at his cock for at least a minute comparing it to the many I had seen over the years and was quite impressed, nice tight balls and a good seven, maybe eight inches in length and hard as a rock in anticipation. My excitement level was rising and I knew I wanted to do this, as he took the two steps toward me and thrust his cock in my face. My hand reached out and started to stroke the length and cup the balls in my hand. I pulled him closer and twirled the head of his cock with licks from my tongue and gradually taking more of him into my mouth. David held my head lightly as I increased the pace and got virtually his whole length down my throat. His breathing got heavier and his thrusting got stronger, I tried to slow the pace but it was too late, jets of cum went down my throat, which I easily swallowed and sucked even harder to get every drop I could get. His cock slipped from my mouth but I continued to hold it with my hand as I looked up at him and smiled.

"Is that what you wanted?" I asked.

"You are incredible." He said. "What a secret we have."

"And make sure it stays that way!" I said.

"Damn! You are rock hard again already." I said as I continued to pull him. "Do you always get hard so quick?"

Before he could reply I started to really masturbate him with my hand at quite a pace, knowing that a second orgasm for him would take longer to achieve. After a good three or four minutes of frantic wanking on my part of his cock, and squeezing his balls, I could feel him getting close and took him back in my mouth for his salvo of cum which followed in seconds, I took it all down and his cock did go soft this time.

"That's it, you are done! The blackmail is paid. Time for you to leave." I barked at him.

I turned and walked back into the house, picked up the photo and envelope and burned them in the sink. I looked outside to make sure David had left, then I went in the living room and sat on the sofa, with my mind in turmoil. Had I made the right decision? Would he keep quiet? Did I do it because of the photo or because of something else? Did I actually enjoy doing it? Of course I did. I answered myself. It was just the worry of being caught that worried me the most and hung heavily in my head. I lay back on the sofa with the thought of that young hard cock going up into me, while my hand went down the front of my panties to tend to the lust in my loins with a good old teasing of the little man in the boat.

Fortunately, I saw David a few times over the following week and everything appeared as it always was. All of my fears were put to rest, although, perhaps subconsciously I did make an extra effort the following Wednesday to look good, just in case he came in for lunch. He did not of course, which deflated me slightly but things changed the following Tuesday. Ryan and David were working on the Chevelle in the garage all evening; so about 10pm, David came into the kitchen for a can of soda, while I was folding the laundry and said.

"I may come in for lunch tomorrow, will you be about?" He said with a glint in his eye.

"Of course David, I will get you a snack ready." I said virtually stammering the words out.

"Great." He said. "I fancy something tasty." He said smiling. 

I turned back to my laundry folding, to hide my blushing face and he stroked my ass as he left the kitchen and returned to the garage, leaving me in no doubt that something was going to happen the following day. My mind was racing and my body was wanting, that night in bed.

By morning, I had regained my composure, he probably just wants another blowjob, I thought, but still made an effort with myself, I put on a long skirt and a simple blouse, nothing too sexually overt but my hair and makeup were in place. 

David arrived at midday, I noticed immediately he was carrying another envelope. He wanted to sit outside again; he walked directly out through the doors and sat at the patio table while I brought his lunch I had prepared for him outside. Without saying a word, he started to eat.

"What's in the envelope?" I asked. 

He threw it across the table at me. I ripped it open to find another photo of me, far worse than the previous one. In this one you can see clearly my hand pulling my panties too one side and my pussy in full view. I stared for a while at the photo, and then stared at him.

"And what do I have to do to get this one from you." I said, trying to sound really annoyed.

"We can talk after I finish eating." He said. 

I sat there fuming with trepidation and excitement knowing he was going to drag this out. He finished eating, sat back in his chair and smiled at me.

"I am very fair person; you gave me a blowjob, so the cost of this photo is allowing me to do the same to you."

My heart was pounding when he made that suggestion, it had been a very long time since my pussy had received that pleasure, something Paul have never shown any interest in doing. Just the thought got me wetter by the second in anticipation.

"Again, what choice do I have? Are you sure you would not prefer money instead? How many more photos are there? This has got to stop it cannot go on!" I said, hoping I sounded a tad outraged but silently praying he would not change his mind and want the money instead.

"Let's get a blanket and go sit by your bench, bring some tall ice drinks and we can have a picnic." He grabbed a couple of seat cushions and head off toward my bench.

I went inside, got a blanket and a couple of tall iced sodas. I took a few deep breaths and wandered down to my bench. I found him just beyond the bench, behind the bush where the photos must have been taken from, then I spread the blanket out and David arranged the cushion as a headrest for us both. We both lay back letting the sun get to us and then sitting back up to sip our drinks. The air seemed so sexually charged as I awaited his move. I did not have to wait long as he leaned over and pulled my skirt up to my waist.

"No underwear, you wanton thing, those pubes so nicely trimmed. It's as if you expected me to visit down here." He said knowingly. 

"Get on with it." I snapped.

With that he rolled over, opened my legs and lay in between them. I felt his tongue licking my inner thigh, first one side, then the other, moving very slowly upward. I had my eyes squeezed tightly shut waiting for the moment he hit home. He slowly licked my labia lips, circling my clitoris until the first flick with his tongue on my clit made me gasp; my juices flowed as my sexual arousal got to a peak. I pushed my hips forward to bring his tongue into more contact; my arms stretched down to grab his head and pull him tighter into me, his tongue went inside me and curled up in a rapid movement. My body then shook as the first orgasms hit and my hips bucked as the waves of lust went through me. 

I wanted to hold his head with my legs but his arms prevented me. Suddenly I felt at least two fingers going in and out of me. David's mouth left my pussy, I could hear him taking a drink, and then his mouth returned, to my heated pussy and was cooled with the ice in his mouth, which felt strange, but quite wonderful. His hands snaked up my stomach under my blouse and with an ice cube in each hand he teased my nipples, and I rose to meet his fingers as he tweaked them in the way I loved. Another orgasm was coming and I needed more.

"Fuck me David. Fuck me hard." 

I felt his tongue and hands leave me, then I heard the rustle of clothing. My legs were raised onto his shoulders; the cushion he had been laying on was pushed under my ass to raise his target. My hands went down to guide him in unnecessarily and my engorged labia lips gave him an easy target, the feelings I had as the first few inches entered were amazing. He slowly pushed home the full length I could feel the veins in his cock rippling through my insides

"Harder." I squealed.

David started to pound into me at a furious pace; I felt that I may be bruised all over but was past caring at this point. Within a minute he came, his cum going deep inside of me with another orgasm washing over me at the same time. David slowed to a stop, with his cock still inside me. He took a drink from his glass and passed it to me for a sip, which I needed.

"We are not finished yet." He said.

"Who taught you how to do all this?" I gasped.

"Very good teachers." He laughed. "I will tell you one day." 

As we were talking, I could feel his cock starting to get hard again, inside of me, I needed a change of position so I suggested I get on my knees and he enters from the rear. Any inhibitions I had with this young man had long gone, my own lust and need were the only thing on my mind as he sat back allowing his cock to leave me. I quickly turned over and buried my face in the cushion and with my ass in the air; he quickly filled my pussy again. The pounding started again, this time of course for far longer, as he continued to plunge his whole length into me then out again, sometimes even coming right out and making me panic to get it back in again. His hand came around onto my breast pulling my nipples and twisting them like never before. I was in ecstasy. I wanted this full feeling to last as long as I could keep it. His breathing told me he was close to cumming again, and I raised my hip to meet his downward thrusts as the third or fourth orgasms seared through me. David gave a great big sigh as he filled me once again. 

David rolled to the side after coming out of me, and then lay on his back alongside me panting with exhaustion. Whereas I lowered my knees down and stayed with my face in the cushion. My mind in turmoil and admitting to myself that I had just had the best fucking I have ever experience in the last twenty years of my life. Of course, reality started to set in, but before I could compose myself. He said.




Blackmailed Milf Ch. 01



"I had better get going; I will call you in the week."

"Yes! Call me, we have to talk." I blurted out, not even sure what we had to say.

After David left, I l turned over and just let the sun beat down on my aching, but sexually fulfilled body. A wry grin came over my face when I thought, 'If there ever was a time I needed a cigarette, it was now,' so after laying there for a good twenty minutes, I got my clothing sorted and walked back to the house and straight to the shower. After a hot shower and an inspection of a few bruises, I grabbed a cigarette, walked back down to my bench and enjoyed it while thinking this whole situation through. Would he keep quiet? He had so far. Could I do that again? Without a doubt I told myself, but the big question. Was once going to be enough? Time will tell.

I saw David a few times over the following week, but never alone. Nothing had been said or done that gave any indications that he was anything other than my son's friend. Then a few days later, my phone rang, and it was David.

"Are you ready to be my cum slut?" He said over the phone.

"What does this entail?" I replied, as if I was talking about a business arrangement.

"Simple! You do whatever I want, whenever I want and wherever I want. Yes or No?"

"What the hell! You want me to be available for your sexual gratification whenever you want. I need to think about this. Call me back in an hour."

I considered calling my sister Lisa, to get her advice since she had a few friends that were men on the side, just based on casual remarks she had made. However, to tell her that an eighteen year old boy wanted me to be his cum slut may have been too much for even her to hear. David called back exactly an hour later and of course; the sex was too good to pass up so I said yes to him and with the understanding that family came first. It was agreed; although I had no idea what would happen next. I hung up the phone, lay on the sofa and re-lived the garden fuck memory again. Three days later, I found out, from a quick telephone call from David.

"Friday afternoon 5pm. Yes or No?" was all he said.

"Yes! I replied quickly." Having quickly worked out nobody would be home before 8pm.

Friday came around and the whole day I was obsessing about being fucked by David's young hard cock again. I chose to wear minimal clothing, just a skirt and blouse knowing they would not be on for long after he arrived. 

He arrived exactly on time, and suggested we use the bed. I decided to use Tania's old room, still a bedroom but also a storage room and suitable for our purpose. We entered the room and he pulled a blindfold from his pocket and said.

"You have to wear this today; I want your other senses to go on overload."

He put the blindfold on me, making sure I could not see, and started to remove my clothes. Of course, within seconds, I was standing there naked and the touching started all over my body. He lightly caressed every part of my body from my face to my feet. Following that, he licked and sucked all over my body. He was right; my senses were on overload as he worked down my body again. I was close to an orgasm just standing there.

"Kneel down and keep your hands behind you, and suck me without touching." He commanded. 

I quickly kneeled and waited until he stood in front of me; I could hear the click of a camera and smiled to myself, thinking this how it all started. He was still taking photos as he stood in front of me. I resisted the temptation to take hold of him as his cock started to rub my lips. I just used my tongue on the end of his cock for a few seconds before taking him into my mouth like a straw, and using light teeth pressure, I moved my head back and forth along his whole length. I knew he was getting excited as his hips started to thrust toward me trying to get more inside my mouth until with a few jerks his cum was flowing down my throat. 

"You are a great cum slut." He said. "Give me a few minute to recover for my second course." 

I made sure I got every drop out of him before he helped me stand up and led me to the bed where I laid down and without thinking started to play with myself. It was a strange feeling knowing he was watching me while I could not see him. I heard the camera click again. 

"Roll over, I want to fuck you from behind, like before." He said. 

I rolled over and kneeled on the bed, with my knees apart and my face in the pillow. I felt his body on the bed as he kneeled behind me and put his cock between my legs, not making an entry just pulsating against me. My juices were on overload as his cock slowly searched the area for the entry, prodding and tantalizing my clit and lips until he arrived at my tunnel of lust and push slowly in. He felt ever harder than the last time, he slowly rippled his whole length inside me at which point my first orgasm arrived and I gripped him inside me like a vice. He paused for a few seconds, and then started to slam into me nearly pulling out at a retreating stroke; my every fiber was feeling the ecstasy of this fuck. 

His hands had come around my front and played with my nipples when he slowed the pace to my great delight, then the pounding came back which brought me to another orgasm. I knew he was not far behind me, as he grip on my hips became firmer. My whole pussy was tingling with sexual satisfaction as he finally jetted his cum deep inside me, spurting at least six loads. He stayed inside me seemingly still hard, but seemed to be catching his breath, while I did the same. The noise of the camera clicking started again, but seemed to be coming from the side of the room. That is weird I thought, I raised my hand and pushed the blindfold up, off my eyes, to see David sitting in the chair naked with the camera in his hand. Everything seemed to go in slow motion as I turned my head to see who had just fucked me. 

"Noo...this cannot be happening!" I screamed. 

TO BE CONTINUED



Blackmailed Milf Ch. 02



I slumped down onto the bed in total shock for a few agonizing minutes before I got myself together and ran from the room to my own bedroom. I sat on my bed for a few minutes before jumping in the bath to try to feel clean again, my mind was in such total turmoil I started to shut down. I lay on my bed and fell asleep in minutes. 

When I awoke it was 8-30 pm. I went downstairs into the kitchen to find Paul and Ryan already eating and watching the news; they were both going off for a weekend jaunt starting at 6-00am the following day. I explained I was not feeling too good and would probably have a long weekends rest. That got some sympathy, I went back to bed, and they should sort themselves out. 

I knew I had to talk to somebody, so early next day I called Lisa, my sister and told her I needed her help. Within two hour, she was sitting next to me waiting to hear my story. I started with the photos, the blackmail, and being fucked by David. 

"Was it good?" She asked. 

"Truthfully? Yes, it was fantastic! Whoever taught him did a great job." I said. 

I then went onto tell her about the previous day, what had happened, and how I did not know how to handle it. 

"Tell me who it was then." She demanded. 

"This is the really hard part." I said. "It was my son Ryan." I blurted out close to tears. 

"And was he good as well?" Lisa demanded to know with a smile on her face. 

"I am ashamed to say it was the best, until I saw who it was, that killed it for me." 

"Get your cigarettes and let's go sit on your smoking bench; I have a lot to tell you." Lisa said. 

We sat on my bench puffing away as Lisa began to tell her tale. She started by telling me her useless husband was interested in having sex about once a month. She needed it far more often and had taken many lovers over the years to satisfy herself, but it had only been the last two years that she had been getting all she needed and more, even having sex with another women. 

"Details! I need all the details!" I said laughing, feeling much better already, thinking I was going to hear some tales of good clean sex. She carried on telling me that two years ago she met a very young man who was still fairly innocent, his only previous experience was just some youthful fumbling with his sister and little else. Nevertheless, she has seduced him on his 16 th birthday and after some training had become a real sex stud who would fuck her whenever the urge came upon her, which were pretty frequent. 

Moreover, the young man had introduced her to his friend, who was the same age, and just as horny and he had become her second lover. And, she added, that she had met the first young man's sister who was bisexual and had a few more than a few sexual encounters with her as well. 

"So how often do you see these young men and the girl for sex nowadays?" I asked. 

"Once or twice a week with each young man, but it varies, but only once a month with the girl." Lisa said. 

"So you are getting fucked three or four time a week, you lucky cow!" I said laughing. "Why can't I get that?" 

"You are still not getting the picture are you? They are right under your nose, the young men are your son Ryan, his friend David and your daughter, Tania is the girl. Ryan and David have been fucking Tania as well for about a year." Lisa said snickering  

"Oh my God, my kids are sex maniacs, but then at their age so were we. I slowed down after marriage, where you did not, it seems." I said sarcastically. 

Lisa told me more about how she first started with Ryan just after his 16 th birthday when he had been over at her house to clear out their garage for a few dollars. Ryan had gone around the back of the garage to have a piss; Lisa had caught him and suggested she hold it for him, which led to her wanking him, which off course he really enjoyed. The following week she gave him a blowjob behind the garage. One week later his fuck training started. A month or so later David has joined in the action and her greatest pleasure now was both of them fucking and sucking her to exhaustion at the same time. 

"Where does Tania come into all this?" I asked. 

"Let me get a bottle of wine before you start. I need a drink!" I said, and went back into the house and brought back two bottles. 

When I got back and sunk the first glass of wine down, Lisa continued telling me how Tania had visited her one afternoon for a chat. How she had told Lisa she was bisexual, but she was having sex with Ryan and David and had been for some time, as with them she saw it as just plain lust without all the emotional attachments. How she knew I was availing myself of their services as well and seemed to think it was a good idea to keep it in a tight knit group. Lisa said she told Tania that she had no interest in sex with a woman even when Tania told her she could make her cum very easily. Some six week later on another visit, Tania talked Lisa into taking the cunnilingus test, with the aid of a bottle of wine. Lisa said it was successful and now Tania treated her Aunty at every visit. 

"That bottle did not last long." I said and opened the next one. 

"I am going to call David and see if he is available. This talk and drink is getting me needy." Lisa said. 

We started on the second bottle, I think with the added sunshine we were both getting very relaxed indeed. An hour later David strolled down the garden with his beaming smile, wearing T-shirt, shorts, and a huge grin. We were sitting on my bench and David sat on the grass in front of us. Lisa told him he was not there to play but to sort out my problem. 

"This problem you mean." He said and passed me an envelope. 

I opened the envelope knowing it was going to shock me, and it did. It was a photograph taken from the side, of myself laying face down with my ass in the air, and Ryan holding my hips with his cock up inside me, even worse was Ryan was facing the camera with a huge smile on his face. Lisa looked at it and made a comment of how sexy it was and how good I looked. 

"Yes that problem." I said. 

"Incest is just so wrong from my point of view. I don't think it should ever happen again." I said. 

"You are thinking of it as personal, for us it is not, it is just great sex. Ryan and I share everything." He replied. 

Lisa laughed at that comment and nodded in agreement. I told David I now knew all the going's on that were happening and had no problem with any of it. I just have a mental block about being fucked by my own son. He looked me straight in the eye, with his hand creeping under my skirt and suggested that if I were not willing to share with them both, then I would get neither. 

"That's blackmail again!" I retorted back. 

"Yes! You are right, it is. He withdrew his hand from under my skirt and placed it on Lisa's knee. 

"So I have to whatever you two want, or I get none at all. Is that the only option?" I said glaring at him. 

"Basically yes, or you could just stick to once a month with your husband? " He said, smugly smiling at me. 

I leaned back on the bench trying to think all this through. I watched as his arm was now fully up Lisa's skirt and about to pleasure her, while I sat there aching for attention. I knew I was feeling incredibly horny and slightly drunk; this was not the time for decisions. I look over to Lisa, who by this time was slumped back in the bench her legs wide and in a state of oblivion to what was around her. I stood up, headed back indoors, lay down on the sofa, and fell asleep. 

I woke up a few hours later to find Lisa sitting in the chair opposite, looking very pleased. She went to the kitchen and got me some fresh coffee, which I quickly devoured bringing me back to my normal clear-headed self. 

"You got fucked then?" I asked. 

"Of course, that's what he is to be used for." She said. "Here is an idea for you, what if you wear the blindfold whenever they want it, so you do not see who it is! Think about that, but until you decide nothing else will be said by anyone, everything will be as normal." She said. 

True to her word, after Ryan came back, I saw David some days, and both of them together other days and nothing was ever said, even Lisa never mentioned it again, this continued for two weeks. My urges were of course as strong as ever, I did get Paul to fuck me once in that time, but no forty five year old can match the pure vigor of an eighteen year old. 

It was at the end of the third week than Tania drove down for a surprise visit, it was obvious that the situation had been discussed with her, probably by Lisa, and she wanted to give me her input. Tania explained from her point of view, that sex with David and Ryan was just physical lust, it suited her that there was no particular emotions involved, they were not jealous of any other lovers she had, and at the current time it suited her very well. 

"Mom! They are just two horny boys; they would fuck a jar of jam if it felt good. Once they find regular girlfriends it will end for us." She said. 

That made me laugh, and it was probably true. Tania went on to ask if I missed the sex with David, and of course, I had to admit I did, and told her it reminded me of my own teenage sex life, which had been more than adequate. 

"We must have inherited our insatiable lust from you." She said laughing. 

"I have to head back now, but if you get the opportunity, go for another try, you may get addicted." She said smiling. 

I waved goodbye to Tania as she drove off and went back to the sofa to lay back and think about her suggestions. My mind wandered back to the sex memories with the boys and my hand wandered down to give me the relief I needed. Perhaps the whole idea was not as repugnant as I had first thought, but was that my brain or my pent up lust talking? I knew that my resolve would probably weaken at some point, probably when the sexual frustration became hard to bear. 

Two weeks later, Paul was away again at the weekend and both boys were in the garage working on their old car most of the day. At 6.00pm, they both came into the house looking for some dinner, they were both covered in dust and oil. I sent Ryan to use the shower in my bedroom and David to use the guest bathroom. After about ten minutes of my imagination thinking about David standing naked in the shower I grabbed some fresh towels and took them to the guest bathroom, I walked straight in to find David freshly showered and standing there with a towel around his waist. As soon as I entered, he had that big grin on his face. He knew! 

"Do you want to suck this?" He said, as he removed the towel from his waist and started to wank himself. 

"You know I do." I replied, staring at his nakedness. 

"You accept that we both can have you anytime we want." David said, wanting to hear my submission. 

My heart was pounding as I approached him saying "Yes! Yes! Anything you both want." 

I knelt down and took him into my mouth, he tasted so fresh and clean, I worked fast with both hand and my mouth, desperate to feel and taste him cum flowing down my throat. As usual, his first orgasm came quickly and flooded my mouth with his hot cum as I took gulp after gulp to swallow it all down. I let him escape from my mouth, and my tongue tantalized the end of his cock to get any remaining dribbles. 

"Let's join Ryan." He said as he lifted me from the kneeling position, took me by the hand, and led me to my bedroom. 

Ryan had finished showering and he was standing with a towel around him as we entered, a big smile came over his face, he knew they had won. I stood there fully clothed just looking at the floor not knowing what was going to happen next. David picked up a scarf from the table and blindfolded me, probably thinking this would make it easier for me. They removed all my clothes then kissing and licking me all over, hands were everywhere and I could feel my sexual appetite rising. 

Suddenly, I was lifted off the ground and laid down in the centre of the bed, my arms stretched above my head, allowing me to clutch the pillow my head was resting on. Another pillow was placed under my ass, raising my pussy in the air, ready for the multiple entries I was hopefully going to receive. I could hear the boys move either side of the bed and they both started sucking a nipple at the same time with their hands wandering up and down my body. This alone had started me moaning which increased as one of them raised my knees and released the nipple from his mouth and went to lie in between my legs and started to lick up and down my inner thighs. Slowly progressing upward to tantalize my engorged labia lips and then to my clit that was screaming for attention. My juices were pouring from me as his tongue met my clit, my hips bucked as an orgasm shot through me like an electric shock. 

"Enough! Fuck me, fuck me now!" I screamed out. 

I felt the one licking me sit back up, and within a few seconds, his cock was teasing my entrance by allowing just an inch to enter and then pulling back, I thrust my hips up to him and manage to get a few more inches inside me. I started to whimper begging for it all and my wish was granted as his whole length sunk inside me, the wondrous full feeling had arrived. 

Meanwhile, the other boy had got astride my chest, but putting very little weight on me, had his cock waving in my face. My hand came down from clutching the pillow and I took it in hand and slowly introduced it into my mouth. I heard more than a few sighs, as I did my thing on him with my hands and mouth. I had also worked out who was doing what to me, but I just did not care, this was too good an experience to miss. I tried to match the pace of the cock going in and out of me with the action of my mouth. Getting them to cum at the same time became the challenge. 

Eventually, I felt the urgency of the cock between my legs begin to get ready to wash the walls of my womb with his hot cum, and the one in my mouth was getting closer. I felt the first spurt of cum inside me and feverishly worked on the one in my mouth and 'Bingo!' I was swallowing cum as fast as I could. I lost count of my orgasms in this experience; my whole body was exhausted but so sexually sated. I felt a glow of pure satisfaction and the boys rested on either side of me, drained of cum, and energy. We lay there for a few minutes before they got up of the bed, helping me up and guided me to the bathroom and into the shower. They took off my blindfold, both boys washed me down, dried me, took me back to the bed, covered me in a sheet and I fell asleep reliving the whole experience in my dreams. 

I woke about an hour later, I glanced at the clock it was 8.00pm. I got dressed and went down to the kitchen. Paul was already home and sitting at the table with the boys. 

"Are you feeling better Mom?" Ryan said. "I was just telling Dad you had a headache and went for a lay down." He said smiling. 

"I am feeling much better now." I said. "I was feeling very stressed earlier, but I feel much better now." I said with a smile on my face as I prepared dinner for them. 

SIX MONTHS LATER. 

The boys had been wonderful all the time, whenever anybody was in the house they treated me exactly as any teenagers would with their mother, but when I was alone with either or both of them it was always action. I have kept up my tradition of being a 'cock sucking dumpster slut' as often as I could. David calls around every Wednesday for lunch with extras; he has fucked me over the table, the washing machine and even over the sink, and in probably every room in the house. Ryan likes me to suck him off before he gets out of bed in the morning or while he is taking his morning shower, my gardening bench is his favorite place to fuck me. Of course, we still have a three in a bed romp when we can. 

Paul, my husband, is quite happy with his once a month sex, and of course he has no idea of my extra activities. Lisa still entertains the boys weekly for her slice of the action and Tania get hers, whenever she comes home. There is talk of all five of us together going away for a weekend trip, let us hope the boys have enough energy for that. 

I have also noticed a few of the boys other friends are watching me, This cum guzzling dumpster slut, may be getting more deposits very soon. 



Blackmailed MILF Ch. 02



Sheila had been having trouble sleeping for the last two weeks. Arguments with her daughter Sierra and nightmares about Jason had taken a toll on her rest. Of course having an eighteen year old daughter often causes sleep loss but most people don't have to worry about affairs with students that could put them in jail.

In reality the truth was she was as much addicted to sex with Jason as she was to booze. She only used the blackmail as an excuse to fuck him. She actually loved it and got tingles every time she saw him in the school halls, picturing his naked body as she first did weeks ago next to her pool. But the nightmares still came.

One nightmare in particular was recurrent for Sheila. It started with her walking into a crowded courtroom alongside a greasy lawyer she knew as her defense counselor. Don was a middle-aged ambulance chaser and could turn the stomach of any woman he looked at. It wasn't that he was that ugly but he had no class at all and would often stare at a woman's chest or legs with a lustful grin, uncaring of how uncomfortable he made the woman.

The Prosecutor in the dream was also a problem for Sheila. Seated at the prosecution table was an attractive blonde, Tracie Jones, an old classmate of hers who had also been a competitor in school for everything, including boys. Sheila remembered Tracie being a lawyer but thought she was practicing in a different state. 

After taking her seat at the defense table Don immediately pushed his chair right up against hers and put his hand on her leg under the table. Sheila pushed his hand off her leg but he just put it back on. Even though it was distracting Sheila decided not to fight him. Don would stand up to make an objection and as soon as he sat down he put his hand back on her leg, moving it up and down her thigh.

Sheila looked around at the crowd in the courtroom and saw all kinds of people she knew, teachers, staff, students, old acquaintances, and all of them seemed to be staring at her and enjoying what they were seeing. It didn't seem to be a normal trial crowd but more like a sporting event. The people were smiling and laughing and whispering in each other's ear as if there were a joke being passed around.

When she turned back around she saw that Jason was on the stand and Tracie was examining him.

"Have you ever seen Sheila Moser, the defendant, naked?"

"Yes."

"Tell us about it."

"It was the first time we had sex. It was right after I practiced swimming in her pool."

"In order to help prove you actually were with the defendant when she was naked, could you tell us if there are any distinguishing marks on her body that cannot otherwise be seen when she is dressed? Any tattoos or birthmarks, etc?" 

"No, none at all."

"And did you get a good look at her body?"

"Every inch of it."

Tracie turned to Sheila with a sly smile and then addressed the judge.

"Your honor, in order that the jury can decide if this 'very young man' is telling the court the truth we would like the defendant to show us the evidence."

The judge replied in a very 'matter of fact' way.

"Very well, of course. The defendant will now stand and reveal the evidence."

Sheila turned to Don and asked what they were talking about. He informed her that she must stand up in front of the jury and take off all her clothes. Sheila was outraged and she jumped up and yelled at the judge.

"This is ridiculous. I'm not taking off my clothes here in this courtroom!"

The judge replied. "You either take them off or I'll have the guards take them off for you and in addition I'll hold you in contempt."

Sheila looked at her old rival Tracie who was smiling, just as was about everyone else in the court. Then she looked at Don once more who was trying to hide his smile.

"How can they do this to me?"

"He's the judge. You better strip or you'll end up in jail and I don't think you'd enjoy it there."

An angry and upset Sheila stepped around the defense table and walked to the front of the jury box. The entire courtroom was watching as Sheila began unbuttoning her blouse. As Sheila undressed she glanced around the room at the smiling faces. Tracie was sitting on the edge of her table with the biggest smile of all. Even the judge had a slight grin.

Sheila tossed her white blouse onto the defense table and reached for the button and zipper on her dark blue skirt. It soon dropped to the carpeted floor revealing her panty hose that covered her lacy white panties. After tossing her skirt to the table she kicked off her dark high heels, hooked her fingers into her hose, peeled them down and tossed them on top of her skirt.

Sheila stood in the courtroom in her white satin bra and panties looking around at the leering eyes of the crowd. She was tempted to make a run for it rather than continue but there was nowhere to run for there were people standing in the aisles and the smiling courtroom guards blocked the doors.

"Judge isn't this enough?"

"No it isn't! And stop wasting the courts time. Get on with it! Or should I say, get off with it."

This brought a laugh from the courtroom and the judge pounded his gavel to restore order. Sheila took a deep breath and unhooked her bra. She tossed it to the pile with one hand as she used her other arm to cover her breasts. She then took her free hand and awkwardly peeled down her panties and tossed them to the pile. Sheila quickly put her free hand over her naked shaven pussy. Tracie stood up and addressed Jason who was enjoying the strip show as much as everyone else.

"Is this the way she stood when you first saw her naked?"

"Not exactly... She was still wearing her shoes and her hands were at her sides."

"The defendant will put on her shoes and stand with her hands at her sides."

Sheila looked at Don.

"Why don't you object to this?"

"I can't. You better do what they ask."

Sheila's face was red as much with anger as embarrassment. She worked her feet into the high heels that lay next to her then looked at the jury as she forced herself to drop her hands. 

There were ten men and two women on the jury staring at her naked, exposed body. The women looked like lesbians to Sheila for they seemed to be getting as much joy as the men at her exposure. A few of the elderly men were enjoying themselves in particular as one of them asked the judge if it would be alright if she turned around. The judge ordered Sheila to turn around. Sheila reluctantly agreed. After she stood there for a moment the judge told Sheila to walk around the area in front of the jury in a small circle so that they all would get a good look at her entire body.

After an extended amount of time, Tracie asked the jury if they had seen any tattoos or beauty marks on Sheila's body. They all shook their heads. Then the judge said that they had seen enough. The courtroom laughed again before the judge told Sheila she could sit down. Sheila quickly covered her nudity as much as she could with her hands and returned to the table to get her clothes. But they were gone. She looked at Don and asked him where her clothes were. He told her he didn't know. Then the judge spoke up.

"The defendant will take her seat!"

"But judge...I can't find my clothes."

"The court cannot take the time to search for them presently. We must get on with the proceedings. We'll find you something to wear. Now take your seat!"

As Sheila walked around the table to her seat she noticed several of her students in the front row, right behind her seat.

"What are you kids doing here?"

"We're on our government field trip today." This came from a smiling nerdish teen whose smile was never bigger. Sheila sat down on the cold chair and once again Don moved closer and quickly put his hand back on her leg. Tracie returned to her questioning of Jason, asking him about all the sex he had with Sheila. He described over and over the acts which kept the courtroom focused and excited.

After about twenty minutes of this Tracie asked Jason to describe the blow job that Sheila gave him.

"I'm not very good at describing things. Could I act it out?"

"I think that's a great idea, if the court will allow." 

The judge agreed and told Sheila to come forward. She jumped to her feet her hands still trying to cover herself.

"This is ridiculous!"

"One more outburst from you Mrs. Moser and I'll find you in contempt! Now get up here!"

Sheila walked back to the spot where she stripped as Jason got off the stand. He walked over to Sheila and stood beside her. Tracie approached them.

"Now, what position was Mrs. Moser in?"

"She was on her knees."

"Mrs. Moser, Please get on your knees."

Sheila wanted to reach out and slap Tracie. She could see how much she was enjoying humiliating her. But having no choice she sunk to her knees. Jason continued.

"She was sitting back on her heels with one hand rubbing her pussy and the other rubbing one of her tits."

"You mean her breasts. Mrs. Moser, do as he described, please."

Sheila began rubbing her nipples and pussy, her face just inches from Jason's crotch.

"Is that how you remember it, Jason?"

"Almost. Her mouth was open wide in the shape of an 'O'.

"Sheila...I mean, Mrs. Moser, do as he said."

Sheila looked up at the bitch sending daggers at her through her eyes. Then she tilted her head back and opened her mouth wide, shaping her lips as if his cock were passing through it. The court was dead silent as they imagined what had happened between Sheila and the teen. Sheila knelt there in the awkward position for several minutes as Tracie described in very erotic terms just what had happened.

Sheila listened to the words Tracie spoke as she rubbed her pussy and nipples and she couldn't help but get excited thinking back to the actual event as it was being described. Suddenly drool began to spill from her mouth as if it were the cum that had filled her mouth during the genuine act. When Tracie spotted it she chuckled and suggested it was a Pavlovian moment. The jury leaned forward imaging a cock thrusting in and out of Sheila's mouth. Tracie finally addressed the judge.

"That's about it unless the court would like to see..."

"I think we've seen enough. The defendant can return to her seat."

Sheila stood up and returned to her seat, glancing at the crowd which seemed larger and populated with even more of the people she knew, neighbors and old classmates. The judge suggested that unless there was an objection they would adjourn for the day. Sheila Jumped up.

"Your honor, what about my clothes? I haven't any clothes to wear home."

The judge turned to the bailiff who brought Sheila a small towel. Sheila stretched the towel around her. It barely reached and it only went down to the bottom of her ass. Don led her through the crowd, making their way to the door. Hands reached out and groped her, some trying to pull the towel free. When they got outside Sheila saw a huge crowd staring at her, cheering, whistling and making cat calls. Many of the women called her a pervert and slut. Just as they started down the stairs a hand reached out and grabbed at the towel trying to pull it free. Sheila grasped it in terror holding on for life and calling for help as the crowd just cheered.

Sheila screamed and suddenly woke up in her bed covered in sweat soaked sheets. She thought to herself, 'A nightmare'. She reached over for the scotch bottle sitting on the nightstand. It was almost empty. She would need to restock her bar.

That evening Sheila asked her daughter Sierra if she needed anything for she was going out for some things. Sierra answered no. So Sheila drove directly to the liquor store that sat at the end of a strip mall next to the park. 

Sheila had just put a grocery bag full of liquor into the trunk of her car. It was in the darkened, near vacant parking lot that Sheila heard her name called out. She turned to see Jason walking to her from the shadows. Sheila wanted dearly to run but she just smiled instead. She was still hoping to get some kind of friendly control over him.

"I thought that was your car. How are you doing Mrs. Moser?"

"Hello Jason. I was just on my way home."

"Could you do me a favor?"

"That all depends on what it is. You see, I'm in a bit of a hurry. Sierra's at home waiting for me."

"This won't take long, Mrs. Moser. I need a bottle of Jack Daniels."

"Now Jason, You know I could get in trouble for giving you liquor."

"You could get in trouble for giving me a blow job too."

Sheila forced a laugh and smile.

"Very funny, Jason. I just can't take the chance."

"Okay then. I'll go talk to Mr. Morgan."

Sheila's smile instantly disappeared when he mentioned the principal.

"Why are you going to him? He's not going to buy it for you?"

"He might. He once told me I could talk to him about anything. You know, sports, school work, girls..."

Sheila wasn't sure if he was making a threat but she couldn't take the chance that he might inadvertently say something about her. She looked around.

"Okay, I'll get you a bottle of Jack Daniels, but you can't tell anyone about this. And go behind the store. I'll drive around when I get it."

Jason took off in the dark toward the rear of the store. Sheila's plan was to pull around to the back, hand the bottle out the window and take off before anyone could see her. As she came out of the store with the bottle of Jack she looked around once more to see if anyone was near. With no one in sight she jumped into her car and quickly drove behind the store. It was dark with only a single light on a pole above her. But she didn't see Jason.

Suddenly he came out of the wooded area and jumped into the passenger side of the car and slammed the door.

"I had to take a piss."

"Here's your bottle. Now get out because I got to go."

Jason ignored her statement and opened the bottle and took a deep swig. He took a breath and then took another swig.

"Here Mrs. Moser, have a drink with me."

He held out the bottle but Sheila quickly turned her head and began looking around to see if anyone saw him get into the car.

"Jason-"

"Don't worry Mrs. Moser, hardly anyone comes back here. I know cause I've been hanging around back here for the last two years. I fucked Melissa Martin right over there one night last summer for a half an hour and no one saw us."

Sheila was surprised how easily he mentioned his session with one of the elite girls from the school, who was also a friend of her daughter. She wondered if he made any references to her around his friends. It made her so nervous that she grabbed the bottle from his hands and took a long swallow of the whiskey.

Jason then took the bottle back and had another drink before handing it back to her. She took another swallow and began to relax a bit.

"Jason, you better go."

"I will in a minute. You know Mrs. Moser, watching the end of that bottled touch your mouth has got me a little excited. The way your lips wrap around it-"

"No Jason..."

"It won't take long. Just suck on it for a bit."

Sheila looked at his lap and suddenly realized his cock was out and rock hard. He hadn't even zipped up after relieving himself in the woods. Sheila hesitated, took the bottle from his hands, looked around the area, took another swallow of the whiskey then went down on Jason's cock.

"Owww!"

Jason yelled as Sheila pulled away from his cock and innocently asked, "Did that burn?"

Sheila acted innocent enough that Jason didn't catch on that she did it on purpose. He sat there rubbing his cock as it began to deflate from the burning pain.

"You still want me to...continue?"

"Yeah. Just don't drink anymore till you're done."

As Sheila started to lean over again, Jason grabbed her head and pulled her into a deep kiss. The combination of the whiskey, the danger and the kiss began to arouse Sheila. But just as the kissing began to really get her going, Jason pulled her head away and guided her mouth to his cock which was now hardening once more. Jason grinned.

"That's better."

Sheila lifted her head slightly.

"Keep looking around and make sure no one is there."

"Sure thing, Mrs. Moser."

Jason pushed her head back down on his cock as he occasionally glanced out the windows. He played with her hair-sprayed hair as she sucked him, making her stylish hair-do into a ratted mess. Jason was enjoying himself. With his right hand on her bobbing head Jason began to unbutton the back of Sheila's baby blue blouse but before he could get half way done Sheila took her mouth off his cock.

"Don't Jason. We haven't got enough time. Just let me finish you."

Jason was slightly disturbed that Sheila stopped him but he quit, leaving her blouse half undone and took another gulp of whiskey. He showed his feelings by increasing the speed of the blowjob by working Sheila's head on his cock even faster. Jason was in no hurry but there was a chance that someone might come out the back door of the liquor store and interrupt his fun so he work his way toward an orgasm.

As much as Sheila was enjoying the feel of Jason's gorgeous cock in her mouth she hated the idea of blowing someone in a car which is something she hadn't done in years. She also hated having him mess with her hair and pound her head up and down on his cock. The whiskey helped her deal with the humiliating action but she just worked at getting him off as quick as possible. Her wet lips and swirling tongue finally did the job and she heard Jason begin to moan.

Jason held Sheila by the hair and pushed her head down on his cock as the first spurt shot out. Sheila was still not used to swallowing large amounts of sperm and she fought Jason and pulled her mouth off his erupting cock. The second spurt hit her eye and the final two spurts hit her chin and dripped down onto her blue blouse.

Sheila coughed and rubbed her burning eye as Jason jerked his cock empty. Finally with Jason chuckling Sheila spoke up.

"Jason! Why did you do that? You know I don't like it when you force my head down when you cum."

"I'm sorry, Mrs. Moser. I guess I just got over excited."

"Yeah? Well..." She quickly composed herself. "Just don't let it happen again. Okay? Now take your whiskey and go."

"Can you give me a ride home?"

"Jason, now what would your parents say if I pulled up-"

"They're not home. This is their country club night and they're always out till after midnight. And you can drop me off behind the house. There's a road back there without any houses on it."

Sheila had learned by now that it was pointless to argue with him. So she agreed. As they pulled out into the street Jason told Sheila about the large cum stain on the front of her blouse. Sheila looked down at it and cursed while almost driving off the road. If Sierra saw her walk through the door with a stain on her blouse and her hair messed it would be obvious what had happened. Sheila kept looking at the stain and then into the mirror to get an idea of her messy hair when suddenly she heard a siren.

"I think you were speeding, Mrs. Moser."

Sheila bit her lip rather than swear at Jason's teasing remark. She pulled over, grabbed her purse and rolled down the window. What could be worse she thought. The police officer approached her door.

"Aren't you Mrs. Moser?"

Sheila looked up and immediately recognized Rick Hart, a student she had often punished at school about ten years ago. She wondered how a goof like him ever got to be a cop. She quickly put on the charm hoping he was holding no grudge from the many detentions she had given him.

"Why Rick...isn't it?"

"It's officer Hart now."

"Yes... of course."

"License, registration and proof of insurance please."

Rick went through his official routine and then recognized Jason.

"Aren't you the football player?"




Blackmailed MILF Ch. 02



"Yeah. Mrs. Moser saw me walking and offered me a ride."

"Oh. How nice of her."

Rick had been ready to give it to Sheila good. He could smell the whiskey in the car and he could tell from the condition of Sheila's unbuttoned blouse and messed up hair that hanky-panky had been going on. But like most locals, football was king in town and this could cost Jason a game or two or even the rest of the season. So Rick filed this away in the back of his mind thinking someday he would get even with this bitch Mrs. Moser.

"Drive carefully Mrs. Moser. I'll be seeing you around."

Sheila could finally breathe again. Her heart was pounding so hard she thought it might burst through her chest. She started the car and drove off.

When they reached the road behind Jason's house Jason invited her in.

"Look Mrs. Moser, you can't go home like that can you. My mother has some sweaters she never wears. She's about your size. You can have one and fix your hair. It won't take long. We can go in the back door. I always leave it unlocked in case I get home late."

Sheila realized he made some sense and no one would be home for hours and no one could see them go in the back door. She really needed to clean up. If Sierra saw her like this she would bring it up in every argument they would have for years. Sheila agreed, shut off the car that sat on the dirt road behind the house and followed Jason in. She desperately wanted another shot of whiskey.

Once they were inside Jason left Sheila in the kitchen where she looked in the mirror behind the sink. Her hair and makeup were a mess. She imagined what Rick had thought at the sight of her appearance. She wiped away her smeared lipstick and began fixing her hair. Jason was already upstairs looking for the sweater. While he was gone Sheila noticed a bottle of scotch on a shelf nearby. Still upset from being stopped by Rick, Sheila grabbed the bottle and took a few swallows, put it back and continued with her hair. Jason hadn't come back yet so Sheila took off her blouse to work on the stains. 

As Sheila heard her name called out she grabbed a kitchen towel to cover the top of her and turned around. There stood Jason totally naked with a pink sweater dangling from his erection which stood at ninety degrees.

"Jason no! We can't. I've got to get home."

Jason tossed the sweater onto the counter and Sheila's eyes went right to his rock hard cock.

"How can you...you just came not more than five minutes ago?"

"I'm ready morning and night and several times in between."

Sheila backed up against the counter as Jason took her face in his hands and kissed her. First she tried to push him away but his power was overwhelming. She held her arms out, unwilling to embrace the naked form that was now against her but the kissing and the warmth from his hard, muscular body began to melt her will. Sheila let out a few more "no's" but they melted too and her arms finally wrapped around him, with his cock pressing up against her stomach. She pushed away his mouth for a moment.

"We've got to hurry."

His only response was a wicked grin as he kissed her once more, pushing his tongue deep into her mouth as if it were his cock. Now Sheila began to moan. She wanted his cock in her pussy which was rapidly growing wet. Her hands were now roaming over his athletic body available for her pleasure. She pulled away momentarily.

"Fuck me, Jason! Fuck me!"

"Anything you say, Mrs. Moser."

Jason spun her around and leaned her over the counter. He pushed down her slacks and panties to her knees then began to work his cock into her now soaked and hungry pussy. Sheila's alcohol breath was panting at an ever increasing pace as Jason took charge of her body. Sheila surrendered and just enjoyed, as his cock began to piston in and out.

As Jason fucked Sheila he reached down and grabbed the back of her bra, but instead of unhooking it he ripped it apart. He reached around her and filled his hands with her swaying breasts. Between the alcohol and the sex Sheila went into a daze unaware of where she was, focused only on pleasure. She hadn't known sexual joy like this in so long and this young stud was giving her a rejuvenation of her youth. Sheila's right hand found the sweater on the counter and she squeezed it tightly as if holding onto something valuable that might escape.

Jason pounded away from behind, enjoying the simple physical pleasure on one hand and the psychological pleasure of fucking the assistant principal on the counter of his own kitchen. He knew it would be dangerous to tell his friends about this but the temptation was growing within him. He knew that eventually one day he would but it was just a matter of how long he could hold out.

Sheila reached her first orgasm quickly and soon remembered her surroundings once more. To the right was a trophy cabinet full of trophies no doubt won by the young man pounding away at her pussy. She thought there should be one more there for the joy he was giving her. She considered her condition, leaning on the counter, her torn bra hanging from her arms, her pants and panties around her knees and cum juices streaming down her thighs. These images in her mind help bring Sheila to her second orgasm.

When Sheila let out a loud moan Jason gathered that she had cum and decided to finish himself. He picked up his pace and the room filled with the sound of slapping noises as his body pounded against Sheila's ass and cunt. He finished with a powerful lunge and then collapsed down onto her back, sweating and breathing heavy.

Both of the two rested in that position for over a minute before they began to gather themselves. Sheila used a kitchen towel to clean up the juices while no word was spoken for several seconds. Finally Sheila broke the silence.

"I've got to go."

Jason didn't say anything as Sheila put on the sweater. The naked boy walked over to the refrigerator and opened it, looking for something to eat. Sheila felt the silence, something that wouldn't be there if this had been romance. The silence was evidence that this was just fucking, nothing more.

As Sheila walked toward the back door Jason spoke.

"Thanks for the Jack."

Sheila was home in five minutes and put her blue blouse in the kitchen sink to fix the stain. She poured herself a drink and continued to wash her blouse when Sierra entered.

"Where have you been?"

"Just shopping."

"Yeah? Well, wherever it was you must have sat in something because the back of your slacks are a mess."

Sheila realized it was probably fuck juices. Fortunately before Sierra could make any inquiries the doorbell rang.

"Could you get that, Sierra?"

After Sierra walked away Sheila felt the dampness on the back of her pants. She was angry that she hadn't been more careful. She took the blouse and after rinsing it began to wring it out when Sierra returned.

"Who's at the door?"

"It's a classmate of mine. Do you mind if we take a swim?"

"It's a little late for that, don't you think?"

"Yes, but it's so warm out and I've been studying all evening. I could use a swim before bed."

"Okay."

Sierra yelled to the other room that it was okay. That's when Jason walked in.

"Thanks for letting us swim, Mrs. Moser."

Sheila quickly removed the look of shock from her face before Sierra could notice it. The two teenagers went out to the changing room next to the pool as Sheila stood there in a daze. She hung her blouse on a towel rack and went to the window to watch what was going on at the pool, all the while wondering what she could do about it. 

The two teens were playful as they swam but Sheila pretty much knew what was on Jason's mind. Sheila began to think of how she could save herself and Sierra from the clutches of the handsome stud. Then it came to her. She needed a distraction. Something that Jason would focus on and relieve her and her daughter from his sexual predation. Suddenly she came up with an idea. It was a terrible thing to do but it was something that only she could get away with and it might just save her from the blackmail situation she was in.